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Pine Plains Vacation Rentals

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    Don't let other travelers get your favorite Pine Plains area vacation rental. You're so close to securing your perfect getaway. Book today.
    All 43 Rentals in Pine Plains
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    The following rentals are within 15 miles of Pine Plains.
    Gorgeous in town Apt1 / 6
    (4)Excellent
    Rhinebeck
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    4 Bedroom Furnished House in Lakeville Connecticut1 / 42
    (3)Excellent
    Lakeville, CT
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Outdoor getaway hunting,fishing,skiing..relaxation1 / 15
    (8)Excellent
    Copake
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Taconic, CT
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming renovated Barn, very private, with pastoral views. Recently renovated throughout, the house features a double-height, vaulted ceiling in the Kitchen, Dining, and Living Rooms, with great light and views. Open deck off the Living Room overlooking a large, private meadow. Within a...
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    Taconic, Connecticut 06068
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Lakeville, CT
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Private Yard
    • Mountain Views
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    -Salisbury School -Hotchkiss -Indian Mountain School -Lime Rock Park Race Track Just steps to everything in town! Or grab a tall glass of Lemonade and a good book & relax on the porch. This petite in-town home is convenient to restaurants, shops, & Lake. The perfect spot to getaway & enjoy...
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    Lakeville, Connecticut 06039
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Clinton Corners
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Yard
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Clinton Corners, New York 12514
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Restful Rhinebeck cottage1 / 35
    (1)Excellent
    Rhinebeck
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 13, 2017
    I and a friend stayed for four nights in this cottage. It is very private and quiet (off a country road) but within 10-15 minutes of the Rhinebeck town center. It is clean...
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    About this property
    'Hollow Cottage' is a mid-century guesthouse nestled in the woods on our 3-acre property. Featuring old wood beams, new floors and a wood burning stove, the cottage is a true escape from it all. Just 1 and 1/2 hours from New York City, Hollow Cottage is a perfect getaway. Located in beautiful...
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    Rhinebeck, New York 12580
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Beautiful Renovated Rhinbeck Country Home. Very private, set on 3 acres.1 / 12
    (1)Very good
    Rhinebeck
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Yard
    • Cable/satellite TV
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 26, 2017
    We had a wonderful stay in this home, located in an ideal location close to downtown Rhinbeck and across the bridge from Kingston. The house worked well for us. There is a...
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    About this property
    This is a beautiful renovated country retreat, located in the historic town of Rhinebeck. The house is situated on a private road on 3 acres with a lake in front and lots of wildlife. It is a four bedroom and three bathroom house that sleeps up to 8. There is a private inground HEATED SALTWATER...
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    Rhinebeck, New York 12572
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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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
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Berkshire Barn Paradise1 / 23
    (1)Excellent
    Craryville
    2 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Mountain Views
    • Grill
    • Hot Tub
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 30, 2016
    The pictures and description don't do this place justice! There are no details left undone - Joe, our host, has thought of everything. The home was beautiful and FULLY stocked...
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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...
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    Craryville, New York 12529
    Rental Home - 2 Bedrooms, 4 Bathrooms, Sleeps 8
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    Newly Renovated Lakefront Getaway on Robinson Pond1 / 14
    (1)Excellent
    Copake
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Grill
    • Outdoor Dining Area
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 6, 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
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Charming 2+2 Lakeside Cottage on Best Lake in CT1 / 37
    (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
    Kid friendly
    Smoking allowed
    Reviewed September 7, 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...
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    About this property
    For the price of a motel room, enjoy a cottage on a lake. Great casual summer-fall vacation place for a small family with room for guests. MINIMUM 14 NIGHT STAY. THOUGH DAILY AND WEEKLY RATES MUST BE SHOWN, WE DO NOT RENT FOR THESE SHORT PERIODS. MONTHLY RATE REQUIRES 32 NIGHT MINIMUM STAY....
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    Salisbury, Connecticut 06079
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Stanfordville
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Waterfront
    • Patio
    • Terrace
    • Grill
    • Central Heating
    • Balcony
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our very secluded and romantic log cabin sits on 85 acres of woodland with its own 3.5 acre lake, streams, forest, and even a 40' gorge. Nearest neighbor is 1/4 mile away through the woods and we won't bother you! Enjoy the interior wood burning fireplace and covered front porch overlooking your...
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    Stanfordville, New York 12581
    Cabin - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Red Hook
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Private Yard
    • Wi-Fi
    • Cable/satellite TV
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This historic five bedroom house is set on 3 private acres surrounded by woods on two sides and pine trees on one side secluding it from other properties. The house has been carefully renovated throughout the years with much attention to detail. The vintage feel has been preserved and modern...
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    Red Hook, New York 12571
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Tivoli
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • Patio
    • Parking
    • Cable/satellite TV
    • Internet Access
    • Washer
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Surrounded by beautiful flower gardens and green grass, the main house boasts three bedrooms and two full baths. The house sleeps seven adults comfortably with two rooms housing queen beds and another with two twin beds. There is a separate nook upstairs which also sleeps one on a twin bed. The...
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    Tivoli, New York 12583
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Charming Rhinebeck carriage barn, Hudson valley1 / 26
    (2)Average
    Rhinebeck
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Mountain Views
    • Terrace
    • Air Conditioning
    • Wi-Fi
    • Balcony
    • Shared Yard
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 30, 2017
    I was in town to attend my daughter's graduation from Bard College. This place was perfect, as it is on the same side of the Hudson, minutes away from the college without going...
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    About this property
    Charming, comfortable guest cottage. It's a converted carriage barn next to a 1700s fairytale stone farmhouse, both on the National Historic Register. Half a mile from Rhinebeck village, one of the prettiest towns in the Hudson Valley, with many restaurants and farmers markets. Time from New...
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    Rhinebeck, New York 12572
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    TAKE ME HOME, COUNTRY ROADS1 / 16
    (4)Excellent
    Copake
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 20, 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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Red Hook
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    $195 Jan&Feb, NYC most elegant and safest Residential neighborhood CARROLL GARDENS 3 BR. 2 Bath Sp 10 just over the Brooklyn Bridge Damage Deposit Of $1000.- will Be paid in Cash upon Arrival!! Important!! We Have in This Condominium 3 Cozy Units Very similar but each one has its own Beauty…...
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    Red Hook, New York 11231
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Riverwood - Cozy Carriage House in the Woods1 / 11
    (1)Excellent
    Falls Village, CT
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Yard
    • Parking
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 18, 2016
    I only wish my mobility was better to take a walk on this beautiful property very close to Lime Rock Park and many other cultural attractions. Owners were very nice and...
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    About this property
    Lovely second-story guest house on wooded property. Generously sized bedroom with queen bed, comfortable bathroom with therapeutic river stone walk-in shower, petit fully equipped kitchen, and relaxing main room with leather dual-reclining loveseat, flat screen TV, private deck and dining area....
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    Falls Village, Connecticut 06031
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Casa Campagna1 / 14
    (1)Excellent
    Rhinebeck
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Patio
    • DVD Player
    • Cable/satellite TV
    • Internet Access
    • Grill
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 27, 2016
    I could have stayed at Casa Campagna forever. It was actually nice that there were other homes nearby but, once up the Casa Campagna driveway, surrounded by beautiful greenery...
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    About this property
    Year-round country getaway privately situated on over 2 acres of woodland and open fields with a meandering stream and mature cottage garden. Perfect spot for the outdoor enthusiast, culture-seeker or those looking to get away from it all and just relax. The great room with vaulted ceiling,...
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    Rhinebeck, New York 12572
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Red Hook
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    There are two bedrooms on the lower level of my home. They share one private full bathroom. and have their own kitchen and living/diningroom. Private entrance. Fully furnished and equipped. Available by the night (two night minimum), week, month. Quiet property on 3 acres of land. Would work...
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    Red Hook, New York 12571
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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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    Copake, New York 12529
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Copake
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Wi-Fi
    • Grill
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Parking
    • Washer
    • Skiing: Property Is In A Ski Resort
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Discounted monthly rentals during ski season (January and February) at $3,499/month and weekly in March at $899/week. This house has been extensively renovated. The chef's kitchen and living room were combined for a large open family area. The kitchen was completely renovated with high end wood...
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    Copake, New York 12521
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    Rhinebeck Retreat1 / 5
    (1)Very good
    Rhinebeck
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Central Heating
    • Wi-Fi
    • Patio
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A perfect home away from home in the beautiful Hudson Valley “Gracious, clean, well appointed home with a cozy vibe. Living quarters all on one floor, no stairs to worry about. Great location close to town and neighboring amenities. Explore the Hudson Valley in comfort from this charming country...
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    Rhinebeck, New York 12572
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Red Hook
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Parking
    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautifully designed glass and wood modern cabin offers elegant modern details and the warmth that only an upstate retreat could. With a soaking egg tub, fires at every turn and a year round hot pool you will fall in love with the place and the towns nearby. - minutes from the best towns:...
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    Red Hook, New York 12571
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    The Cottage at Great Falls1 / 11
    (19)Excellent
    Falls Village, CT
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Washer
    • DVD Player
    • Mountain Views
    • Waterfront
    • Central Heating
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 days ago
    Danielle responded to my vacation request in record time, and was very attentive before, during and after our stay. Everything was perfect when we arrived - the cottage was...
    Reviewed September 14, 2016
    Enjoyed our stay at this beautiful, well appointed cottage and would book again.Only issue is the lack of air conditioning which can be a problem if weather is hot and humid.
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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...
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    Location Information
    Falls Village, Connecticut 06031
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Rhinebeck
    5 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    • Wi-Fi
    • Private Yard
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Secure Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very Private Modern Luxury Estate in Rhinebeck, NY, only 100 miles North of Manhattan. Enter this gated estate with a private 1/4 mile tree lined driveway. Perfect home for a large family, or several couples. Modern, Clean Lines, Open & Airy. Built with the finest materials and craftsmanship. Chefs...
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    Rhinebeck, New York 12572
    Rental Home - 5 Bedrooms, 7 Bathrooms, Sleeps 18
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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
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Clinton Corners
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sun filled 4 bed / 2 bath house in Clinton Corners on 3 acres with a lot of privacy. You'll enjoy grilling on the deck, relaxing in the private backyard, & swimming in the pool. ~15 minutes from downtown Rhinebeck. We recently purchased our home and won't be able to use it for a few weeks this...
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    Clinton Corners, New York 12514
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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    Lakeville, CT
    5 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Grill
    • Patio
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is the lake cottage your grandmother visited during her childhood. Charming, original 1920 features. Big remodeled kitchen (new stove/oven) and big living room for family reunions and guests. Sleeps 9 in comfort; it has often slept 20. Porch overlooks Lake Wononscopomuc -- deepest lake in...
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    Lakeville, Connecticut 06039
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 9
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    Stanfordville
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Mountain Views
    • Shared Yard
    • Parking
    • Private Yard
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Updated apartment with panoramic views off private deck with one bedroom, full bathroom, equipped kitchen, dining area and living room, and onsite guest parking. Nestled in Northern Dutchess County, we are a great base location from nearby New York towns such as Red Hook, Rhinebeck and Millbrook,...
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    Stanfordville, New York 12581
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Rhinebeck
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Washer
    • Patio
    • Private Yard
    • Parking
    • Air Conditioning
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My place is close to Rhinebeck, Hyde Park, Ski resorts, Metro North and Amtrak. You’ll love my place because of the location - less than 2 hours to the city. This is a property with complete privacy. You can relax in front of the fireplace, large dining room, fully equipped chef's kitchen, large...
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    Location Information
    Rhinebeck, New York 12580
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Red Hook
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    We bought and completely renovated this house a few years ago so that we could enjoy weekends in the country. We hope you enjoy it as much as we do! We’ve done it up with designer furniture and great details. The hot tub provides for great outdoor enjoyment year round, as does a very private camp...
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    Red Hook, New York 12571
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Red Hook
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
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    • Balcony
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    • Terrace
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    $345 Jan&Feb, NYC most elegant and safest Residential neighborhood CARROLL GARDENS 4 BR. 2.5 Bath Sleeps 10+ Just over the Brooklyn Bridge Damage Deposit Of $1000.- will Be paid in Cash upon Arrival!! Important!! We Have in This Condominium 3 Cozy Units Very similar but each one has its own...
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    Red Hook, New York 11231
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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    Craryville
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Hot Tub
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    Pet friendly
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    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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Copake
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Terrace
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    • Mountain Views
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    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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    Copake, New York 12516
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amenia
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Private Yard
    • Internet Access
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Magnolia Cottage!! 44,000 Gallon in-ground saltwater pool. Covered Front Porch with wicker chairs. Gardens, Greenhouse, & Walking Trails. Side Patio with BBQ and Gas Fire Pit. Basic Stocked Fridge (milk, eggs, butter, jams, etc.). High thread-count cotton linens and towels. Two...
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    Amenia, New York 12501
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Clermont
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Washer
    • Housekeeping Included
    • Hot Tub
    • Patio
    • Air Conditioning
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful, fully modernized country home with open floor plan and fully updated amenities! Perfect for families or up to 6 people, house has central AC, high speed Wi-Fi, Roku/cable package, large heated in-ground salt water pool, half basketball court, basement gym with pool table, large...
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    Clermont, New York 12526
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Clinton Corners
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
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    Pet friendly
    Kid friendly
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    About this property
    This is a historic property located on a scenic and historic country road in a designated 'Ag district' in the town of Clinton Corners, NY. Large properties surround this home, and there is plenty of privacy. The home was converted from a horse and carriage barn in the 1920s and has antique post...
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    Location Information
    Clinton Corners, New York 12514
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    Hudson Valley Hideaway1 / 22
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    Red Hook
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Private Yard
    • Wi-Fi
    • Patio
    • Parking
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    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious modern home tucked away off a quiet country road is an ideal getaway for families or larger groups. Perched on a hill, with views of the Catskills, you'll find yourself surrounded by nature on 8 private acres away from it all. Everything you need is here inside and out– top of the...
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    Location Information
    Red Hook, New York 12571
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Red Hook
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
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    About this property
    We bought and completely renovated this guest house in 2012. We fell in love with the location and hope you enjoy it as much as we do! The property is amazing! To reach the house, you drive one mile through the woods via the former Hucklebush Rail Line that operated between the 1870's and...
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    Location Information
    Red Hook, New York 12571
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Rhinebeck
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Secure Parking
    • Cable/satellite TV
    • DVD Player
    • Private Yard
    • Grill
    • Central Heating
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    Rhinebeck, New York 12572
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Clinton Corners
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Porch
    • Washer
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Clinton Corners, New York 12514
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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