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Search results; Over 1,000 homes in Lanesborough

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Top guest favourite
Home in Lanesborough
Lakefront Home on Ponstoosuc Lake, The Berkshires
3 bedrooms, 4 beds, 2.5 private bathrooms
17–22 Sept
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5.0 out of 5 average rating, 26 reviews
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Guest favourite
Home in Lanesborough
Berkshire Beauty + 6 BR/38 Acres mins from Jiminy
6 bedrooms, 10 beds, 4.5 bathrooms
19–24 Oct
4.96 out of 5 average rating, 111 reviews
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Cottage in Lanesborough
Lakefront Cottage | Private Dock, Kayaks & Firepit
2 bedrooms, 6 beds, 1 bathroom
25–30 Oct
4.79 out of 5 average rating, 14 reviews
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Guest favourite
Home in Lanesborough
Historic Stone Church in The Berkshires
1 bedroom, 1 bed, 1.5 bathrooms
20–25 Sept
4.96 out of 5 average rating, 90 reviews
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Superhost
Guest suite in Lanesborough
1bed rm. skier’s bliss 2 miles only 1 rd to slopes
1 bedroom, 2 beds, 1 bathroom
17–22 Sept
4.79 out of 5 average rating, 103 reviews
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Guest favourite
Cottage in Lanesborough
Wildlife Lakeside Cottage; views/wildlife
3 bedrooms, 4 beds, 2.5 bathrooms
8–13 Nov
4.85 out of 5 average rating, 300 reviews
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Top guest favourite
Home in Pittsfield
Cozy Lake Cottage
2 bedrooms, 2 beds, 1.5 bathrooms
19–24 Sept
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Home in Pittsfield
Berkshire Lakefront Home W/Pool-100%Renovated
6 bedrooms, 10 beds, 4.5 bathrooms
26 Sept – 1 Oct
4.98 out of 5 average rating, 85 reviews
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Guest favourite
Home in Lanesborough
Elmwood Farmhouse
4 bedrooms, 7 beds, 2.5 bathrooms
23–28 Sept
4.9 out of 5 average rating, 124 reviews
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Guest favourite
Home in Lanesborough
Cozy Cottage in Berkshires: Minutes to Jiminy Peak
4 bedrooms, 5 beds, 1.5 bathrooms
17–22 Sept
4.97 out of 5 average rating, 79 reviews
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Guest favourite
Cottage in Pittsfield
Lake Views & Dock Access - Pittsfield Cottage!
4 bedrooms, 6 beds, 1.5 bathrooms
17–22 Sept
5.0 out of 5 average rating, 9 reviews
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Top guest favourite
Home in Lanesborough
Berkshire Mountain House
4 bedrooms, 5 beds, 3 bathrooms
17–22 Sept
5.0 out of 5 average rating, 43 reviews
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Top guest favourite
Home in Lanesborough
Berkshires Home-Near Williams College
3 bedrooms, 3 beds, 2.5 bathrooms
22–27 Sept
5.0 out of 5 average rating, 31 reviews
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Top guest favourite
Home in Pittsfield
Lakefront home in the heart of the Berkshires
4 bedrooms, 6 beds, 4 bathrooms
20–25 Sept
4.94 out of 5 average rating, 47 reviews
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Guest favourite
Home in Lanesborough
Lake, Berkshire Fave, Hot Tub, Lg Open LR, Family
4 bedrooms, 10 beds, 2 bathrooms
20–25 Nov
4.97 out of 5 average rating, 74 reviews
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Guest favourite
Cabin in Pittsfield
Summer Cottage in the Berkshires
2 bedrooms, 2 beds, 1 bathroom
1–6 Nov
4.92 out of 5 average rating, 114 reviews
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Top guest favourite
Farm stay in Dalton
Gorgeous Working Farm in the Berkshires
5 bedrooms, 9 beds, 3 bathrooms
14–19 Oct
5.0 out of 5 average rating, 20 reviews
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Guest favourite
Home in Lanesborough
Mountain Blossom Retreat by Evergreen Home
3 bedrooms, 4 beds, 3.5 bathrooms
21–26 Sept
4.98 out of 5 average rating, 43 reviews
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Superhost
Home in Cheshire
19th c. Barn in The Berkshires
3 bedrooms, 6 beds, 2 bathrooms
27 Sept – 2 Oct
4.85 out of 5 average rating, 229 reviews