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Search results; Over 1,000 homes in Berlin

Top guest favourite
Home in Town of Berlin
Cozy, 1779 Farmhouse, Upstate NY
2 bedrooms, 2 beds, 2 private bathrooms
3–8 Nov
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4.96 out of 5 average rating, 53 reviews
Top guest favourite
Home in Town of Berlin
Four Season Retreat
3 bedrooms, 3 king beds, 3 bathrooms
10–15 Sept
5.0 out of 5 average rating, 92 reviews
Top guest favourite
Cabin in Stephentown
Stylish Mountain Cabin Close To Cherry Plain Park
3 bedrooms, 5 beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Home in Petersburgh
Beautiful Rustic A-Frame
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Flat in Petersburg
The Beer Diviner Brewery Apartment
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
4.9 out of 5 average rating, 230 reviews
Top guest favourite
Cabin in Petersburg
Cozy Retreat in the Trees
2 bedrooms, 4 beds, 1 bathroom
6–11 Sept
4.94 out of 5 average rating, 280 reviews
Top guest favourite
Home in New Lebanon
Modernized 1860s Getaway w/ Queechy Lake Passes*
3 bedrooms, 4 beds, 2.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Flat in North Adams
Steps to MoCA: 2bd + SAUNA!
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.96 out of 5 average rating, 724 reviews
Top guest favourite
Guest house in Williamstown
Peaceful/modern post and beam studio apartment
2 beds, 1 bathroom
26–31 Aug
4.97 out of 5 average rating, 183 reviews
Guest favourite
Flat in Williamstown
Cold Spring - The White Door
2 bedrooms, 2 queen beds, 1 bathroom
6–11 Sept
4.94 out of 5 average rating, 362 reviews
Guest favourite
Home in Williamstown
Charming Berkshire Retreat-Minutes to Williamstown
3 bedrooms, 4 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Williamstown
Elegant Mountain View Retreat By Evergreen Home
4 bedrooms, 5 beds, 2.5 bathrooms
16–21 Aug
4.99 out of 5 average rating, 69 reviews
Guest favourite
Cabin in East Nassau
Luxury Cabin - Fall Foliage & Autumn Adventures
3 bedrooms, 3 beds, 2 bathrooms
30 Sept – 5 Oct
4.97 out of 5 average rating, 101 reviews
Top guest favourite
Home in Savoy
Bear Minimum
2 bedrooms, 2 queen beds, 2.5 bathrooms
16–21 Aug
4.94 out of 5 average rating, 88 reviews
Top guest favourite
Cabin in Petersburgh
Come relax at our cozy cabin by the river!
1 bedroom, 1 queen bed, 1 bathroom
24–29 Aug
4.82 out of 5 average rating, 28 reviews
Top guest favourite
Flat in Williamstown
Downtown River Retreat, Walk to Shops and College
2 bedrooms, 2 beds, 1 bathroom
19–24 Aug
4.96 out of 5 average rating, 335 reviews
Guest favourite
Home in Pittsfield
Cantabile life in the Berkshires
3 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
4.96 out of 5 average rating, 228 reviews
Top guest favourite
Cabin in Bennington
Mount Anthony Cabin
2 bedrooms, 3 beds, 1 bathroom
21–26 Aug
4.96 out of 5 average rating, 98 reviews
Top guest favourite
Home in Lanesborough
Berkshires Home-Near Williams College
3 bedrooms, 3 beds, 2.5 bathrooms
19–24 Aug
5.0 out of 5 average rating, 29 reviews