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Search results; Over 1,000 homes in Lanesborough

Guest favourite
Cottage in Lanesborough
Wildlife Lakeside Cottage; views/wildlife
3 bedrooms, 4 beds, 2.5 private bathrooms
9–14 Aug
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4.85 out of 5 average rating, 295 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, 23 reviews
Top guest favourite
Home in Lanesborough
Historic Stone Church in The Berkshires
1 bedroom, 1 bed
5–10 Jul
4.98 out of 5 average rating, 81 reviews
Guest favourite
Cottage in Lanesborough
The Grove Lakehouse
2 bedrooms, 6 beds
27 Jul – 1 Aug
4.86 out of 5 average rating, 7 reviews
Home in Pittsfield
Cozy Berkshire Lakeside Retreat | Deck + Fire Pit
2 bedrooms, 2 beds
6–11 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Lanesborough
Berkshire Mountain House
4 bedrooms, 5 beds
11–16 Sept
5.0 out of 5 average rating, 39 reviews
Guest favourite
Home in Lanesborough
Cozy Cottage in Berkshires: Minutes to Jiminy Peak
4 bedrooms, 5 beds
16–21 Aug
4.97 out of 5 average rating, 77 reviews
Guest favourite
Home in Lanesborough
Berkshires Home-Near Williams College
3 bedrooms, 3 beds
25–30 Jul
5.0 out of 5 average rating, 23 reviews
Guest favourite
Home in Pittsfield
A Ray of Sunshine-Lakefront-New Construction- ski
5 bedrooms
26–31 Jul
5.0 out of 5 average rating, 35 reviews
Guest favourite
Home in Pittsfield
Berkshire Getaway Ranch 3 acres + saltwater pool
2 bedrooms, 3 beds
6–11 Jul
4.92 out of 5 average rating, 104 reviews
Top guest favourite
Home in Lanesborough
The Pond House
3 bedrooms, 4 beds
9–14 Dec
4.96 out of 5 average rating, 49 reviews
Top guest favourite
Home in Lanesborough
Tranquil mid-century modern Berkshires retreat
3 bedrooms, 4 beds
23–28 Aug
4.99 out of 5 average rating, 132 reviews
Top guest favourite
Home in Hancock
Family Lodge at Jiminy Peak - Pools & Adventure
4 bedrooms, 9 beds
11–16 Jul
4.96 out of 5 average rating, 50 reviews
Top guest favourite
Flat in Pittsfield
Marie's Place, Unit 1
3 bedrooms, 3 beds
5–10 Jul
4.97 out of 5 average rating, 115 reviews
Home in Lanesborough
New built - Split level house in the Berkshires
3 bedrooms, 5 beds
7–12 Jul
Top guest favourite
Home in Lanesborough
Lake, Berkshire Fave, Hot Tub, Lg Open LR, Family
4 bedrooms, 10 beds
24–29 Aug
4.99 out of 5 average rating, 71 reviews
Top guest favourite
Home in Lanesborough
Mountain Blossom Retreat by Evergreen Home
3 bedrooms, 4 beds
6–11 Sept
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Home in Pittsfield
Solomon Ely Homestead set in walkable downtown
4 bedrooms, 4 beds
8–13 Jul
5.0 out of 5 average rating, 41 reviews
Top guest favourite
Home in Pittsfield
Lakefront home in the heart of the Berkshires
4 bedrooms, 6 beds
13–18 Sept
4.93 out of 5 average rating, 46 reviews