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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
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
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
4.8 out of 5 average rating, 96 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
Home in Pittsfield
The Guest House at Cottage Farm
3 bedrooms, 4 beds, 3 baths
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, 2.5 baths
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, 1.5 baths
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, 3 baths
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, 1 bath
Sep 14 – 19
4.9 out of 5 average rating, 10 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
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
Home in Stephentown
Ioka Valley Farm's Little Farm House
3 bedrooms, 4 beds, 1 bath
Aug 12 – 17
New place to stay
Top guest favorite
Home in Lanesborough
Tranquil mid-century modern Berkshires retreat
3 bedrooms, 4 beds, 2.5 baths
Aug 23 – 28
4.99 out of 5 average rating, 133 reviews
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, 53 reviews
Guest favorite
Resort in Hancock
Country Inn Suite at Jiminy Peak - No fees added
1 bedroom, 2 beds, 1 bath
Aug 15 – 20
4.73 out of 5 average rating, 273 reviews
Guest favorite
Home in Pittsfield
Cantabile life in the Berkshires
3 bedrooms, 5 beds, 2 baths
Aug 23 – 28
4.96 out of 5 average rating, 228 reviews
Home in Pittsfield
3 Acres, Mtn Views, Hot Tub, Steps to Winery
3 bedrooms, 3 beds, 2 baths
Sep 9 – 14
New place to stay
Guest favorite
Guest suite in Hancock
Cozy apartment near Jiminy Peak
2 bedrooms, 3 beds, 1 bath
Sep 8 – 13
4.81 out of 5 average rating, 209 reviews