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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
23–28 Aug
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4.85 out of 5 average rating, 296 reviews
Guest favourite
Guest suite in Lanesborough
1bed rm. skier’s bliss 2 miles only 1 rd to slopes
4.81 out of 5 average rating, 95 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Jul
Top guest favourite
Home in Lanesborough
The Pond House
4.96 out of 5 average rating, 51 reviews, 3 bedrooms, 4 beds, 1 bathroom
20–25 Nov
Top guest favourite
Home in Lanesborough
Lakefront Home on Ponstoosuc Lake, The Berkshires
5.0 out of 5 average rating, 25 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
9–14 Aug
Guest favourite
Cottage in Lanesborough
The Grove Lakehouse
4.86 out of 5 average rating, 7 reviews, 2 bedrooms, 6 beds, 1 bathroom
8–13 Sept
Top guest favourite
Home in Lanesborough
Historic Stone Church in The Berkshires
4.98 out of 5 average rating, 83 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
2–7 Aug
Guest favourite
Home in Pittsfield
A Ray of Sunshine-Lakefront-New Construction- ski
5.0 out of 5 average rating, 35 reviews, 5 bedrooms, 4.5 bathrooms
26–31 Jul
Top guest favourite
Home in Lanesborough
Berkshire Mountain House
5.0 out of 5 average rating, 39 reviews, 4 bedrooms, 5 beds, 3 bathrooms
16–21 Sept
Guest favourite
Townhouse in Hancock
Jiminy Peak Slopeside Getaway • Ski & Adventure
5.0 out of 5 average rating, 12 reviews, 2 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
Guest favourite
Home in Pittsfield
Berkshire Lakehouse - 3 bedrooms - sleeps 5
4.92 out of 5 average rating, 49 reviews, 3 bedrooms, 3 beds, 1 bathroom
22–27 Sept
Guest favourite
Room in Pittsfield
Romantic King Room in Downtown Victorian
4.92 out of 5 average rating, 51 reviews, 1 bed, 2 bathrooms
23–28 Aug
Guest favourite
Home in Lanesborough
Berkshires Home-Near Williams College
5.0 out of 5 average rating, 26 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
24–29 Jul
Guest favourite
Home in Lanesborough
Lake, Berkshire Fave, Hot Tub, Lg Open LR, Family
4.99 out of 5 average rating, 72 reviews, 4 bedrooms, 10 beds, 2 bathrooms
24–29 Aug
Flat in Pittsfield
Petite Paris
4.82 out of 5 average rating, 38 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
1–6 Aug
Guest favourite
Cottage in Pittsfield
Lake Views & Dock Access - Pittsfield Cottage!
5.0 out of 5 average rating, 8 reviews, 4 bedrooms, 6 beds, 1.5 bathrooms
24–29 Aug
Guest favourite
Cottage in Lanesborough
Stone School Cottage
4.93 out of 5 average rating, 259 reviews, 2 bedrooms, 4 beds, 1 bathroom
19–24 Jul
Flat in Pittsfield
Mid-Berkshires
New place to stay, 2 bedrooms, 2 beds, 1 bathroom
22–27 Aug
Top guest favourite
Room in Pittsfield
Large guest suite w/private bath in the Berkshires
4.98 out of 5 average rating, 462 reviews, 2 beds, 1 bathroom
23–28 Aug
Guest favourite
Home in Pittsfield
Berkshire Getaway Ranch 3 acres + saltwater pool
4.92 out of 5 average rating, 106 reviews, 2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug