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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
31 Oct – 5 Nov
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4.85 out of 5 average rating, 300 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, 26 reviews
Top guest favourite
Home in Lanesborough
Berkshire Mountain House
4 bedrooms, 5 beds
14–19 Sept
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Home in Lanesborough
The Pond House
3 bedrooms, 4 beds
20–25 Nov
4.96 out of 5 average rating, 55 reviews
Home in Pittsfield
Cozy Lake Cottage
2 bedrooms, 2 beds
7–12 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Lanesborough
Elmwood Farmhouse
4 bedrooms, 7 beds
22–27 Sept
4.9 out of 5 average rating, 124 reviews
Top guest favourite
Home in Lanesborough
Berkshires Home-Near Williams College
3 bedrooms, 3 beds
8–13 Sept
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Home in Pittsfield
Lakefront home in the heart of the Berkshires
4 bedrooms, 6 beds
8–13 Sept
4.94 out of 5 average rating, 47 reviews
Guest favourite
Home in Lanesborough
Historic Stone Church in The Berkshires
1 bedroom, 1 bed
6–11 Sept
4.98 out of 5 average rating, 88 reviews
Top guest favourite
Home in Pittsfield
Berkshire Lakefront Home W/Pool-100%Renovated
6 bedrooms, 10 beds
26 Sept – 1 Oct
4.98 out of 5 average rating, 83 reviews
Top guest favourite
Home in Pittsfield
Marie’s Place unit 3
3 bedrooms, 3 beds
12–17 Sept
4.97 out of 5 average rating, 76 reviews
Superhost
Guest suite in Lanesborough
1bed rm. skier’s bliss 2 miles only 1 rd to slopes
1 bedroom, 2 beds
12–17 Sept
4.79 out of 5 average rating, 100 reviews
Top guest favourite
Flat in Pittsfield
Marie's Place
2 bedrooms, 2 queen beds
6–11 Sept
4.92 out of 5 average rating, 328 reviews
Guest favourite
Guest suite in Hancock
Cozy apartment near Jiminy Peak
2 bedrooms, 3 beds
8–13 Sept
4.82 out of 5 average rating, 213 reviews
Guest favourite
Home in Pittsfield
Berkshire Lakehouse - 3 bedrooms - sleeps 5
3 bedrooms, 3 beds
22–27 Sept
4.92 out of 5 average rating, 50 reviews
Guest favourite
Home in Pittsfield
A Ray of Sunshine-Lakefront-New Construction- ski
5 bedrooms
4–9 Oct
5.0 out of 5 average rating, 38 reviews
Home in Pittsfield
3 Bed Home Lake & Mountain Views
3 bedrooms, 3 beds
7–12 Sept
4.73 out of 5 average rating, 15 reviews
Top guest favourite
Home in Hancock
Grand 6BR Home by Jiminy | Hike • Hot Tub • Games
6 bedrooms, 14 beds
27 Sept – 2 Oct
4.97 out of 5 average rating, 64 reviews
Guest favourite
Cottage in Pittsfield
Lake Views & Dock Access - Pittsfield Cottage!
4 bedrooms, 6 beds
7–12 Sept
5.0 out of 5 average rating, 9 reviews