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Vacation Rentals in Highland, NY and nearby

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All 15 Rentals in the Highland Area
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From
$185
Per Night
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1 / 13
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Highland
1 Bedroom, 3 Bathrooms, Sleeps 3
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From
$550
Per Night
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1 / 7
Highland
3 Bedrooms, 2 Bathrooms, Sleeps 10
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From
$450
Per Night
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1 / 8
Highland
4 Bedrooms, 3 Bathrooms, Sleeps 12
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From
$163
Per Night
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1 / 24
Highland
4 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Clean and lovely 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 and Institute, Hyde Park,... View all property information
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The following rentals are within 10 miles of Highland, New York.

From
$155
Per Night
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1 / 21
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New Paltz
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (12) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • 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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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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From
$325
Per Night
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1 / 24
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New Paltz
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Mountain Views
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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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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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From
$145
Per Night
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1 / 13
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New Paltz
1 Bedroom, 3 Bathrooms, Sleeps 2
Bookings
Details Reviews (2) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Mountain Views
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Spa B&B of the Hudson Valley is a boutique vacation destination that combines everything you expect from an upscale bed and breakfast, clean airy rooms, lovely living areas, and delicious breakfasts with the opportunity to benefit from spa treatments at the in-house Miracles Day Spa. Spa B&B of the... View all property information
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5 of 5 stars Reviewed January 7, 2015
From the moment we arrived our hosts Daniel & Christina could not have been more accommodating. Nothing was too much trouble, they advised on restaurants and places to visit...
4 of 5 stars Reviewed October 21, 2014
We stayed one night. The location of this B&B is very good. You've got excellent views when sitting in the backyard. It is peaceful and beautiful especially at this time of the...
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From
$850
Per Night
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1 / 38
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New Paltz
3 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Gym
  • Hot Tub
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • 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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From
$825
Per Night
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1 / 8
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Hyde Park
4 Bedrooms, 4 Bathrooms, Sleeps 11
Booking
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • 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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From
$625
Per Night
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1 / 8
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Gardiner
3 Bedrooms, 3 Bathrooms, Sleeps 6
Booking
Details Reviews (1) Make Inquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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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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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From
$235
Per Night
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1 / 9
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New Paltz
3 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (1) Make Inquiry
Amenities & Details
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Mountain Views
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
A magical home located at the foothills of the Shawangunk mountain range just 5 min from the Mohonk Mountain House. View all property information
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5 of 5 stars Reviewed September 17, 2014
Two friends and I traveled to New Paltz to participate in a race, and stayed two nights in Amanda's mountain home. She was a gracious host and the dwelling was as described...
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From
$375
Per Night
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1 / 28
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New Paltz
4 Bedrooms, 4 Bathrooms, Sleeps 8
Bookings
Details Reviews (1) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Mountain Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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. The house features 4 bedrooms (up to 8 people) and 4... View all property information
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5 of 5 stars Reviewed October 27, 2014
No one in our group could have asked for anything more. The estate was just perfect. Cindy was not on site but always available to help with any questions. Her recommendations...
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From
$180
Per Night
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1 / 23
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New Paltz
1 Bedroom, 1 Bathroom, Sleeps 4
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Fireplace
  • Private Outdoor...
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
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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From
$150
Per Night
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1 / 4
New Paltz
1 Bedroom, 1 Bathroom, Sleeps 3
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • 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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From
$1,600
Per Week
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1 / 14
Gardiner
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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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Suitability

  • Wheelchair access (3)
  • Elder access (4)
  • Suitable for children (3)
  • Pet friendly (3)
  • Smoking allowed (0)

Amenities

  • Other outdoor space (14)
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