Bearsville Rentals

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115 Houses

The 212 Escape

Bearsville house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

Price per night from

$918

Great rentals within 20 miles that match your search

U have to C it 2 believe it ! unlike any other !

Haines Falls house

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 25

Price per night from

$1,148

1894 Catskills Farmhouse Retreat

Hunter house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$362

The Warehouse

Saugerties studio

  • Studio
  • 1 bathroom
  • sleeps 4

Price per night from

$172

Chickadee Chalet

Windham apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$402

Top of the Pass. Cozy Craftsman Style

Hunter house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$201

Blue Stone Creek Side Cottage

Accord house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$689

Responds fast! avg. 53 minutes

Price per night from

$107

Windham Mountain Ski House with Great Views

Windham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$574

Two-Story, 3-Bedroom Family Home

Windham house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$230

Church Des Artistes

Kingston villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

“Wonderful!” This was one of the most unusual places we've ever stayed- a renovated old church, at the same time classic, modern, absolutely spotless, warm, bright, cozy and if you appreciate the arts you are in for a treat as both Julie and Peter are accomplished artists (Julie is a painter and Peter a musician).

Price per night from

$2,295

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.

Price per night from

$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.

Price per night from

$293

LOVELY SAUGERTIES RENTAL (Pool)

Saugerties house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$488

Spectacular Ski Vacation House - Incredible Views!

Shandaken house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$460

Cozy Cottage

Hunter cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$230

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

Windham house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$201

Windham Cabin

Lexington log cabin

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$173

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.

Price per night from

$299

Carriage House on private English Tudor Estate

Kingston house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$339

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.

Price per night from

$362

Charming Converted Barn On 2+ Acres Walk To Town

Woodstock house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$488

Catskill Mountains Retreat for Large Groups

Big Indian villa

  • 20 bedrooms
  • 7 bathrooms
  • sleeps 32

Price per night from

$1,393

Price per night from

$689

Expanded Cabin facing Hunter Mountain in NY

Hunter log cabin

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

“Love it--would return again!” Jeffrey was very friendly, accommodating, helpful and professional as we were booking the cabin. Cabin was beautifully furnished and large enough to fit 8 of us. 5 min drive to Hunter Mountain. Very cozy and comfortable--loved it and would love to return again sometime in the future!

Price per night from

$689

Winter Rental For Upstate New York

Hunter apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$135

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

Woodstock house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$402

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

Price per night from

$115

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

Woodstock log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$299

Windham Mountain Ski House

Windham house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Price per night from

$574

four season vacation rental

Tannersville house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

Price per night from

$115

country retreat with a modern edge

Kerhonkson house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$431

Hunter Mountain Ski House Condo Ski Season Rental

Hunter apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Price per night from

$115

COZY STREAMSIDE SEASONAL COTTAGE NEAR SKI CENTER

Pine Hill house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$76

Charming Artists Cottage

Woodstock house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$230

Spectacular Mountain and Valley Views

Claryville house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$488

Best of Catskills featured on architectural digest: Luxuty and fun!

Claryville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$861

Modern Converted Barn with Amazing Mountain Views

West Kill house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 10

Price per night from

$402

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