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Search results; Over 1,000 homes in Lanesborough

Top guest favourite
Cabin in Lanesborough
Glamping- the Berkshires Hike on site! Car charger
3 bedrooms, 8 beds, 2 private bathrooms
7–12 Jan
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4.98 out of 5 average rating, 55 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
Berkshires Home-Near Williams College
3 bedrooms, 3 beds
7–12 Sept
5.0 out of 5 average rating, 30 reviews
Guest favourite
Cottage in Lanesborough
Wildlife Lakeside Cottage; views/wildlife
3 bedrooms, 4 beds
31 Oct – 5 Nov
4.85 out of 5 average rating, 300 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
6–11 Sept
New place to stay
Top guest favourite
Home in Pittsfield
Lakefront home in the heart of the Berkshires
4 bedrooms, 6 beds
5–10 Sept
4.94 out of 5 average rating, 47 reviews
Guest favourite
Home in Lanesborough
Elmwood Farmhouse
4 bedrooms, 7 beds
22–27 Sept
4.9 out of 5 average rating, 124 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
Guest favourite
Home in Lanesborough
Mountain Serenity 20 Acres, Hot Tub, Jiminy<10min
4 bedrooms, 5 beds
4–9 Sept
4.98 out of 5 average rating, 40 reviews
Guest favourite
Home in Hancock
Family Lodge at Jiminy Peak - Pools & Adventure
4 bedrooms, 9 beds
7–12 Sept
4.95 out of 5 average rating, 58 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
Home in Lanesborough
Berkshire Beauty + 6 BR/38 Acres mins from Jiminy
6 bedrooms, 10 beds
28 Sept – 3 Oct
4.96 out of 5 average rating, 111 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, 75 reviews
Superhost
Guest suite in Lanesborough
1bed rm. skier’s bliss 2 miles only 1 rd to slopes
1 bedroom, 2 beds
7–12 Sept
4.79 out of 5 average rating, 100 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
Solomon Ely Homestead set in walkable downtown
4 bedrooms, 4 beds
8–13 Sept
5.0 out of 5 average rating, 45 reviews
Guest favourite
Townhouse in Hancock
Beautiful Jiminy Peak Townhome Family Friendly
3 bedrooms, 5 beds
5–10 Sept
4.83 out of 5 average rating, 109 reviews