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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 24 – 29
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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 18 – 23
5.0 out of 5 average rating, 26 reviews
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Guest favorite
Cottage in Lanesborough
Wildlife Lakeside Cottage; views/wildlife
3 bedrooms, 4 beds, 2.5 baths
Nov 8 – 13
4.85 out of 5 average rating, 300 reviews
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Guest favorite
Home in Lanesborough
Historic Stone Church in The Berkshires
1 bedroom, 1 bed, 1.5 baths
Sep 20 – 25
4.96 out of 5 average rating, 90 reviews
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Cottage in Lanesborough
Lakefront Cottage | Private Dock, Kayaks & Firepit
2 bedrooms, 6 beds, 1 bath
Oct 25 – 30
4.79 out of 5 average rating, 14 reviews
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Top guest favorite
Home in Lanesborough
Berkshire Mountain House
4 bedrooms, 5 beds, 3 baths
Sep 17 – 22
5.0 out of 5 average rating, 43 reviews
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Home in Pittsfield
Cozy Lake Cottage
2 bedrooms, 2 beds, 1.5 baths
Sep 19 – 24
5.0 out of 5 average rating, 6 reviews
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Top guest favorite
Home in Lanesborough
Berkshire 6BR Estate • Pool, Hot Tub, Game Room
6 bedrooms, 9 beds, 3 baths
Sep 27 – Oct 2
4.97 out of 5 average rating, 58 reviews
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Guest suite in Lanesborough
1bed rm. skier’s bliss 2 miles only 1 rd to slopes
1 bedroom, 2 beds, 1 bath
Sep 17 – 22
4.79 out of 5 average rating, 103 reviews
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Guest favorite
Home in Lanesborough
Berkshire Beauty + 6 BR/38 Acres mins from Jiminy
6 bedrooms, 10 beds, 4.5 baths
Oct 19 – 24
4.96 out of 5 average rating, 111 reviews
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Top guest favorite
Home in Pittsfield
Marie’s Place unit 3
3 bedrooms, 3 beds, 1.5 baths
Sep 17 – 22
4.97 out of 5 average rating, 78 reviews
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Home in Lanesborough
Berkshires Home-Near Williams College
3 bedrooms, 3 beds, 2.5 baths
Sep 22 – 27
5.0 out of 5 average rating, 31 reviews
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Home in Pittsfield
Berkshire Lakefront Home W/Pool-100%Renovated
6 bedrooms, 10 beds, 4.5 baths
Sep 26 – Oct 1
4.98 out of 5 average rating, 85 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 18 – 23
4.97 out of 5 average rating, 79 reviews
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Guest favorite
Home in Lanesborough
Lake, Berkshire Fave, Hot Tub, Lg Open LR, Family
4 bedrooms, 10 beds, 2 baths
Nov 20 – 25
4.97 out of 5 average rating, 74 reviews
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Home in Lanesborough
New built - Split level house in the Berkshires
3 bedrooms, 5 beds, 3 baths
Sep 18 – 23
5.0 out of 5 average rating, 4 reviews
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Top guest favorite
Apartment in Pittsfield
Marie's Place, Unit 1
3 bedrooms, 3 beds, 1 bath
Sep 17 – 22
4.97 out of 5 average rating, 130 reviews
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Apartment in Pittsfield
Marie's Place
2 bedrooms, 2 queen beds, 1 bath
Sep 27 – Oct 2
4.92 out of 5 average rating, 329 reviews
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Top guest favorite
Home in Pittsfield
Spacious 4 Br+ house in the heart of Berkshires
5 bedrooms, 5 beds, 2 baths
Oct 13 – 18
4.95 out of 5 average rating, 75 reviews