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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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4.96 out of 5 average rating, 271 reviews
Top guest favourite
Flat in New Lebanon
Airy apartment at the old boarding house
2 bedrooms, 3 beds, 1 bathroom
28 Aug – 2 Sept
4.97 out of 5 average rating, 117 reviews
Top guest favourite
Flat in New Lebanon
Loft Space above Brewery
1 bedroom, 3 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Home in New Lebanon
The old sawmill from 1771
1 bedroom, 2 beds, 2 bathrooms
5–10 Sept
4.99 out of 5 average rating, 383 reviews
Home in New Lebanon
Above the Clouds Mountain Retreat
3 bedrooms, 3 beds, 4 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Cottage in New Lebanon
The Writer's Cottage
2 bedrooms, 2 beds, 1 bathroom
5–10 Sept
4.94 out of 5 average rating, 214 reviews
Top guest favourite
Home in New Lebanon
Mountain View Getaway
4 bedrooms, 6 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 15 reviews
Guest favourite
Farm stay in New Lebanon
NEW RENO - Chalet-style farm loft near Tanglewood
1 bedroom, 3 beds, 1 bathroom
1–6 Aug
4.91 out of 5 average rating, 68 reviews
Top guest favourite
Place to stay in New Lebanon
20 minutes to Tanglewood
1 bed, No bathroom
23–28 Aug
5.0 out of 5 average rating, 37 reviews
Guest favourite
Guest house in Canaan
Berkshires Retreat: Treetop Guest House + Gardens
2 bedrooms, 3 beds, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in New Lebanon
Modernized 1860s Getaway w/ Queechy Lake Passes*
3 bedrooms, 4 beds, 2.5 bathrooms
26–31 Aug
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Cabin in Canaan
Newly Renovated Cabin in the Country
3 bedrooms, 3 beds, 1 bathroom
23–28 Aug
4.97 out of 5 average rating, 189 reviews
Top guest favourite
Home in Lee
Berkshire Mountain retreat with Urban eco-luxuries
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.99 out of 5 average rating, 311 reviews
Guest favourite
Home in Pittsfield
Cantabile life in the Berkshires
3 bedrooms, 5 beds, 2 bathrooms
9–14 Aug
4.95 out of 5 average rating, 221 reviews
Home in Pittsfield
Four Seasons Retreat
3 bedrooms, 6 beds, 2 bathrooms
29 Aug – 3 Sept
4.76 out of 5 average rating, 34 reviews
Guest favourite
Cabin in East Nassau
The Kinderhook Cabin on the Kinderhook creek.
3 bedrooms, 4 beds, 1 bathroom
31 Aug – 5 Sept
4.94 out of 5 average rating, 51 reviews
Top guest favourite
Cabin in East Chatham
The Cabin at Whispering Pines - on 34 acres
2 bedrooms, 2 beds, 1 bathroom
14–19 Sept
4.98 out of 5 average rating, 51 reviews
Top guest favourite
Home in Pittsfield
Solomon Ely Homestead set in walkable downtown
4 bedrooms, 4 beds, 1.5 bathrooms
24–29 Aug
5.0 out of 5 average rating, 42 reviews
Home in Lenox
7 Minute Walk to Tanglewood from New 2BR Home
2 bedrooms, 2 queen beds, 1.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 3 reviews