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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 - Cottage House
    SUPERHOSTEntire house · 4 guests · 2 beds · 1 bathroom
    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:

    “Nin’s carriage house was so lovely, we had the most wonderful weeks by the stream in hail, snow and sun. Made fires and bbqs. By the end, we were knee deep in the water and crossing logs and rocks to explore. Fell asleep to the sound of rushing water (spring melt). As New Yorkers, it was a true getaway. Master bedroom was super comfortable. Lots of ants. If staying for a longer period (more than two weeks) be sure to bring one’s own supplies, re tissue paper, dishwasher detergent, charcoal. We were welcomed warmly but still left to enjoy our privacy and the beautiful grounds. Will certainly be back... soon!”

  • 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

Chestnut Hill Hideaway
SUPERHOSTEntire flat
Chestnut Hill Hideaway
Price:£80 / night
Restored Farmhouse with Yoga Studio
SUPERHOSTEntire cabin
Restored Farmhouse with Yoga Studio
Price:£338 / night
Just Be Byrdcliffe
SUPERHOSTEntire guest suite
Just Be Byrdcliffe
Price:£104 / night
The Carriage House: Garden Apartment
SUPERHOSTEntire guest suite
The Carriage House: Garden Apartment
Price:£68 / night
2BR Rental in Woodstock SPA
SUPERHOSTEntire flat
2BR Rental in Woodstock SPA
Price:£200 / night
Magical Chalet w/ spectacular views
SUPERHOSTEntire house
Magical Chalet w/ spectacular views
Price:£401 / night
Woodstock Charmer
SUPERHOSTEntire bungalow
Woodstock Charmer
Price:£120 / night
Stunning Woodstock 1 BR Hideaway
SUPERHOSTEntire cottage
Stunning Woodstock 1 BR Hideaway
Price:£140 / night
Hotel Woodstock - Aster Suite
SUPERHOSTEntire flat
Hotel Woodstock - Aster Suite
Price:£55 / night
Country private apartment suite 1½ mi/ Woodstock
Entire flat
Country private apartment suite 1½ mi/ Woodstock
Price:£72 / night
Red Maple Studio & Spa on the Sawkill Stream
SUPERHOSTEntire guest suite
Red Maple Studio & Spa on the Sawkill Stream
Price:£200 / night
Ophelia - Classic Woodstock Artist House
SUPERHOSTEntire house
Ophelia - Classic Woodstock Artist House
Price:£180 / night
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