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Search results; Over 1,000 homes in New Lebanon

Guest favourite
Farm stay in New Lebanon
Barn Stay at Shadowbrook Farm
2 bedrooms, 3 beds, 1 private bathroom
31 Aug – 5 Sept
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4.95 out of 5 average rating, 266 reviews
Top guest favourite
Flat in New Lebanon
Loft Space above Brewery
5.0 out of 5 average rating, 28 reviews, 1 bedroom, 3 beds, 1 bathroom
10–15 Aug
Top guest favourite
Flat in New Lebanon
Airy apartment at the old boarding house
4.97 out of 5 average rating, 117 reviews, 2 bedrooms, 3 beds, 1 bathroom
28 Aug – 2 Sept
Top guest favourite
Flat in New Lebanon
Folk Art Studio: 1-bedroom near the Berkshires
5.0 out of 5 average rating, 30 reviews, 1 bedroom, 2 beds, 1 bathroom
28 Aug – 2 Sept
Home in New Lebanon
Above the Clouds Mountain Retreat
New place to stay, 3 bedrooms, 3 beds, 4 bathrooms
14–19 Jul
Top guest favourite
Cottage in New Lebanon
The Writer's Cottage
4.94 out of 5 average rating, 212 reviews, 2 bedrooms, 2 beds, 1 bathroom
31 Aug – 5 Sept
Guest favourite
Guest house in Canaan
Berkshires Retreat: Treetop Guest House + Gardens
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 3 beds, 1 bathroom
5–10 Jul
Top guest favourite
Home in New Lebanon
Modernized 1860s Getaway w/ Queechy Lake Passes*
5.0 out of 5 average rating, 15 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
23–28 Aug
Guest favourite
Farm stay in Canaan
1789 Shaker Farmhouse in Berkshires/Hudson Valley
4.98 out of 5 average rating, 46 reviews, 6 bedrooms, 7 beds, 3 bathrooms
12–17 Jul
Top guest favourite
Home in Canaan
Cozy modern Berkshire home with sauna & fire pit
4.96 out of 5 average rating, 57 reviews, 3 bedrooms, 3 beds, 3 bathrooms
23–28 Aug
Top guest favourite
Rooms in Pittsfield
Equestrian retreat
4.96 out of 5 average rating, 197 reviews, 2 bedrooms, 2 queen beds, 1 bathroom
23–28 Aug
Top guest favourite
Cabin in East Chatham
The Cabin at Whispering Pines - on 34 acres
4.98 out of 5 average rating, 48 reviews, 2 bedrooms, 2 beds, 1 bathroom
11–16 Sept
Top guest favourite
Place to stay in Canaan
Serene Berkshire Room with breakfast
4.94 out of 5 average rating, 104 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
Top guest favourite
Room in Pittsfield
2-Rm Suite in the Berkshires - private BR and Den
5.0 out of 5 average rating, 82 reviews, 1 queen bed, 1 bathroom
24–29 Aug
Home in Richmond
Richmond Pond All Season Retreat
3 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
Guest favourite
Townhouse in Hancock
Jiminy Peak Slopeside Getaway • Ski & Adventure
5.0 out of 5 average rating, 11 reviews, 2 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
Top guest favourite
Home in New Lebanon
Mountain View Getaway
5.0 out of 5 average rating, 12 reviews, 4 bedrooms, 6 beds, 2 bathrooms
26–31 Jul
Guest favourite
Flat in Pittsfield
Marie's Place
4.91 out of 5 average rating, 315 reviews, 2 bedrooms, 2 beds, 1 bathroom
6–11 Jul
Top guest favourite
Cottage in Canaan
Private Berkshire Cottage with Queechy Lake Views
4.97 out of 5 average rating, 32 reviews, 3 bedrooms, 4 beds, 1 bathroom
8–13 Sept