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Highland Vacation Rentals & Homes - 1 Rentals Available

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1 Vacation rentals

(12)

1 / 18

Highland House

  • 4
  • 12
  • Min stay varies
  • Child friendly
  • Air conditioning
“This house was a great place for our family of 6 adults and 4 kids. Lots of space, comfortable beds, quiet and private. Owner could not have been more welcoming and caring. We attended a family wedding in Highland and really enjoyed our stay. Lots of...”
- Review left on 07/20/2016

$550

Excellent (12 reviews)

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from $550 / night

Your search has been expanded 49 miles to include more rentals

(4)

1 / 14

Gardiner House - 21.2 miles away

  • 3
  • 6
  • 127 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“We had a great time at this house. The pool was lovely, and the back deck was shady and cool -- perfect for coffee in the morning and relaxing at the end of the day. At night we watched thunderstorms come up over the Gunks, and it was the best light...”
- Review left on 09/25/2011

$300

Excellent (4 reviews)

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from $300 / night

1 / 23

Pine Bush House - 32.6 miles away

  • 6
  • 18
  • Min stay varies
  • Ask about children
  • Air conditioning

from $900 / night

1 / 20

Carmel Cottage - 34.1 miles away

  • 2
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$225

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from $225 / night

1 / 21

Glenford House - 36.9 miles away

  • 3
  • 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden

$275

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from $275 / night

(6)

1 / 22

Saugerties House - 37.9 miles away

  • 2
  • 6
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
“Hi my name is Laura and me and my boyfriend Ty really enjoyed the seclusion and the view of nature. We loved the hut tub and the big spacious window which was perfect when the 6-7 deer came on the lawn to eat it was beautiful. The kitchen was to die...”
- Review left on 12/10/2014

$225

Excellent (6 reviews)

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from $225 / night

(6)

1 / 19

Woodstock House - 38 miles away

  • 2
  • 6
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly

$250

Excellent (6 reviews)

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from $250 / night

(1)

1 / 60

Saugerties House - 38 miles away

  • 4
  • 20
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
“I stayed for a week at the fabulous Barn on the Pond with a bunch of friends, and loved every minute. The Barn on the Pond is conveniently located - a short and scenic drive into Woodstock, where you can find some good stores, restaurants, weekend...”
- Review left on 09/08/2015

$975

Excellent (1 reviews)

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from $975 / night

(3)

1 / 32

Bearsville Cottage - 39.1 miles away

  • 1
  • 5
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
“Always trepidation when you rent, hoping the reality lives up to the description and photos. Well this one exceeds all expectations. Spent two nights here with three friends to celebrate my Birthday and it really was a thoroughly memorable and...”
- Review left on 08/22/2013

$175

Excellent (3 reviews)

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from $175 / night

(1)

1 / 20

Bearsville House - 39.2 miles away

  • 3
  • 8
  • 2 nights min
  • Ask about children
“The home was absolutely beautiful in every respect.....the view, the home construction and the owners were all top notch. A great getaway from the hustle and bustle of city life...”
- Review left on 08/12/2016

$300

Excellent (1 reviews)

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from $300 / night

1 / 10

Bearsville House - 40.2 miles away

  • 6
  • 17
  • Min stay varies
  • Ask about children
  • Air conditioning

from $450 / night

(67)

1 / 18

Woodstock House - 40.6 miles away

  • 2
  • 4
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
“My wife and I just returned from our second stay at this homey cabin in the woods in Woodstock. We fell in love with it the first time we stayed here, and as a result we have referred some friends as well. We love that although you are merely 5...”
- Review left on 04/18/2016

$150

Excellent (67 reviews)

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from $150 / night

(5)

1 / 19

Woodstock House - 40.8 miles away

  • 2
  • 6
  • 2 nights min
  • Ask about children
  • Air conditioning
“We had a very romantic weekend at this place. It is very clean, quiet and relaxing. It was a cold weekend so we enjoyed the fireplace and heated floors. The owner was very prompt and helpful. I would definitely rent this place again...”
- Review left on 02/17/2015

$275

Excellent (5 reviews)

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from $275 / night

(2)

1 / 20

Woodstock Log cabin - 40.8 miles away

  • 2
  • 6
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
“Very nice Cabin, Clean and Bright! Close to town. Could have used more pots, pans and mixing bowls since we cooked in. We would definitely rent there again...”
- Review left on 01/08/2015

$225

Very Good (2 reviews)

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from $225 / night

(2)

1 / 27

Woodstock Cottage - 40.8 miles away

  • 1
  • 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning

$225

Excellent (2 reviews)

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from $225 / night

(4)

1 / 19

Woodstock Log cabin - 40.9 miles away

  • 1
  • 4
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$195

Excellent (4 reviews)

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from $195 / night

(16)

1 / 26

Woodstock Log cabin - 43 miles away

  • 2
  • 4
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
“The barn exceeded expectations. It was a great space and very comfortable. Hot tub out back was clean and refreshing. The stream out back provided a nice atmosphere. My dog had a blast too...”
- Review left on 09/06/2016

$195

Excellent (16 reviews)

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from $195 / night

(24)

1 / 13

Mount Tremper Log cabin - 43.1 miles away

  • 1
  • 2
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
“Brought my wife here to celebrate her birthday, and we had a quiet weekend in an absolutely beautiful spot. Dave - the owner - is a very nice guy who knows what you need, and it is all there. This includes giving you plenty of privacy and providing...”
- Review left on 09/20/2016

$175

Excellent (24 reviews)

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from $175 / night

(5)

1 / 24

Saugerties House - 46.2 miles away

  • 7
  • 32
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
“Thomas, the owner, was great to work with. He responded immediately to all my questions and communication was great throughout the whole process. A large group of us younger people rented both properties for the weekend. The houses were perfect for...”
- Review left on 02/09/2016

$800

Very Good (5 reviews)

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from $800 / night

1 / 25

Ellenville Cottage - 49 miles away

  • 1
  • 6
  • Min stay varies
  • Ask about children
  • Air conditioning

from $171 / night