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Search results; Over 1,000 homes in Lanesborough

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Guest favorite
Home in Lanesborough
Elmwood Farmhouse
4 bedrooms, 7 beds, 2.5 private baths
Sep 22 – 27
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4.9 out of 5 average rating, 124 reviews
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Top guest favorite
Home in Lanesborough
Lakefront Home on Ponstoosuc Lake, The Berkshires
3 bedrooms, 4 beds, 2.5 baths
Sep 8 – 13
5.0 out of 5 average rating, 26 reviews
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Home in Pittsfield
Cozy Lake Cottage
2 bedrooms, 2 beds, 1.5 baths
Sep 6 – 11
New place to stay
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Guest favorite
Cottage in Lanesborough
Wildlife Lakeside Cottage; views/wildlife
3 bedrooms, 4 beds, 2.5 baths
Oct 31 – Nov 5
4.85 out of 5 average rating, 300 reviews
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Home in Lanesborough
Historic Stone Church in The Berkshires
1 bedroom, 1 bed, 1.5 baths
Sep 6 – 11
4.98 out of 5 average rating, 87 reviews
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Home in Lanesborough
Berkshire Beauty + 6 BR/38 Acres mins from Jiminy
6 bedrooms, 10 beds, 4.5 baths
Sep 1 – 6
4.96 out of 5 average rating, 111 reviews
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Guest favorite
Home in Lanesborough
Cozy Cottage in Berkshires: Minutes to Jiminy Peak
4 bedrooms, 5 beds, 1.5 baths
Sep 1 – 6
4.97 out of 5 average rating, 77 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 bath
Sep 6 – 11
4.8 out of 5 average rating, 98 reviews
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Home in Hancock
Family Lodge at Jiminy Peak - Pools & Adventure
4 bedrooms, 9 beds, 3 baths
Sep 1 – 6
4.95 out of 5 average rating, 57 reviews
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Home in Lanesborough
Berkshire Mountain House
4 bedrooms, 5 beds, 3 baths
Sep 14 – 19
5.0 out of 5 average rating, 42 reviews
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Guest favorite
Cottage in Lanesborough
Lakefront Cottage | Private Dock, Kayaks & Firepit
2 bedrooms, 6 beds, 1 bath
Sep 8 – 13
4.77 out of 5 average rating, 13 reviews
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Top guest favorite
Apartment in Pittsfield
Marie's Place, Unit 1
3 bedrooms, 3 beds, 1 bath
Sep 7 – 12
4.97 out of 5 average rating, 128 reviews
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Home in Lanesborough
Mountain Blossom Retreat by Evergreen Home
3 bedrooms, 4 beds, 3.5 baths
Sep 21 – 26
5.0 out of 5 average rating, 41 reviews
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Top guest favorite
Home in Pittsfield
Marie’s Place unit 3
3 bedrooms, 3 beds, 1.5 baths
Sep 6 – 11
4.97 out of 5 average rating, 74 reviews
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Home in Lanesborough
Berkshires Home-Near Williams College
3 bedrooms, 3 beds, 2.5 baths
Sep 7 – 12
5.0 out of 5 average rating, 30 reviews
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Top guest favorite
Home in Lanesborough
The Pond House
3 bedrooms, 4 beds, 1 bath
Nov 20 – 25
4.96 out of 5 average rating, 55 reviews
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Superhost
Apartment in Pittsfield
Marie's Place
2 bedrooms, 2 queen beds, 1 bath
Sep 6 – 11
4.92 out of 5 average rating, 327 reviews
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Apartment in Pittsfield
Mid-Berkshires
2 bedrooms, 2 queen beds, 1 bath
Sep 7 – 12
New place to stay
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Top guest favorite
Farm stay in Dalton
Gorgeous Working Farm in the Berkshires
5 bedrooms, 9 beds, 3 baths
Sep 1 – 6
5.0 out of 5 average rating, 19 reviews