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Holiday Rentals in Craryville

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    All 25 Rentals in Craryville
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    Berkshire Barn Paradise1 / 23
    (1)Excellent
    Craryville
    2 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Craryville
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Craryville
    1 Bedroom, 3 Bathrooms, Sleeps 2 Quick View
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    Craryville
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Grill
    • DVD Player
    • Central Heating
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful house is in Columbia County, Less than 2 hours from NYC. 5 bedrooms and gorgeous dining room. Can sleep up to 12 people comfortably. The house is surrounded by 9 acres of beautiful land with a creek on the property. Located in the beautiful Columbia County. Nearby the town of Hudson. 10...
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    Craryville, New York 12521
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Craryville
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Central Heating
    • Balcony
    • DVD Player
    • Terrace
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful house is in Columbia County, Less than 2 hours from NYC. 5 bedrooms and gorgeous dining room. Can sleep up to 12 people comfortably. The house is surrounded by 9 acres of beautiful land with a creek on the property. Located in the beautiful Columbia County. Nearby the town of Hudson. 10...
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    Craryville, New York 12521
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Craryville
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Terrace
    • Central Heating
    • Patio
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful house is in Columbia County, Less than 2 hours from NYC. 5 bedrooms and gorgeous dining room. Can sleep up to 12 people comfortably. The house is surrounded by 9 acres of beautiful land with a creek on the property. Located in the beautiful Columbia County. Nearby the town of Hudson. 10...
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    Craryville, New York 12521
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Craryville
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Hot Tub
    • Washer
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    1860s FARMHOUSE WITH CHARM AND MODERN UPDATES. COME SPEND THE WINTER IN THE COUNTRY! CLOSE TO GREAT DINING, SHOPPING AND SKIING. Ask about our discounts for multi-week and monthly stays! Business ready: self check-in, wireless internet, wireless printing An Idyllic Country Escape 2 Hours from...
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    Craryville, New York 12521
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Craryville
    3 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Grill
    • Balcony
    • Terrace
    • DVD Player
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Completely refurbished 1827 post and beam Barn renovated July 2012 featuring an Adirondack 'chic' style. Appointed with Mitchell Gold furniture, a custom built 6' round dining room table, indoor fireplace (Dec 2013), double insulated windows, concrete counter-tops and island/bar, stainless...
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    Craryville, New York 12521
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 14
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    The following rentals are within 15 kilometres of Craryville.
    RiverSong Suite In The Berkshires1 / 52
    (13)Excellent
    North Egremont, MA
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Waterfront
    • DVD Player
    • Patio
    • Air Conditioning
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 November 2017
    Riversong suite was wonderful, situated in a great location. Close to nearby restaurants and shops yet far from all the noise. Peaceful and quiet. A great place to renew...
    Reviewed 25 August 2017
    Beautiful place, lovely accomodations, wonderful landscape abounds, and very nice and warm hosts. Very comfortable, spacious and private.
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    About this property
    Located in the Berkshire mountains on more than 5 acres surrounded by 29 acres of conservation land. Featuring beautiful views of meadows, mountains and farm land bordering the crystal clear Green River (great trout fishing).Only 10 minutes from Great Barrington's Main Street stores, resturaunts,...
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    North Egremont, Berkshires 01230
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    North Egremont, MA
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Mountain Views
    • Air Conditioning
    • Wi-Fi
    • Waterfront
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our nearly new home we call RiverSong is on 5.5 acres surrounded by almost 30 more conservation land of meadow and farmland. The pristine Green River is right in our back yard with a wonderful swimming hole. Our Penthouse room is on the upper level of our home. A Bright and spacious king size...
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    North Egremont, Berkshires 01230
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Beautifully decorated & immaculate log chalet1 / 26
    (15)Excellent
    Hillsdale
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Mountain Views
    • Air Conditioning
    • Washer
    • Grill
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 November 2017
    second year in a row i stayed here with family.fantastic place and immaculately kept.will be booking my stay every year.thanks Bill
    Reviewed 21 April 2017
    Beautiful log cabin on a quiet street, surrounded by "peace and quiet". Loved the accommodations - easily sleeps 6 with two full baths. Kitchen has all the...
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    About this property
    3 bedrooms, 2 full baths, living room, dining room, kitchen, loft area. Private and secluded log cabin chalet is situated on three picturesque acres overlooking tall pines and forests with heartwarming winter mountain views. The chalet was built in 2003 and has gorgeous stone countertops and two...
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    Hillsdale, New York 12529
    Cabin Holiday Rental - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Lake House in the Berkshires1 / 19
    (1)Excellent
    North Egremont, MA
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Patio
    • Grill
    • Balcony
    • Parking
    • DVD Player
    • Air Conditioning
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 October 2015
    It's my first time booking through flipkey. Zoe, the hostess, helped me a lot during the process. She is warm, kind, and patient. Her email was in details and we checked in...
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    About this property
    Enjoy beautiful Prospect Lake while staying at our comfortable home. Full kitchen with almost anything you can think of. Farm table seats 8 and is perfect for family meal. Cozy living spaces with enough seating for all to gather. Sunny bright deck in private rear yard . Covered porch is perfect...
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    North Egremont, Berkshires 01230
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Outdoor getaway hunting,fishing,skiing..relaxation1 / 17
    (8)Excellent
    Copake
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Porch
    • Grill
    • Washer
    • Cable/satellite TV
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 August 2015
    Comfortable, well equipped house that's ideal for a family or group of friends outing. Roomy with yard, deck and BBQ. Close to Copake, the local lake and the sights of the...
    Reviewed 5 September 2014
    a great location tucked away yet close to all activities. The house is super comfortable and clean. Includes everything you might want, wifi internet is free and easy to access
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    About this property
    Rustic 3 Bedrooms vacation home 1500 sq ft sleeps 9+ There are 6 beds (1 queen bed, 3 single beds (two beds have a trundle bed underneath) and 1 double sofa-bed, a pack & play and high chair for the little one! Full kitchen, 2 baths and large living and dining space. Wrap around deck, BBQ grill,...
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    Copake, New York 12516
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    Hillhouse Log Cabin1 / 18
    (1)Excellent
    Hillsdale
    3 Bedrooms, 2 Bathrooms, Sleeps 13 Quick View
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    • Cable/satellite TV
    • Waterfront
    • Mountain Views
    • Washer
    • Grill
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cozy modern log cabin nestled in the Berkshires in a large wooded area with landscaped yard on a small river. The cabin has a full service kitchen and a great room with dining and lounging space. There is a full entertainment center with furnished recorded music and movies. Bedrooms and bath are...
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    Hillsdale, New York 12529
    Cabin Holiday Rental - 3 Bedrooms, 2 Bathrooms, Sleeps 13
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    Overnight at Althouse -Higgins1 / 11
    (3)Excellent
    Hillsdale
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Parking
    • Wi-Fi
    • DVD Player
    • Mountain Views
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 January 2017
    Great, clean property. Plenty of space and privacy for a family of 4. Kitchen and apt. well stocked (linens, towels, etc). Everything you need from a store is within 1,000 feet...
    Reviewed 4 November 2015
    C'était tellement bien, que j'ai déjà envie d'y retourner!!As a French citizen, I can affirm that my stay at Lynne and Bill's loft was perfect! No noise, comfortable and with...
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    About this property
    We found a great circa 1845 house in the Berkshire/Taconic Mtn area and fully renovated the entire building creating retail shops and a sophisticated but casually comfortable 2 BR apt. saving many of the original building features. Fully equipped efficiency kitchen with a W/D, marble bath, sleeps 6...
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    Hillsdale, New York 12529
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Newly Renovated Lakefront Getaway on Robinson Pond1 / 14
    (1)Excellent
    Copake
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Outdoor Dining Area
    • Air Conditioning
    • Wi-Fi
    • Private Garden
    • Grill
    • DVD Player
    • Waterfront
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 February 2014
    The home fit all 5 of my guests comfortably. It was centrally located to skiing and was a wonderful home and a very cozy experience
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    About this property
    Beautifully restored 2 bedroom (plus attic loft) home brings contemporary living to this hidden gem just 2 hours from NYC. We gutted the house completely incorporating modern amenities like a brand new stainless steel kitchen with granite countertops, hardwood bamboo flooring and a large deck to...
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    Copake, New York 12516
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Claverack
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Balcony
    • Parking
    • Terrace
    • Waterfront
    • Air Conditioning
    • Porch
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the farmhouse suite at Olde York Farm Distillery and Cooperage- Tasting room opening summer 2017. Enjoy countryside charm while being less than 10min from the beautiful and edgy Warren Street in Hudson. The suite has a private entrance, overlooking the Red Mills waterfall. During your...
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    Claverack, New York 12513
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    TAKE ME HOME, COUNTRY ROADS, Beautiful homeWith Private Lake Access1 / 16
    (4)Excellent
    Copake
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Washer
    • Secure Parking
    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 October 2014
    We spent seven days at this house in the New York side of the Berkshires. I'd never rented in this way before so I was a little nervous. When we got there, we were really...
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    About this property
    House, 3 Bedrooms + Loft, 2 Baths (Sleeps 7) BE SURE TO CLICK ON THE LINK BELOW TO SEE MORE OF OUR BEAUTIFUL PHOTOS. This three bedroom , two living rooms with flate screen home theater system, 2 Baths, plus sleeping loft(or office) has it all. Our deeded lake access on a clean freshwater lake...
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    Copake, New York 12516
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Copake Falls
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Mountain Views
    • Washer
    • Central Heating
    • Porch
    • Outdoor Dining Area
    • Grill
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ski the Berkshires at Catamount 10 minutes away and Butternut 30 minutes away. Beautifully renovated cottage in walking distance to Taconic State Park. Enjoy farm to table dining nearby. Hike to Birkshires' Bash Bish Falls, bike on the Harlem Valley Bike Trail, and swim in the spring fed iron ore...
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    Copake Falls, New York 12517
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Ancram
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Waterfront
    • Air Conditioning
    • Internet Access
    • Private Outdoor Pool (Heated)
    • Mountain Views
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perched on over 150 acres, this upscale and distinctive country villa boasts graceful, pastoral views from all directions, offers gracious accommodations and an exquisite getaway destination for family gatherings, celebrations or corporate retreats. Drive up the expansive driveway and past the...
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    Ancram, New York 12502
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Philmont
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Secure Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the center of Columbia County, NY this retreat is a great spring board to all it has to offer: minutes to Hudson, Chatham, High Falls, hiking trails, farms, streams. You’ll love the varied bright cozy rooms to lounge in, including a screened front porch. Most relaxing is to hang out on...
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    Philmont, New York 12534
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    Hillsdale
    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Pet friendly
    Kid friendly
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    About this property
    This extremely private luxury home is situated on 48-acres at the end of a cul de sac and is located two miles from NY Route 22 in Columbia County just 10 minutes from the Massachusetts boarder and 30 minutes from the Vermont border. Recently renovated, this contemporary home with 5 bedrooms...
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    Location Information
    Hillsdale, New York 12529
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    North Egremont, MA
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Private Outdoor Pool (Heated)
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Book a one-of-a-kind stay in this 5-bedroom, 4.5-bathroom vacation rental home in South Egremont. Built from the bones of a 15th-century British barn, this 4,000-square-foot home for 10 is one of the oldest structures in Massachusetts! Whether you were drawn to the Berkshires by the natural beauty...
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    North Egremont, Berkshires 01258
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Copake
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Terrace
    • Washer
    • Balcony
    • Central Heating
    • Patio
    • Grill
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A single storey house with a large basement less than 100 yards from the boat launch to the lake. Swimming, fishing, boating, walking, climbing, cycling and skiing all within 20 minutes ride from the house. A perfect location for all of these activities, plus a quiet location if you just want to...
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    Location Information
    Copake, New York 12516
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cozy  Copake Lake Cottage1 / 4
    (1)Very good
    Copake
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Waterfront
    • Porch
    • DVD Player
    • Washer
    • Grill
    • Central Heating
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cottage with a view of Copake Lake has 3 bedrooms and a loft. The master bedroom contains a queen bed, a second bedroom contains a double bed, and the third bedroom contains two bunk beds. The recently-renovated bathroom has a washer/dryer and a whirlpool tub. There is also a sunroom and the...
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    Location Information
    Copake, New York 12529
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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