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Search results; Over 1,000 homes in Lanesborough

Top guest favourite
Cabin in Lanesborough
Glamping- the Berkshires Hike on site! Car charger
3 bedrooms, 8 beds, 2 private bathrooms
7–12 Jan
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4.98 out of 5 average rating, 55 reviews
Top guest favourite
Home in Lanesborough
Historic Stone Church in The Berkshires
1 bedroom, 1 bed
2–7 Aug
4.98 out of 5 average rating, 83 reviews
Guest favourite
Cottage in Lanesborough
Wildlife Lakeside Cottage; views/wildlife
3 bedrooms, 4 beds
23–28 Aug
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
1 bedroom, 2 beds
1–6 Aug
4.81 out of 5 average rating, 95 reviews
Top guest favourite
Home in Lanesborough
Lakefront Home on Ponstoosuc Lake, The Berkshires
3 bedrooms, 4 beds
9–14 Aug
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Home in Lanesborough
The Pond House
3 bedrooms, 4 beds
20–25 Nov
4.96 out of 5 average rating, 51 reviews
Guest favourite
Cottage in Lanesborough
Lakefront Cottage w/ Dock & Kayaks
2 bedrooms, 6 beds
1–6 Aug
4.88 out of 5 average rating, 8 reviews
Home in Stephentown
Ioka Valley Farm's Little Farm House
3 bedrooms, 4 beds
1–6 Aug
New place to stay
Guest favourite
Cottage in Lanesborough
Stone School Cottage
2 bedrooms, 4 beds
22–27 Aug
4.93 out of 5 average rating, 259 reviews
Guest favourite
Home in Lanesborough
Lake, Berkshire Fave, Hot Tub, Lg Open LR, Family
4 bedrooms, 10 beds
24–29 Aug
4.99 out of 5 average rating, 72 reviews
Home in Lanesborough
New built - Split level house in the Berkshires
3 bedrooms, 5 beds
1–6 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Lanesborough
Berkshires Home-Near Williams College
3 bedrooms, 3 beds
19–24 Aug
5.0 out of 5 average rating, 26 reviews
Guest favourite
Cottage in Pittsfield
Lake Views & Dock Access - Pittsfield Cottage!
4 bedrooms, 6 beds
24–29 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Pittsfield
Friendly Hills | Passive Home • EV Charger
3 bedrooms, 4 beds
25–30 Aug
4.89 out of 5 average rating, 37 reviews
Townhouse in Cheshire
4 Bedrooms first floor home.
4 bedrooms, 4 beds
2–7 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Room in Pittsfield
Pittsfield. Large queen bedroom, second floor.
1 queen bed
1–6 Aug
4.96 out of 5 average rating, 48 reviews
Guest favourite
Home in Lanesborough
Berkshire Beauty + 6 BR/38 Acres mins from Jiminy
6 bedrooms, 10 beds
1–6 Sept
4.96 out of 5 average rating, 110 reviews
Top guest favourite
Home in Lanesborough
Tranquil mid-century modern Berkshires retreat
3 bedrooms, 4 beds
23–28 Aug
4.99 out of 5 average rating, 132 reviews
Guest favourite
Home in Pittsfield
Berkshire Getaway Ranch 3 acres + saltwater pool
2 bedrooms, 3 beds
22–27 Aug
4.92 out of 5 average rating, 106 reviews