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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 Historic Artist Estate - The Pond House
    SUPERHOSTEntire house · 5 guests · 3 beds · 1.5 bathrooms
    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 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.”

  • 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.”

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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

Restored Farmhouse with Yoga Studio
SUPERHOSTEntire cabin
Restored Farmhouse with Yoga Studio
Price:$ 532 SGD / night
Just Be Byrdcliffe
SUPERHOSTEntire guest suite
Just Be Byrdcliffe
Price:$ 181 SGD / night
Cozy Catskill Cabin on Acorn Hill
SUPERHOSTEntire cabin
Cozy Catskill Cabin on Acorn Hill
Price:$ 121 SGD / night
Woodstock Charmer
SUPERHOSTEntire bungalow
Woodstock Charmer
Price:$ 224 SGD / night
2BR Rental in Woodstock SPA
SUPERHOSTEntire flat
2BR Rental in Woodstock SPA
Price:$ 352 SGD / night
Magical Chalet w/ spectacular views
SUPERHOSTEntire house
Magical Chalet w/ spectacular views
Price:$ 1,392 SGD / night
The Carriage House: Studio
SUPERHOSTEntire guest house
The Carriage House: Studio
Price:$ 145 SGD / night
BOHEMIAN RHAPSODY - Be Here Now
SUPERHOSTEntire guest house
BOHEMIAN RHAPSODY - Be Here Now
Price:$ 165 SGD / night
Woodstock Way Hotel's Waterfall Cottage
Entire cabin
Woodstock Way Hotel's Waterfall Cottage
Price:$ 570 SGD / night
Contemporary cabin with Hot Tub & Fireplace
SUPERHOSTEntire cabin
Contemporary cabin with Hot Tub & Fireplace
Price:$ 348 SGD / night
Woodstock Serene Retreat
SUPERHOSTEntire house
Woodstock Serene Retreat
Price:$ 232 SGD / night
Relax on the Ridge - 2 miles from Woodstock
SUPERHOSTEntire guest house
Relax on the Ridge - 2 miles from Woodstock
Price:$ 119 SGD / night
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