Vacation Rentals & Apartments in Woodstock

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Margaret's Cottage in Woodstock Village

Woodstock log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$189

Teahouse Cottage

Woodstock cottage

  • 50 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$201

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

Woodstock house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$402

Charming Converted Barn On 2+ Acres Walk To Town

Woodstock house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

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$488

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

Stunning Vacation Country & Ski House

Woodstock house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

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$630

Woodstock Mediterranean Retreat

Woodstock house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

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$859

Woodstock-Pool, Hot Tub, Stream; 7 Acres; Hike&Ski

Woodstock house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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$682

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$567

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

Woodstock log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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$298

Marigold cabin by the stream - Heart of Woodstock with Hot Tub & Fireplace

Woodstock cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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$304

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

Romantic Country Barn By the Stream

Woodstock log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$281

Charming Artist's Cottage

Woodstock house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 5 minutes

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$229

Privacy & Luxury @ Heart of Woodstock w/ Hot Tub

Woodstock house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$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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$287

Sioux Tipi on the waterfall

Woodstock tipi/teepee

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$189

The 212 Escape

Bearsville house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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$918

Charming Artists Cottage

Woodstock house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$230

Great rentals within 20 miles that match your search

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).

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$2,295

LOVELY SAUGERTIES RENTAL (Pool)

Saugerties house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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$488

Spectacular Ski Vacation House - Incredible Views!

Shandaken house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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$459

Cozy Cottage

Hunter cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$230

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

Windham house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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$201

Windham Cabin

Lexington log cabin

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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$172

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

THE STABLES IN THE CARRIAGE HOUSE

Kingston villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$339

Carriage House on private English Tudor Estate

Kingston house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$339

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

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!

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$689

Winter Rental For Upstate New York

Hunter apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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$135

OUR LOVELY VACATION HOME IS LOCATED IN THE CATSKIL

Catskill finca

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 52 minutes

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$574

The Warehouse

Saugerties studio

  • Studio
  • 1 bathroom
  • sleeps 4

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$172

Top of the Pass. Cozy Craftsman Style

Hunter house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$201

Blue Stone Creek Side Cottage

Accord house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$689

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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Price per night from

$574

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rentals in Woodstock

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