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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
25–30 Aug
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4.9 out of 5 average rating, 117 reviews
Top guest favourite
Home in Lanesborough
The Pond House
3 bedrooms, 4 beds, 1 bathroom
9–14 Dec
4.96 out of 5 average rating, 49 reviews
Top guest favourite
Home in Lanesborough
Historic Stone Church in The Berkshires
1 bedroom, 1 bed, 1.5 bathrooms
5–10 Jul
4.98 out of 5 average rating, 80 reviews
Home in Pittsfield
Cozy Berkshire Lakeside Retreat | Deck + Fire Pit
2 bedrooms, 2 beds, 1 bathroom
5–10 Jul
New place to stay
Top guest favourite
Home in Lanesborough
Lakefront Home on Ponstoosuc Lake, The Berkshires
3 bedrooms, 4 beds, 2.5 bathrooms
25–30 Aug
5.0 out of 5 average rating, 22 reviews
Guest favourite
Cottage in Lanesborough
Stone School Cottage
2 bedrooms, 4 beds, 1 bathroom
21–26 Jun
4.93 out of 5 average rating, 255 reviews
Guest favourite
Home in Pittsfield
Relaxing Berkshire getaway
2 bedrooms, 3 beds, 1 bathroom
5–10 Jul
4.97 out of 5 average rating, 71 reviews
Guest favourite
Cottage in Lanesborough
The Grove Lakehouse
2 bedrooms, 6 beds, 1 bathroom
24–29 Jul
4.86 out of 5 average rating, 7 reviews
Top guest favourite
Room in Pittsfield
Large guest suite w/private bath in the Berkshires
2 beds, 1 bathroom
23–28 Aug
4.98 out of 5 average rating, 452 reviews
Top guest favourite
Home in New Lebanon
Modernized 1860s Getaway w/ Queechy Lake Passes*
3 bedrooms, 4 beds, 2.5 bathrooms
5–10 Jul
5.0 out of 5 average rating, 11 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
Flat in Pittsfield
Marie's Place
2 bedrooms, 2 queen beds, 1 bathroom
6–11 Jul
4.92 out of 5 average rating, 310 reviews
Top guest favourite
Cabin in Lanesborough
Glamping- the Berkshires Hike on site! Car charger
3 bedrooms, 8 beds, 2 bathrooms
7–12 Jan
4.98 out of 5 average rating, 54 reviews
Top guest favourite
Home in Lanesborough
Berkshire Mountain House
4 bedrooms, 5 beds, 3 bathrooms
20–25 Jul
5.0 out of 5 average rating, 36 reviews
Guest favourite
Home in Lanesborough
Berkshires Home Closed to Williams College
3 bedrooms, 3 beds, 2.5 bathrooms
25–30 Jul
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Farm stay in Pittsfield
Private 2nd-floor studio on a working produce farm
1 bedroom, 1 bed, 1 bathroom
23–28 Aug
4.99 out of 5 average rating, 307 reviews
Top guest favourite
Home in Pittsfield
Marie’s Place unit 3
3 bedrooms, 3 beds, 1.5 bathrooms
22–27 Aug
4.97 out of 5 average rating, 58 reviews
Top guest favourite
Home in Williamstown
Elegant Mountain View Retreat By Evergreen Home
4 bedrooms, 5 beds, 2.5 bathrooms
18–23 Jun
4.98 out of 5 average rating, 66 reviews
Top guest favourite
Cottage in Lanesborough
Pontoosuc Lakeshore
2 bedrooms, 3 beds, 1.5 bathrooms
1–6 Dec
5.0 out of 5 average rating, 24 reviews