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

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Top guest favourite
Guest house in Bearsville
Mt. Guardian Guest House Exquisite Mountain Views
1 bedroom, 1 bed, 1 private bathroom
1–6 Nov
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4.98 out of 5 average rating, 638 reviews
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Guest house in Bearsville
Relax on the Ridge - 2 miles from Woodstock
1 bedroom, 2 beds
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
18–23 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
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
27 Sept – 2 Oct
4.97 out of 5 average rating, 151 reviews
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Home in Bearsville
Vredenburgh Farm (new bathrooms)
4 bedrooms, 4 queen beds
21–26 Sept
4.92 out of 5 average rating, 66 reviews
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Cabin in Bearsville
1970s Creekside Cabin | 2 miles from Woodstock
2 bedrooms, 2 king beds
18–23 Sept
4.97 out of 5 average rating, 167 reviews
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Cabin in Woodstock
Pet Friendly Cabin Doh-Ray in Woodstock
2 bedrooms, 2 beds
7–12 Oct
4.98 out of 5 average rating, 168 reviews
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Home in Woodstock
Absolute Woodstock Chill
2 bedrooms, 3 beds
19–24 Sept
5.0 out of 5 average rating, 22 reviews
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Home in Woodstock
Newly Renovated Woodstock Home
2 bedrooms, 3 beds
27 Sept – 2 Oct
4.86 out of 5 average rating, 109 reviews
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Flat in Woodstock
Sweet Spot Too - Charming apt in center of town
1 bedroom, 1 king bed
20–25 Sept
4.95 out of 5 average rating, 78 reviews
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Home in Woodstock
Brookside, Walk to Town Center, Dog Friendly
3 bedrooms, 5 beds
25–30 Oct
4.91 out of 5 average rating, 537 reviews
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Top guest favourite
Guest house in Bearsville
Stylish Woodstock Guest House..Mountain View
1 bedroom, 2 beds
1–6 Nov
4.96 out of 5 average rating, 477 reviews
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Home in Woodstock
Grandma's Place an Easy Walk to Woodstock
2 bedrooms, 2 queen beds
25–30 Oct
4.96 out of 5 average rating, 272 reviews
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Home in Woodstock
Charming Quiet Family Friendly Home Close To Town
4 bedrooms, 5 beds
27 Sept – 2 Oct
4.98 out of 5 average rating, 45 reviews
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Cabin in Lake Hill
The Owl’s Nest (Family Cabin in the Catskills)
3 bedrooms, 4 beds
20–25 Sept
4.91 out of 5 average rating, 205 reviews
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Cottage in Woodstock
Hidden Pines - Downtown Woodstock by Millstream!
1 bedroom, 2 beds
1–6 Nov
4.92 out of 5 average rating, 546 reviews
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Cottage in Woodstock
Woodstock Dog Friendly Cozy Cottage in Town + Yard
2 bedrooms, 2 beds
8–13 Nov
4.85 out of 5 average rating, 302 reviews
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Home in Mount Tremper
Sunset Mountain View Retreat · 11 min to Woodstock
4 bedrooms, 5 beds
27 Oct – 1 Nov
4.95 out of 5 average rating, 125 reviews