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Search results; Over 1,000 homes in New Lebanon

Top guest favourite
Flat in New Lebanon
Airy apartment at the old boarding house
2 bedrooms, 3 beds, 1 bathroom
12–17 Sept
4.97 out of 5 average rating, 124 reviews
Top guest favourite
Flat in New Lebanon
Folk Art Studio: 1-bedroom near the Berkshires
1 bedroom, 2 beds, 1 bathroom
12–17 Sept
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Flat in New Lebanon
Sunny Duplex at the old boarding house
2 bedrooms, 4 beds, 1 bathroom
12–17 Sept
4.96 out of 5 average rating, 140 reviews
Top guest favourite
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
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
Top guest favourite
Home in New Lebanon
Modernized 1860s Getaway w/ Queechy Lake Passes*
3 bedrooms, 4 beds, 2.5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 27 reviews
Flat in New Lebanon
Spring Hill Cottage 3rd Bedroom in New Lebanon
1 bedroom, 1 queen bed, 1 bathroom
1–6 Feb
Top guest favourite
Home in New Lebanon
Above the Clouds Mountain Retreat
3 bedrooms, 3 beds, 4 bathrooms
25–30 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Canaan
Secluded Mountain and Lake View in Canaan, NY
3 bedrooms, 3 beds, 3.5 bathrooms
28 Sept – 3 Oct
4.95 out of 5 average rating, 44 reviews
Top guest favourite
Home in Canaan
Crossings Cottage
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
4.97 out of 5 average rating, 90 reviews
Top guest favourite
Place to stay in Canaan
Serene Berkshire Room with breakfast
1 bedroom, 1 queen bed, 1 bathroom
11–16 Oct
4.94 out of 5 average rating, 105 reviews
Guest favourite
Home in East Nassau
Four season mountain retreat with hot tub!
4 bedrooms, 5 beds, 2.5 bathrooms
19–24 Sept
4.92 out of 5 average rating, 24 reviews
Guest favourite
Guest house in Canaan
Berkshires Retreat: Treetop Guest House + Gardens
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.94 out of 5 average rating, 16 reviews
Top guest favourite
Cabin in East Nassau
Fall Foliage Luxury Cabin & View Autumn Adventures
3 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
4.97 out of 5 average rating, 108 reviews
Top guest favourite
Home in Canaan
Cozy modern Berkshire home with sauna & fire pit
3 bedrooms, 3 beds, 3 bathrooms
19–24 Oct
4.97 out of 5 average rating, 63 reviews
Top guest favourite
Cabin in East Nassau
Into the Woods- Berkshire Cabin Retreat!
3 bedrooms, 6 beds, 2 bathrooms
15–20 Sept
5.0 out of 5 average rating, 61 reviews
Guest favourite
Home in New Lebanon
Berkshire Mountain home views, pool, Queechy Lake
4 bedrooms, 9 beds, 4 bathrooms
14–19 Sept
4.99 out of 5 average rating, 72 reviews
Guest favourite
Home in Pittsfield
Net Zero home with rustic Berkshire charm
3 bedrooms, 4 beds, 1 bathroom
28 Oct – 2 Nov
4.93 out of 5 average rating, 135 reviews