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Vacation rentals in Woodstock

Vacation rentals in Woodstock

Find and book unique accommodation on Airbnb

Top-rated holiday 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.”

  • The Carriage House: Studio
    SUPERHOSTEntire guesthouse · 2 guests · 1 bed · 1 bath
    The Carriage House: Studio

    We offer a private studio apartment located on the second floor of this wonderfully restored 2 unit carriage house, built in the early roarin' 20's! It offers a blend of modern amenities, with more traditional countryside accents. The traditional design of the studio allows light to pour through the apartment, while making adjustments for sleeping in easy. This truly unique space is a perfect place to take a weekend to relax, and enjoy our exterior grounds!

    What guests are saying:

    “This is a perfect little getaway in Woodstock: quiet, clean, peaceful, and located in an ideal location near a grocery store in one direction and loads of hiking options and walking trails in the other. The space was cheerful and Emy was responsive and easy to communicate with. I would stay here again and highly recommend.”

  • 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.”

Holiday rentals for every style

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Popular amenities for Woodstock holiday rentals

  • Kitchen
  • Wi-Fi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Woodstock

Beautiful Home in Secluded Summer Paradise
SUPERHOSTPrivate room
Beautiful Home in Secluded Summer Paradise
Price:$148 NZD / night
BOHEMIAN RHAPSODY - Be Here Now
SUPERHOSTEntire guesthouse
BOHEMIAN RHAPSODY - Be Here Now
Price:$189 NZD / night
Just Be Byrdcliffe
SUPERHOSTEntire guest suite
Just Be Byrdcliffe
Price:$198 NZD / night
2BR Rental in Woodstock SPA
SUPERHOSTEntire apartment
2BR Rental in Woodstock SPA
Price:$384 NZD / night
The Carriage House: Garden Apartment
SUPERHOSTEntire guest suite
The Carriage House: Garden Apartment
Price:$157 NZD / night
Tranquil Suite - Minutes from Woodstock Center
SUPERHOSTPrivate room
Tranquil Suite - Minutes from Woodstock Center
Price:$103 NZD / night
Woodstock Charmer
SUPERHOSTEntire bungalow
Woodstock Charmer
Price:$235 NZD / night
Byrdcliffe Artist Studio
SUPERHOSTEntire cabin
Byrdcliffe Artist Studio
Price:$274 NZD / night
The Woodstock Barn Studio
SUPERHOSTBarn
The Woodstock Barn Studio
Price:$168 NZD / night
Red Maple Studio & Spa on the Sawkill Stream
SUPERHOSTEntire guest suite
Red Maple Studio & Spa on the Sawkill Stream
Price:$401 NZD / night
Woodstock Historic Artist Estate - Cottage House
SUPERHOSTEntire house
Woodstock Historic Artist Estate - Cottage House
Price:$365 NZD / night
Saugerties/Woodstock Cozy Cabin on the farm
SUPERHOSTTiny house
Saugerties/Woodstock Cozy Cabin on the farm
Price:$230 NZD / night
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