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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 bathrooms
1–6 Sept
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4.9 out of 5 average rating, 120 reviews
Guest favourite
Cottage in Lanesborough
Wildlife Lakeside Cottage; views/wildlife
3 bedrooms, 4 beds, 2.5 bathrooms
23–28 Aug
4.85 out of 5 average rating, 297 reviews
Top guest favourite
Home in Lanesborough
Historic Stone Church in The Berkshires
1 bedroom, 1 bed, 1.5 bathrooms
2–7 Aug
4.98 out of 5 average rating, 83 reviews
Top guest favourite
Home in Lanesborough
Lakefront Home on Ponstoosuc Lake, The Berkshires
3 bedrooms, 4 beds, 2.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 25 reviews
Guest favourite
Cottage in Lanesborough
Lakefront Cottage w/ Dock & Kayaks
2 bedrooms, 6 beds, 1 bathroom
8–13 Sept
4.88 out of 5 average rating, 8 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, 52 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
9–14 Aug
4.81 out of 5 average rating, 95 reviews
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, 26 reviews
Guest favourite
Home in Lanesborough
Lake, Berkshire Fave, Hot Tub, Lg Open LR, Family
4 bedrooms, 10 beds, 2 bathrooms
24–29 Aug
4.99 out of 5 average rating, 72 reviews
Top guest favourite
Home in Lanesborough
Berkshire Mountain House
4 bedrooms, 5 beds, 3 bathrooms
16–21 Sept
5.0 out of 5 average rating, 40 reviews
Home in Pittsfield
Lake House in the Berkshires
4 bedrooms, 4 beds, 3 bathrooms
1–8 Aug
Guest favourite
Townhouse in Hancock
Jiminy Peak Slopeside Getaway • Ski & Adventure
2 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Lanesborough
Tranquil mid-century modern Berkshires retreat
3 bedrooms, 4 beds, 2.5 bathrooms
23–28 Aug
4.99 out of 5 average rating, 132 reviews
Guest favourite
Cabin in Pittsfield
Summer Cottage in the Berkshires
2 bedrooms, 2 beds, 1 bathroom
1–6 Nov
4.92 out of 5 average rating, 112 reviews
Guest favourite
Flat in Pittsfield
Marie's Place
2 bedrooms, 2 queen beds, 1 bathroom
9–14 Aug
4.92 out of 5 average rating, 321 reviews
Guest favourite
Guest suite in Hancock
Cozy apartment near Jiminy Peak
2 bedrooms, 3 beds, 1 bathroom
8–13 Sept
4.81 out of 5 average rating, 208 reviews
Guest favourite
Cottage in Lanesborough
Stone School Cottage
2 bedrooms, 4 beds, 1 bathroom
22–27 Aug
4.93 out of 5 average rating, 261 reviews
Top guest favourite
Home in Pittsfield
Berkshire Lakefront Home W/Pool-100%Renovated
6 bedrooms, 10 beds, 4.5 bathrooms
26 Sept – 1 Oct
4.98 out of 5 average rating, 82 reviews
Top guest favourite
Home in Pittsfield
Solomon Ely Homestead set in walkable downtown
4 bedrooms, 4 beds, 1.5 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 42 reviews