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Holiday Rentals in Highland

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    All 25 Rentals in Highland
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    Secluded Country Getaway1 / 36
    (2)Excellent
    Highland
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Highland
    4 Bedrooms, 6 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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    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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    The following rentals are within 15 kilometers of Highland.
    Renovated Schoolhouse - Hudson Valley Getaway1 / 21
    (19)Excellent
    New Paltz
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • DVD Player
    • Wi-Fi
    • Mountain Views
    • Parking
    • Cable/satellite TV
    • Grill
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 April 2018
    This school house looks like a normal cottage on the outside, but when you step inside you feel as though you have both stepped back in time and walked into a stylish Ralph...
    Reviewed 28 September 2017
    Very cozy and quaint. Everything we needed for the weekend. Even a bottle of wine! There were even some toys for the kids to play with and kid friendly movies. They thought of...
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    About this property
    Built in 1847, this Schoolhouse was completely renovated in 2013. It sleeps up to 6 and provides guests a getaway as they look out from the edge of a gorgeous, 120-acre horse farm right near the Shawangunk Mountains (the Gunks). The private house works well for couples, families, friends'...
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    New Paltz, New York 12561
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 7
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    Private King Bed w/Bath in SHARED Charming House, good for business travelers1 / 10
    (3)Excellent
    New Paltz
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • DVD Player
    • Central Heating
    • Patio
    • Parking
    • Housekeeping Included
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 June 2017
    Really enjoyed the quiet and quaintness of the historic house along with the closeness to all kinds of sites including New Paltz. Liz and Matt were very attentive and always a...
    Reviewed 17 June 2017
    My room in this house just outside the commercial center of the college town of New Paltz, in New York's Hudson River Valley, offered a pleasant and unique place to stay for...
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    About this property
    Our place is all about comfort and convenience! It is under 5 mins from the NYS Thruway and not far from public transport. This is a perfect place for business travelers! Please email for availability or questions. Close to nature, Minnewaska State Park, Mohonk Preserve, rock climbing, skydiving,...
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    New Paltz, New York 12561
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Earth Berm House at Terra Casa Retreat Center1 / 11
    (5)Very good
    Plattekill
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Central Heating
    • Grill
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 May 2017
    My first contact with america! I was 1 month in Casa Terra, I shared a very interesting project with john and amber. A month that I spend quickly to feel at home. I shared jobs...
    Reviewed 28 April 2017
    Staying as John + Ambers first long term guest along with another fellow volunteer, I believe was it was a good learning experience for everyone in many ways. There is a lot of...
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    About this property
    The house features picturesque forrest landscapes, warm lighting, wide plank wood floors, rustic hard wood beams, and modern kitchen. Venture on the grass roof of the earth sheltered house, as well as hike trails, snow shoe, XC ski and explore nature on the 150 acres of land we have :) Great space...
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    Plattekill, New York 12589
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    New Paltz
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Housekeeping Included
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come and enjoy yourself in my wonderful space. The privacy and comfort is all yours. Outdoor deck and enclosed yard for your enjoyment. Your also welcome to walk total property. There is NO smoking in space, outside is fine. No pets allowed,but guests must like pets as I have two dogs,one cat in my...
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    New Paltz, New York 12561
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    New Paltz
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Grill
    • Wi-Fi
    • Patio
    • Private Garden
    • Parking
    • Air Conditioning
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Adorable chic house with three bedrooms each with queen beds. Pets are ok! An acre of yard for your dogs to room and a great area to take a long walk. Private and clean, you have the entire upper level of a raised ranch, large driveway. Wi-fi, hulu, netfix, amazon prime with Showtime and a...
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    New Paltz, New York 12561
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    New Paltz meets Cape May1 / 22
    (2)Excellent
    New Paltz
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Waterfront
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 July 2018
    I just returned from our stay at this lovely house that is situated on an incredibly beautiful piece of land next to hiking and biking trails....while yes, just a 10 minute walk...
    Reviewed 19 August 2016
    Gayle is a delight to work with...accessible and helpful. Her home is an absolute dream and is every bit as charming in person as it appears in photos. One of my favorite things...
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    About this property
    4 beds -- baths 3,400 sqft NEW PALTZ MEETS CAPE MAY ON THE WATERFRONT WITH MOUNTAIN VIEWS- Spend the summer watching the eagles soar from your own nature preserve and the conveniences of village living with easy access to the NYC express bus. Enjoy the mountain views while relaxing on your...
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    New Paltz, New York 12561
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Gardiner
    5 Bedrooms, 5 Bathrooms, Sleeps 24 Quick View
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    • Secure Parking
    • Private Outdoor Pool (Heated)
    • Private Garden
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax, rejuvenate & retreat at Chacra De La Paz, Spanish for 'little peaceful ranch' while you enjoy Gardiner, New Paltz & the surrounding areas. Nestled in the mountains on 12 private acres with no visible neighbors or car traffic this modern home allows you to truly get away from it all and enjoy...
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    Gardiner, New York 12525
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 24
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    Mountain View Vacation Home Near Mohonk Preserv1 / 14
    (4)Excellent
    Gardiner
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Mountain Views
    • Patio
    • Grill
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious cozy home with Lg. kitchen,living room, 3 bedrooms, 2 bathrooms, In ground Pool, game room,Internet/WiFi, lg deck with view of Shawangunk mountain. 10 minute from Mohonk Mountain House and Town of New Paltz GOLF COURSE. 82 miles from NYC. (Pets not allowed) Beds: 2 Queen Beds, 2 Twin...
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    Gardiner, New York 12525
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cozy Apple House1 / 18
    (1)Excellent
    Gardiner
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Private Garden
    • Secure Parking
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 August 2017
    House was so sweet and cozy. Decorated very cute!! Very clean I felt more than comfortable having my 9 month old son crawl all over the floors. The owner Rhonda was a great...
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    About this property
    Come stay at our quaint cottage in the shadow of the Shawangunk Mountains. A sweet alternative from the beach. There's so much to do: Hiking, Walking, Biking, Swimming, Apple Picking. Grab a tube and float down a cool lazy river or go for a hike and take in the amazing mountain air, not to...
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    Gardiner, New York 12525
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Marlboro
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Housekeeping Included
    • Air Conditioning
    • Parking
    • Wi-Fi
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Large 3 bedroom first floor house located on top of a hill in a quiet neighborhood. Home owned by family for over 40 years. - Owner will rent for 7-120 days at 1st, after the renter will be able to renew the lease if they choose & if owner approves. The Space Looking to rent the first floor of a...
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    Marlboro, New York 12542
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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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 8 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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    Eclectic One Bedroom Cottage in the Hudson Valley1 / 4
    (16)Excellent
    New Paltz
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Parking
    • Air Conditioning
    • Internet Access
    • Cable/satellite TV
    • Private Garden
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 August 2016
    10 minutes from new paltz pet friendly lovely patio to sit out everything you need. ..why stay in a hotel?
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    About this property
    Bring that special someone to our charming cottage in New Paltz and take that much needed break. Or get some needed solitude for yourself to write, read and relax in total privacy. You can even bring your dog! This eclectic one bedroom cottage is the perfect place to take time out while still...
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    New Paltz, New York 12561
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Modern, Eclectic, Tranquil Mountain Retreat1 / 8
    (2)Excellent
    Gardiner
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Balcony
    • DVD Player
    • Grill
    • Central Heating
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 April 2017
    Amazing house that felt like home the moment we stepped in the door!Such a cool house with 2 fab sound systems, some cool artwork, furniture and decorations. Lovely outside...
    Reviewed 23 October 2014
    We arrived on a Friday afternoon during peak foliage. The house is tucked away in the woods but close enough to hit all the important wineries in Hudson Valley. The house is...
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    About this property
    Beautiful, bright designer renovated house located 90 minutes from GW Bridge on a very quiet secluded dead-end road in the woods adjacent to state land. Designed with contemporary furniture with a queen size bed in each bedroom, the Minimalist inspired flowing 1st fl incorporates all the...
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    Gardiner, New York 12566
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    New Paltz
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Hot Tub
    • Mountain Views
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4000 sq ft home, tastefully decorated with flat sceen HDTV, DVD player and Wii. Gourmet kitchen. Forgot to pick up wine for dinner, choose from our selection and save yourself a trip. Pool with 5000 sq ft deck. BBQ grill. 3000 sq ft art gallery. Upstairs gym, upright piano in house, grand piano in...
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    New Paltz, New York 12561
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Ulster Park
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Patio
    • Wi-Fi
    • 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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    Ulster Park, New York 12487
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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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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    romantig house at magical lake1 / 26
    (2)Excellent
    Ulster Park
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 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 5 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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    New Paltz
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Cable/satellite TV
    • Washer
    • Mountain Views
    • Wi-Fi
    • Secure Parking
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brand New Home with great views of Mohonk and The Gunks! Minutes from town, or walk the mile and a half down the scenic Walkill Valley Rail Trail to historic New Paltz. This spacious 3 br/2 bath home has everything you need for a great getaway! Just one mile south of Main Street via road or the...
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    New Paltz, New York 12561
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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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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    Ulster Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Cable/satellite TV
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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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    Rifton
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Haywood Farm House, an 1880s home recently lovingly restored 1800 square foot home nestled on three quiet wood filled acres. After you exit off the 87 Thruway (just 90 minutes from NYC!), you’ll drive 7 minutes through apple orchards and horse farms before arriving at our front door....
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    Rifton, New York 12561
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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