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Holiday Rentals in Winter Park

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    Travellers to Winter Park are booking December dates now. Secure your holiday home today, and have the perfect trip.
    All 414 Rentals in Winter Park
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    Ski In/Out Resort Village #3307 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 34
    (7)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Ski In/Out Resort Village #3133 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 32
    (8)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Ski In/Out Resort Village #4283 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 29
    (12)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Slopeside 3 Story Luxury Villa - FREE Activities/Fantastic Views/Ski Shuttle1 / 43
    (2)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Mountain Views
    • Sauna
    • Cable/satellite TV
    • Central Heating
    • Hot Tub
    • Shared Indoor Pool
    • Wi-Fi
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 September 2018
    This spectacular house was a wonderful place to call home as we explored Winter Park. Located within walking distance of the village it is a perfect place to spend family time...
    Reviewed 23 August 2018
    This place is great! Perfect for a family or a group wanting to relax and enjoy the sunsets and live music in winterpark. It’s walking distance to so many activities and a short...
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    About this property
    Enjoy the ultimate Rocky Mountain experience when you stay at this slope-side paradise located just outside the bounds of Winter Park's Resort's ski slopes and the esteemed Base Village. Outfitted with all the modern comforts of home and much more, the exquisite blend of modern and mountain styles...
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    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    Ski In/Out Resort Village #3509 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 29
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Sauna
    • Shared Indoor Pool
    • Hot Tub
    • Wi-Fi
    • Cable/satellite TV
    • Housekeeping Included
    • Central Heating
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 March 2017
    This was a great condo for two couples. We were so close to the Winter park base. They have a great hot tub, also. Will definitely stay here again when coming to Winter Park.
    Reviewed 11 March 2017
    Our stay was great!! The hot tub was good and HOT!! Couldn't be happier!! Will stay there again without a doubt !!
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 1 bedroom/1 bath condo sleeps up to 6...
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    Winter Park, Grand County 80482
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Ski In/Out Resort Village #4475 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 31
    (37)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Shared Indoor Pool
    • Housekeeping Included
    • Hot Tub
    • Sauna
    • Mountain Views
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 July 2017
    We stayed at Founders Point Village in Winter Park. It was amazing views, close to everything if you enjoy having something to do between 10 a.m. and 5 p.m. If you are a night...
    Reviewed 2 July 2017
    Loved this place only small issue was it's a 4th floor and elevators to far so we used stairs, loved view to the mountains and the resort, very quite place, shopping...
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
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    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ski In/Out Resort Village #3301 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 32
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Central Heating
    • Housekeeping Included
    • Hot Tub
    • Mountain Views
    • Cable/satellite TV
    • Shared Indoor Pool
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 December 2017
    3301 is a beautifully decorated unit in a mountain motif. From the stacked stone fireplace to the elk dinnerware - no details left out! Third floor walk out access to the...
    Reviewed 25 July 2017
    We had a wonderful stay at Frazier Crossing. The accommodations were fabulous! The condo was exceptionally clean and well appointed. We had absolutely everything we needed. The...
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ski In/Out Resort Village #4474 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 30
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Shared Indoor Pool
    • Housekeeping Included
    • Mountain Views
    • Wi-Fi
    • Sauna
    • Cable/satellite TV
    • Hot Tub
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 July 2017
    My sister, niece, and I enjoyed our time in Winter Park immensely. The condo's location was perfect to enjoy hiking and activities at the resort. The hot tub was amazing!
    Reviewed 6 June 2017
    We have had a lovely stay in this lovely 2bedroom with patron condo. Would definitely return and might have to permanently move here!
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Shared Indoor Pool
    • Sauna
    • Housekeeping Included
    • Central Heating
    • Hot Tub
    • Mountain Views
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the ultimate Rocky Mountain experience when you stay at this one of a kind, custom mountain home. Outfitted with all the latest modern conveniences and much more, the exquisite blend of contemporary and mountain styles come together to create a perfect atmosphere for your Colorado mountain...
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    Location Information
    Winter Park, Grand County 80442
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Ski In/Out Resort Village #3235 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 31
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Sauna
    • Mountain Views
    • Hot Tub
    • Cable/satellite TV
    • Shared Indoor Pool
    • Wi-Fi
    • Housekeeping Included
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 August 2017
    We enjoyed our stay in this well constructed condo. Located within walking distance of shops, alpine slide etc it was super convenient! Care has been taken in selecting the...
    Reviewed 30 July 2017
    We are longtime visitors to Winterpark and we loved the location close to the base area were all the things we wanted to do were located. The hiking, biking, and skinny here are...
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ski In/Out Resort Village #3129 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 37
    (11)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    other traveller has booked this property
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    Amenities & Details
    • Shared Indoor Pool
    • Housekeeping Included
    • Hot Tub
    • Mountain Views
    • Cable/satellite TV
    • Sauna
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 February 2018
    We stayed at this condo in July and it was perfect! We had such a nice time. Extremely clean and was even nicer in person then i expected!
    Reviewed 13 August 2017
    Our family of 6 had a great time in Winter Park staying at this condo. It was across the street from all the action of the resort. Logan was helpful on the day of check in.
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    New Downtown Winter Park Villa On A Pond - FREE Activities/Great View/Hot Tub1 / 39
    (4)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Hot Tub
    • Mountain Views
    • Housekeeping Included
    • Shared Indoor Pool
    • Wi-Fi
    • Cable/satellite TV
    • Sauna
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 September 2017
    Nice location, clean, adequate, could use whole stay worth hygiene products, shampoo, conditioner, soap:)Nicely decorated. Clean furnishings. The location was great for...
    Reviewed 24 July 2017
    This was our first trip to Winter Park and loved the area of the condo. Staying at Winter Park Village was very convenient. Condo was very nicely furnished and comfortable.
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this one of a kind, custom mountain home. Outfitted with all the latest modern conveniences and much more, the exquisite blend of contemporary and mountain styles come together to create a perfect atmosphere for your Colorado mountain...
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    Location Information
    Winter Park, Grand County 80442
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Lakota Luxury Retreat Next To Resort - Incredible Views/FREE Activities/Hot Tub1 / 46
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    • Mountain Views
    • Housekeeping Included
    • Central Heating
    • Wi-Fi
    • Sauna
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 days ago
    We rented this vacation rental for 2 days of business meetings. It was the perfect place for our management retreat.
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this one of a kind, custom mountain home. Outfitted with all the latest modern conveniences and much more, the exquisite blend of contemporary and mountain styles come together to create a perfect atmosphere for your Colorado mountain...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    Winter Park Place #16! Beautiful, elegant 2br/2bth1 / 23
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • DVD Player
    • Patio
    • Washer
    • Central Heating
    • Sauna
    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 October 2017
    This was such a beautiful and relaxing spot. The condo was well kept, only a few minutes from a small town, and in a beautiful location. Definitely will be back.
    Reviewed 11 July 2016
    The condo is beautiful, spacious, and relaxing. The pictures look great but it is still so much better in person. Kitchen and bathrooms are fresh, and functional. The shower and...
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    About this property
    This is a super cozy and elegant 2 bedroom/2 bathroom, over 1200 square foot condo with everything you need right at your finger tips, conveniently located 1/3 of a mile from Winter Park Resort. The living room is a place where you can relax and 'melt,' with a warm fireplace, open kitchen, dining...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ski In/Out Resort Village #4654 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 31
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Sauna
    • Housekeeping Included
    • Central Heating
    • Wi-Fi
    • Cable/satellite TV
    • Shared Indoor Pool
    • Mountain Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    This location is a beautiful place to stay in the autumn, without the crowds, and astounding fall foliage to absorb, indescribable. One note: if you are looking to include...
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ski In/Out Resort Village #3313 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 30
    (8)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Central Heating
    • Shared Indoor Pool
    • Hot Tub
    • Housekeeping Included
    • Wi-Fi
    • Sauna
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 December 2017
    Fraser Crossing unit 3313 features luxurious furnishings and mountain decor throughout. We enjoyed the well appointed kitchen with signature touches and granite countertops...
    Reviewed 12 August 2017
    Inviting and very comfortable place! Great location! We had a wonderful time and we will be back for sure! Thank you!
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 1 bedroom/1 bath condo sleeps up to 6...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Central Heating
    • Hot Tub
    • Housekeeping Included
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ski In/Out Resort Village #3302 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 30
    (12)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • Sauna
    • Cable/satellite TV
    • Housekeeping Included
    • Hot Tub
    • Shared Indoor Pool
    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 August 2017
    The location is amazing - just a short walk over to Winterpark Village. This condo had plenty of space for our family of 4. The kitchen is fully stocked with cooking...
    Reviewed 31 July 2017
    Our week in Winter Park was wonderful. The condo was roomy and comfortable for our summer vacation. We enjoyed the great restaurants within walking distance and the constant...
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Shared Indoor Pool
    • Central Heating
    • Sauna
    • Housekeeping Included
    • Mountain Views
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the ultimate Rocky Mountain experience when you stay at this one of a kind, custom mountain home. Outfitted with all the latest modern conveniences and much more, the exquisite blend of contemporary and mountain styles come together to create a perfect atmosphere for your Colorado mountain...
    View all property information
    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Ski In/Out Resort Village #3613 - FREE Activities/Great Views/Pool Sized Hot Tub1 / 29
    (5)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Hot Tub
    • Mountain Views
    • Cable/satellite TV
    • Housekeeping Included
    • Sauna
    • Shared Indoor Pool
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 July 2017
    This condo was just what we needed and its proximity to activities made our short trip out of town wonderful!
    Reviewed 3 April 2017
    Our stay at the Frazer Crossing Condos was amazing, the location is awesome and the size of the condo was perfect. The condo was also very clean with new appliances and modern...
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    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 1 bedroom/1 bath condo sleeps up to 6...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Housekeeping Included
    • Central Heating
    • Sauna
    • Wi-Fi
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the ultimate Rocky Mountain experience when you stay at this one of a kind, custom mountain home. Outfitted with all the latest modern conveniences and much more, the exquisite blend of contemporary and mountain styles come together to create a perfect atmosphere for your Colorado mountain...
    View all property information
    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • Sauna
    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    • Housekeeping Included
    • Central Heating
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • Housekeeping Included
    • Mountain Views
    • Shared Indoor Pool
    • Cable/satellite TV
    • Hot Tub
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
    View all property information
    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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    • Hot Tub
    • Shared Indoor Pool
    • Housekeeping Included
    • Sauna
    • Wi-Fi
    • Waterfront
    • Mountain Views
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the ultimate Rocky Mountain experience when you stay at this rare slope-side paradise located right on the river, just outside the bounds of Winter Park's Resort's ski slopes and the esteemed Base Village. Outfitted with all the modern comforts of home and much more, the exquisite blend of...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 13
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Hot Tub
    • Wi-Fi
    • Sauna
    • Cable/satellite TV
    • Central Heating
    • Housekeeping Included
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the ultimate Rocky Mountain experience when you stay at this amazing ski-in/ski-out Winter Park Resort vacation rental. Outfitted with all the modern comforts of home, this marvelous unit is perfect for your Colorado mountain retreat. The newly built 2 bedroom/2 bath condo sleeps up to 8...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Hot Tub
    • Mountain Views
    • Housekeeping Included
    • Central Heating
    • Shared Indoor Pool
    • Sauna
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the ultimate Rocky Mountain experience when you stay at this one of a kind, custom mountain home. Outfitted with all the latest modern conveniences and much more, the exquisite blend of contemporary and mountain styles come together to create a perfect atmosphere for your Colorado mountain...
    View all property information
    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    Fresh In-town condo w/W&D, pool, spa, hi-tech toys1 / 22
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Sauna
    • Cable/satellite TV
    • Hot Tub
    • Internet Access
    • DVD Player
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 January 2018
    This condo is very comfortable and has every amenity one (or 6) could need. We joined our kids and 3 other families for a few days in winter park- there were 20 of them in 1...
    Reviewed 25 January 2017
    The condo was great. Within walking distance to town. The owners were very responsive to our questions. I would highly recommend you stay at this condo. I will be booking it again!
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    About this property
    A memorable and fun Winter Park vacation is assured when you stay at this beautiful and newly transformed 2 bedroom, 2 bathroom mountain home at Beaver Village Condominiums. Under new ownership, this home has been extensively remodeled just in time for your ski vacation! Improvements include: •...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beautiful Mountain House - Luxury in a Rustic Mountain Setting1 / 27
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Pet friendly
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    About this property
    This beautiful mountain home is centrally located in the Fraser Valley. It is luxury in a rustic mountain setting. The home is situated on a large wooded lot giving you the peace and tranquility you are looking for in a mountain getaway. Yet, the home is just minutes away from world class downhill...
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    Location Information
    Winter Park, Grand County 80442
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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    3 bedroom mountain home in Winter Park Colorado1 / 27
    (6)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Washer
    • Hot Tub
    • Mountain Views
    • Central Heating
    • Internet Access
    • DVD Player
    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 December 2016
    House was great! Hot tub was awesome. Located a block off main street and Cooper Square. House had every amenity we could have needed down to a fully stocked spice cabinet...
    Reviewed 18 March 2015
    We stayed at this property in March 2015 and everyone was very happy with the property. Amenities were great, hot tub was sizzling, and location to town and the mountain were...
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    About this property
    With a 2 block walk into the town of Winter Park and backing onto an open meadow, this private mountain home offers wilderness views and proximity to restaurants, shops, and bars in town. Just a few blocks from summer festivities in the park. 1 block from the ski shuttle route in the winter...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 12
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Internet Access
    • Washer
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This gorgeous Winter Park retreat features a stunning open living space and gourmet kitchen. Sit back and relax on the covered outdoor deck while being surrounded by the tranquil forest scenery. Spend your days exploring the nearby attractions and your evenings in this beautiful home with room for...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Mountain Cottage1 / 7
    (9)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 January 2016
    What a wonderful little cabin! Truly a block from the center of town. Everything we needed was in the cabin, really perfect for the two of us. We only had two problems staying...
    Reviewed 28 December 2015
    Just what you need for a weekend of skiing and exploring the town. Right on the shuttle route with access to all the town has to offer, this is the place to get. Cozy and...
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    About this property
    We only need three words to describe our small, but perfect retreat… 1. LOCATION! 2. LOCATION! 3. LOCATION! You’ve just found the perfect place to escape to in Winter Park. Aside from the beauty of the mountains and the unbelievable skiing, the town of Winter Park centers around a fun...
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    Location Information
    Winter Park, Grand County 80482
    Cabin Holiday Rental - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Newly Remodeled Studio/Think Snow!1 / 16
    (2)Excellent
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    • Shared Indoor Pool
    • Central Heating
    • Mountain Views
    • Wi-Fi
    • Hot Tub
    • Sauna
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 April 2018
    We stayed in Building D, unit 6084, Condo Corridor, and the owner, Denney, was exceptionally helpful before and during our vacation to assure that our stay was pleasant. It...
    Reviewed 3 February 2018
    This condo is clean, comfortable, and has everything you need! The owner is very accommodating and informative.
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    About this property
    Condo Corridor is a penthouse STUDIO condo at Iron Horse Resort. Located on the 6th floor of the D Building, on the far end, up against the Mary Jane Corridor Ski Run. Nothing matches the convenience and luxury of a ski/hike/bike FROM/TO to location, especially when you can return for lunch and...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 1 Bathroom, Sleeps 3
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    Bright, Updated Top Floor Unit With Great Views1 / 18
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Shared Indoor Pool
    • Hot Tub
    • Wi-Fi
    • Mountain Views
    • Sauna
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 March 2018
    This condo was a very clean end unit with up to date kitchen. The condo is very close to the mountain that use of the free shuttle came right to the parking lot of the condo. We...
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    About this property
    This bright 952 sq. ft. two bedroom two bath condo has been updated and offers all that you need for your vacation. It is nestled in the back of the complex next to the national forest. This is a desirable end unit on the top floor which features vaulted ceilings and extra windows for lots of light...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedroom End Unit at Beaver Village-Views, Pool, Hot Tubs1 / 20
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Sauna
    • Wi-Fi
    • Mountain Views
    • Grill
    • DVD Player
    • Hot Tub
    • Shared Indoor Pool
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 April 2017
    Thank you for a wonderful stay. We enjoyed your condominium. Everything we needed for a comfortable stay; Winter Park is a nice little town that has everything a visitor may...
    Reviewed 17 February 2017
    This condo was very convenient to downtown and Winter Park Resort. If you don't have a car, the ski shuttle picks up a few steps from the doorstep as this condo is located in a...
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    About this property
    Welcome to our bright remodeled 2nd floor end unit at Beaver Village located in the town of Winter Park, Colorado. Beaver Village Condominiums are a perfect in town location, surrounded by acres of tree studded hills and features decks for nature viewing and relaxation. Beaver Village is ideally...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Internet Access
    • Parking
    • Mountain Views
    • Washer
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Trailhead Lodges is located in the heart of downtown Winter Park, with access to multiple trail systems. Sleeping up to ten, this unit faces the open space behind Trailhead lodges building 5, so you will be centrally located for your stay with a mountain view. The Lift, the local free...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Grill
    • Washer
    • Internet Access
    • Mountain Views
    • Hot Tub
    • Balcony
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Imagine yourself in this beautiful 2.5+ bedroom, 3 bathroom condo that backs to Arapahoe National Forest and miles of hiking, biking, cross-country skiing, and snowmobile trails! Yet is minutes from downtown Winter Park to enjoy concerts and events, and Winter Park Resort for days filled with...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 8
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    New Riverfront - Ground Level condo!1 / 43
    (5)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Sauna
    • Waterfront
    • Mountain Views
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Central Heating
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 August 2018
    This was an awesome place for our family vacation! The home was stunning and peaceful. Cannot wait to return!
    Reviewed 15 June 2018
    Rented condo for a girls trip and it was perfect . We each had own room and place was immaculate . The river is right out condo and we kept windows open and could hear it at...
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    About this property
    Completely remodeled RIVERFRONT SUITE with high end custom finishes! At the base of Winter Park Ski Resort! This ground level condo is located in Winter Park Place, a small private complex nestled in the trees and backing to the beautiful Fraser River in Old Town Winter Park!. Right by the Fraser...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Zephyr Mountain Lodge 24041 / 36
    (6)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Hot Tub
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Throw on your boots and head straight out to the mountain! This cozy and conveniently located 2 bedroom condo has everything you need: flat screen TV's, great location right on the slopes, Continental Divide views from your private balcony, free ski lockers, access to hot tubs and more! Sleeping...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Founders Pointe 46501 / 32
    (1)Excellent
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly remodeled in the fall of 2017 this condo comes complete with a King bed, a kitchenette, living room & dining room, not to mention the superb location at the Gondola base area, this Founders Pointe studio has much to offer. Sit by the fireplace or in the huge outdoor hot tub on the amenity...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Central Heating
    • Balcony
    • Grill
    • Wi-Fi
    • DVD Player
    • Shared Indoor Pool
    • Housekeeping Included
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My condo is located in the town of Winter Park, Colorado. It is within walking distance to everything in town. Hiking/biking/snowshoe trails just steps away. Free shuttle bus to the ski resort. Condo is on the 2nd floor, with views & sounds of the river from the balcony and even the condo in the...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    5 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Become entranced by this wonderland cabin located in a quiet neighborhood sitting behind the mountain town of Winter Park. Upon entering Two Brothers cabin you'll notice the gourmet kitchen where any meal imaginable can be prepared right here. You'll then be drawn to the enormous deck spanning...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 18
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy gorgeous leather and wood furnishings, high-end interiors and the most sought after location in the Village at Winter Park Resort when you stay at Base Village Loft 104. Just a two minute walk to the brand new 10-person Gondola, and right above the main base area shops and restaurants,...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Zephyr Mountain Lodge 15201 / 35
    (6)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • DVD Player
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 July 2016
    We stayed at this condo for the winter park Jazz festival. The down side to this condo is that it it very small, it may sleep 8 but very crowded for 8 people (very limited...
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    About this property
    You'll love the convenience and space provided by this large three bedroom remodeled Zephyr condo. With an ideal set up for couples and small families, this condo has two master suites and three full bathrooms. And, it's situated on the 5th floor of the Slopeside building where you'll be just a few...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Old Town Loft 21 / 34
    (3)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 January 2018
    I stayed at Old Town Lofts 2 in January 2018, and it was wonderful. I had a group of 8 there for skiing and it had everything we needed. There was plenty of room and bedding. We...
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    About this property
    This exquisite home is located on the third and fourth floors of an exclusive Old Town building (shared only with its sister property, Old Town Loft #1). 2600 square feet of high-end living space, modern amenities, and luxurious furnishings. Group Lodging Option: Larger groups may book Old Town...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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    Luxurious Cabin: Two Master Suites, Hot tub, Views1 / 21
    (1)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 May 2016
    The home was lovely, very spacious, beautiful bathrooms as part of the 2 master suites. Great, timely communications with the property manager Lacey.
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    About this property
    This warm and cozy house will offer you a perfect combination for small or large groups based on this perfect configuration. The family room will offer you the comfort you would expect in a mountain retreat with large vaulted ceilings, beautiful log finishes, a gas fireplace, a large 3D TV with...
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    Location Information
    Winter Park, Grand County 80442
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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    4 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    Amenities & Details
    • Mountain Views
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This modern rustic cabin was designed with the perfect ski vacation in mind and it has ended up equating to so much more. Strategically located near the base of Winter Park Resort you can access the slopes, bike trails and boundless outdoors. Step inside and you'll think as tho you have stepped...
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    Location Information
    Winter Park, Grand County 80482
    Cabin Holiday Rental - 4 Bedrooms, 4 Bathrooms, Sleeps 11
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxury doesn't always come in huge mansion form - so if you're a couple looking for the gold star experience at Winter Park Resort, you've got to check this place out. Decked out in contemporary, custom made furnishings and rich urban decor, Base Village Loft oozes an easy, cool vibe while...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Charming Log Cabin w/Hot Tub, Deck, Ping Pong,Wifi1 / 30
    (11)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Patio
    • Wi-Fi
    • Hot Tub
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 November 2016
    Cabin was nice, perfect for two, we had a minor issue with the shower door but is was corrected the same day.The only thing that bothered me was having to walk down the stairs...
    Reviewed 20 July 2016
    My family and I stayed at Bear Claw Cabin and had a great time! The deck out back was my favorite as it was perfect for an afternoon reading in the sun. The teenagers loved...
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    About this property
    This cozy yet spacious Log Cabin is located right in the town of Winter Park. It sits on the mountain side, and there is a ski shuttle pickup at the end of the driveway! Bear Claw Cabin is fully furnished, cozy and inviting. The wood logs are all original (cabin was built in 1974) and it's very...
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    Location Information
    Winter Park, Grand County 80482
    Cabin Holiday Rental - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Winter Park CO from $65.00 per Ski Season night !!1 / 14
    (4)Very good
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Shared Indoor Pool
    • Hot Tub
    • Cable/satellite TV
    • Sauna
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 January 2018
    Well stocked, clean and cozy end unit studio. 5 minutes to the ski area and walking distance to downtown. Priced right. Has some wear and tear, but a great place to crash after...
    Reviewed 21 July 2017
    This vacation rental was perfect for what we needed. It was less than a 5 minute drive to the Winter Park resort and to the local grocery store. The studio had everything we...
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    About this property
    This studio unit contains a Queen Size Murphy Bed, a futon which folds out and a sofa sleeper. Free WIFI and 32' flatscreen Cable TV. It also has a full kitchen and a full bath. It is very conveniently located within easy walking distance of all restaurants and shops in Winter Park, as well as...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 1 Bathroom, Sleeps 4
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    Base Village Loft 1091 / 29
    (3)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Convenience might be King, but LUXURY comes a close second at this gorgeous, high-end loft at Winter Park Resort. Enjoy 1650 square feet of stylish modern living space, in a rare one-level floor plan - perfect for those with mobility challenges. You'll enjoy all the best amenities, including a...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    1
    Winter Park Holiday Rentals

    Looking for family ski fun, or golf and mountain biking within 90 minutes of Denver? Year-round, a money-saving Winter Park holiday rental is your quickest road from Denver to Rocky Mountain recreational fun. Don’t want to drive the 90 minutes from the Denver airport to your money-saving Winter Park holiday rental? The old Rio Grande Scenic Railroad Company weekend ski train may be out of operation. But you can still kickback and enjoy the Rocky Mountain scenery from the comfort of Amtrak’s California Zephyr. Allow at least 2 hours for the daily rail journey between Denver Union Station and Fraser-Winter Park station.

    Railroad Starts Winter Park

    The railroad started it all. Winter Park came into existence way back when the railroad constructed the Rocky Mountains/Moffat Tunnel and workers needed places to live in this rugged mountain wilderness. The City of Denver launched Winter Park as a ski resort in 1940 by constructing a ski tow at West Portal. Today there are 25 lifts servicing 143 designated ski trails on about 3,000 acres, of which over a third is off-piste terrain. And money-saving holiday rental homes, apartments, townhouses, and condos make Winter Park a comfortable year-round family resort.

    Winter Fun

    Winter Park usually kicks off skiing before Thanksgiving, as there are 26 trails and about 300 acres for the snowmaking machines. As the snow accumulates and winter season gets into full swing, your money-saving holiday rental also becomes your portal to glade skiing, cross-country skiing, snow cycling, snowboarding, snowshoeing, Snowcat tours and NASTAR racing. Guided touring opportunities abound for the whole family to learn about the native Rocky Mountain plants and animals. For holiday DVDs and training purposes, the Ski and Ride School rents helmet cams to capture the mogul runs and downhill action.

    Summer Fun

    Golf at Grand Elk, Headwaters, or one of the 9-hole courses up the highway near Granby. From Granby, it is a short drive to Rocky Mountain National Park. The kids will enjoy rounds of mountainside mini-golf and the Alpine Slide. Meanwhile fly fish the Fraser River. Wade in or take a boat to fish the Colorado River, while the kids practice clowning and juggling at Winter Park Circus Camp. Mountain bike, rollerblade or picnic along the five-mile Fraser River Trail. Checkout Trestle Bike Park, which has hosted Mountain States Cup cross country racing, slalom, downhill, and super D.

    More Winter Park Fun

    The whole family will enjoy the Old West post office and stage stop at Cozens' Ranch House Museum. Cowboy sing-a-long campfires and mountain man storytelling will leave the kids spellbound. Learn astronomy at the two-hour Star Safaris produced by the University of Colorado's Fiske Planetarium. Then relax at your money-saving Winter Park holiday rental, before your next adventure.

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