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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 cabin 3 miles from town
    SUPERHOSTEntire cabin · 2 guests · 0 beds · 1 bath
    Woodstock cabin 3 miles from town

    Charming newly renovated cabin in the woods. Full kitchen & bath & wraparound deck. Brand new Macy’s sofa bed w/very firm mattress. Up the hill from Bearsville Theater, Bear Cafe, Commune & Little Bear Chinese restaurants; just down the hill from the Byrdcliffe barn & theater. Five minutes by car to center of town. Peaceful & quiet, with easy access to any Woodstock offering that strikes your fancy--music, art, shopping, hiking, swimming,drumming, meditation--or just hanging out on the deck.

    What guests are saying:

    “A very beautiful guest house adjacent to the main house. The place was sparkling clean and charming with great interior design and comfy wrap around deck with cute little wooden bridge. Even though we showed up right after the snowfall and the hosts were not on property drive way and parking space were well plowed so that we did not have an issue getting in or out. Location is a fairly short drive from local stores and major Catskills through ways which makes it available to use as a short weekend retreat as well as a base for skiing trips. Overall loved the place and will definitely recommend it.”

  • 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

The Carriage House: Studio
SUPERHOSTEntire guesthouse
The Carriage House: Studio
Price:$148 CAD/night
Woodstock Historic Artist Estate - The Pond House
SUPERHOSTEntire house
Woodstock Historic Artist Estate - The Pond House
Price:$537 CAD/night
Beautiful Home in Secluded Summer Paradise
SUPERHOSTPrivate room
Beautiful Home in Secluded Summer Paradise
Price:$132 CAD/night
2BR Rental in Woodstock SPA
SUPERHOSTEntire apartment
2BR Rental in Woodstock SPA
Price:$341 CAD/night
Red Maple Studio & Spa on the Sawkill Stream
SUPERHOSTEntire guest suite
Red Maple Studio & Spa on the Sawkill Stream
Price:$357 CAD/night
Woodstock Charmer
SUPERHOSTEntire bungalow
Woodstock Charmer
Price:$216 CAD/night
Byrdcliffe Artist Studio
SUPERHOSTEntire cabin
Byrdcliffe Artist Studio
Price:$245 CAD/night
The Carriage House: Garden Apartment
SUPERHOSTEntire guest suite
The Carriage House: Garden Apartment
Price:$146 CAD/night
Tranquil Suite - Minutes from Woodstock Center
SUPERHOSTPrivate room
Tranquil Suite - Minutes from Woodstock Center
Price:$92 CAD/night
BOHEMIAN RHAPSODY - Be Here Now
SUPERHOSTEntire guesthouse
BOHEMIAN RHAPSODY - Be Here Now
Price:$169 CAD/night
Ophelia - Classic Woodstock Artist House
SUPERHOSTEntire house
Ophelia - Classic Woodstock Artist House
Price:$282 CAD/night
Entire Glamping Site: 2 Tents/Dining Gazebo/more
SUPERHOSTTent
Entire Glamping Site: 2 Tents/Dining Gazebo/more
Price:$538 CAD/night
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