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Holiday Rentals in Winter Park

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    ₹ 11,724 Average
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    Travellers to Winter Park are booking December dates now. Secure your holiday home today, and have the perfect trip.
    All 405 Rentals in Winter Park
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Ski In/Out Resort Village #3235 - Free Activities/Great Views/Pool Sized Hot Tub1 / 24
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Mountain meets modern in this great ski in/ski out condo with slopeside views. These owners clearly know what skiers want and have carefully furnished the condo with a full kitchen, new leather couch, with memory foam sleeper, and super comfy bedding to snuggle up in after a hard day on the slopes....
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    Winter Park, Grand County 80482
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Iron Horse Resort 30941 / 34
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 bedroom vacation condo at the Iron Horse Resort, just steps from the Winter Park ski area. This unit provides a gas fireplace, full kitchen and a private balcony. The master bedroom offers a queen bed and a full bath with separate vanity area. The additional bedroom has 2 twin beds. There is a...
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    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Beaver Village Unit #11141 / 26
    (3)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Sauna
    • Private Indoor Pool
    • Mountain Views
    • Internet Access
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly renovated gorgeous four bedroom three bathroom condominium, one of the largest on our complex at Beaver Village Condominiums located in downtown Winter Park. Large living area includes full living room, dining room and open kitchen. Extra bedding can be found in two of the bedrooms with...
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    Winter Park, Grand County 80482
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 13
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Sauna
    • Housekeeping Included
    • Central Heating
    • Wi-Fi
    • Cable/satellite TV
    • Shared Indoor Pool
    • Mountain Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the quintessential 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 luxury 2 bedroom/2 bath condo sleeps...
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    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Modern industrial meets Colorado rustic. This stunningly decorated loft rests directly above the Village walk and is just steps away from dining, nightlife, and of course skiing and outdoor fun at Winter Park Resort.  A sizeable balcony overlooks the pond, and solid wood and stone accents highlight...
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    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the heart of downtown Winter Park, this townhome is just a short walk from restaurants and shops. The home has three private decks, where you can enjoy the views of the Continental Divide while you relax in the hot tub. Inside, enjoy the high end finishes and amenities! Sleeping...
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    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    Base Camp 4801 / 29
    (24)Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
    • Cable/satellite TV
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Looking for a special experience on your next mountain getaway? You'll revel in details when you stay at Base Camp 480 at Winter Park Resort. Positioned perfectly for fun and relaxation, this three story townhome sits in a quiet cul-de-sac in the woodland just 200 yards below the slopes. 3800...
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    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Sauna
    • Internet Access
    • Hot Tub
    • DVD Player
    • Mountain Views
    • Grill
    • Private Indoor Pool
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Winter Park condo is ideal for families! Extra bedding can be found in the master bedroom with a bunk bed plus two twin beds. Oh so much space! The condo is nicely kept with an updated kitchen and a leather couch and chair in the living room. Extras include a fireplace and an additional window...
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    Winter Park, Grand County 80482
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Zephyr Mountain Lodge 12201 / 23
    (16)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Hot Tub
    • Internet Access
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This remodeled condo is filled with amenities and in a prime location. Zephyr 1220 is on the same level as the hot tubs, ski locker room, and the Winter Park Village. The beautiful views of the Continental Divide are sure to wow. Sleeping Arrangements: Queen bed in bedroom and a queen pullout couch...
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    Winter Park, Grand County 80482
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Red Quill 5091 / 33
    (34)Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the heart of downtown Winter Park, this new townhome has four floors of pure elegance featuring: modern furnishings, granite countertops, and plenty of room for large families to relax in. Great restaurants & shops are an easy stroll away, or if you want to get away from it all, try a...
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    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Braidwood Unit 3041 / 28
    (10)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Terrace
    • Parking
    • Internet Access
    • Cable/satellite TV
    • Hot Tub
    • Balcony
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Location: Braidwood 304; 3rd floor; bi-level unit. Bedding Configuration: Queen in the Master bedroom, Queen in the second bedroom, King bed and futon in the third bedroom. Amenities in unit: Free Wi-Fi access, private deck, views of Winter Park Resort. Amenities on property: The Braidwood condos...
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    Winter Park, Grand County 80482
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
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    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This elegant mountain escape brings luxury, comfort and convenience to the slopes at Winter Park Resort. High-end mountain decor and all the sought after amenities will captivate and entertain at every turn. Featured highlights include a private hot tub, TWO lounges, a gourmet kitchen, heated...
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    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 14
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    Lakota Mountain Lodge 1061 / 27
    (4)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Hot Tub
    • Cable/satellite TV
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Put on the fire and relax while you enjoy a good book or put on a movie. You will love the bubbly private hot tub and soaking in the beautiful views of the mountains and the ski slopes. Families with small children love to find this home fully equipped with a pack 'n' play and rocking chair. Lakota...
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    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    Kings Crossing Townhome 61 / 15
    (2)Average
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Parking
    • Internet Access
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Location: King's Crossing Townhome 6; Bi-level unit. Bedding Configuration: King in the Master bedroom, Queen in the second bedroom, Queen in the third bedroom, sofa sleeper in living area. Amenities in unit: Free Wi-Fi access, indoor hot tub, washer, dryer, and views of Winter Park Resort....
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    Winter Park, Grand County 80482
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Hot Tub
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Location, location, location! This bright & roomy townhome is set on a peaceful lake with awe inspiring mountain views, yet only steps away from some of the best restaurants in town. In-house entertainment? No lack of that here! Two state of the art home theater systems means no more fighting over...
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    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Mountain Views
    • Sauna
    • Internet Access
    • Hot Tub
    • DVD Player
    • Private Indoor Pool
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Location and a lot of space are the highlights of this three bedroom two bathroom condominium. Located on the free shuttle route to Winter Park Resort you are minutes from skiing and snowboarding in the winter. During the summer this rental is a quick and easy walk to down town Winter Park and...
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    Winter Park, Grand County 80482
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 14
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    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
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    • Mountain Views
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Cable/satellite TV
    • DVD Player
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Comfort and convenience are two words to describe this ski in/out condo. Get on the mountain in just minutes, sit back and relax on the balcony, or stroll through the Village at Winter Park Resort just outside of your door! Sleeping Arrangements: Two queens in the master bedroom and two twins in...
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    Winter Park, Grand County 80482
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Fraser Crossing 36231 / 27
    (26)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Cable/satellite TV
    • DVD Player
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a new one-bedroom condo with the benefit of both comfort and convenience. Beautifully decorated with modern art pieces, vaulted ceilings and comfortable furniture, you will feel totally pampered in this luxurious 6th-floor home. You'll also enjoy being located just steps away from the bustle...
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    Winter Park, Grand County 80482
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Cable/satellite TV
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 3 bedroom, 3.5 Bathroom condo is located at Red Quill Village in the heart of downtown Winter Park. Gather with friends and family in the large living and dining area or take the party outside to your very own private hot tub! There are two bedrooms with queen beds and a third bedroom with two...
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    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    5 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Mountain Views
    • DVD Player
    • Internet Access
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This unique home boasts high end wood furnishings and a modern, rustic feel for a perfect mountain getaway. Relax on the private deck, or cozy up in front of the two story stone fireplace! Sleeping Arrangements: A king bed in the master on main level, king bed in second bedroom on lower level,...
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    Winter Park, Grand County 80482
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 16
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    Timber Lake Way 4911 / 27
    (3)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 3 bedroom, 3.5 bathroom is located 1.5 miles from downtown Winter Park, Colorado.The master bedroom has a queen bed with a steam shower in the bathroom. The upper level bedroom has 2 twin beds and the lower level room has a queen bed. The main level has cathedral ceilings with spectacular...
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    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Internet Access
    • Sauna
    • Private Indoor Pool
    • Grill
    • Mountain Views
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You will have everything you need in this one bedroom one bath condo close to The Winter Park Resort. The kitchen is fully equipped with cooking utensils, coffee maker and microwave. Bedding and towels are provided. If you are here to ski or enjoy the beautiful summer weather our location can’t be...
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    Winter Park, Grand County 80482
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Hot Tub
    • Cable/satellite TV
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled in the quiet woodland below the Winter Park ski trails, this high-end townhome offers a wonderfully spacious and relaxing retreat within easy walking distance of Winter Park Resort. Enjoy multiple fireplace throughout the home, a private hot tub, front and rear decks, a second living area...
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    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This brand new building is in one of the most sought after locations in downtown Winter Park. The high end touches and wrap around deck make this property perfect for your mountain getaway! Sleeping Arrangements: King bed in the master, king in the second bedroom, two sets of twin bunks in the...
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    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This unit is non-smoking and no pets allowed unit and has been completed remodeled with 495 square feet of living space. The open floor plan for the living room has hardwood flooring throughout, a flat screen TV, VCR, DVD, wood fireplace and queen sofa sleeper. In the kitchen, new stainless steel...
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    Winter Park, Grand County 80482
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Founders Pointe 43451 / 23
    (45)Very good
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Internet Access
    • DVD Player
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Founders Pointe is the ultimate choice for the die-hard skier who likes a cozy home-away-from-home. You can hit the slopes in two minutes, and when you get back, your direct access to the amenities deck allows you to walk right out to the hot tub or outdoor fire pit. This studio features...
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    Winter Park, Grand County 80482
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    7 B/7.5 BA Winter Park Amazing views, Reunions1 / 38
    (3)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    • Washer
    • Central Heating
    • DVD Player
    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    • Hot Tub
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our 6,000 sq foot mountain home, located on a high point just above Fraser, boasts the most spectacular distance views in the Winter Park area! Through three walls of windows you'll see Beyer's Peak, the slopes of Winter Park, the Devil's Thumb, and the Indian Peaks all around while you look down...
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    Location Information
    Winter Park, Grand County 80442
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 18
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Cable/satellite TV
    • Hot Tub
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This development is just above downtown Winter Park and rarely has rentals - it's just one building with a private underground heated garage, elevator to your front door, and nice seculded feeling. Easy to walk to town in summertime. On the free shuttle route. And the place is decorated to the 9's...
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    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Cable/satellite TV
    • Mountain Views
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay just a stone's throw from the popular Hideaway Park: home of the Live Music In The Park series, skate park, free winter sledding hill and year round jungle gym. This newly built condo is situated in the heart of downtown Winter Park. Enjoy your private patio, gas fireplace, free HBO and much...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 9
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Mountain Views
    • Hot Tub
    • DVD Player
    • Balcony
    • Internet Access
    • Sauna
    • Private Indoor Pool
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Simple and comfortable, this Winter Park condo is ideal for singles or couples. The two bedroom two bathroom condo features a queen bed in each room plus a private bathroom. Full kitchen includes all the necessities for your Colorado vacation from a full fridge, dishwasher, stove, oven and...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Mountain Views
    • Hot Tub
    • Cable/satellite TV
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Air Conditioning
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We've gone out of our way to make sure you have everything you need in our beautifully decorated modern rustic town home. Fantastic floor plan comfortably sleeps 12, while allowing plenty of space for groups to spread out for quiet time or come together for board games and hot chocolate. Soak in...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Hot Tub
    • Internet Access
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This townhome is private, yet conveniently located close to downtown Winter Park. Situated in a small complex above Downtown Winter Park with a tranquil pond and aspen trees to enjoy from your private deck. Floor to ceiling windows fill the home with lots of natural light. Sleeping Arrangements:...
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    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 11
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    Fraser Crossing 36111 / 30
    (16)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • DVD Player
    • Cable/satellite TV
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The direct slope views offered by this top-floor condo in Fraser Crossing are among of the best in the building. Vaulted ceilings open up this spacious two bedroom, while the patio door and windows bring in lots of natural sunlight. Walk to the chairlifts and the Winter Park Village each morning in...
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    Winter Park, Grand County 80482
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Internet Access
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    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tired of squeezing the family into a tiny ski-in, ski-out condo? This amazing, two-story loft could be just what you are looking for....and it's just a two minute stroll from the lifts! Enjoy three beautifully furnished bedrooms, three luxurious bathrooms, and a whole floor dedicated to gathering...
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    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 11
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • DVD Player
    • Mountain Views
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This exceptional Village condo is one of a kind, situated in the corner of the building and overlooking the Village and Ice Skating Pond. It has its own 650 square-foot private deck with comfy outdoor furniture....a perfect spot to take in the sights & relax at the end of an action packed day. Pet...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Parking
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful 4 bedroom, 4 bathroom home located between Winter Park and Fraser is perfect for the entire family or families wanting to vacation together. It is nestled on the hillside overlooking the town of Winter Park and Fraser Valley and provides spectacular views of Byers Peak and the...
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    Winter Park, Grand County 80446
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • Internet Access
    • Hot Tub
    • DVD Player
    • Cable/satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated above downtown Winter Park in a quiet area, Bear Crossing has everything you need! 3 master suites, 2 living areas, and a game room all spread out on 2 levels. Enjoy mountain views from your private deck! This pet friendly Bear Crossing Townhome has everything you want in your Rocky...
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    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 11
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Winter Park ski condo rental has 1,006 square foot unit is on the 3rd floor of the building and is a lovely 3 bedroom rental and in the upper corner of the building for additional privacy. The living room area is nicely decorated with upscale furnishings, wood fireplace, TV and private deck...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Hot Tub
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This modern, bright two bedroom condo has an enviable location in one of Downtown Winter Park's most popular complexes: Trailhead Lodges. Situated close to the complex clubhouse & pool, yet backing onto open woodland, this family friendly home offers you privacy and convenience in one neat package....
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Fraser Crossing 34181 / 22
    (35)Very good
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • Internet Access
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Comfy new furniture and stylish décor make this a great spot to relax after a day on the slopes. And you're only a hop, skip & a splash from the hot tub! This quaint and spacious studio is perfect for a small family, couple or a few friends wanting to be on the doorstep of the restaurants, shops &...
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    Timber Run Vista 21 / 24
    (1)Average
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This comfortable vacation studio is tucked in the trees, located approximately 1 mile off the main road in Winter Park, Colorado. The condo sleeps 4 people with a double murphy bed and a queen sofa sleeper (NOT RECOMMENDED FOR ADULTS TO SLEEP ON) . It is a simple unit, but has all the necessities....
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    Location Information
    Winter Park, Grand County 80482
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax and completely ignore the outside world with this incredible view of Jane Creek and the tranquil forest behind it. Tall ceilings, multiple lounge areas and open floor plan enhance this home's spacious and comfortable feel. The expansive kitchen has exquisite counters, a large island for...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Another prime example of why people are clammering to secure a booking in one of Winter Park Resort's esteemed Village Lofts!  Sumptuous furnishings, classy décor & a state of the art kitchen make this a perfect home for families looking for that something special for their ski accommodations....
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Internet Access
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Friends and family will love recanting their tales of the day as they look out at the ski slopes from this oversized, newly renovated penthouse condo at Zephyr Riverside. Enjoy the spacious feeling provided by vaulted ceilings, prepare home cooked meals in the full kitchen, or take your pick of...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Founders Pointe 44571 / 26
    (11)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We know you've been dreaming about your Winter Park ski vacation, and here's a chance to make it a reality at a fabulous slopeside condo. Great views, convenience, and comfort all in one. Recently redecorated, this beautifully designed space makes for a charming retreat, and the resort and all of...
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    Location Information
    Winter Park, Grand County 80482
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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