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

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Top guest favourite
Cottage in Bearsville
Mirror Moon Cottage (waterfront)
2 bedrooms, 2 beds, 1 bathroom
2–7 Nov
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4.96 out of 5 average rating, 267 reviews
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Guest house in Bearsville
Relax on the Ridge - 2 miles from Woodstock
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.97 out of 5 average rating, 607 reviews
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Room in Bearsville
Room in a fabulous house near all music venues
1 queen bed, 1 bathroom
17–22 Sept
4.98 out of 5 average rating, 41 reviews
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Guest favourite
Barn in Bearsville
Woodstock Barn Artist’s Retreat in Bearsville
4 bedrooms, 4 beds, 2 bathrooms
18–23 Oct
4.94 out of 5 average rating, 36 reviews
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Cottage in Bearsville
Contemporary Guesthouse with Heated Pool
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.97 out of 5 average rating, 151 reviews
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Guest favourite
Home in Bearsville
Vredenburgh Farm (new bathrooms)
4 bedrooms, 4 queen beds, 2 bathrooms
21–26 Sept
4.92 out of 5 average rating, 66 reviews
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Home in Woodstock
Absolute Woodstock Chill
2 bedrooms, 3 beds, 1.5 bathrooms
17–22 Sept
5.0 out of 5 average rating, 22 reviews
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Cabin in Bearsville
1970s Creekside Cabin | 2 miles from Woodstock
2 bedrooms, 2 king beds, 2 bathrooms
16–21 Sept
4.97 out of 5 average rating, 167 reviews
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Home in Woodstock
Newly Renovated Woodstock Home
2 bedrooms, 3 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.86 out of 5 average rating, 109 reviews
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Home in Woodstock
Brookside, Walk to Town Center, Dog Friendly
3 bedrooms, 5 beds, 2 bathrooms
25–30 Oct
4.91 out of 5 average rating, 537 reviews
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Cabin in Woodstock
Pet Friendly Cabin Doh-Ray in Woodstock
2 bedrooms, 2 beds, 1.5 bathrooms
7–12 Oct
4.98 out of 5 average rating, 168 reviews
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Guest house in Bearsville
Stylish Woodstock Guest House..Mountain View
1 bedroom, 2 beds, 1 bathroom
1–6 Nov
4.96 out of 5 average rating, 477 reviews
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Home in Woodstock
Magical 6-Bedroom Woodstock Getaway
6 bedrooms, 11 beds, 3 bathrooms
29 Sept – 4 Oct
4.86 out of 5 average rating, 269 reviews
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Cottage in Woodstock
Hidden Pines - Downtown Woodstock by Millstream!
1 bedroom, 2 beds, 1 bathroom
1–6 Nov
4.92 out of 5 average rating, 546 reviews
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Home in Woodstock
Charming Quiet Family Friendly Home Close To Town
4 bedrooms, 5 beds, 3.5 bathrooms
27 Sept – 2 Oct
4.98 out of 5 average rating, 45 reviews
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Home in Mount Tremper
Sunset Mountain View Retreat · 11 min to Woodstock
4 bedrooms, 5 beds, 3.5 bathrooms
4–9 Oct
4.95 out of 5 average rating, 125 reviews
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Home in Lake Hill
Modern Luxury Mountain View Retreat + Hot Tub
2 bedrooms, 2 beds, 2 bathrooms
23–28 Sept
5.0 out of 5 average rating, 12 reviews
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Cabin in Lake Hill
The Owl’s Nest (Family Cabin in the Catskills)
3 bedrooms, 4 beds, 2 bathrooms
16–21 Sept
4.91 out of 5 average rating, 205 reviews
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Top guest favourite
Cabin in Woodstock
Byrdcliffe Artist Studio (27.1-1-70)
3 beds, 1 bathroom
8–13 Nov
4.93 out of 5 average rating, 884 reviews