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Search results; Over 1,000 homes in Sandisfield

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Top guest favourite
Home in Sandisfield
Lux on the River near Tanglewood w/220v EV charge
2 bedrooms, 2 beds, 1 private bathroom
4–9 Dec
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4.95 out of 5 average rating, 93 reviews
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Cabin in Sandisfield
Berkshires Cabin in Woods with Mountain Views
3 bedrooms, 3 beds
2–7 Sept
4.99 out of 5 average rating, 137 reviews
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Cabin in Sandisfield
Cozy Cabin in the Berkshires
2 bedrooms, 6 beds
3–8 Sept
5.0 out of 5 average rating, 23 reviews
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Home in Sandisfield
Waterfront oasis in heart of Berkshires
4 bedrooms, 3 beds
13–18 Sept
4.98 out of 5 average rating, 48 reviews
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Room in Sandisfield
Hospitality in the Berkshire Woods
1 king bed
1–6 Sept
4.94 out of 5 average rating, 162 reviews
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Cabin in Otis
Overflow Cabin Retreat on Otis Reservoir
2 bedrooms, 2 queen beds
6–11 Sept
5.0 out of 5 average rating, 7 reviews
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Home in New Marlborough
Berkshire Retreat at Cantina 229
5 bedrooms, 5 beds
1–6 Sept
5.0 out of 5 average rating, 18 reviews
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Home in Otis
Private Mountain Retreat - Near lakes/Tanglewood
4 bedrooms, 6 beds
1–6 Sept
5.0 out of 5 average rating, 18 reviews
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Flat in Sandisfield
Sunny Berkshire Studio Apartment
1 bedroom, 3 beds
6–11 Nov
4.93 out of 5 average rating, 241 reviews
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Home in Great Barrington
Berkshires Black Abbey
3 bedrooms, 4 beds
8–13 Sept
5.0 out of 5 average rating, 45 reviews
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Home in Otis
Family Berkshires Cabin w/ Climbing Wall, Games
3 bedrooms, 7 beds
8–13 Sept
5.0 out of 5 average rating, 11 reviews
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Home in Monterey
Jaw dropping mountain & lake views
4 bedrooms, 4 beds
8–13 Sept
4.96 out of 5 average rating, 307 reviews
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Home in Monterey
Berkshires Retreat | Fall Foliage | Fenced Yard
5 bedrooms, 7 beds
6–11 Sept
5.0 out of 5 average rating, 49 reviews
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Cottage in Sandisfield
Charming Cottage on Stunning Private Lake
4 bedrooms, 5 beds
1–6 Sept
4.98 out of 5 average rating, 47 reviews
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Superhost
Cabin in Sandisfield
Iconic Lodge in the Berkshires
4 bedrooms, 9 beds
8–13 Sept
4.83 out of 5 average rating, 64 reviews
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Home in Monterey
Beautiful family home, Hike, Fireplace, Sleeps 12
5 bedrooms, 7 beds
13–18 Sept
4.96 out of 5 average rating, 232 reviews
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Superhost
Home in Otis
THE Berkshires - Fall Escape - Stunning sunrise!
4 bedrooms, 10 beds
1–6 Sept
5.0 out of 5 average rating, 24 reviews
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Guest favourite
Cabin in Colebrook
Rural private site on 350 acres, sleeps 46+
9 bedrooms, 45 beds
16–21 Oct
4.95 out of 5 average rating, 22 reviews
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Home in Monterey
Quiet Retreat on Five Acres w/views
4 bedrooms, 4 beds
3–8 Sept
5.0 out of 5 average rating, 17 reviews