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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
Aug 16 – 21
4.8 out of 5 average rating, 96 reviews
Top guest favorite
Home in Lanesborough
Historic Stone Church in The Berkshires
1 bedroom, 1 bed
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
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
Oct 5 – 10
4.85 out of 5 average rating, 297 reviews
Guest favorite
Home in Pittsfield
The Guest House at Cottage Farm
3 bedrooms, 4 beds
Aug 24 – 29
4.95 out of 5 average rating, 38 reviews
Guest favorite
Home in Lanesborough
Berkshires Home-Near Williams College
3 bedrooms, 3 beds
Aug 19 – 24
5.0 out of 5 average rating, 29 reviews
Top guest favorite
Home in Pittsfield
Marie’s Place unit 3
3 bedrooms, 3 beds
Aug 23 – 28
4.97 out of 5 average rating, 71 reviews
Guest favorite
Room in Pittsfield
Cute Room with Bay Window in Downtown Victorian
2 beds
Aug 30 – Sep 4
4.86 out of 5 average rating, 28 reviews
Guest favorite
Cottage in Lanesborough
Lakefront Cottage w/ Dock & Kayaks
2 bedrooms, 6 beds
Sep 14 – 19
4.73 out of 5 average rating, 11 reviews
Top guest favorite
Home in Lanesborough
Mountain Blossom Retreat by Evergreen Home
3 bedrooms, 4 beds
Aug 28 – Sep 2
5.0 out of 5 average rating, 40 reviews
Guest favorite
Townhouse in Cheshire
4 Bedrooms first floor home.
4 bedrooms, 4 beds
Aug 21 – 26
5.0 out of 5 average rating, 7 reviews
Top guest favorite
Home in Lanesborough
Tranquil mid-century modern Berkshires retreat
3 bedrooms, 4 beds
Aug 23 – 28
4.99 out of 5 average rating, 133 reviews
Home in Pittsfield
3 Acres, Mtn Views, Hot Tub, Steps to Winery
3 bedrooms, 3 beds
Sep 9 – 14
New place to stay
Guest favorite
Resort in Hancock
Country Inn Suite at Jiminy Peak - No fees added
1 bedroom, 2 beds
Aug 15 – 20
4.73 out of 5 average rating, 273 reviews
Home in Stephentown
Ioka Valley Farm's Little Farm House
3 bedrooms, 4 beds
Aug 12 – 17
New place to stay
Guest favorite
Home in Pittsfield
Berkshire Getaway Ranch 3 acres + saltwater pool
2 bedrooms, 3 beds
Aug 22 – 27
4.92 out of 5 average rating, 106 reviews
Guest favorite
Guest suite in Hancock
Cozy apartment near Jiminy Peak
2 bedrooms, 3 beds
Sep 8 – 13
4.81 out of 5 average rating, 209 reviews
Top guest favorite
Home in Lanesborough
The Pond House
3 bedrooms, 4 beds
Nov 20 – 25
4.96 out of 5 average rating, 53 reviews