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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
Room in Pittsfield
Large guest suite w/private bath in the Berkshires
2 beds1 bathroom,
7–12 Jun
4.98 out of 5 average rating, 450 reviews
Top guest favourite
Home in Lanesborough
The Pond House
3 bedrooms4 beds, 1 bathroom,
14–19 Nov
4.96 out of 5 average rating, 49 reviews
Guest favourite
Home in Pittsfield
Beautiful Lake-view Getaway!
2 bedrooms2 queen beds, 1 bathroom,
2–7 Jun
4.97 out of 5 average rating, 62 reviews
Guest favourite
Guest suite in Lanesborough
1bed rm. skier’s bliss 2 miles only 1 rd to slopes
1 bedroom2 beds, 1 bathroom,
1–6 Jun
4.81 out of 5 average rating, 88 reviews
Guest favourite
Cottage in Lanesborough
Wildlife Lakeside Cottage; views/wildlife
3 bedrooms4 beds, 2.5 bathrooms,
9–14 Aug
4.85 out of 5 average rating, 293 reviews
Top guest favourite
Home in Lanesborough
Historic Stone Church in The Berkshires
1 bedroom1 bed, 1.5 bathrooms,
18–23 Jun
4.97 out of 5 average rating, 78 reviews
Top guest favourite
Home in Pittsfield
Marie’s Place unit 3
3 bedrooms3 beds, 1.5 bathrooms,
7–12 Jun
4.96 out of 5 average rating, 57 reviews
Top guest favourite
Cottage in Lanesborough
Pontoosuc Lakeshore
2 bedrooms3 beds, 1.5 bathrooms,
3–8 Jun
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Home in Lanesborough
Lakefront Home on Ponstoosuc Lake, The Berkshires
3 bedrooms4 beds, 2.5 bathrooms,
1–6 Jun
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Home in Pittsfield
Cozy cottage on peaceful pond
2 bedrooms2 beds, 1 bathroom,
23–28 Aug
5.0 out of 5 average rating, 21 reviews
Guest favourite
Cottage in Lanesborough
The Grove Lakehouse
2 bedrooms6 beds, 1 bathroom,
15–20 Jun
5.0 out of 5 average rating, 6 reviews
Guest favourite
Flat in Pittsfield
Marie's Place
2 bedrooms2 queen beds, 1 bathroom,
1–6 Jun
4.92 out of 5 average rating, 307 reviews
Guest favourite
Townhouse in Hancock
Jiminy Peak Slopeside Getaway • Ski & Adventure
2 bedrooms3 beds, 2 bathrooms,
14–19 Jun
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Pittsfield
Berkshire Getaway Ranch 3 acres + saltwater pool
2 bedrooms3 beds, 2 bathrooms,
7–12 Jun
4.93 out of 5 average rating, 99 reviews
Top guest favourite
Guest suite in Pittsfield
Newly Renovated Red Door Annex
1 bedroom1 queen bed, 1 bathroom,
14–19 Jun
4.92 out of 5 average rating, 112 reviews
Top guest favourite
Cabin in Lanesborough
Glamping in the Berkshires w/ car charging station
3 bedrooms8 beds, 2 bathrooms,
1–6 Jun
4.98 out of 5 average rating, 53 reviews
Top guest favourite
Home in Lanesborough
Berkshire Mountain House
4 bedrooms5 beds, 3 bathrooms,
11–16 Sept
5.0 out of 5 average rating, 36 reviews
Guest favourite
Cottage in Pittsfield
Charming lakeview cottage w/ kayaks, Richmond Pond
3 bedrooms4 beds, 1 bathroom,
9–14 Jun
4.8 out of 5 average rating, 49 reviews