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Search results; Over 1,000 homes in Berlin

Top guest favourite
Home in Town of Berlin
Four Season Retreat
3 bedrooms, 3 beds, 3 private bathrooms
16–21 Sept
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5.0 out of 5 average rating, 94 reviews
Guest favourite
Dome in Bennington
5BR Rustic Mountain Sanctuary Dome Home
5 bedrooms, 6 beds, 2 bathrooms
20–25 Sept
4.93 out of 5 average rating, 137 reviews
Top guest favourite
Home in New Lebanon
Modernized 1860s Getaway w/ Queechy Lake Passes*
3 bedrooms, 4 beds, 2.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Home in Lanesborough
Berkshire Mountain House
4 bedrooms, 5 beds, 3 bathrooms
14–19 Sept
5.0 out of 5 average rating, 43 reviews
Top guest favourite
Flat in Petersburg
The Beer Diviner Brewery Apartment
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.9 out of 5 average rating, 233 reviews
Top guest favourite
Home in Petersburg
Private Mountain Lodge-views, privacy, hot tub
4 bedrooms, 5 beds, 3 bathrooms
15–20 Sept
5.0 out of 5 average rating, 118 reviews
Home in Clarksburg
Secluded Mountain Retreat • Family & Group Getaway
4 bedrooms, 9 queen beds, 2.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 4 reviews
Home in North Adams
Scandinavian Berkshire Cottage Near MASS MoCA
3 bedrooms, 4 beds, 2 bathrooms
13–18 Oct
Home in Stephentown
13BR Retreat | Heated Pool, Hot Tub + Game Room
13 bedrooms, 26 beds, 12.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Petersburgh
Fairy Tale Cottage on 30 Acres of Land
1 bedroom, 3 beds, 1 bathroom
16–21 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Williamstown
Hollywood Bungalow in the Berkshires #C0191633410
3 bedrooms, 3 beds, 1 bathroom
21–26 Sept
4.9 out of 5 average rating, 240 reviews
Flat in Williamstown
Sugar House Farm Stay
2 bedrooms, 2 beds, 1 bathroom
16–21 Sept
Top guest favourite
Chalet in Cropseyville
Secluded Lux Chalet w/heated Pool-Hot Tub-Game Rms
6 bedrooms, 10 beds, 5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Home in Williamstown
The Cottage on Oblong | A Cozy Berkshire Retreat
3 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Hoosick Falls
Hoosick Falls Manor | Indoor Pool + Hot Tub
6 bedrooms, 10 beds, 5 bathrooms
4–9 Oct
4.98 out of 5 average rating, 66 reviews
Top guest favourite
Cottage in Grafton
House on the Lake
3 bedrooms, 4 beds, 1.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 53 reviews
Top guest favourite
Flat in North Adams
Charming Art Filled Apartment
3 bedrooms, 3 queen beds, 1 bathroom
18–23 Oct
4.97 out of 5 average rating, 199 reviews
Guest favourite
Cabin in East Nassau
The Kinderhook Cabin on the Kinderhook creek.
3 bedrooms, 6 beds, 1 bathroom
19–24 Oct
4.94 out of 5 average rating, 54 reviews
Top guest favourite
Flat in Williamstown
Downtown River Retreat, Walk to Shops and College
2 bedrooms, 2 beds, 1 bathroom
20–25 Sept
4.96 out of 5 average rating, 338 reviews