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Search results; Over 1,000 homes in Sandisfield

Top guest favourite
Room in Sandisfield
Hospitality in the Berkshire Woods
1 bedroom, 1 bed, 1.5 shared bathrooms
13–18 Sept
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4.94 out of 5 average rating, 163 reviews
Guest favourite
Cabin in Sandisfield
Cozy Cabin in the Berkshires
2 bedrooms, 6 beds, 2 bathrooms
8–13 Sept
4.83 out of 5 average rating, 24 reviews
Top guest favourite
Flat in Sandisfield
Sunny Berkshire Studio Apartment
1 bedroom, 3 beds, 1 bathroom
6–11 Nov
4.93 out of 5 average rating, 242 reviews
Top guest favourite
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
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, 138 reviews
Top guest favourite
Home in Monterey
Jaw dropping mountain & lake views
4 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
4.96 out of 5 average rating, 309 reviews
Top guest favourite
Cottage in Otis
Berkshire lakefront cabin with modern luxuries
3 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
4.98 out of 5 average rating, 94 reviews
Guest favourite
Home in Sandisfield
Waterfront oasis in heart of Berkshires
4 bedrooms, 3 beds, 3 bathrooms
13–18 Sept
4.98 out of 5 average rating, 48 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
Top guest favourite
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
Top guest favourite
Home in New Marlborough
Berkshire Retreat at Cantina 229
5 bedrooms, 5 beds, 3.5 bathrooms
9–14 Sept
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Home in Great Barrington
Berkshires Black Abbey
3 bedrooms, 4 beds, 3 bathrooms
8–13 Sept
5.0 out of 5 average rating, 46 reviews
Top guest favourite
Cottage in Otis
Cozy Berkshire Cottage
1 bedroom, 3 beds, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 11 reviews
Guest favourite
Home in Otis
Family Berkshires Cabin w/ Climbing Wall, Games
3 bedrooms, 7 beds, 3 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 13 reviews
Top guest favourite
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
Home in Monterey
Berkshires Retreat | Fall Foliage | Fenced Yard
5 bedrooms, 7 beds, 3.5 bathrooms
10–15 Sept
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Cottage in Monterey
Beaver Lodge
3 bedrooms, 3 queen beds, 1.5 bathrooms
10–15 Sept
5.0 out of 5 average rating, 83 reviews
Top guest favourite
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
Cottage in Becket
Berkshires Cottage by Lake. Year Round Adventures.
2 bedrooms, 2 double beds, 1 bathroom
8–13 Sept
4.95 out of 5 average rating, 320 reviews