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Search results; Over 1,000 homes in Sandisfield

Top guest favourite
Holiday home in Sandisfield
Berkshires Modern Cabin with Babbling Brook
3 bedrooms, 4 beds, 2 private bathrooms
11–16 Sept
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5.0 out of 5 average rating, 14 reviews
Top guest favourite
Room in Sandisfield
Hospitality in the Berkshire Woods
1 king bed, 1.5 bathrooms
13–18 Sept
4.94 out of 5 average rating, 164 reviews
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Cabin in Sandisfield
Berkshires Cabin in Woods with Mountain Views
3 bedrooms, 3 beds, 1.5 bathrooms
26 Sept – 1 Oct
4.99 out of 5 average rating, 138 reviews
Guest favourite
Cabin in Sandisfield
Cozy Cabin in the Berkshires
2 bedrooms, 6 beds, 2 bathrooms
9–14 Sept
4.83 out of 5 average rating, 24 reviews
Cottage in New Marlborough
Light-filled cottage
4 bedrooms, 5 beds, 1 bathroom
9–14 Sept
5.0 out of 5 average rating, 4 reviews
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Home in Great Barrington
Berkshires Black Abbey
3 bedrooms, 4 beds, 3 bathrooms
9–14 Sept
5.0 out of 5 average rating, 46 reviews
Top guest favourite
Home in Otis
Modern Berkshires Cottage w/ AC and Gas Fireplace
2 bedrooms, 7 beds, 2 bathrooms
9–14 Sept
4.99 out of 5 average rating, 74 reviews
Guest favourite
Home in New Marlborough
Cottage in the heart of Mill River Village
2 bedrooms, 2 queen beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Barn in Monterey
Scribe's Stable | A/C • Screened Porch • Sleeps 6
2 bedrooms, 4 beds, 1 bathroom
9–14 Sept
4.96 out of 5 average rating, 69 reviews
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Home in Monterey
Beautiful family home, Hike, Fireplace, Sleeps 12
5 bedrooms, 7 beds, 2.5 bathrooms
13–18 Sept
4.96 out of 5 average rating, 235 reviews
Top guest favourite
Barn in New Marlborough
Hartsville Barn in the Berkshires
2 bedrooms, 2 king beds, 1 bathroom
16–21 Nov
4.98 out of 5 average rating, 48 reviews
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Home in Monterey
Stone Tudor in Monterey Village
3 bedrooms, 3 beds, 3 bathrooms
10–15 Sept
4.71 out of 5 average rating, 97 reviews
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Home in Monterey
Berkshires Retreat w Magic View! Beach/Swim 1 mi!
3 bedrooms, 3 beds, 2 bathrooms
9–14 Sept
4.89 out of 5 average rating, 121 reviews
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Home in Otis
Newly rebuilt waterfront house on Otis Reservoir
4 bedrooms, 6 beds, 2.5 bathrooms
13–18 Sept
4.82 out of 5 average rating, 82 reviews
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Home in Sandisfield
Lux on the River near Tanglewood w/220v EV charge
2 bedrooms, 2 beds, 1 bathroom
4–9 Dec
4.95 out of 5 average rating, 95 reviews
Guest favourite
Home in Monterey
Bidwell Landing | Lakefront • Spacious
4 bedrooms, 5 beds, 3 bathrooms
14–19 Sept
4.88 out of 5 average rating, 111 reviews
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Home in Otis
Private Mountain Retreat Near Ski Areas
4 bedrooms, 6 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Flat in Sandisfield
Sunny Berkshire Studio Apartment
1 bedroom, 3 beds, 1 bathroom
11–16 Nov
4.93 out of 5 average rating, 242 reviews
Home in Otis
Sailor & Queen: Artist-Inspired Berkshire Home
1 bedroom, 2 beds, 1 bathroom
10–15 Sept
5.0 out of 5 average rating, 6 reviews