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Vacation rentals in Bearsville

Vacation rentals in Bearsville

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Bearsville

Guests agree: these stays are highly rated for location, cleanliness, and more.

Chestnut Hill Hideaway
SUPERHOST
Entire apartment · 2 guests · 1 bed · 1 bath

Chestnut Hill HideawayThe Space Experience an authentic bohemian Woodstock handmade house from the 60's, updated and modernized. Tucked away in the woods, yet minutes to town, you will enjoy both privacy and convenience while being in nature. Come relax in privacy and enjoy cocktails on your deck overlooking the forest. Wake up to the sound of birds and unwind in the soaking tub in your spacious bathroom. Take a walk down the country road...serenity and tranquility await you.

Pick Herbs at a Quirky Stone Cottage with BBQ and Fireplace
PLUS
Entire guesthouse · 2 guests · 1 bed · 1 bath

Pick Herbs at a Quirky Stone Cottage with BBQ and FireplaceSnuggle up on a blue-and-pink-quilted sofa by a roaring fire. Eat in a corner nook or at a rustic wooden counter by a window. This quaint, whimsical, compact home has a private deck with a chimenea, and a shared garden with a hammock and fire pit.

Woodstock cabin 3 miles from town
SUPERHOST
Entire cabin · 2 guests · 1 bed · 1 bath

Woodstock cabin 3 miles from townCharming 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.

Vacation rentals for every style

Get the amount of space that is right for you

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Bearsville vacation rentals

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

Other great vacation rentals in Bearsville

Hotel Woodstock - Starflower Suite
SUPERHOSTEntire apartment
Hotel Woodstock - Starflower Suite
Price:$ 69 / night
A Romantic Woodstock Getaway Home
SUPERHOSTEntire house
A Romantic Woodstock Getaway Home
Price:$ 199 / night
Mount Tobias Waterfall Family Home (Monthly min.)
SUPERHOSTEntire cabin
Mount Tobias Waterfall Family Home (Monthly min.)
Price:$ 199 / night
The Woodstock Barn Studio
SUPERHOSTBarn
The Woodstock Barn Studio
Price:$ 110 / night
Stunning Woodstock 1 BR Hideaway
SUPERHOSTEntire cottage
Stunning Woodstock 1 BR Hideaway
Price:$ 200 / night
Just Be Byrdcliffe
SUPERHOSTEntire guest suite
Just Be Byrdcliffe
Price:$ 130 / night
Woodstock Charmer
SUPERHOSTEntire bungalow
Woodstock Charmer
Price:$ 150 / night
The Pine Cone Cottage
Entire cottage
The Pine Cone Cottage
Price:$ 130 / night
Cozy Woodstock cottage
SUPERHOSTEntire cottage
Cozy Woodstock cottage
Price:$ 123 / night
Relax on the Ridge - 2 miles from Woodstock
SUPERHOSTEntire guesthouse
Relax on the Ridge - 2 miles from Woodstock
Price:$ 178 / night
Experience Love and Woodstock Magic on Chipmunk Ln
SUPERHOSTEntire guesthouse
Experience Love and Woodstock Magic on Chipmunk Ln
Price:$ 184 / night
Rocket Room - Rock Stars Only
SUPERHOSTEntire guesthouse
Rocket Room - Rock Stars Only
Price:$ 103 / night

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