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Search results; Over 1,000 homes in Sandisfield

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Top guest favourite
Flat in Sandisfield
Sweet Dreams Retreat
1 bedroom, 1 bed, 1 private bathroom
25–30 Oct
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4.95 out of 5 average rating, 65 reviews
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Cabin in Sandisfield
The Lucas Cabin-Cozy Riverfront Getaway
2 bedrooms, 4 double beds, 1 bathroom
27 Sept – 2 Oct
New place to stay
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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
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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
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Top guest favourite
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, 140 reviews
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Cottage in Monterey
Beaver Lodge
3 bedrooms, 3 queen beds, 1.5 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 83 reviews
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Top guest favourite
Room in Sandisfield
Hospitality in the Berkshire Woods
1 king bed, 1.5 bathrooms
4–9 Oct
4.94 out of 5 average rating, 164 reviews
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Home in Sandisfield
Waterfront oasis in heart of Berkshires
4 bedrooms, 3 beds, 3 bathrooms
1–6 Nov
4.96 out of 5 average rating, 51 reviews
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Home in Monterey
Berkshires Retreat | Fall Foliage | Fenced Yard
5 bedrooms, 7 beds, 3.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 50 reviews
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Home in Monterey
Charming cottage w/ gorgeous views.
2 bedrooms, 2 beds, 2 bathrooms
21–26 Sept
4.93 out of 5 average rating, 373 reviews
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Home in Otis
The Pinnacle House at Otis Ridge Ski Area!
4 bedrooms, 6 beds, 2 bathrooms
22–27 Sept
4.92 out of 5 average rating, 178 reviews
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Home in Great Barrington
Berkshires Black Abbey
3 bedrooms, 4 beds, 3 bathrooms
20–25 Sept
5.0 out of 5 average rating, 47 reviews
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Top guest favourite
Home in Monterey
Jaw dropping mountain & lake views
4 bedrooms, 4 beds, 2 bathrooms
1–6 Nov
4.96 out of 5 average rating, 310 reviews
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Cottage in Otis
Berkshire lakefront cabin with modern luxuries
3 bedrooms, 4 beds, 2 bathrooms
13–18 Oct
4.98 out of 5 average rating, 94 reviews
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Home in Otis
Private Mountain Retreat Near Ski Areas
4 bedrooms, 6 beds, 3 bathrooms
20–25 Sept
5.0 out of 5 average rating, 21 reviews
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Guest favourite
Home in Colebrook
Log Cabin sleeps 30 bunk style on 350 acres
30 single beds, 2 bathrooms
26–31 Oct
4.96 out of 5 average rating, 82 reviews
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Home in Sandisfield
Bosworth Tap Room
4 bedrooms, 4 beds, 1.5 bathrooms
22–27 Sept
4.97 out of 5 average rating, 102 reviews
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Home in Sheffield
Family friendly house with fenced yard & fire pit
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.97 out of 5 average rating, 31 reviews
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Top guest favourite
Home in Otis
Ridge House at Otis Ridge Ski Area
3 bedrooms, 5 beds, 1.5 bathrooms
24–29 Sept
4.98 out of 5 average rating, 56 reviews