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Craryville Holiday Homes

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    All 35 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
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    My Country Home1 / 20
    (1)Excellent
    Craryville
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Craryville
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Craryville, New York 12529
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Craryville
    1 Bedroom, 3 Bathrooms, Sleeps 2 Quick View
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    • Terrace
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    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 - 1 Bedroom, 3 Bathrooms, Sleeps 2
    Craryville
    3 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Grill
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    Pet friendly
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    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
    Craryville
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Grill
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    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
    Craryville
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Central Heating
    • Balcony
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    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
    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
    Craryville
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Balcony
    • Grill
    • DVD Player
    • Central Heating
    • 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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    Location Information
    Craryville, New York 12521
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    Historic Hudson Valley Barn Complex with Relaxing Grounds1 / 28
    (14)Excellent
    Craryville
    7 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    Pet friendly
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    Smoking allowed
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    Craryville, New York 12521
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 16
    Luxury Barn Retreat . Year-Round Perfect Family Getaway1 / 38
    (62)Excellent
    Craryville
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Sauna
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    • Hot Tub
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    Pet friendly
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    Craryville, New York 12521
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    On the lake....  8 miles to Catamount Ski Area!1 / 25
    (8)Excellent
    Craryville
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Craryville, New York 08540
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Family friendly. In nature & all things Berkshire. Equidistant Hudson/GtBarr,MA1 / 31
    (8)Very good
    Craryville
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Craryville, New York 12521
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Cozy Getaway Cottage Near Hudson1 / 33
    (33)Excellent
    Craryville
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Housekeeping Included
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    Craryville, New York 12521
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Lakefront Estate on Copake Lake1 / 24
    (27)Excellent
    Craryville
    5 Bedrooms, 4 Bathrooms, Sleeps 13 Quick View
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    • Balcony
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    Pet friendly
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    Craryville, New York 12521
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 13
    Modern, Light-Filled Cabin in the Woods, Near Catamount Ski1 / 24
    (17)Excellent
    Craryville
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Craryville, New York 12521
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Craryville
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Craryville, New York 12521
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
    Charming 2 Bedroom Cottage Secluded And Relaxing1 / 12
    (7)Excellent
    Craryville
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Craryville, New York 12521
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    The following rentals are within 15 kilometres of Craryville.
    RiverSong Suite In The Berkshires1 / 52
    (15)Excellent
    North Egremont, MA
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Grill
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    • Waterfront
    • DVD Player
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    • Air Conditioning
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 June 2019
    We were visiting friends in Great Barrington and found this wonderful place.It is right on a small river with lovely grounds. The hosts were very helpful.
    Reviewed 19 August 2018
    We eagerly anticipated our stay at RiverSong. Based on the plethora of five-star reviews we expected near-perfection. While we loved the atmosphere, fabulous comfortable bed...
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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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    • Cable/satellite TV
    • Mountain Views
    • Air Conditioning
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    • Waterfront
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    • 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
    Newly Renovated Lakefront Getaway on Robinson Pond1 / 14
    (2)Excellent
    Copake
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Outdoor Dining Area
    • Central Heating
    • Wi-Fi
    • Private Garden
    • Grill
    • DVD Player
    • Waterfront
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 July 2018
    I just spent three nights enjoying Ilana’s house on Robinson Pond.Fishing and swimming in the lake.Eating and enjoying cocktails on her beautiful deck.Everything was really nice...
    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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    Location Information
    Copake, New York 12516
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
    Outdoor getaway hunting,fishing,skiing..relaxation1 / 17
    (8)Excellent
    Copake
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Air Conditioning
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    • Porch
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    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, 2 Bathrooms, Sleeps 9
    Beautifully decorated & immaculate log chalet1 / 26
    (20)Excellent
    Hillsdale
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 November 2019
    My family and I rent the cabin multiple times a year.we will not stay anywhere else.The cabin is kept immaculate and has everything you need and more.we used the firepit this...
    Reviewed 12 October 2019
    This is actually my second time staying here, over a three year period, and I had identical experiences both times. The house is located in Hillsdale, NY, right next to Great...
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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
    Claverack
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Balcony
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    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
    Hillhouse Log Cabin1 / 18
    (1)Excellent
    Hillsdale
    3 Bedrooms, 2 Bathrooms, Sleeps 13 Quick View
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    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
    Copake Falls
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Mountain Views
    • Washer
    • Central Heating
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    • Outdoor Dining Area
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    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
    Hillsdale
    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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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
    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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    Location Information
    Ancram, New York 12502
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Overnight at Althouse -Higgins1 / 11
    (3)Excellent
    Hillsdale
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    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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    Location Information
    Hillsdale, New York 12529
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Cozy  Copake Lake Cottage1 / 4
    (1)Very good
    Copake
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Waterfront
    • Porch
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    • 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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    Copake, New York 12529
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Hollowville
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is an exclusive Tentrr site. Tentrr partners with farmers, ranchers, and other property owners to offer unique outdoor accommodations on beautiful private land. Each Tentrr Signature site includes a 10'x12' safari-style canvas tent on a raised platform, and you'll find a queen-size single or...
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    Hollowville, New York 12521
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
    Taghkanic
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Central Heating
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is an exclusive Tentrr site. Tentrr partners with farmers, ranchers, and other property owners to offer unique outdoor accommodations on beautiful private land. Each Tentrr Signature site includes a 10'x12' safari-style canvas tent on a raised platform, and you'll find a queen-size single or...
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    Location Information
    Taghkanic, New York 12502
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
    Hillsdale
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
    • Parking
    • Central Heating
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is an exclusive Tentrr site. Tentrr partners with farmers, ranchers, and other property owners to offer unique outdoor accommodations on beautiful private land. Each Tentrr Signature site includes a 10'x12' safari-style canvas tent on a raised platform, and you'll find a queen-size single or...
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    Location Information
    Hillsdale, New York 12529
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
    Mellenville
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Air Conditioning
    • Grill
    • DVD Player
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Find pure country bliss just 7 miles outside of Hudson, New York! This well-appointed 3-bedroom, 2.5-bath farmhouse is perfect for families or friends seeking relaxation and fun in the countryside. The property sits on 4 acres with a trout stream running behind it - enjoy private creek access! The...
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    Location Information
    Mellenville, New York 12075
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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