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Vacation Rentals in Poughkeepsie, NY and nearby

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    All 25 Rentals in the Poughkeepsie Area
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    The following rentals are within 15 miles of Poughkeepsie, New York.

    From
    $145
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    1 / 13
    4.5 of 5 stars (2) Very good
    New Paltz
    1 Bedroom / 3 Bathrooms / Sleeps 2
    travelers have booked this property
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    From
    $625
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    1 / 29
    Wingdale
    4 Bedrooms / 3 Bathrooms / Sleeps 11
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    $145
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    1 / 13
    Wallkill
    1 Bedroom / 3 Bathrooms / Sleeps 2
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    $155
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    1 / 21
    5 of 5 stars (12) Excellent
    New Paltz
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travelers have booked this property
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    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Mountain Views
    • Grill
    • Satellite TV
    • Dryer
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    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'... View all property information
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    Location Information
    New Paltz, New York 12561
    5 of 5 stars Reviewed October 6, 2014
    We travelled to the area for a respite from New York City with our two young children. The cottage was perfect for our needs - clean, quiet, well-appointed, and with activities...
    5 of 5 stars Reviewed July 14, 2014
    Perfect place to spend a few days in the area. Beautiful house, exceptionally clean, and very convenient. My young son loved the hikes, and after a long day in the outdoors it...
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    $325
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    1 / 24
    5 of 5 stars (1) Excellent
    New Paltz
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Playground
    • Internet Access
    • Dryer
    • Mountain Views
    • Air Conditioning
    • Washer
    • Satellite TV
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Fully-furnished, 4-bedroom country house. Drop-dead views of the cliffs from the MBR, the living and dining areas. The house, sits on a 120-acre Horse Farm and is 6 miles from Main Street in New Paltz and 4 miles from Gardiner...about 90+ minutes from NYC. The farmhouse is minutes from the Mohonk... View all property information
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    Location Information
    New Paltz, New York 12561
    5 of 5 stars Reviewed June 1, 2014
    We rented this house for Memorial Day weekend and my daughter’s 16th Birthday. There were eight of us: five girls and three adults. We spent such a wonderful time on the farm and...
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    $250
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    1 / 21
    High Falls
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    travelers have booked this property
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    Amenities & Details
    • Satellite TV
    • Washer
    • Deck
    • Fireplace
    • Internet Access
    • Dryer
    • Stereo System
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Our historic 4 bedroom French Huguenot style farmhouse was built in 1796 and is bordered by 17,500 acres of the forests, streams and lakes of the Mohonk Preserve and Minnewaska State Park. You can literally step out of the house onto over 80 miles of hiking and biking trails. The entire home was... View all property information
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    Location Information
    High Falls, New York 12440
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    $825
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    1 / 8
    Hyde Park
    4 Bedrooms / 4 Bathrooms / Sleeps 11
    traveler have booked this property
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    Amenities & Details
    • Deck
    • DVD Player
    • Water Views
    • Satellite TV
    • Stereo System
    • Air Conditioning
    • Internet Access
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beautiful pond views on a forty acre estate. When you reserve le Petit Chateau you will enjoy a huge gourmet breakfast that we can help you stock with all local ingredients. You will be supporting our area farmers when you reserve the Chateau for your Vacation Rental. For ten years we have been... View all property information
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    Location Information
    Hyde Park, New York 12538
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    $260
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    1 / 23
    4 of 5 stars (1) Very good
    Beacon
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Internet Access
    • Washer
    • Air Conditioning
    • Dryer
    • Patio
    • DVD Player
    • Stereo System
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    PLEASE NOTE: I DO NOT RENT FOR FOR 1 NIGHT. THERE IS A 2 NIGHT MINIMUM. Continue reading further down in this box for 5***** Reviews. Here's a sample: 'More like a boutique hotel.' 'This house is a dream come true.' 'Great owner, great location!' This home in beautiful Hudson Valley is a... View all property information
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    Location Information
    Beacon, New York 12508
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    $225
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    1 / 1
    Beacon
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Towels Provided
    • Linens Provided
    • Stereo System
    • Satellite TV
    • Mountain Views
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Private getaway at the base of Mt. Beacon. Easy access to hiking trails and walking distance to downtown Beacon. Views of the Hudson Valley from the front exposure, and mountains to the rear. Large airy bedroom with a beautiful tiled bath. The Space The maid's wing of our brick Dutch colonial... View all property information
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    Location Information
    Beacon, New York 12508
    From
    $375
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    1 / 28
    5 of 5 stars (3) Excellent
    New Paltz
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    travelers have booked this property
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Mountain Views
    • Hot Tub
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor...
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautiful farmhouse style country home with an open floor plan on a serene 6-acre property in Gardiner, NY. Features gorgeous, unobstructed views of the Shawangunk Mountains (The Gunks). Our property is a short 90 minute drive North of NYC. This estate is for relaxing getaways only, extra guests,... View all property information
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    Location Information
    New Paltz, New York 12561
    5 of 5 stars Reviewed April 5, 2015
    We did a long weekend trip over Easter with 4 adults and 3 young girls, all under the age of 3. The home was great, with a beautiful view out the back of the mountains. We all...
    5 of 5 stars Reviewed March 23, 2015
    This house is amazing. Not only was it everything I wanted it was more. Cynthia has done an amazing job. She keeps me posted, she check in is and is always available. I would love...
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    From
    $400
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    1 / 20
    Stormville
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    traveler have booked this property
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    Amenities & Details
    • Mountain Views
    • Air Conditioning
    • Private Outdoor...
    • Hot Tub
    • Playground
    • Satellite TV
    • Sauna
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Far View Farm is located on Stormville Mountain. This offers breath taking views of the Hudson Valley. This farmhouse goes back to the early 1800's but has everything to make it a private retreat from your busy life. It has 25 private acres with trails and no neighbors to be seen. Enjoy the views... View all property information
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    Location Information
    Stormville, New York 12582
    From
    $750
    / Night
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    1 / 8
    5 of 5 stars (2) Excellent
    Millbrook
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    travelers have booked this property
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Internet Access
    • Washer
    • Air Conditioning
    • Fireplace
    • Refrigerator
    • Dryer
    • Stove
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Idle Hour Farm is located in the heart of Hunt Country, Dutchess County NY. It is a peaceful place among rolling hills, horse farms and dairy farms. It is conveniently located 1 1/2 hours from NYC, 1 hour from the Catskill Mountains, 4 hours from the Adirondack Mountains. It is situated on 16... View all property information
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    Location Information
    Millbrook, New York 12545
    5 of 5 stars Reviewed March 1, 2015
    If you want a taste of the old with modern conveniences, this spacious farmhouse is for you. Ten of us stayed here comfortably. Don't expect good internet in all parts of the...
    5 of 5 stars Reviewed September 10, 2014
    The house is beautifully furnished, the grounds are lovely, we had a most wonderful stay. We swam in the pond which is a perfect temperature and has a small sandy 'beach' making...
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    $625
    / Night
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    1 / 8
    5 of 5 stars (1) Excellent
    Gardiner
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    traveler have booked this property
    Overview Reviews (1) Make Inquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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... View all property information
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    Location Information
    Gardiner, New York 12566
    5 of 5 stars Reviewed October 23, 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 laid...
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    $12,000
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    1 / 4
    Clinton Corners
    5 Bedrooms / 4 Bathrooms / Sleeps 10
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    Amenities & Details
    • Wi-Fi
    • TV
    • DVD Player
    • Private Outdoor...
    • Stereo System
    • Game Room
    • Air Conditioning
    • Pool Table
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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
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    Location Information
    Clinton Corners, New York 12514
    From
    $180
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    1 / 23
    New Paltz
    1 Bedroom / 1 Bathroom / Sleeps 4
    traveler have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Waterfront
    • Water Views
    • Fireplace
    • Air Conditioning
    • Stove
    • Refrigerator
    • Wi-Fi
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Small (500 sq ft) but amazingly comfortable, efficient pond and riverfront cottage with wonderful privacy, beautiful grounds, inspiring views. Close proximity to villages of New Paltz & Rosendale, Rail Trail, Shawangunk Ridge, hiking, biking, kayaking, swimming, shopping, galleries, great... View all property information
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    Location Information
    New Paltz, New York 12561
    From
    $1,500
    / Night
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    1 / 19
    New Paltz
    7 Bedrooms / 7 Bathrooms / Sleeps 13
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    Amenities & Details
    • Sauna
    • Hot Tub
    • There Are Tennis...
    • Watersports Nearby
    • Wi-Fi
    • TV
    • Horse Riding Nearby
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • x
    About this property
    Welcome to the HeartsEase Mansion, a Hudson Valley National Registry Historic estate. As a guest to our Hudson Valley home, you join a long tradition of people who have made their way to this spectacular region known for its natural beauty, art, and cultural innovation. Some background in that... View all property information
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    Location Information
    New Paltz, New York 12493
    From
    $185
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    1 / 13
    Highland
    1 Bedroom / 3 Bathrooms / Sleeps 3
    traveler have booked this property
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    Amenities & Details
    • There Are Tennis...
    • Housekeeping...
    • Mountain Views
    • Boat Available
    • TV
    • Wi-Fi
    • Watersports Nearby
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    We are a family owned and operated bed and breakfast. We have a lovely view of the Shawangunk Mountains. Our cottage is situated on the back 9 holes of the Apple Green's Orchard Golf Course. We are 5 minutes from bustling New Paltz, NY. We are also centrally located just minutes from Marist and... View all property information
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    Location Information
    Highland, New York 12528
    From
    $850
    / Night
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    1 / 38
    New Paltz
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Private Outdoor...
    • TV
    • Wi-Fi
    • Hot Tub
    • Mountain Views
    • Stereo System
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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... View all property information
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    Location Information
    New Paltz, New York 12561
    From
    $200
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    1 / 15
    Highland
    3 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Stereo System
    • Wi-Fi
    • DVD Player
    • Mountain Views
    • Deck
    • Central Heating
    • TV
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    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.... View all property information
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    Location Information
    Highland, New York 12528 1006
    From
    $550
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    1 / 31
    4 of 5 stars (1) Very good
    Highland
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Stereo System
    • Boat Available
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Deck
    • Mountain Views
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • x
    About this property
    Located in the beautiful Hudson Valley, Indian Ridge offers exclusive access to 300 private acres. Our 3,800 sq. ft. club house provides overnight accommodations for up to ten guests with one large bedroom suite, complete with a fireplace and jacuzzi, two loft bedrooms and a fully equipped kitchen.... View all property information
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    Location Information
    Highland, New York 12528
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    From
    $225
    / Night
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    1 / 23
    4 of 5 stars (1) Very good
    Millbrook
    4 Bedrooms / 3 Bathrooms / Sleeps 2
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Internet Access
    • Refrigerator
    • Deck
    • Mountain Views
    • Soap/Shampoo...
    • Air Conditioning
    • Towels Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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
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    Location Information
    Millbrook, New York 12545
    4 of 5 stars Reviewed January 7, 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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    $257
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    1 / 14
    Gardiner
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Stereo System
    • Air Conditioning
    • Satellite TV
    • Washer
    • Dryer
    • Deck
    • Private Outdoor...
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Spacious cozy home with Lg. kitchen,living room, 3 bedrooms, 2 bathrooms, In ground Pool, game room,Internet, 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 Beds View all property information
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    Gardiner, New York 12525
    From
    $150
    / Night
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    1 / 4
    New Paltz
    1 Bedroom / 1 Bathroom / Sleeps 3
    Overview Make Inquiry
    Amenities & Details
    • Internet Access
    • DVD Player
    • Satellite TV
    • Patio
    • Stereo System
    • Air Conditioning
    • Refrigerator
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    RESERVE TODAY to ensure time for you and your special someone in this charming cottage. Or get some needed solitude for yourself to write, read and relax in total privacy! This eclectic one bedroom cottage is the perfect place to take time out while still having quick access to all that the... View all property information
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    Location Information
    New Paltz, New York 12561
    From
    $130
    / Night
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    1 / 24
    Highland
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Deck
    • Private Outdoor...
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Waterfront
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beautiful house right on the Hudson River with spectacular view in unique private setting only 90 minutes by car or train from NYC, available for single family rental. Enjoy mountain biking, rock climbing, summer and winter hiking, boating, the world-famous Culinary Institute, Hyde Park, the... View all property information
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    Location Information
    Highland, New York 12528
    From
    $450
    / Night
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    1 / 8
    Highland
    4 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Make Inquiry
    Amenities & Details
    • Fireplace
    • Stereo System
    • DVD Player
    • Water Views
    • Internet Access
    • Satellite TV
    • Air Conditioning
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    4500 Sq. Ft Stone House 4 Bedrooms, 3 Bath On 40 Acres. Property is 90 miles from New York City, five minutes from the Hudson River. Rental house and property are available for weddings, events and filming. Very large living room with fireplace, and deck, large eat in kitchen and dining room off... View all property information
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    Location Information
    Highland, New York 12528