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Search results; Over 1,000 homes in Bearsville, Woodstock

Top guest favourite
Cottage in Bearsville
Contemporary Guesthouse with Heated Pool
1 bedroom, 1 bed, 1 shared bathroom
9–14 Sept
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4.97 out of 5 average rating, 149 reviews
Top guest favourite
Guest house in Bearsville
Relax on the Ridge - 2 miles from Woodstock
1 bedroom, 2 beds
13–18 Sept
4.97 out of 5 average rating, 606 reviews
Top guest favourite
Home in Woodstock
Sweeping mountain views in Woodstock, NY
3 bedrooms, 4 beds
13–18 Sept
4.98 out of 5 average rating, 256 reviews
Top guest favourite
Room in Bearsville
Room in a fabulous house near all music venues
1 queen bed
7–12 Sept
4.98 out of 5 average rating, 40 reviews
Guest favourite
Barn in Bearsville
Woodstock Barn Artist’s Retreat in Bearsville
4 bedrooms, 4 beds
13–18 Sept
4.94 out of 5 average rating, 35 reviews
Top guest favourite
Cottage in Bearsville
Mirror Moon Cottage (waterfront)
2 bedrooms, 2 beds
2–7 Nov
4.96 out of 5 average rating, 266 reviews
Top guest favourite
Cottage in Bearsville
Coldbrook Cottage
1 bedroom, 1 king bed
13–18 Sept
4.99 out of 5 average rating, 198 reviews
Top guest favourite
Cabin in Bearsville
1970s Creekside Cabin | 2 miles from Woodstock
2 bedrooms, 2 king beds
7–12 Sept
4.97 out of 5 average rating, 167 reviews
Top guest favourite
Home in Woodstock
Brookside, Walk to Town Center, Dog Friendly
3 bedrooms, 5 beds
27 Sept – 2 Oct
4.91 out of 5 average rating, 536 reviews
Top guest favourite
Home in Lake Hill
Modern Luxury Mountain View Retreat + Hot Tub
2 bedrooms, 2 beds
8–13 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Mount Tremper
Woodstock Hideaway
3 bedrooms, 3 queen beds
9–14 Sept
4.98 out of 5 average rating, 118 reviews
Top guest favourite
Home in Woodstock
Grandma's Place an Easy Walk to Woodstock
2 bedrooms, 2 queen beds
12–17 Sept
4.96 out of 5 average rating, 272 reviews
Superhost
Home in Woodstock
NEW: Luxury Carriage House: pool•AC•walk to town!
3 bedrooms, 4 beds
13–18 Sept
4.94 out of 5 average rating, 36 reviews
Top guest favourite
Flat in Woodstock
Sweet Spot Too - Charming apt in center of town
1 bedroom, 1 king bed
13–18 Sept
4.95 out of 5 average rating, 76 reviews
Guest favourite
Home in Woodstock
COUNTRY HOME Fireplace, 1 mi. to Town, Fenced Yard
3 bedrooms, 3 beds
8–13 Sept
4.88 out of 5 average rating, 74 reviews
Top guest favourite
Guest house in Woodstock
The Grey Studio on Glasco
1 bedroom, 2 queen beds
26–31 Oct
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Chalet in Willow
Cozy Silo Home with Mountain Views near Woodstock
3 bedrooms, 4 beds
17–22 Sept
4.91 out of 5 average rating, 179 reviews
Top guest favourite
Cabin in Lake Hill
The Owl’s Nest (Family Cabin in the Catskills)
3 bedrooms, 4 beds
7–12 Sept
4.91 out of 5 average rating, 205 reviews
Top guest favourite
Guest house in West Hurley
Unequalled Reservoir Mtn Views-Private, Affordable
1 bedroom, 1 bed
26–31 Oct
5.0 out of 5 average rating, 69 reviews