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Holiday Homes in Millbrook

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    Don't let other travellers get your favourite Millbrook area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 32 Rentals in Millbrook
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    The following rentals are within 25 kilometres of Millbrook.
    Secluded Country Getaway1 / 36
    (2)Excellent
    Highland
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Restful Rhinebeck cottage1 / 35
    (2)Excellent
    Rhinebeck
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Clinton Corners
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Hudson Valley 40 Acres With Lake And Hiking1 / 18
    (12)Excellent
    Highland
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Mountain Views
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This secluded, air-conditioned, well-appointed property is 90 miles from New York City, five minutes from the Hudson River. This home and surrounding property is available for weddings, events and location filming. The very large living room with beamed vaulted ceiling has a stone fireplace for...
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    Highland, New York 12528
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Fiddlers Farmhouse1 / 43
    (2)Excellent
    Rhinebeck
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • DVD Player
    • Washer
    • Mountain Views
    • Porch
    • Grill
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Quiet, clean, well appointed, friendly and helpful. I booked Fiddler’s Farmehouse during my workshop at Omega Institute because Omega was full. However, it was so nice and so...
    Reviewed 18 August 2015
    We spent a week at Fiddler's Farmhouse with another couple and enjoyed the privacy and peaceful location of this early 1800s updated farmhouse. With 2 bedrooms and 1 bath...
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    About this property
    Delightful 1850 farmhouse situated in a Currier and Ives setting with a red barn complex adjacent to a babbling brook. Just a mere mile from the renown Omega Institute and nine miles from the village of Rhinebeck, NY. A peaceful retreat and a great rural homebase in which to explore The Hudson...
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    Rhinebeck, New York 12572
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Highland
    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    • Sauna
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    • Waterfront
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Breathtaking Glass, Wood & Stone Modern Villa On 12 Acres. Secluded luxury cantilevered on a 200' granite bluff peninsula over the Hudson River. As fine an estate as any in Europe yet only 1.5 hrs from Manhattan. Gourmet kitchen. 10' screen media room. Huge riverside deck, hot tub & heated...
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    Highland, New York 12528
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    for the creative spirit, lightfilled loft house1 / 43
    (1)Excellent
    Ulster Park
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 October 2016
    We had a magical stay _ The space is beautiful, a studio artist feel with a beautiful architecture, an incredible feel and design, the view, the terrace, the pond, the land and...
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    About this property
    For the creative spirit or one that appreciates artistic expression. A healing space. An artist dream loft is filled with light and shapes, color and patterns, -overlooking a beautiful pond with a waterfall. The loft is a large open space with high ceilings, wood floors. A perfect space to...
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    Ulster Park, New York 12487
    Condo/Apartment - 1 Bathroom, Sleeps 3
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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 28 July 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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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 Holiday Rental - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Clinton Corners
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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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
    • Balcony
    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    • Parking
    • Terrace
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 May 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
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    LaGrangeville
    2 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    • Washer
    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Secluded on a knoll of Norway Spruce, atop eight acres, Frank Lloyd Wright associate Aaron Resnick's Mid-Century Modern (MCM) design is a classic example of organic Usonian architecture. This Usonian home features a completely private setting with a pool. The home is located in the heart of the...
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    LaGrangeville, New York 12540
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 3
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    Poughkeepsie
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The house is located on the border of Poughkeepsie and the Historic Hyde Park, home to Franklin and Eleanor Roosevelt. The Culinary Institute of America is a five minute drive and has not only wonderful classes but also restaurants that are open to the public (get reservations!). Marist college is...
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    Poughkeepsie, New York 12601
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    Wingdale
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • DVD Player
    • Air Conditioning
    • Waterfront
    • Cable/satellite TV
    • Mountain Views
    • Washer
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Get away from it all in this vacation home on private lake and nature preserve nestled in the foothills of the Berkshires. Perched on a peninsula on the shores of Lake Weil (viewable via Google map), this stunning 4-bedroom contemporary home offers exclusive use of your own 30-acre lake. Pack a...
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    Wingdale, New York 12594
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 11
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    romantig house at magical lake1 / 26
    (2)Excellent
    Ulster Park
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Parking
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    • Wi-Fi
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 November 2017
    A magical cottage, beautifully decorated with artistic details that sweep you away. Warm & cozy with all the comforts of home. The breath-taking views & charm of the...
    Reviewed 6 November 2017
    This house is located in the most romantic spot with an expansive view, the most beautiful I have seen and I looked everywhere.also the price was a great value. I highly...
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    About this property
    The house has a very open layout living room, kitchen and dinning flow into each other. There are 2 bedrooms, queen size bed in the lake-facing one and 2 twin beds in the other, the living room has a sleeper full- out sofa. The mattresses and linens are very high quality. From the bedroom and...
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    Ulster Park, New York 12487
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Highland
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Wi-Fi
    • Washer
    • Mountain Views
    • Grill
    • Central Heating
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely A-frame house nestled in a quiet wooded lot on a culdesac. Just minutes from local attractions including historic sites, outdoor activities and easy access to NYC. House is completely furnished with new furniture and appliances. Lovely outdoor eating area overlooks woods and quiet stream....
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    Highland, New York 12528 1006
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Kent, CT
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautifully decorated room with private bath, queen bed, antique furniture and Cable TV. Shared living room, dining room, porch, and kitchen. On Main Street in town. Plenty of parking. Please enjoy all the common areas in the home. We do not live in the home and there may be a total of up to ten...
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    Kent, Connecticut 06757
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Kent, CT
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Patio
    • Private Garden
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This former servant's quarters w/full bed has private bath with claw foot tub/shower. Original back staircase just outside the door which leads directly to the kitchen. Please enjoy all the common areas in the home. We do not live in the home and there may be a total of up to ten people staying...
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    Kent, Connecticut 06757
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Stanfordville
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Mountain Views
    • Shared Garden
    • Parking
    • Private Garden
    • 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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    Kent, CT
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Parking
    • Grill
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Large master suite with private bath including claw foot tub and stall shower. Queen bed with sitting room area, window air conditioner. Shared living room, dining room, porch and kitchen. On Main Street in town. Please enjoy all the common areas in the home. We do not live in the home and there...
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    Kent, Connecticut 06757
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Clinton Corners
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Grill
    • Patio
    • Central Heating
    • Wi-Fi
    • Washer
    • Balcony
    • Parking
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the beautiful Hudson Valley from this bright, spacious home, on 3.5 acres with a swimming pool. Located just 15 minutes from Rhinebeck, Millbrook, and Red Hook (Bard College), and 30 minutes from Kingston, Hudson, Hyde Park, and Poughkeepsie (Vassar College). The house has a spacious, open...
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    Clinton Corners, New York 12514
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    Rhinebeck
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Washer
    • Patio
    • Private Garden
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    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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    Rhinebeck, New York 12580
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Verbank
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Grill
    • Housekeeping Included
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Former mother/daughter apartment. Close to attractions / activities: historical Hyde Park, Walkway Over The Hudson. 18 miles of biking/walking trails, the Culinary Institute and many fine eateries, Vassar and Marist colleges, farms, wineries and breweries, great music venues, the quaint towns of...
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    Verbank, New York 12585
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Kent, CT
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Air Conditioning
    • Grill
    • Private Garden
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    First floor suite king bed, couch and desk. Sitting room with single bed, chairs, television and desk. Large bath with stall shower. Shared living room, dining room, porch and kitchen. Please enjoy all the common areas in the home. We do not live in the home and there may be a total of up to ten...
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    Kent, Connecticut 06757
    Private Room - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    Ulster Park
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Secure Parking
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a 200-year-old historic home located in the Hudson valley -- 15 minutes south of Kingston and 2 hours north of NYC. It is furnished in period furniture and is situated on 3 acres of lush grass with fruit and flowering trees. There is a screened in porch and an open porch below that...
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    Ulster Park, New York 12487
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Kent, CT
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Air Conditioning
    • Patio
    • Wi-Fi
    • Parking
    • Cable/satellite TV
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Room with private bath, queen bed, antique furniture, air conditioning, and radiator heat. Shared living room, dining room, porch, and kitchen. On Main Street in town. Plenty of parking. Please enjoy all the common areas in the home. We do not live in the home and there may be a total of up to...
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    Kent, Connecticut 06757
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Millerton
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Central Heating
    • Balcony
    • Terrace
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 1700’s Farmhouse, on a lovely horse farm is like staying in an antique with all the modern conveniences. Chickens mill about and retired horses dot the landscape. Relax in front of the gas fireplace in the winter, and in the summer sit on the deck listening to the babbling brook . Bike the...
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    Millerton, New York 12546
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Rhinebeck
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Balcony
    • Patio
    • Terrace
    • Central Heating
    • Washer
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly renovated inside and out, country house sits on a hilltop with 2.5 acres, overlooking a 6 acres swimming lake. It is a 3-minute walk, on a private road, to your dock where you can swim to your hearts content, fish, paddle, etc. Lake is shared with four homes in a community. This community and...
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    Rhinebeck, New York 12572
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ulster Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Mirror Lake Cabins Fishing, Row boats, Swimming, BBQ, Fire Pit. Close to Shopping, Woodstock, Hudson River, Kingston Roundout, Restaurants. 2hrs to NYC 1 1/2 hours to Saratoga, Albany All cabins have utensils, dishes, pots etc All towels and linens are supplied but guests are responsible for...
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    Ulster Park, New York 12487
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Sharon, CT
    5 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Our stately home is surrounded by gardens, fields and woods, with a stream meandering through it. There is a terrace for outdoor dining, a fire pit for campfires and plenty of lawn for playing ball games and croquet.
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    Sharon, Connecticut 06069
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 11
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    Amenia
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Private Garden
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    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
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Ulster Park
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Patio
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    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Turn your weekend getaway into an extended stay at the 'The Huth House,' a freshly furnished 3-bedroom, 2-bathroom vacation rental house in Ulster Park! Up to 8 travelers will be able to re-energize and relax in the spacious sunroom boasting an abundance of natural light and panoramic views of...
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    Location Information
    Ulster Park, New York 12487
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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