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Affordable Windham Getaway (near private creek!)

Ashland house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

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$172

Great rentals within 20 miles that match your search

charming house in the catskills

Jewett house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$287

Charming house in great location

Jewett house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$287

Chickadee Chalet

Windham apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$402

Top of the Pass. Cozy Craftsman Style

Hunter house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

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$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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$574

Spectacular Ski Vacation House - Incredible Views!

Shandaken house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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$460

Historic Catskill Mountain House close to Windham

Durham house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 14

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$747

Cozy Cottage

Hunter cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$230

Village Suites at Fleischmanns - Suite 1

Fleischmanns apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

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$155

The Cottage at Chichester

Chichester cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

“Nice place to get away from the hectic city.” Quiet and secluded it was a good fit for me, a couple, their toddler and two small dogs. Property its a good size for a small walk in the woods. Storms have pushed the creek away from the back of the house and it's small and not showing any fish, so wasn't able to fish on the property. I'd advise getting your fishing license before you get there. The house was clean and well kept. The frig had a fair amount of condiments in them, so check the frig before you head to town to buy anything. There were enough pots and pans to cook, but we were glad we brought two cooking knives with us. The gas grill on the deck was OUTSTANDING! I give that grill 5 stars. Quiet with a great view of the stars. We took advantage of the fire pit and picnicked while cooking hot dogs over the open fire. The wifi was intermittent, which can be a good thing if you're looking to truly get away and relax.

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$190

Margaretville, Great Vewsi, AC, Fast Internet, near Roxbury Wedding Venues

Margaretville house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“Wonderful view” Very clean and provided with everything. The view from the hill was amazing. I Enjoyed my stay and would definitely return. Lots to do in the area including some very good restaurants.

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$183

Catskill Mountain View House, Belleayre, Fire Pit!

Roxbury house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

“Best house ever” The house is in a beautiful setting. So many things to do in the area from antique shopping, golf in the summer, winter skiing, hiking, really great restaurants. Once you've seen the house though, you won't want to leave. Great layout for families, group of friends, special occasions or just getting away to a special place. everything is provided for your stay. Fully equipped kitchen, comfortable beds, outdoor fire pit!!! Watch shooting stars at night. Jennifer has thought of everything. Even a playroom with toys and games! No preparation is needed on your part. Just show up for a fabulous stay.

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$448

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

Windham house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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$201

LAKE FRONT NYC DESIGNER Cabin - CATSKILLS, NY.

Stamford log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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$459

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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$299

“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

Catskills Belleayre House Rental

Fleischmanns house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

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$573

Pet Friendly Cabin Doh-Ray Up At 1450ft

Woodstock house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Relaxing mountain retreat” We enjoyed a very pleasant Thanksgiving week getaway at the cabin, which looks just like the pictures -- nice combination of modern and rustic design. Also very comfortable, clean and well organized. Tv and sound system very high tech. Somehow we did something wrong with the remotes and lost the tv connection, but Raymond was extremely patient troubleshooting over the phone. Kitchen is nicely equipped. Bathrooms, full upstairs and half downstairs (not pictured), were standard but fine. The views of the woods from the many windows were really pretty, especially in the snow. It was a bit of an adventure driving up the somewhat steep mountain road. Definitely need 4wd in bad weather, so car rental was a little expensive. Overall, we had a lovely stay and hope to have a chance to come back in the summer.

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$362

“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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$103

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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$287

Catskill Home for Skiing, Fishing, Hiking & biking

Fleischmanns house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 22

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$574

Catskill Mountains Retreat for Large Groups

Big Indian villa

  • 20 bedrooms
  • 7 bathrooms
  • sleeps 32

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$1,393

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$689

Catgalu, privacy and swimming pond

Arkville house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

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$322

Village Suites at Fleischmanns - Suite 2

Fleischmanns hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

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$190

Winter Rental For Upstate New York

Hunter apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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$135

Hamilton at the Kaaterskill House

Stamford private room

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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$64

Ivanhurst at Kaaterskill House

Stamford private room

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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$64

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

Windham tented camp

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$115

Romantic Country Barn By the Stream

Woodstock log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$281

Second Wind

Hobart apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$144

Windham Mountain Ski House

Windham house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$574

Greycourt at the Kaaterskill House

Stamford private room

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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Price per night from

$75

Hunter Mountain Ski House Condo Ski Season Rental

Hunter apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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Price per night from

$115

The Country Place Resort Home of Zoom Flume Water park

East Durham hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$171

Chateau Tina Tiny Luxury Cabin Sleeps 6 Dog Friendly

East Durham guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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Price per night from

$373

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