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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.

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

  • Just Be Byrdcliffe
    SUPERHOSTEntire guest suite · 6 guests · 4 beds · 1 bathroom
    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!”

  • Woodstock cabin 3 miles from town
    SUPERHOSTEntire cabin · 2 guests · 0 beds · 1 bathroom
    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.”

Holiday rentals for every style

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Popular amenities for Woodstock holiday rentals

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

Other great holiday rentals in Woodstock

Chestnut Hill Hideaway
SUPERHOSTEntire flat
Chestnut Hill Hideaway
Price:€88 / night
Woodstock Way Hotel's Waterfall Cottage
Entire cabin
Woodstock Way Hotel's Waterfall Cottage
Price:€158 / night
Restored Farmhouse with Yoga Studio
SUPERHOSTEntire cabin
Restored Farmhouse with Yoga Studio
Price:€374 / night
Cozy Catskill Cabin on Acorn Hill
SUPERHOSTEntire cabin
Cozy Catskill Cabin on Acorn Hill
Price:€75 / night
The Carriage House: Studio
SUPERHOSTEntire guest house
The Carriage House: Studio
Price:€75 / night
Woodstock Historic Artist Estate - The Pond House
SUPERHOSTEntire house
Woodstock Historic Artist Estate - The Pond House
Price:€349 / night
Magical Chalet w/ spectacular views
SUPERHOSTEntire house
Magical Chalet w/ spectacular views
Price:€442 / night
WOODSTOCK VILLAGE COUNTRY HOME
SUPERHOSTEntire house
WOODSTOCK VILLAGE COUNTRY HOME
Price:€142 / night
BOHEMIAN RHAPSODY - Be Here Now
SUPERHOSTEntire guest house
BOHEMIAN RHAPSODY - Be Here Now
Price:€98 / night
Woodstock Charmer
SUPERHOSTEntire bungalow
Woodstock Charmer
Price:€133 / night
Relax on the Ridge - 2 miles from Woodstock
SUPERHOSTEntire guest house
Relax on the Ridge - 2 miles from Woodstock
Price:€75 / night
2BR Rental in Woodstock SPA
SUPERHOSTEntire flat
2BR Rental in Woodstock SPA
Price:€221 / night
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