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Search results; Over 1,000 homes in New Lebanon

Top guest favourite
Home in New Lebanon
Berkshire Mountain home views, pool, Queechy Lake
4 bedrooms, 9 beds, 4 private bathrooms
25–30 Aug
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4.99 out of 5 average rating, 70 reviews
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
Loft Space above Brewery
5.0 out of 5 average rating, 30 reviews, 1 bedroom, 3 beds, 1 bathroom
13–18 Sept
Top guest favourite
Home in New Lebanon
The old sawmill from 1771
4.99 out of 5 average rating, 383 reviews, 1 bedroom, 2 beds, 2 bathrooms
5–10 Sept
Top guest favourite
Cottage in New Lebanon
The Writer's Cottage
4.94 out of 5 average rating, 214 reviews, 2 bedrooms, 2 beds, 1 bathroom
5–10 Sept
Home in New Lebanon
Above the Clouds Mountain Retreat
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 4 bathrooms
31 Aug – 5 Sept
Guest favourite
Farm stay in New Lebanon
NEW RENO - Chalet-style farm loft near Tanglewood
4.91 out of 5 average rating, 68 reviews, 1 bedroom, 3 beds, 1 bathroom
3–8 Aug
Top guest favourite
Home in New Lebanon
Mountain View Getaway
5.0 out of 5 average rating, 15 reviews, 4 bedrooms, 6 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Place to stay in New Lebanon
20 minutes to Tanglewood
5.0 out of 5 average rating, 37 reviews, 1 bed, No bathroom
23–28 Aug
Guest favourite
Guest house in Canaan
Berkshires Retreat: Treetop Guest House + Gardens
5.0 out of 5 average rating, 9 reviews, 2 bedrooms, 3 beds, 1 bathroom
2–7 Aug
Top guest favourite
Home in New Lebanon
Modernized 1860s Getaway w/ Queechy Lake Passes*
5.0 out of 5 average rating, 19 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
26–31 Aug
Top guest favourite
Cabin in Canaan
Newly Renovated Cabin in the Country
4.97 out of 5 average rating, 189 reviews, 3 bedrooms, 3 beds, 1 bathroom
23–28 Aug
Guest favourite
Townhouse in Hancock
Jiminy Peak Slopeside Getaway • Ski & Adventure
5.0 out of 5 average rating, 12 reviews, 2 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Cabin in East Chatham
The Cabin at Whispering Pines - on 34 acres
4.98 out of 5 average rating, 52 reviews, 2 bedrooms, 2 beds, 1 bathroom
14–19 Sept
Home in New Lebanon
Spring Hill Cottage in New Lebanon
New place to stay, 2 bedrooms, 3 beds, 1.5 bathrooms
9–14 Aug
Flat in Lenox
1BR Apt, private entry, kitchenette & fridge
New place to stay, 1 bedroom, 4 beds, 1 bathroom
2–7 Aug
Top guest favourite
Home in Pittsfield
Solomon Ely Homestead set in walkable downtown
5.0 out of 5 average rating, 42 reviews, 4 bedrooms, 4 beds, 1.5 bathrooms
24–29 Aug
Home in Pittsfield
Four Seasons Retreat
4.76 out of 5 average rating, 34 reviews, 3 bedrooms, 6 beds, 2 bathrooms
29 Aug – 3 Sept
Guest favourite
Home in Pittsfield
Cantabile life in the Berkshires
4.95 out of 5 average rating, 221 reviews, 3 bedrooms, 5 beds, 2 bathrooms
9–14 Aug