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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.

  • 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.”

  • Woodstock Historic Artist Estate - Cottage House
    SUPERHOSTEntire house · 4 guests · 2 beds · 1 bath
    Woodstock Historic Artist Estate - Cottage House

    Acclaimed 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 800sft architect-renovated former carriage house of the estate is an updated space decorated in a warm mid-century featured as Freshgrub unique property, and most recently at Icon Design Magazine. The Carriage House comes with views to the stream and a private swim hole with waterfall, outdoor dining with charcoal grill and multiple outdoor lounge areas.

    What guests are saying:

    “We spent a month at Nin's beautiful cottage to kick off summer, and I've never been more sad to head home. The home is on a naturally beautiful (and immaculately kept) property, with acres of established trees and gardens, a fresh flowing stream you can submerge in, and an abundance of local wildlife making themselves visible at all times of the day. We loved cooking inside and out every day, using the log stove, and spending hours just sit/lounging outside admiring the beautiful setting. Honestly, if you're looking for somewhere to really be among pure nature - while being totally comfortable doing it - this is the place. It should also be mentioned that Nin and her wonderful family make the stay even more welcoming. We cannot wait to return with our daughter, who learned how to run and climb while we were there :)”

  • Just Be Byrdcliffe
    SUPERHOSTEntire guest suite · 6 guests · 4 beds · 1 bath
    Just Be Byrdcliffe

    Historic Byrdcliffe artist's retreat. As part of the original Byrdcliffe Arts Colony est. in 1902 ... it is located on Guardian Mountain in the middle of Woodstock and has been a wildlife preserve for over 100 years. Peace, quiet and creativity in the Heart of the Catskills. Breathe fresh air & see the stars. Perfect for nature lovers, artists and hikers. Everyone is welcome!

    What guests are saying:

    “A great place to stay. My boyfriend and I loved the little stone sitting area in the apartment, it was really cozy and warm and we had a great time drinking wine and playing cards after playing out in the snow in the surrounding property for a few hours. Gillian is very kind but not overbearing-- you really feel like you have the place to yourself. It was the perfect weekend escape from the city, and the town is very cute as well! Made me dream of moving!”

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

Woodstock cabin 3 miles from town
SUPERHOSTEntire cabin
Woodstock cabin 3 miles from town
Price:$129 / night
Romantic Cottage on the Stream, Walk to Town
SUPERHOSTEntire cottage
Romantic Cottage on the Stream, Walk to Town
Price:$190 / night
2BR Rental in Woodstock SPA
SUPERHOSTEntire apartment
2BR Rental in Woodstock SPA
Price:$253 / night
Magical Chalet w/ spectacular views
SUPERHOSTEntire house
Magical Chalet w/ spectacular views
Price:$1,050 / night
Chestnut Hill Hideaway
SUPERHOSTEntire apartment
Chestnut Hill Hideaway
Price:$175 / night
Woodstock Charmer
SUPERHOSTEntire bungalow
Woodstock Charmer
Price:$162 / night
Ophelia - Classic Woodstock Artist House
SUPERHOSTEntire house
Ophelia - Classic Woodstock Artist House
Price:$275 / night
Stunning Woodstock 1 BR Hideaway
SUPERHOSTEntire cottage
Stunning Woodstock 1 BR Hideaway
Price:$175 / night
The Carriage House: Studio
SUPERHOSTEntire guesthouse
The Carriage House: Studio
Price:$107 / night
Red Maple Studio & Spa on the Sawkill Stream
SUPERHOSTEntire guest suite
Red Maple Studio & Spa on the Sawkill Stream
Price:$265 / night
Woodstock Serene Retreat
SUPERHOSTEntire house
Woodstock Serene Retreat
Price:$167 / night
Rocket Room - Rock Stars Only
SUPERHOSTEntire guesthouse
Rocket Room - Rock Stars Only
Price:$109 / night
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