Bearsville Rentals

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116 Houses

The 212 Escape

Bearsville house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

Price per night from

$920

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

$1,150

charming house in the catskills

Jewett house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$288

Charming house in great location

Jewett house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$288

The Warehouse

Saugerties studio

  • Studio
  • 1 bathroom
  • sleeps 4

Price per night from

$173

Chickadee Chalet

Windham apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$403

Top of the Pass. Cozy Craftsman Style

Hunter house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$202

Blue Stone Creek Side Cottage

Accord house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$690

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

$575

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

$2,300

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

$288

LOVELY SAUGERTIES RENTAL (Pool)

Saugerties house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$489

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

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.

Price per night from

$190

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

Windham house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$202

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

THE STABLES IN THE CARRIAGE HOUSE

Kingston villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$340

charming woodstock cottage with outdoor hottub

Willow cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$202

Carriage House on private English Tudor Estate

Kingston house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$340

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

$363

Charming Converted Barn On 2+ Acres Walk To Town

Woodstock house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$489

Catskill Mountains Retreat for Large Groups

Big Indian villa

  • 20 bedrooms
  • 7 bathrooms
  • sleeps 32

Price per night from

$1,396

Price per night from

$690

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

$690

Winter Rental For Upstate New York

Hunter apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$135

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

Claryville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$863

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

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

Teahouse Cottage

Woodstock cottage

  • 50 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$202

Windham Mountain Ski House

Windham house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Price per night from

$575

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

$432

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