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Search results; Over 1,000 homes in Lanesborough

Guest favourite
Home in Lanesborough
Berkshire Beauty + 6 BR/38 Acres mins from Jiminy
6 bedrooms, 10 beds, 4.5 private bathrooms
1–6 Sept
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4.96 out of 5 average rating, 111 reviews
Guest favourite
Guest suite in Lanesborough
1bed rm. skier’s bliss 2 miles only 1 rd to slopes
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
4.8 out of 5 average rating, 96 reviews
Top guest favourite
Home in Lanesborough
Historic Stone Church in The Berkshires
1 bedroom, 1 bed, 1.5 bathrooms
23–28 Aug
4.98 out of 5 average rating, 87 reviews
Top guest favourite
Home in Lanesborough
Lakefront Home on Ponstoosuc Lake, The Berkshires
3 bedrooms, 4 beds, 2.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 25 reviews
Guest favourite
Cottage in Lanesborough
Wildlife Lakeside Cottage; views/wildlife
3 bedrooms, 4 beds, 2.5 bathrooms
31 Oct – 5 Nov
4.85 out of 5 average rating, 297 reviews
Top guest favourite
Home in Lanesborough
The Pond House
3 bedrooms, 4 beds, 1 bathroom
20–25 Nov
4.96 out of 5 average rating, 54 reviews
Top guest favourite
Home in Lanesborough
Berkshires Home-Near Williams College
3 bedrooms, 3 beds, 2.5 bathrooms
19–24 Aug
5.0 out of 5 average rating, 29 reviews
Guest favourite
Townhouse in Hancock
Beautiful Jiminy Peak Townhome Family Friendly
3 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
4.83 out of 5 average rating, 106 reviews
Guest favourite
Cabin in Cheshire
Private Paradise in the Berkshires
1 bedroom, 1 bed, 1 bathroom
3–8 Sept
4.9 out of 5 average rating, 175 reviews
Guest favourite
Townhouse in Cheshire
4 Bedrooms first floor home.
4 bedrooms, 4 beds, 1.5 bathrooms
21–26 Aug
5.0 out of 5 average rating, 7 reviews
Superhost
Room in Pittsfield
Cozy Corner Room in Downtown Victorian
1 bed, 2.5 bathrooms
14–19 Sept
Top guest favourite
Farm stay in Dalton
Gorgeous Working Farm in the Berkshires
5 bedrooms, 9 beds, 3 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Home in Pittsfield
Solomon Ely Homestead set in walkable downtown
4 bedrooms, 4 beds, 1.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 43 reviews
Top guest favourite
Guest house in Lanesborough
The Carriage House: Spotless, Charming 2 Bedroom
2 bedrooms, 2 beds, 1 bathroom
26–31 Oct
5.0 out of 5 average rating, 20 reviews
Guest favourite
Home in Lanesborough
Elmwood Farmhouse
4 bedrooms, 7 beds, 2.5 bathrooms
22–27 Sept
4.9 out of 5 average rating, 122 reviews
Guest favourite
Cottage in Lanesborough
Stone School Cottage
2 bedrooms, 4 beds, 1 bathroom
28 Aug – 2 Sept
4.93 out of 5 average rating, 262 reviews
Home in Pittsfield
3 Bed Home Lake & Mountain Views
3 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
4.67 out of 5 average rating, 12 reviews
Guest favourite
Flat in Pittsfield
Marie's Place
2 bedrooms, 2 queen beds, 1 bathroom
23–28 Aug
4.92 out of 5 average rating, 324 reviews
Home in Pittsfield
Cozy escape to the Berkshires
2 bedrooms, 2 beds, 1.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 3 reviews