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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
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
New place to stay, 2 bedrooms, 2 beds, 1 bathroom
6–11 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
5–10 Jul
Top guest favourite
Home in Lanesborough
Berkshire Mountain House
5.0 out of 5 average rating, 38 reviews, 4 bedrooms, 5 beds, 3 bathrooms
11–16 Sept
Guest favourite
Home in Pittsfield
Berkshire Getaway Ranch 3 acres + saltwater pool
4.92 out of 5 average rating, 103 reviews, 2 bedrooms, 3 beds, 2 bathrooms
6–11 Jul
Top guest favourite
Home in Lanesborough
The Pond House
4.96 out of 5 average rating, 49 reviews, 3 bedrooms, 4 beds, 1 bathroom
9–14 Dec
Top guest favourite
Home in Lanesborough
Lake, Berkshire Fave, Hot Tub, Lg Open LR, Family
4.99 out of 5 average rating, 70 reviews, 4 bedrooms, 10 beds, 2 bathrooms
24–29 Aug
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
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
Guest favourite
Home in Lanesborough
Berkshires Home-Near Williams College
5.0 out of 5 average rating, 23 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
25–30 Jul
Top guest favourite
Cabin in Lanesborough
Glamping- the Berkshires Hike on site! Car charger
4.98 out of 5 average rating, 55 reviews, 3 bedrooms, 8 beds, 2 bathrooms
7–12 Jan
Top guest favourite
Home in Pittsfield
Solomon Ely Homestead set in walkable downtown
5.0 out of 5 average rating, 40 reviews, 4 bedrooms, 4 beds, 1.5 bathrooms
8–13 Jul
Home in Pittsfield
Four Seasons Retreat
4.75 out of 5 average rating, 32 reviews, 3 bedrooms, 6 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Farm stay in Dalton
Gorgeous Working Farm in the Berkshires
5.0 out of 5 average rating, 15 reviews, 5 bedrooms, 9 beds, 3 bathrooms
26–31 Oct
Home in Pittsfield
Berkshire Estate
4.8 out of 5 average rating, 15 reviews, 9 bedrooms, 10 beds, 4.5 bathrooms
15–20 Jul
Top guest favourite
Home in Lanesborough
Mountain Blossom Retreat by Evergreen Home
5.0 out of 5 average rating, 36 reviews, 3 bedrooms, 4 beds, 3.5 bathrooms
28 Aug – 2 Sept
Top guest favourite
Townhouse in Hancock
Serene+Stylish Mountain Retreat
5.0 out of 5 average rating, 38 reviews, 4 bedrooms, 5 beds, 3 bathrooms
24–29 Jul
Home in Pittsfield
Brady’s Croft | Berkshires Farmhouse Retreat
New place to stay, 5 bedrooms, 6 beds, 3 bathrooms
5–10 Jul