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Search results; Over 1,000 homes in Lanesborough

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, 122 reviews
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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, 25 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
Aug 30 – Sep 4
4.79 out of 5 average rating, 97 reviews
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Home in Lanesborough
Historic Stone Church in The Berkshires
1 bedroom, 1 bed, 1.5 baths
Aug 23 – 28
4.98 out of 5 average rating, 87 reviews
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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, 298 reviews
Top guest favorite
Home in Lanesborough
Berkshires Home-Near Williams College
3 bedrooms, 3 beds, 2.5 baths
Aug 28 – Sep 2
5.0 out of 5 average rating, 30 reviews
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Apartment in Pittsfield
Marie's Place
2 bedrooms, 2 queen beds, 1 bath
Aug 23 – 28
4.92 out of 5 average rating, 324 reviews
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Home in Pittsfield
Marie’s Place unit 3
3 bedrooms, 3 beds, 1.5 baths
Aug 23 – 28
4.97 out of 5 average rating, 72 reviews
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Home in Lanesborough
The Pond House
3 bedrooms, 4 beds, 1 bath
Nov 20 – 25
4.96 out of 5 average rating, 54 reviews
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Home in Lanesborough
Cozy Cottage in Berkshires: Minutes to Jiminy Peak
4 bedrooms, 5 beds, 1.5 baths
Aug 24 – 29
4.97 out of 5 average rating, 77 reviews
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Home in Lanesborough
Mountain Serenity 20 Acres, Hot Tub, Jiminy<10min
4 bedrooms, 5 beds, 2 baths
Sep 2 – 7
5.0 out of 5 average rating, 39 reviews
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Home in Lanesborough
Mountain Blossom Retreat by Evergreen Home
3 bedrooms, 4 beds, 3.5 baths
Aug 28 – Sep 2
5.0 out of 5 average rating, 40 reviews
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Home in Lanesborough
Berkshire Mountain House
4 bedrooms, 5 beds, 3 baths
Sep 16 – 21
5.0 out of 5 average rating, 41 reviews
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Home in Pittsfield
The Guest House at Cottage Farm
3 bedrooms, 4 beds, 3 baths
Aug 30 – Sep 4
4.95 out of 5 average rating, 38 reviews
Home in Pittsfield
Lake House Onota Lake
3 bedrooms, 6 beds, 2 baths
Sep 1 – 6
Superhost
Room in Pittsfield
Charming Turret Room in Downtown Victorian
2 beds, 2 baths
Aug 20 – 25
4.71 out of 5 average rating, 21 reviews
Guest favorite
Home in Pittsfield
Cantabile life in the Berkshires
3 bedrooms, 5 beds, 2 baths
Sep 11 – 16
4.96 out of 5 average rating, 228 reviews
Top guest favorite
Guest suite in Pittsfield
Newly Renovated Red Door Annex
1 bedroom, 1 queen bed, 1 bath
Sep 12 – 17
4.92 out of 5 average rating, 138 reviews
Guest favorite
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