Shandaken Rentals

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90 Houses

Spectacular Ski Vacation House - Incredible Views!

Shandaken house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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$458

Great rentals within 20 miles that match your search

On Windham Mountain - Westside Chalet

Windham chalet

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 40 minutes

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$914

Glasco Woodstock - 16 Acres and Stunning Mountain View

Saugerties house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 16

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$1,715

Catskills Comfrey Farm - It's another beautiful day in the Catskills!

Fleischmanns farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$115

Mountain Top Home in Hunter

Hunter house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 13

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$515

4 seasons mountain condo

East Jewett condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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$515

Log House Near Ski Resorts with Sauna Hot Tub Fire Pit

Maplecrest house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

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$487

The 212 Escape

Bearsville house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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$916

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$298

Fleischmanns Streamside Retreat

Fleischmanns apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$182

Saxton Creek Farmhouse (Near Saugerties, Woodstock, Hunter)

Palenville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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$217

Hunter Ski House, 1/4 Mile from Slopes

Hunter house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

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$457

Catskill Mountain Getaway

West Kill house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$372

Family Friendly ~ Minutes to Hunter ~ Wooded Seclusion

Tannersville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$572

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$216

panther mountain lodge

Phoenicia cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$155

1894 Catskills Farmhouse Retreat

Hunter house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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$361

Contemporary, Secluded Cabin In The Heart of Woodstock

Woodstock log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“A place to do everything, or nothing” I must confess, that I did not expect much, hearing from a local friend who drove by the property. While previous vacations advertised themselves as located in Woodstock, this one truly is. Took us an hour and fourty minutes from manhattan, door to door. While it looked a little quirky at first sight, with an extension above the living room, once we entered we realized that it serves as a giant sky light, opening the space to the surrounding woods. The living area is spacious,filled with light, while the adjacent bedroom is cozy and rather romantic. Out of the woods and just down the road is the 'sunfrost' market and deli where we had our best juice ever at lunch time. After an afternoon stroll in Woodstock we spent the evening on the deck with a glass of Pinot. A red tailed hawk joined us for a while perched on a branch above a neat pile of cut wood, but soon lost interest and flew away. With the wine in-tow we plunged into the hot tub the way of adam and Eve. The next day I mostly lazed around, while wify practiced her graceful Tai-Chi on the deck. we had a great dinner at the 'red onion' which can not be put to shame by any New York establishment triple it's price. In short; secluded, romantic and a perfect weekend escape.

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$287

Secluded, Luxury Home with Hot Tub

Woodstock house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Simply the best!” Before we even explored the beautiful house and the perfect location, we thought 'We are home'. This wonderful property is possibly the nicest, most pristine clean and convenient house we've had the pleasure to stay in. It is wonderfully furnished, comfortable and has everything you could want for a perfect vacation. This is not your standard 'rental'. This is a fantastic home and we had an incredible time. The area is perfect. We biked, we hiked, we shopped and we cooked in the wonderful kitchen and then we relaxed in the hot tub. The setting is idyllic. I have never slept so well in my life. There are not enough adjectives to fully describe how great our stay was. I can only say we will be back again and again and it was, in a word, inspiring. Thank you, Mirav, for thinking of absolutely everything and presenting it to us for our vacation.

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$292

Catskill Victorian Fireplaces/ Hot Tub sleeps 12

Margaretville house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

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$516

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$567

Saugerties, Woodstock, Catskills, Hunter, HITS, Rental House

Saugerties house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Awesome Columbus Weekend” Myself and 4 friends stayed here for a long Columbus Day weekend. This place is just what we needed. We are all from NYC so the location was extermely convenient for us. The Catskills are just a short drive from the city...well worth the drive. The house was great. Very clean, spaceous, and accommodating. It is located very close to the town of Saugerties and close to Woodstock and Hunter Mtn. The owners are very helpful and generous. I highly recommend this house.

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$247

“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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$401

Cozy Cottage

Hunter cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$229

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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$189

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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$182

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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$447

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

Windham house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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$201

Everyday is a Holiday at this Vacation home

Fleischmanns house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

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$343

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

Catskill Lake House

Andes log cabin

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

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$206

“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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$113

charming woodstock cottage with outdoor hottub

Willow cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$201

Stunning Vacation Country & Ski House

Woodstock house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

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$630

Catskills Belleayre House Rental

Fleischmanns house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

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$572

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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$361

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