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57 Houses

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Cozy Log Cabin

Durham log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 2 hours 10 minutes

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$235

Historic Catskill Mountain House close to Windham

Durham house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 14

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$745

VILLA MARIE Luxury Cabin from our Tiny Cabin Collection Dogs ok

East Durham guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$292

The Country Place Resort Home of Zoom Flume Water park

East Durham hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$171

Cozy Cabin Sleeps 2 Dog Friendly

East Durham guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$228

Chateau Tina Tiny Luxury Cabin Sleeps 6 Dog Friendly

East Durham guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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$373

HideAway Tiny Cabin Dog friendly Sleeps 5

East Durham house

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

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$338

Mountain View Tiny Cabin

East Durham cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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Price per night from

$458

Great rentals within 20 miles that match your search

Saxton Creek Farmhouse (Near Saugerties, Woodstock, Hunter)

Palenville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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$217

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$916

Elevated Catskills Retreat: Hudson Valley Views

Catskill house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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$453

A Stunning Upstate New York Property.

Westerlo house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$1,088

“Terrific Rental in Windham” This is a great rental property. The house is very well maintained and comes complete with everything you need for your visit. This includes the kitchen where many other rental properties offer sparse and/or low quality utensils, plates, etc. Angel has literally thought of everything and organized the property to make your stay enjoyable. Also, the hot tub has very potent jets which was nice for a bunch of middle aged golfers after a long day on the course. Angel was extremely helpful and responsive throughout the entire rental process. If you are coming to Windham you will be hard pressed to find a nicer property.

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Price per night from

$401

Cozy Cottage

Hunter cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$229

***2BR/2BA Beautiful Mountain Views, Close to Mtn & Downtown***

Windham house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$201

Stately Civil War House near Hunter Mountain Skiing

Palenville house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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$430

West Kill Retreat

West Kill house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

“Awesome getaway!” I came here with a group of friends for a getaway weekend, and it was awesome! The house is big and comfortable. Huge backyard where you can relax and nearby is a little river where you can walk to. The owners of the house are super friendly and always tried to make you feel comfortable. Definitely would recommend this to others and I would sure be coming back.

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$298

“Home away from home” My sisters and I rented this cottage on Labor day weekend for our annual sisters get away. Ella was very helpful giving exact directions to the cabin which is important when you are not familiar with a location. She was able to suggest many activities in the area as well as cute little restaurants/taverns in towns nearby. The cabin was truly like a home away from home. Ella clearly takes pride in the upkeep of the property. You are within walking distance to a grocery store, café, liquor store and a little store where you can find many necessities. This is a great get away for any time of the year. I am hoping to return sometime in the next year!

Responds fast! avg. 53 minutes

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Price per night from

$113

Stunning Vacation Country & Ski House

Woodstock house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

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Price per night from

$630

“Best weekend ever :)” I have recently rented the bungalow and just have great things to say about it. The place is so cozy, and cute, they had everything we needed and the location couldn't be better. It's very close to any of the skii resorts and many attractions, market...It was only my boyfriend and I and the bungalow was just the perfect choice to spend a holiday weekend. Ella, the owner, was very helpful providing us any info we could need. We are already planning to go back the beggining of the year and summer for sure. Thank you so much Ella!!!

Responds fast! avg. 53 minutes

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Price per night from

$102

Mountain House Retreat

Windham house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

“Beautiful! Relaxing! Perfect!” I spent 4th of July weekend with a group of friends at this wonderful mountain retreat, and it was all that we wished and more!! The views are spectacular, the private pond and the mountains added so much to our stay. It was like being on a private resort...the home had everything we needed to have fun and enjoy this long summer weekend, and we are already planning to return next year. Thank you so much for providing such an amazing spot for a long weekend getaway! And it must be noted how accommadating and easy it was to communicate with the owner and with flipkey whenever I had any questions-- 5 Stars!

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Price per night from

$287

The Presidential Suite at Brie & Bordeaux

Windham apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$315

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$687

Winter Rental For Upstate New York

Hunter apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$134

Charming home with mountain views

Hunter house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$687

charming house in the catskills

Jewett house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$287

Charming house in great location

Jewett house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$287

Walk to Hunter Mountain

Hunter house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$172

Chickadee Chalet

Windham apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$401

Top of the Pass. Cozy Craftsman Style

Hunter house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$201

Responds fast! avg. 53 minutes

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$107

Windham Mountain Ski House with Great Views

Windham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$573

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$2,290

Ski Chalet with Mountain Views - Grill & Firepit

Prattsville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$533

A Peaceful Escape

Leeds house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 42 minutes

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Price per night from

$109

Catskill Domeo - Romantic and Magical Geodesic Glamping Dome in the Catskills!

Windham tented camp

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 53 minutes

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Price per night from

$115

Daydream Mountain Art Chateau '73 | Catskill

Catskill house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 13

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Price per night from

$687

Beautiful 52 Acre Farmhouse- weekly discounted rates - please inquire.

West Coxsackie house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$287

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rentals in Durham

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