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Search results; Over 1,000 homes in Lanesborough

Guest favourite
Cottage in Lanesborough
Stone School Cottage
2 bedrooms, 4 beds, 1 private bathroom
28 Aug – 2 Sept
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4.93 out of 5 average rating, 261 reviews
Top guest favourite
Home in Lanesborough
Lakefront Home on Ponstoosuc Lake, The Berkshires
3 bedrooms, 4 beds
8–13 Sept
5.0 out of 5 average rating, 25 reviews
Guest favourite
Guest suite in Lanesborough
1bed rm. skier’s bliss 2 miles only 1 rd to slopes
1 bedroom, 2 beds
16–21 Aug
4.81 out of 5 average rating, 95 reviews
Top guest favourite
Home in Lanesborough
Historic Stone Church in The Berkshires
1 bedroom, 1 bed
23–28 Aug
4.98 out of 5 average rating, 86 reviews
Guest favourite
Cottage in Lanesborough
Wildlife Lakeside Cottage; views/wildlife
3 bedrooms, 4 beds
5–10 Oct
4.85 out of 5 average rating, 297 reviews
Top guest favourite
Home in Lanesborough
The Pond House
3 bedrooms, 4 beds
20–25 Nov
4.96 out of 5 average rating, 53 reviews
Guest favourite
Cottage in Lanesborough
Lakefront Cottage w/ Dock & Kayaks
2 bedrooms, 6 beds
14–19 Sept
4.9 out of 5 average rating, 10 reviews
Top guest favourite
Home in Lanesborough
Berkshire Mountain House
4 bedrooms, 5 beds
16–21 Sept
5.0 out of 5 average rating, 41 reviews
Top guest favourite
Home in Lanesborough
Mountain Blossom Retreat by Evergreen Home
3 bedrooms, 4 beds
28 Aug – 2 Sept
5.0 out of 5 average rating, 40 reviews
Guest favourite
Home in Pittsfield
The Guest House at Cottage Farm
3 bedrooms, 4 beds
24–29 Aug
4.95 out of 5 average rating, 38 reviews
Top guest favourite
Home in Pittsfield
Marie’s Place unit 3
3 bedrooms, 3 beds
23–28 Aug
4.97 out of 5 average rating, 70 reviews
Home in Pittsfield
Lake House Onota Lake
3 bedrooms, 6 beds
1–6 Sept
Guest favourite
Home in Lanesborough
Berkshires Home-Near Williams College
3 bedrooms, 3 beds
19–24 Aug
5.0 out of 5 average rating, 27 reviews
Home in Stephentown
Ioka Valley Farm's Little Farm House
3 bedrooms, 4 beds
10–15 Aug
New place to stay
Guest favourite
Home in Pittsfield
Cantabile life in the Berkshires
3 bedrooms, 5 beds
23–28 Aug
4.96 out of 5 average rating, 227 reviews
Top guest favourite
Home in Lanesborough
Mountain Serenity 20 Acres, Hot Tub, Jiminy<10min
4 bedrooms, 5 beds
2–7 Sept
5.0 out of 5 average rating, 39 reviews
Guest favourite
Flat in Pittsfield
Marie's Place, Unit 1
3 bedrooms, 3 beds
23–28 Aug
4.97 out of 5 average rating, 124 reviews
Guest favourite
Home in Lanesborough
Berkshire Beauty + 6 BR/38 Acres mins from Jiminy
6 bedrooms, 10 beds
1–6 Sept
4.96 out of 5 average rating, 111 reviews
Top guest favourite
Home in Pittsfield
Solomon Ely Homestead set in walkable downtown
4 bedrooms, 4 beds
8–13 Sept
5.0 out of 5 average rating, 43 reviews