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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
,
4.95 out of 5 average rating, 266 reviews
Top guest favourite
Flat in New Lebanon
Loft Space above Brewery
1 bedroom, 3 beds
10–15 Aug
5.0 out of 5 average rating, 28 reviews
Home in New Lebanon
Above the Clouds Mountain Retreat
3 bedrooms, 3 beds
14–19 Jul
New place to stay
Top guest favourite
Flat in New Lebanon
Folk Art Studio: 1-bedroom near the Berkshires
1 bedroom, 2 beds
28 Aug – 2 Sept
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Flat in New Lebanon
Airy apartment at the old boarding house
2 bedrooms, 3 beds
28 Aug – 2 Sept
4.97 out of 5 average rating, 117 reviews
Top guest favourite
Cottage in New Lebanon
The Writer's Cottage
2 bedrooms, 2 beds
30 Oct – 4 Nov
4.94 out of 5 average rating, 212 reviews
Top guest favourite
Home in New Lebanon
Modernized 1860s Getaway w/ Queechy Lake Passes*
3 bedrooms, 4 beds
23–28 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in New Lebanon
Mountain View Getaway
4 bedrooms, 6 beds
26–31 Jul
5.0 out of 5 average rating, 12 reviews
Guest house in Canaan
Berkshires Retreat: Treetop Guest House + Gardens
2 bedrooms, 3 beds
5–10 Jul
5.0 out of 5 average rating, 6 reviews
Guest favourite
Townhouse in Hancock
Jiminy Peak Slopeside Getaway • Ski & Adventure
2 bedrooms, 3 beds
12–17 Jul
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Place to stay in New Lebanon
20 minutes to Tanglewood
1 bed
23–28 Aug
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Room in Pittsfield
Romantic King Room in Downtown Victorian
1 bed
12–17 Jul
4.94 out of 5 average rating, 47 reviews
Superhost
Cabin in Chatham
Camp Jack | Explorer A-Frame + Private Hot Tub
1 bedroom, 1 queen bed
15–20 Jul
5.0 out of 5 average rating, 4 reviews
Home in Richmond
Richmond Pond All Season Retreat
3 bedrooms, 4 beds
8–13 Sept
Guest favourite
Earthen home in Canaan
Secluded Retreat w/ Pool & Sauna on 100+ Acres
1 bedroom, 1 bed
23–28 Jul
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Pittsfield
Cantabile life in the Berkshires
3 bedrooms, 5 beds
6–11 Jul
4.95 out of 5 average rating, 214 reviews
Top guest favourite
Cabin in Sand Lake
"The Cabin" - Cozy & Rustic Home (Averill Park)
3 bedrooms, 4 beds
7–12 Jul
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Rooms in Pittsfield
Equestrian retreat
2 bedrooms, 2 queen beds
23–28 Aug
4.96 out of 5 average rating, 196 reviews
Top guest favourite
Cabin in East Nassau
Summer Mountain Retreat + Views, Fire Pit, Hot Tub
3 bedrooms, 3 beds
22–27 Aug
4.98 out of 5 average rating, 97 reviews