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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, 296 reviews
Top guest favourite
Home in Lanesborough
Lakefront Home on Ponstoosuc Lake, The Berkshires
5.0 out of 5 average rating, 23 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
8–13 Sept
Home in Pittsfield
Cozy Berkshire Lakeside Retreat | Deck + Fire Pit
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 2 beds, 1 bathroom
8–13 Jul
Guest favourite
Home in Pittsfield
A Ray of Sunshine-Lakefront-New Construction- ski
5.0 out of 5 average rating, 35 reviews, 5 bedrooms, 4.5 bathrooms
26–31 Jul
Top guest favourite
Home in Lanesborough
Historic Stone Church in The Berkshires
4.98 out of 5 average rating, 81 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
2–7 Aug
Top guest favourite
Home in Lanesborough
Berkshire Mountain House
5.0 out of 5 average rating, 39 reviews, 4 bedrooms, 5 beds, 3 bathrooms
11–16 Sept
Guest favourite
Home in Lanesborough
Elmwood Farmhouse
4.9 out of 5 average rating, 119 reviews, 4 bedrooms, 7 beds, 2.5 bathrooms
25–30 Aug
Guest favourite
Cottage in Lanesborough
The Grove Lakehouse
4.86 out of 5 average rating, 7 reviews, 2 bedrooms, 6 beds, 1 bathroom
27 Jul – 1 Aug
Guest favourite
Home in Lanesborough
Berkshires Home-Near Williams College
5.0 out of 5 average rating, 25 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
25–30 Jul
Home in Lanesborough
Casa Demeo, Private Berkshire Retreat
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 3 beds, 3 bathrooms
27 Jul – 1 Aug
Guest favourite
Home in Lanesborough
Cozy Cottage in Berkshires: Minutes to Jiminy Peak
4.97 out of 5 average rating, 77 reviews, 4 bedrooms, 5 beds, 1.5 bathrooms
16–21 Aug
Guest favourite
Townhouse in Hancock
Jiminy Peak Slopeside Getaway • Ski & Adventure
5.0 out of 5 average rating, 11 reviews, 2 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
Top guest favourite
Home in Lanesborough
Lake, Berkshire Fave, Hot Tub, Lg Open LR, Family
4.99 out of 5 average rating, 72 reviews, 4 bedrooms, 10 beds, 2 bathrooms
24–29 Aug
Guest favourite
Home in Pittsfield
Beautiful Lake-view Getaway!
4.97 out of 5 average rating, 67 reviews, 2 bedrooms, 2 beds, 1 bathroom
5–10 Nov
Top guest favourite
Home in Pittsfield
Solomon Ely Homestead set in walkable downtown
5.0 out of 5 average rating, 41 reviews, 4 bedrooms, 4 beds, 1.5 bathrooms
8–13 Jul
Guest favourite
Cottage in Lanesborough
Stone School Cottage
4.93 out of 5 average rating, 258 reviews, 2 bedrooms, 4 beds, 1 bathroom
12–17 Jul
Guest favourite
Home in Pittsfield
Berkshire Getaway Ranch 3 acres + saltwater pool
4.92 out of 5 average rating, 104 reviews, 2 bedrooms, 3 beds, 2 bathrooms
18–23 Jul
Top guest favourite
Home in Lanesborough
Tranquil mid-century modern Berkshires retreat
4.99 out of 5 average rating, 132 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
23–28 Aug
Top guest favourite
Home in Lanesborough
The Pond House
4.96 out of 5 average rating, 50 reviews, 3 bedrooms, 4 beds, 1 bathroom
9–14 Dec