Vacation Rentals & Apartments in Woodstock

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39 apartments

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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$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

Romantic Country Barn By the Stream

Woodstock log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$281

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

Great rentals within 20 miles that match your search

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

Claryville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$858

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

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Price per night from

$131

T Lounge & Accomodations

Tannersville villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$326

Modern Converted Barn with Amazing Mountain Views

West Kill house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 10

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Price per night from

$401

Glasco Woodstock - 16 Acres and Stunning Mountain View

Saugerties house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 16

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Price per night from

$1,715

On Windham Mountain - Westside Chalet

Windham chalet

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 1 minutes

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Price per night from

$914

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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Price per night from

$486

45 Acre Private Catskills Villa with Private Pond and River

Jewett villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 22

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Price per night from

$1,138

15 Acre Catskills Sanctuary with Private Lake, Nature Lovers Retreat

Jewett cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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$571

2 bedroom, steps from village center

Saugerties apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$229

Spectacular views! Scenic Hilltop Home on Organic Farm

High Falls house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

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Price per night from

$744

Waterfalls and Swimming Holes

Palenville apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$247

Sun-Drenched Retreat in the Hearth of Hudson Valley

Stone Ridge house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$572

Cliff Haven In The Catskills

Kingston house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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$458

Modern Ski Chalet at the base of Hunter Mountain

Hunter house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 16

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Price per night from

$630

Private Catskills Retreat with A/C in Windham, NY

Maplecrest house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$384

True American Hippie House - A Country Home with History and Heart

Rosendale house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$602

NYC ESCAPE-4 ACRES- WORK FROM HOME-SPECIAL SALE

Hunter house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 15

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Price per night from

$859

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Price per night from

$401

LOVELY SAUGERTIES RENTAL (Pool)

Saugerties house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$487

Stately Civil War House near Hunter Mountain Skiing

Palenville house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$430

Hunter Mt-REDUCED~Amazing Views-Big House! 5 min to SLOPES!

Hunter house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

“Great Owner to Work With” I didn't get to stay in the house because of schedule conflicts but I still would like to highly recommend the owner. I sent her inquiries about the place and she gave me instant response and she was willing to work with my budget and arrange so many nice things for me to enjoy the house. She is a very kind person to work with and she is so patient and understanding ( I had a large group to work with and each one of my friend had a different idea). I trusted her from the second she contacted me and would very much stay here in the near future.

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Price per night from

$682

Catskill Mountains Retreat for Large Groups

Big Indian villa

  • 20 bedrooms
  • 7 bathrooms
  • sleeps 32

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Price per night from

$1,390

One Bedroom Apartment in a private 2 family House.

Saugerties house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$189

Charming house in great location

Jewett house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$287

The Warehouse

Saugerties studio

  • Studio
  • 1 bathroom
  • sleeps 4

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Price per night from

$172

Walk to Hunter Mountain

Hunter house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$172

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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Price per night from

$269

Top of the Pass. Cozy Craftsman Style

Hunter house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

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$201

Responds fast! avg. 53 minutes

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Price per night from

$107

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