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Vacation rentals in Woodstock

Vacation rentals in Woodstock

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Woodstock

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Woodstock Historic Artist Estate - The Pond House
    SUPERHOSTEntire house · 5 guests · 3 beds · 1.5 baths
    Woodstock Historic Artist Estate - The Pond House

    Awaken to an idyllic view of trees through timber-framed picture windows. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. Today the former artist studio of the estate is an architect-renovated gem most recently featured at Icon Design Magazine Italy. The setting with a private waterfall bordering public preserves, as well as the attention to architectural detail is unique.

    What guests are saying:

    “The Pond House was an INCREDIBLE getaway and Nin was so warm and easy to communicate with. We stayed here during the covid-19 outbreak and i so appreciated her taking extra precaution to make sure we were practicing all social isolation rules before accepting my booking, as well as sharing her plans for disinfecting the house between guests -- it was so assuring to know we were on the same page, and this made me feel very comfortable given the strange circumstance. And the property the house sits on is GORGEOUS. The views from the master bed (so comfy) was breathtaking -- you literally fall asleep to the stars and wake up birdwatching over the pond from your bed. There are so many treasures to enjoy -- the rock by the waterfall, stream hike, fire pit..... so, so good! :)”

  • Romantic Cottage on the Stream, Walk to Town
    SUPERHOSTEntire cottage · 2 guests · 1 bed · 1 bath
    Romantic Cottage on the Stream, Walk to Town

    The perfect cozy cottage for a romantic getaway...or just to get away. Walking distance to the quaint and funky town of Woodstock. Enjoy coffee or cocktails right on the stream on the back deck or underneath the pergola. Fall asleep to the soothing sounds of the stream and wake up to the beautiful songbirds. Have a BBQ in the lush garden or sit around the fire pit and toast marshmallows. 2% Ulster County tax included. Unfortunately, the indoor fireplace is not working at this time.

    What guests are saying:

    “My partner and I absolutely loved our stay at this romantic cottage. It truly brought us peace in a stressful world. Being right on the babbling brook was so calming and we slept so well. The hosts added so many nice touches such as fresh picked wildflowers in the kitchen. We also loved cooking on the grill and making a firepit at night and sitting under the stars. Also the shower with the skylight was fabulous. It felt like a spa shower! I would 100 percent recommend this place to friends. It was the perfect getaway from the city.”

  • Restored Farmhouse with Yoga Studio
    SUPERHOSTEntire cabin · 8 guests · 3 beds · 1.5 baths
    Restored Farmhouse with Yoga Studio

    Discover a mix of modernity and history in this re-imagined barn built in the 1870s. The home features original architectural beams and exposed brick, a cozy fireplace, a back porch, wood finishes, a vibrant use of color, and a BBQ.

    What guests are saying:

    “Zack’s Woodstock cabin was the perfect upstate retreat. The house had everything we needed for a relaxing, socially distanced stay. All of the rooms are tastefully decorated with every amenity you might need. I especially appreciated the historical artwork and memorabilia. The kitchen was well-stocked. The fireplace was amazing to have, especially since we had cooler weather during our visit. The yoga room is great. Our dog loved the screened-in porch and leashed zipline in the backyard.”

Vacation rentals for every style

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Popular amenities for Woodstock vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Woodstock

Just Be Byrdcliffe
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Just Be Byrdcliffe
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Magical Chalet w/ spectacular views
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Magical Chalet w/ spectacular views
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Woodstock cabin 3 miles from town
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Woodstock cabin 3 miles from town
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WOODSTOCK VILLAGE COUNTRY HOME
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WOODSTOCK VILLAGE COUNTRY HOME
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Chestnut Hill Hideaway
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Chestnut Hill Hideaway
Price:$100 / night
Woodstock Way Hotel's Waterfall Cottage
Entire cabin
Woodstock Way Hotel's Waterfall Cottage
Price:$179 / night
Woodstock Charmer
SUPERHOSTEntire bungalow
Woodstock Charmer
Price:$150 / night
The Carriage House: Garden Apartment
SUPERHOSTEntire guest suite
The Carriage House: Garden Apartment
Price:$85 / night
Cozy Catskill Cabin on Acorn Hill
SUPERHOSTEntire cabin
Cozy Catskill Cabin on Acorn Hill
Price:$85 / night
2BR Rental in Woodstock SPA
SUPERHOSTEntire apartment
2BR Rental in Woodstock SPA
Price:$250 / night
Woodstock Serene Retreat
SUPERHOSTEntire house
Woodstock Serene Retreat
Price:$167 / night
Relax on the Ridge - 2 miles from Woodstock
SUPERHOSTEntire guesthouse
Relax on the Ridge - 2 miles from Woodstock
Price:$95 / night
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