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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
10–15 Sept
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5.0 out of 5 average rating, 94 reviews
Top guest favourite
Cabin in Stephentown
Stylish Mountain Cabin Close To Cherry Plain Park
3 bedrooms, 5 beds, 2 bathrooms
16–21 Sept
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Farm stay in Sand Lake
Private 80-Acre Getaway Farmhouse, Pond & Hot Tub
4 bedrooms, 3 beds, 2.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Town of Berlin
Cozy, 1779 Farmhouse, Upstate NY
2 bedrooms, 2 beds, 2 bathrooms
3–8 Nov
4.96 out of 5 average rating, 53 reviews
Guest favourite
Dome in Bennington
5BR Rustic Mountain Sanctuary Dome Home
5 bedrooms, 6 beds, 2 bathrooms
7–12 Sept
4.93 out of 5 average rating, 137 reviews
Top guest favourite
Cabin in East Nassau
Fall Foliage Luxury Cabin & View Autumn Adventures
3 bedrooms, 3 beds, 2 bathrooms
25–30 Oct
4.97 out of 5 average rating, 107 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, 27 reviews
Guest favourite
Flat in Williamstown
House on the Town Green
2 bedrooms, 2 beds, 1 bathroom
8–13 Sept
4.98 out of 5 average rating, 148 reviews
Top guest favourite
Cottage in Bennington
Cozy, bright 3-bedroom Cottage with fireplace.
3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
4.98 out of 5 average rating, 123 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, 9 reviews
Top guest favourite
Cottage in Williamstown
Charming Williamstown Cottage
3 bedrooms, 5 beds, 2 bathrooms
18–23 Oct
4.99 out of 5 average rating, 144 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, 232 reviews
Top guest favourite
Home in Petersburg
Private Mountain Lodge-views, privacy, hot tub
4 bedrooms, 5 beds, 3 bathrooms
4–9 Sept
5.0 out of 5 average rating, 118 reviews
Guest favourite
Cabin in East Nassau
The Kinderhook Cabin on the Kinderhook creek.
3 bedrooms, 6 beds, 1 bathroom
8–13 Sept
4.94 out of 5 average rating, 53 reviews
Home in Stephentown
Farm House with Free passes to Ioka Valley Farm
3 bedrooms, 4 beds, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Williamstown
The Cottage on Oblong | A Cozy Berkshire Retreat
3 bedrooms, 4 beds, 2 bathrooms
4–9 Sept
5.0 out of 5 average rating, 8 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 Adams
Beautiful Victorian. The heart of the Berkshires.
5 bedrooms, 6 beds, 2 bathrooms
13–18 Sept
4.91 out of 5 average rating, 149 reviews
Guest favourite
Home in Hoosick Falls
Hoosick Falls Manor | Indoor Pool + Hot Tub
6 bedrooms, 10 beds, 5 bathrooms
4–9 Sept
4.98 out of 5 average rating, 65 reviews