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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 1 – 6
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4.9 out of 5 average rating, 122 reviews
Guest favorite
Guest suite in Lanesborough
1bed rm. skier’s bliss 2 miles only 1 rd to slopes
1 bedroom, 2 beds, 1 bath
Aug 16 – 21
4.81 out of 5 average rating, 95 reviews
Top guest favorite
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, 86 reviews
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, 25 reviews
Guest favorite
Cottage in Lanesborough
Wildlife Lakeside Cottage; views/wildlife
3 bedrooms, 4 beds, 2.5 baths
Oct 5 – 10
4.85 out of 5 average rating, 297 reviews
Guest favorite
Townhouse in Cheshire
4 Bedrooms first floor home.
4 bedrooms, 4 beds, 1.5 baths
Aug 21 – 26
5.0 out of 5 average rating, 7 reviews
Guest favorite
Home in Lanesborough
Berkshires Home-Near Williams College
3 bedrooms, 3 beds, 2.5 baths
Aug 19 – 24
5.0 out of 5 average rating, 27 reviews
Guest favorite
Townhouse in Hancock
Beautiful Jiminy Peak Townhome Family Friendly
3 bedrooms, 5 beds, 2 baths
Aug 23 – 28
4.83 out of 5 average rating, 106 reviews
Top guest favorite
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
Top guest favorite
Home in Pittsfield
Lakefront home in the heart of the Berkshires
4 bedrooms, 6 beds, 4 baths
Sep 13 – 18
4.94 out of 5 average rating, 47 reviews
Top guest favorite
Farm stay in Dalton
Gorgeous Working Farm in the Berkshires
5 bedrooms, 9 beds, 3 baths
Aug 31 – Sep 5
5.0 out of 5 average rating, 18 reviews
Guest favorite
Cottage in Lanesborough
Stone School Cottage
2 bedrooms, 4 beds, 1 bath
Aug 28 – Sep 2
4.93 out of 5 average rating, 261 reviews
Guest favorite
Townhouse in Hancock
Jiminy Peak Slopeside Getaway • Ski & Adventure
2 bedrooms, 3 beds, 2 baths
Aug 30 – Sep 4
5.0 out of 5 average rating, 14 reviews
Top guest favorite
Home in Cheshire
Berkshires Lakefront Retreat by Evergreen Home
4 bedrooms, 4 beds, 2.5 baths
Sep 7 – 12
4.96 out of 5 average rating, 57 reviews
Top guest favorite
Home in Pittsfield
Entire Historic Farmhouse, 5 BR
5 bedrooms, 5 beds, 2 baths
Sep 9 – 14
5.0 out of 5 average rating, 24 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
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
Top guest favorite
Guest suite in Pittsfield
Newly Renovated Red Door Annex
1 bedroom, 1 queen bed, 1 bath
Sep 7 – 12
4.92 out of 5 average rating, 135 reviews
Guest favorite
Cottage in Pittsfield
Charming Lakeview Cottage in the Berkshires
1 bedroom, 2 beds, 1 bath
Sep 9 – 14
5.0 out of 5 average rating, 13 reviews