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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
13–18 Sept
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5.0 out of 5 average rating, 94 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
Guest favourite
Dome in Bennington
5BR Rustic Mountain Sanctuary Dome Home
5 bedrooms, 6 beds, 2 bathrooms
12–17 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
12–17 Sept
5.0 out of 5 average rating, 27 reviews
Home in Pittsfield
Cozy Lake Cottage
2 bedrooms, 2 beds, 1.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Cottage in Williamstown
Cute Cozy Comfy Cottage in the Berkshires
1 bedroom, 2 beds, 1 bathroom
19–24 Sept
4.9 out of 5 average rating, 211 reviews
Top guest favourite
Flat in North Adams
Charming Art Filled Apartment
3 bedrooms, 3 queen beds, 1 bathroom
13–18 Sept
4.97 out of 5 average rating, 199 reviews
Farm stay in Petersburg
1847 farm house with private pond
6 bedrooms, 8 beds, 3 bathrooms
20–25 Nov
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Sand Lake
Tobler's Retreat
3 bedrooms, 5 beds, 2 bathrooms
12–17 Sept
4.93 out of 5 average rating, 43 reviews
Flat in Williamstown
Sugar House Farm Stay
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
Top guest favourite
Home in Averill Park
A beautiful cozy house with a Burden Lake View!
3 bedrooms, 3 beds, 1 bathroom
23–28 Oct
4.89 out of 5 average rating, 147 reviews
Home in Stephentown
Ioka's Little Farm House
3 bedrooms, 4 beds, 1 bathroom
12–17 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
Top guest favourite
Flat in North Adams
Steps to MoCA: 2bd + SAUNA!
2 bedrooms, 3 beds, 1 bathroom
25–30 Oct
4.96 out of 5 average rating, 736 reviews
Guest favourite
Home in Hoosick Falls
Hoosick Falls Manor | Indoor Pool + Hot Tub
6 bedrooms, 10 beds, 5 bathrooms
12–17 Sept
4.98 out of 5 average rating, 66 reviews
Top guest favourite
Home in Bennington
The Vermont Farmhouse|Hiking|Dog Trails|Village
2 bedrooms, 3 beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 137 reviews
Top guest favourite
Home in Petersburg
Private Mountain Lodge-views, privacy, hot tub
4 bedrooms, 5 beds, 3 bathrooms
12–17 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
12–17 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Williamstown
Downtown River Retreat, Walk to Shops and College
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
4.96 out of 5 average rating, 338 reviews