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Search results; Over 1,000 homes in Lanesborough

Guest favourite
Home in Lanesborough
Elmwood Farmhouse
4 bedrooms, 7 beds, 2.5 private baths
22–27 Sept
,
4.9 out of 5 average rating, 124 reviews
Top Guest favourite
Home in Pittsfield
Lakefront home in the heart of the Berkshires
4 bedrooms, 6 beds
3–8 Sept
4.94 out of 5 average rating, 47 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
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
Home in Pittsfield
Cozy Lake Cottage
2 bedrooms, 2 beds
13–18 Sept
New place to stay
Superhost
Home in Pittsfield
Grand Berkshire Manor By Evergreen Home
5 bedrooms, 8 beds
3–8 Sept
New place to stay
Top Guest favourite
Home in Pittsfield
Charming Historic Retreat, <15 min from Lenox
4 bedrooms, 6 beds
8–13 Sept
5.0 out of 5 average rating, 15 reviews
Guest favourite
Home in Pittsfield
Beautiful Lake-view Getaway!
2 bedrooms, 2 queen beds
9–14 Sept
4.97 out of 5 average rating, 74 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
Guest favourite
Home in Lanesborough
Mountain Serenity 20 Acres, Hot Tub, Jiminy<10min
4 bedrooms, 5 beds
2–7 Sept
4.98 out of 5 average rating, 40 reviews
Guest favourite
Home in Lanesborough
Berkshire Beauty + 6 BR/38 Acres mins from Jiminy
6 bedrooms, 10 beds
3–8 Sept
4.96 out of 5 average rating, 111 reviews
Top Guest favourite
Farm stay in Dalton
Gorgeous Working Farm in the Berkshires
5 bedrooms, 9 beds
1–6 Sept
5.0 out of 5 average rating, 20 reviews
Top Guest favourite
Home in Pittsfield
Spacious 4 Br+ house in the heart of Berkshires
5 bedrooms, 5 beds
3–8 Sept
4.95 out of 5 average rating, 75 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
Cabin in Pittsfield
Summer Cottage in the Berkshires
2 bedrooms, 2 beds
1–6 Nov
4.92 out of 5 average rating, 114 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
Cottage in Lanesborough
Lakefront Cottage | Private Dock, Kayaks & Firepit
2 bedrooms, 6 beds
14–19 Sept
4.77 out of 5 average rating, 13 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
Guest favourite
Home in Pittsfield
The Guest House at Cottage Farm
3 bedrooms, 4 beds
8–13 Sept
4.95 out of 5 average rating, 41 reviews
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