A river winding through a forested valley with autumn foliage.

Bearsville cottages

We found 50 cottages — enter your dates for availability

Explore Bearsville cottage rentals

Image of Chic two Cottage compound with pool and hot tub in a pastoral Woodstock setting.

Chic two Cottage compound with pool and hot tub in a pastoral Woodstock setting.

Sleeps 8 · 4 bedrooms · 2 bathrooms

Image of Luxury Cottage for 2. Very close to Woodstock, NY.

Luxury Cottage for 2. Very close to Woodstock, NY.

Sleeps 2 · 1 bedroom · 1 bathroom

Image of The CubHouse

The CubHouse

Sleeps 2 · 1 bedroom · 1 bathroom

Image of Little red house just outside of Woodstock

Little red house just outside of Woodstock

Sleeps 3 · 1 bedroom · 1 bathroom

Image of Cozy cottage with a View of the Catskills Mountains - Ashokan Reservoir

Cozy cottage with a View of the Catskills Mountains - Ashokan Reservoir

Sleeps 2 · 1 bedroom · 1 bathroom

Image of Streamside Cottage Half Mile to Town of Woodstock

Premier Host

Streamside Cottage Half Mile to Town of Woodstock

Sleeps 4 · 1 bedroom · 1 bathroom

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