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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
12–17 Jul
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4.93 out of 5 average rating, 258 reviews
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
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
Home in Pittsfield
Cozy Berkshire Lakeside Retreat | Deck + Fire Pit
New place to stay, 2 bedrooms, 2 beds, 1 bathroom
6–11 Jul
Guest favourite
Home in Pittsfield
Berkshire Getaway Ranch 3 acres + saltwater pool
4.92 out of 5 average rating, 103 reviews, 2 bedrooms, 3 beds, 2 bathrooms
6–11 Jul
Top guest favourite
Home in Lanesborough
Historic Stone Church in The Berkshires
4.98 out of 5 average rating, 81 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
5–10 Jul
Guest favourite
Home in Lanesborough
Cozy Cottage in Berkshires: Minutes to Jiminy Peak
4.97 out of 5 average rating, 77 reviews, 4 bedrooms, 5 beds, 1.5 bathrooms
16–21 Aug
Top guest favourite
Home in Lanesborough
Berkshire Mountain House
5.0 out of 5 average rating, 38 reviews, 4 bedrooms, 5 beds, 3 bathrooms
11–16 Sept
Top guest favourite
Home in Lanesborough
The Pond House
4.96 out of 5 average rating, 49 reviews, 3 bedrooms, 4 beds, 1 bathroom
9–14 Dec
Top guest favourite
Home in Lanesborough
Lake, Berkshire Fave, Hot Tub, Lg Open LR, Family
4.99 out of 5 average rating, 70 reviews, 4 bedrooms, 10 beds, 2 bathrooms
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
Home in Lanesborough
Berkshires Home-Near Williams College
5.0 out of 5 average rating, 23 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
25–30 Jul
Guest favourite
Flat in Pittsfield
Marie's Place, Unit 1
4.97 out of 5 average rating, 115 reviews, 3 bedrooms, 3 beds, 1 bathroom
4–9 Jul
Top guest favourite
Home in Hancock
Family Lodge at Jiminy Peak - Pools & Adventure
4.96 out of 5 average rating, 50 reviews, 4 bedrooms, 9 beds, 3 bathrooms
11–16 Jul
Top guest favourite
Home in Hancock
Grand 6BR Home by Jiminy | Hike • Hot Tub • Games
4.96 out of 5 average rating, 52 reviews, 6 bedrooms, 14 beds, 5.5 bathrooms
5–10 Jul
Top guest favourite
Cabin in Lanesborough
Glamping- the Berkshires Hike on site! Car charger
4.98 out of 5 average rating, 55 reviews, 3 bedrooms, 8 beds, 2 bathrooms
7–12 Jan
Top guest favourite
Home in Lanesborough
Berkshire 6BR Estate • Pool, Hot Tub, Game Room
4.96 out of 5 average rating, 50 reviews, 6 bedrooms, 9 beds, 3 bathrooms
30 Aug – 4 Sept
Top guest favourite
Home in Pittsfield
Lakefront home in the heart of the Berkshires
4.93 out of 5 average rating, 46 reviews, 4 bedrooms, 6 beds, 4 bathrooms
13–18 Sept