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Search results; Over 1,000 homes in New Lebanon

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Top guest favourite
Home in New Lebanon
The old sawmill from 1771
1 bedroom, 2 beds, 2 private bathrooms
8–13 Oct
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4.99 out of 5 average rating, 387 reviews
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Cottage in New Lebanon
The Writer's Cottage
2 bedrooms, 2 beds, 1 bathroom
28 Oct – 2 Nov
4.94 out of 5 average rating, 216 reviews
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Flat in New Lebanon
Sunny Duplex at the old boarding house
2 bedrooms, 4 beds, 1 bathroom
16–21 Sept
4.96 out of 5 average rating, 140 reviews
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Flat in New Lebanon
Airy apartment at the old boarding house
2 bedrooms, 3 beds, 1 bathroom
16–21 Sept
4.97 out of 5 average rating, 124 reviews
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Top guest favourite
Flat in New Lebanon
Loft Space above Brewery
1 bedroom, 3 beds, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 35 reviews
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Top guest favourite
Place to stay in New Lebanon
20 minutes to Tanglewood
1 bed, No bathroom
20–25 Sept
5.0 out of 5 average rating, 37 reviews
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Top guest favourite
Home in New Lebanon
Modernized 1860s Getaway w/ Queechy Lake Passes*
3 bedrooms, 4 beds, 2.5 bathrooms
24–29 Sept
5.0 out of 5 average rating, 27 reviews
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Top guest favourite
Home in New Lebanon
Above the Clouds Mountain Retreat
3 bedrooms, 3 beds, 4 bathrooms
19–24 Oct
5.0 out of 5 average rating, 10 reviews
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Home in New Lebanon
Mountain View Getaway
4 bedrooms, 6 beds, 2 bathrooms
1–6 Apr
5.0 out of 5 average rating, 19 reviews
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Guest favourite
Home in New Lebanon
Berkshire Mountain home views, pool, Queechy Lake
4 bedrooms, 9 beds, 4 bathrooms
16–21 Sept
4.99 out of 5 average rating, 72 reviews
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Top guest favourite
Home in New Lebanon
Spring Hill Cottage in New Lebanon
2 bedrooms, 3 beds, 1.5 bathrooms
16–21 Sept
5.0 out of 5 average rating, 7 reviews
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Flat in New Lebanon
Spring Hill Cottage 3rd Bedroom in New Lebanon
1 bedroom, 1 queen bed, 1 bathroom
1–6 Feb
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Guest favourite
Guest house in Canaan
Berkshires Retreat: Treetop Guest House + Gardens
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.94 out of 5 average rating, 16 reviews
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Home in Canaan
Relax and Rejuvenate at Fox Hollow Cottage
3 bedrooms, 4 beds, 2 bathrooms
18–23 Sept
5.0 out of 5 average rating, 10 reviews
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Cabin in East Nassau
Fall Foliage Luxury Cabin & View Autumn Adventures
3 bedrooms, 3 beds, 2 bathrooms
4–9 Oct
4.97 out of 5 average rating, 109 reviews
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Flat in Pittsfield
Marie's Place
2 bedrooms, 2 queen beds, 1 bathroom
27 Sept – 2 Oct
4.92 out of 5 average rating, 329 reviews
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Rooms in Pittsfield
Equestrian retreat
2 bedrooms, 2 queen beds, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 207 reviews
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Guest favourite
Home in Pittsfield
Cantabile life in the Berkshires
3 bedrooms, 5 beds, 2 bathrooms
27 Sept – 2 Oct
4.95 out of 5 average rating, 237 reviews
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Flat in Pittsfield
Mid-Berkshires
2 bedrooms, 2 queen beds, 1 bathroom
16–21 Sept
5.0 out of 5 average rating, 4 reviews