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Search results; Over 1,000 homes in Sandisfield

Guest favourite
Home in Sandisfield
Waterfront oasis in heart of Berkshires
4 bedrooms, 3 beds, 3 private bathrooms
13–18 Sept
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4.98 out of 5 average rating, 48 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
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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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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
Cottage in Otis
Berkshire lakefront cabin with modern luxuries
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.98 out of 5 average rating, 93 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
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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, 234 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, 94 reviews
Top guest favourite
Home in Otis
Private Mountain Retreat - Near lakes/Tanglewood
4 bedrooms, 6 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 19 reviews
Guest favourite
Cabin in Sandisfield
Cozy Cabin in the Berkshires
2 bedrooms, 6 beds, 2 bathrooms
7–12 Sept
4.83 out of 5 average rating, 24 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
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
Room in Sandisfield
Hospitality in the Berkshire Woods
1 king bed, 1.5 bathrooms
13–18 Sept
4.94 out of 5 average rating, 163 reviews
Guest favourite
Cottage in Sandisfield
Charming Cottage on Stunning Private Lake
4 bedrooms, 5 beds, 2.5 bathrooms
10–15 Sept
4.98 out of 5 average rating, 47 reviews
Top guest favourite
Home in Otis
Modern Berkshires Cottage w/ AC and Gas Fireplace
2 bedrooms, 7 beds, 2 bathrooms
8–13 Sept
4.99 out of 5 average rating, 74 reviews
Guest favourite
Home in Colebrook
Log Cabin sleeps 30 bunk style on 350 acres
30 single beds, 2 bathrooms
16–21 Oct
4.96 out of 5 average rating, 81 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
Guest favourite
Treehouse in New Marlborough
Berkshire Treehouse Retreat
3 bedrooms, 4 beds, WC
12–17 Sept
4.9 out of 5 average rating, 177 reviews
Top guest favourite
Home in Sandisfield
Bosworth Tap Room
4 bedrooms, 4 beds, 1.5 bathrooms
10–15 Sept
4.97 out of 5 average rating, 101 reviews