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Search results; Over 1,000 homes in Lanesborough

Guest favourite
Cottage in Lanesborough
Stone School Cottage
2 bedrooms, 4 beds, 1 private bathroom
13–18 Jul
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4.93 out of 5 average rating, 259 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, 93 reviews, 1 bedroom, 2 beds, 1 bathroom
26–31 Jul
Top guest favourite
Home in Lanesborough
Historic Stone Church in The Berkshires
4.98 out of 5 average rating, 82 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
2–7 Aug
Top guest favourite
Home in Lanesborough
The Pond House
4.96 out of 5 average rating, 50 reviews, 3 bedrooms, 4 beds, 1 bathroom
9–14 Dec
Guest favourite
Cottage in Lanesborough
Wildlife Lakeside Cottage; views/wildlife
4.85 out of 5 average rating, 296 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
23–28 Aug
Home in Pittsfield
Cozy Berkshire Lakeside Retreat | Deck + Fire Pit
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 2 beds, 1 bathroom
10–15 Aug
Top guest favourite
Home in Lanesborough
Lakefront Home on Ponstoosuc Lake, The Berkshires
5.0 out of 5 average rating, 23 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
8–13 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
Cantabile life in the Berkshires
4.95 out of 5 average rating, 218 reviews, 3 bedrooms, 5 beds, 2 bathrooms
26–31 Jul
Guest favourite
Cottage in Lanesborough
The Grove Lakehouse
4.86 out of 5 average rating, 7 reviews, 2 bedrooms, 6 beds, 1 bathroom
27 Jul – 1 Aug
Top guest favourite
Home in Pittsfield
Cozy cottage on peaceful pond
5.0 out of 5 average rating, 26 reviews, 2 bedrooms, 2 beds, 1 bathroom
27 Aug – 1 Sept
Guest favourite
Room in Pittsfield
Romantic King Room in Downtown Victorian
4.92 out of 5 average rating, 48 reviews, 1 bed, 2 bathrooms
23–28 Aug
Guest favourite
Flat in Pittsfield
Marie's Place
4.91 out of 5 average rating, 316 reviews, 2 bedrooms, 2 beds, 1 bathroom
9–14 Aug
Guest favourite
Home in Lanesborough
Berkshires Home-Near Williams College
5.0 out of 5 average rating, 25 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
25–30 Jul
Top guest favourite
Room in Pittsfield
2-Rm Suite in the Berkshires - private BR and Den
5.0 out of 5 average rating, 85 reviews, 1 queen bed, 1 bathroom
24–29 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
Tranquil mid-century modern Berkshires retreat
4.99 out of 5 average rating, 132 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
23–28 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
19–24 Jul
Top guest favourite
Home in Pittsfield
Marie’s Place unit 3
4.97 out of 5 average rating, 65 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
23–28 Aug