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Holiday Rentals and Homes in Ancramdale, NY

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    The following rentals are within 25 kilometers of Ancramdale, New York.

    1 / 15
    5 of 5 stars (1) Excellent
    Bangall
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    1 / 4
    4 of 5 stars (1) Very good
    Copake
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Copake
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 10
    5 of 5 stars (2) Excellent
    Sheffield, MA
    3 Bedrooms, 6 Bathrooms, Sleeps 8 | Quick View
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    • Washer
    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    • Balcony
    • Parking
    • Grill
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    Charmingly restored 1840 cottage in the apple orchard of a working organic farm. Completely renovated in 2015 with thoughtful amenities, fresh eggs and produce and acres of trails and views. Close to waterfalls and lakes. Nearby ski hills, Tanglewood concerts, theatre, film festival, dance and... View all property information
    Location Information
    Sheffield, Berkshires 01257
    5 of 5 stars Reviewed 24 July 2015
    New England working farm. Lovely setting Great hospitality. Easy access to Tanglewood and other Berkshire attractions.
    5 of 5 stars Reviewed 22 July 2015
    What a beautifully decorated and comfortable cottage! Incredible deck for long lazy summer afternoons. Property owners were wonderful ... friendly & helpful. Cannot wait to...
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    1 / 11
    5 of 5 stars (2) Excellent
    Hillsdale
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
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    • Wi-Fi
    • DVD Player
    • Mountain Views
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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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... View all property information
    Location Information
    Hillsdale, New York 12529
    5 of 5 stars 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...
    5 of 5 stars Reviewed 27 September 2015
    Bill and Lynne, the proprietors were wonderful. Very accommodating and helpful. Although located on highway 23, there is very little road noise as the apartment is brand new...
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    Craryville
    2 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Wi-Fi
    • Mountain Views
    • Grill
    • Hot Tub
    • Private Garden
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    You won't see another property like this. This is no ordinary barn. As you step inside you are greeted by a custom made dining room table that comfortably sits 16-20 people! Sit back and watch the deer/turkey/pheasant go by your window. Experience full upscale luxury in a beautifully restored and... View all property information
    Location Information
    Craryville, New York 12529
    1 / 8
    Hillsdale
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • Satellite TV
    • Central Heating
    • Washer
    • Outdoor Dining Area
    • Balcony
    • Mountain Views
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Glorious views across meadows to distant mountains. Open-plan living/dining/kitchen with fireplace, and soaring ceiling. Many glass doors lead to decks where you may drink in the view. Great master bedroom suite with state of the art bathroom, two guest rooms, family room, media room and two guest... View all property information
    Location Information
    Hillsdale, New York 12529
    1 / 15
    5 of 5 stars (7) Excellent
    Copake
    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Internet Access
    • Air Conditioning
    • Porch
    • Grill
    • Washer
    • Satellite TV
    • Parking
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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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,... View all property information
    Location Information
    Copake, New York 12516
    4 of 5 stars Reviewed 10 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 area...
    5 of 5 stars 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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    1 / 39
    5 of 5 stars (6) Excellent
    Clermont
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Internet Access
    • Air Conditioning
    • Grill
    • Porch
    • Private Garden
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    To see RATES click on 'Additional Fees' in the upper right corner. NOTE: We are annual subscribers on FlipKey-TripAdvisor and absorb the 15% booking fee for guests. 'The Clermont' is a classic country home in the beautiful Hudson Valley, 2-hours from NYC and 15 min from Rhinebeck & Hudson. We... View all property information
    Location Information
    Clermont, New York 12526
    5 of 5 stars Reviewed 20 December 2015
    My family and I truly enjoyed our getaway at this lovely country home. The house is so comfortable. The kitchen is well equipped to make meals with the abundance of fresh local...
    5 of 5 stars Reviewed 20 January 2015
    The location of this rental could not be better. You feel like you're away from it all, yet close enough to various outdoor and cultural activities, as well as shopping in small...
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    1 / 18
    5 of 5 stars (1) Excellent
    Hillsdale
    3 Bedrooms, 2 Bathrooms, Sleeps 13 | Quick View
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    • Washer
    • Satellite TV
    • DVD Player
    • Porch
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    • Internet Access
    • Grill
    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    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... View all property information
    Location Information
    Hillsdale, New York 12529
    5 of 5 stars Reviewed 9 November 2010
    It's a Beautiful home that has all the modern conveniences. It's quiet, quaint and had just what I needed to get away from it all. I enjoyed morning coffee on the back deck among...
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    1 / 16
    5 of 5 stars (4) Excellent
    Copake
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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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... View all property information
    Location Information
    Copake, New York 12516
    5 of 5 stars Reviewed 6 January 2015
    I'm sorry for not responding sooner. Your home was the best vacation rental in which I have stayed today and I rent frequently in the Berkshires. I am going to want to stay there...
    5 of 5 stars 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 wowed...
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    1 / 37
    5 of 5 stars (1) Excellent
    Salisbury, CT
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Parking
    • Wi-Fi
    • Grill
    • Waterfront
    • Mountain Views
    • Outdoor Dining Area
    • DVD Player
    • Central Heating
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    For the price of a motel room, enjoy a cabin on a lake. Great casual summer-fall vacation place for a small family with room for guests. MINIMUM 14 DAY STAY. THOUGH DAILY AND WEEKLY RATES MUST BE SHOWN, WE DO NOT RENT FOR THESE SHORT PERIODS. SEE NOTE BELOW. Great room, master bedroom, and... View all property information
    Location Information
    Salisbury, Connecticut 06079
    5 of 5 stars Reviewed 8 September 2014
    My wife and I and two small children stayed at the cabin for one month after a big road trip adventure across the country from California. It was exactly what we needed! Our pace...
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    Stanfordville
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Wi-Fi
    • Shared Garden
    • Mountain Views
    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Newly renovated one bedroom, full bathroom, equipped kitchen, dining area and living room, private deck with panoramic views. Nestled in Northern Dutchess County, we are a short drive from nearby towns such as Red Hook, Rhinebeck and Millbrook. Guests will pull up our driveway and be able to walk... View all property information
    Location Information
    Stanfordville, New York 12581
    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
    • Wheelchair access
    • Child-friendly
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    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... View all property information
    Location Information
    Copake Falls, New York 12517
    1 / 15
    5 of 5 stars (3) Excellent
    Sharon, CT
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Washer
    • Outdoor Dining Area
    • Internet Access
    • Grill
    • DVD Player
    • Air Conditioning
    • Mountain Views
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    Want to get away from it all? Just 2 hours away from New York City or Take Metro North and hop in a cab. This house is the perfect getaway located in Sharon, Litchfield County, Connecticut which is in the foothills of the Berkshires. Sharon is the quintessential New England small town. Quiet and... View all property information
    Location Information
    Sharon, Connecticut 06069
    5 of 5 stars Reviewed 3 April 2013
    It is so cute. Nice furnishings and decor. Very clean. Our kids loved exploring the woods nearby and cooking out doors. Plus it is in one of my favorite areas Litchfield Co! The...
    5 of 5 stars Reviewed 2 April 2013
    This is a great retreat from the city. We drove up and it only took us a little over two hours. The house is perfect for us (two adults and two small boys). There is a working...
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    Clinton Corners
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
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    • Private Outdoor...
    • Wi-Fi
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Pumpkin Lane, Clinton Corners, NY Large private home off Taconic Parkway on 20 acres of land. Available for summer months (June July August). $12k per month. Brokers welcome. Less than 90 minutes from New York City. 15 Minutes from Poughkeepsie and Rhinebeck townships. Outdoor heated pool, 2... View all property information
    Location Information
    Clinton Corners, New York 12514
    1 / 22
    5 of 5 stars (1) Excellent
    Copake
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Grill
    • Balcony
    • Central Heating
    • Waterfront
    • Parking
    • Terrace
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    see better & more photos of property here (copy-paste-edit in browser): tinyurl DOT com/jdjlo3z Elegant and tranquil 2 level lakefront retreat, the perfect escape for any season. 3 bedrooms, 2 bath plus a powder room, gourmet kitchen with island counter, cathedral ceilings, large deck facing lake... View all property information
    Location Information
    Copake, New York 12516
    5 of 5 stars Reviewed 31 October 2015
    We were delighted to find this attractive cottage on Robinson Pond. We enjoyed watching the ducks and geese out the expansive windows and were so pleased to see no other humans...
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    1 / 14
    5 of 5 stars (1) Excellent
    Sheffield, MA
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Patio
    • Washer
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    • Private Outdoor...
    • Hot Tub
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    This beautiful and secluded winter utopia is perfect for your Berkshire winter vacation getaway. Private and secluded, this home is nestled on five private acres in the woods located conveniently within fifteen minutes to many area attractions. Wether you are looking to ski the slopes, capture the... View all property information
    Location Information
    Sheffield, Berkshires 01257
    5 of 5 stars Reviewed 28 October 2015
    Beautifully decorated house nestled in the Berkshires. A true getaway. Plenty of room for a family with the latest TV/computer set up. Big kitchen with the best appliances...
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    1 / 6
    Copake
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Parking
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    • Pet-friendly
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    • Child-friendly
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    About this property
    Well appointed comfortable 4 season home short walk to lake beach and dock. Large deck with lake views. TV with VCR/DVD Washer/dryer/dishwasher Beds: 1 Queen Bed, 4 Twin Beds View all property information
    Location Information
    Copake, New York 12529
    Hillsdale
    5 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • Pet-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... View all property information
    Location Information
    Hillsdale, New York 12529
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    Copake
    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Internet Access
    • Grill
    • Skiing: Property Is...
    • DVD Player
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    • Patio
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    This house had extensive renovations in 2014 and has free wifi throughout. The kitchen and living room were combined for a large open family area. The kitchen was completely renovated with high end cabinets, granite countertops, a huge center island that seats five, and a beautiful large mission... View all property information
    Location Information
    Copake, New York 12521
    Tivoli
    6 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    • Air Conditioning
    • Mountain Views
    • Parking
    • Ocean Views
    • Private Garden
    • Wi-Fi
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    NEW LISTING FOR SUMMER 2015 Once the Tivoli post office, now combined with the adjacent house to create a one-of-a-kind, stately Victorian perched above the Hudson River with beautiful river and Catskill Mountain views. Six bedrooms, five baths, fireplace, custom chef's kitchen. Hudson River... View all property information
    Location Information
    Tivoli, New York 12583
    1 / 14
    5 of 5 stars (1) Excellent
    Copake
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Parking
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    • Outdoor Dining Area
    • Waterfront
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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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... View all property information
    Location Information
    Copake, New York 12516
    5 of 5 stars 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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    1 / 23
    4 of 5 stars (1) Very good
    Millbrook
    4 Bedrooms, 3 Bathrooms, Sleeps 2 | Quick View
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    • Internet Access
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    • Mountain Views
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    • Pet-friendly
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    • Child-friendly
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    About this property
    Castle , Wing's Castle is a true Hudson Valley stone castle Sweeping views of the entire Mid-Hudson Valley, on the High hills of Dutchess county New York. 75 miles north of New York City and 75 miles south of Albany. Rooms are a Dungeon and a Tower room for now. We also have a Fairy Tale Cottage... View all property information
    Location Information
    Millbrook, New York 12545
    4 of 5 stars Reviewed 7 January 2014
    My boyfriend and I went to Wing's Castle for New Year's Eve...and we had a nice, relaxing time. We were looking for no tv's...no outside world..no drama. It was very peaceful...
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    1 / 11
    5 of 5 stars (15) Excellent
    Falls Village, CT
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
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    • Grill
    • Satellite TV
    • Mountain Views
    • Central Heating
    • Hot Tub
    • Internet Access
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    • Pet-friendly
    • Wheelchair access
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    About this property
    Rare property available for vacation rental in Falls Village Ct Originally dating to 1800 's this highly unique property was purchased in 1999 by artist and master craftsman Mario Genova. The interior features plaster throughout, stone, marble and terra cotta mosaic flooring and wonderful... View all property information
    Location Information
    Falls Village, Connecticut 06031
    5 of 5 stars Reviewed 29 May 2015
    My husband and I stayed here for a recent visit on a trip to New England. We chose this Falls Village cottage and it was truly wonderful. Everything from the location, right up...
    5 of 5 stars Reviewed 9 April 2015
    I have been traveling to the northwest of Connecticut since my teens, spending a lot of weekends at Lime Rock and Sharon where my daughters spent their summers in a camp. There...
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    1 / 26
    5 of 5 stars (7) Excellent
    Hillsdale
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Central Heating
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    • DVD Player
    • Internet Access
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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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... View all property information
    Location Information
    Hillsdale, New York 12529
    5 of 5 stars Reviewed 21 December 2015
    Owners were delightful to deal with. House was clean and well equipped. Would definitely rent again for a ski weekend! Really enjoyed family dinner at "The Gypsy Joint" in nearby...
    5 of 5 stars Reviewed 8 November 2015
    My family and I spent 4 nights in the chalet. We enjoyed our time there. The chalet is equipped with everything you need. It even has a basement with bycicles, an air hockey...
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    1 / 9
    Copake
    4 Bedrooms, 3 Bathrooms, Sleeps 17 | Quick View
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    • Internet Access
    • Balcony
    • Grill
    • DVD Player
    • Central Heating
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    Completely furnished kitchen, bedrooms and bathrooms. Master bedroom has full bath, large window overlooking lake, secondary bedroom has 1/2 bath. Downstairs area, has two curtained rooms with king beds, two bunk beds and a 1/2 bath. Dock on property gives access to lake within 30 feet of house,... View all property information
    Location Information
    Copake, New York 12516
    1 / 42
    5 of 5 stars (3) Excellent
    Lakeville, CT
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • Porch
    • Washer
    • Satellite TV
    • Outdoor Dining Area
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    This newly renovated 4 bedroom, 3 bath house is fully furnished and available for short or long term rentals. This house has a new kitchen, air conditioning, cable TV and wireless internet. It is located approximately 200 feet from the entrance to the Town Grove which offers many recreational... View all property information
    Location Information
    Lakeville, Connecticut 06068
    5 of 5 stars Reviewed 26 May 2014
    My friends and I stayed at this house for a race weekend at Lime Rock Park. The location of this house is perfect - 15 minutes from the track, walking distance from a small lake...
    5 of 5 stars Reviewed 6 May 2014
    We rented this sweet home in Lakeville for the bride and bridesmaids for my son's wedding. The bridal party came from far and wide and this was the perfect destination for the...
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    Ancram
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • DVD Player
    • Waterfront
    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    • Mountain Views
    • Satellite TV
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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... View all property information
    Location Information
    Ancram, New York 12502
    Clinton Corners
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    Payment Protection
    Amenities & Details
    • Private Garden
    • Wi-Fi
    • Parking
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Spacious, beautifully appointed and very clean, 2 bedroom, 2 full bath cottage on 2.5 acres in Clinton Corners, Hudson Valley. Quiet and private yet 7 minutes to Omega Insititute for a swim or spa treatment. close to Rhinebeck, Milbrook, Red Hook, Stamfordville and Hyde Park. Sunroom office, great... View all property information
    Location Information
    Clinton Corners, New York 12514