Bearsville Rentals

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19 Houses

Spectacular Ski Vacation House - Incredible Views!

Shandaken house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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$458

Sanctuary by the Stream

Phoenicia house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“A Little Taste of The Country” The property was exactly as described. When we did arrive John was available to "check us" into the house and show us some of the features. Veronica and John have paid close attention to every detail. A group of four of use stayed in June to attend the Taste of Country Music Festival at Hunter Mountain. The drive to the mountain was very accessible. Since we up there for the weekend for the festival, we did not have much time to explore the surrounding area. We did have dinner at SPORTSMAN’S ALAMO CANTINA right on main street. Great Mexican food and huge portions. It was a nice weekend away and the hospitality was impeccable!

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$269

Tranquil Woodstock Home in the Woods with Hot Tub and Ping Pong

Woodstock house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$401

charming woodstock cottage with outdoor hottub

Willow cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$201

Charming Converted Barn On 2+ Acres Walk To Town

Woodstock house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$487

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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Price per night from

$361

Woodstock Mediterranean Retreat

Woodstock house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

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Price per night from

$859

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Price per night from

$567

Glamping at Woodstock Meadows - Outdoor B&B (2 secluded tents w/amenities)

Woodstock tented camp

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$263

2 BR Cabin, Hot Tub, Fireplace, Heart of Woodstock

Woodstock log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$298

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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Price per night from

$292

Charming Artist's Cottage

Woodstock house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 59 minutes

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Price per night from

$229

Privacy & Luxury @ Heart of Woodstock w/ Hot Tub

Woodstock house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$327

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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Price per night from

$287

*ASHTON HILLS Estate -7B/4Ba Luxury Woodstock NY*

Shokan house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 16

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Price per night from

$2,172

Cliff Haven In The Catskills

Kingston house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$458

Birch Hollow: Private Getaway

Olivebridge house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$321

Glasco Woodstock - 16 Acres and Stunning Mountain View

Saugerties house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 16

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Price per night from

$1,717

The Hartwood House - Upstate NY Getaway

Saugerties house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Fireplace

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Price per night from

$450

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