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Search results; Over 1,000 homes in Lanesborough

Guest favorite
Home in Lanesborough
Elmwood Farmhouse
4 bedrooms, 7 beds, 2.5 private baths
Sep 22 – 27
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4.9 out of 5 average rating, 122 reviews
Guest favorite
Guest suite in Lanesborough
1bed rm. skier’s bliss 2 miles only 1 rd to slopes
1 bedroom, 2 beds, 1 bath
Aug 22 – 27
4.8 out of 5 average rating, 96 reviews
Guest favorite
Home in Lanesborough
Historic Stone Church in The Berkshires
1 bedroom, 1 bed, 1.5 baths
Aug 23 – 28
4.98 out of 5 average rating, 87 reviews
Top guest favorite
Home in Lanesborough
Lakefront Home on Ponstoosuc Lake, The Berkshires
3 bedrooms, 4 beds, 2.5 baths
Sep 8 – 13
5.0 out of 5 average rating, 25 reviews
Guest favorite
Cottage in Lanesborough
Wildlife Lakeside Cottage; views/wildlife
3 bedrooms, 4 beds, 2.5 baths
Oct 31 – Nov 5
4.85 out of 5 average rating, 297 reviews
Top guest favorite
Home in Lanesborough
Berkshires Home-Near Williams College
3 bedrooms, 3 beds, 2.5 baths
Aug 20 – 25
5.0 out of 5 average rating, 30 reviews
Home in Adams
Relaxing Berkshires Home With a View!
3 bedrooms, 3 beds, 1.5 baths
Aug 30 – Sep 4
New place to stay
Top guest favorite
Farm stay in Dalton
Gorgeous Working Farm in the Berkshires
5 bedrooms, 9 beds, 3 baths
Aug 31 – Sep 5
5.0 out of 5 average rating, 18 reviews
Guest favorite
Townhouse in Hancock
Beautiful Jiminy Peak Townhome Family Friendly
3 bedrooms, 5 beds, 2 baths
Aug 23 – 28
4.83 out of 5 average rating, 106 reviews
Top guest favorite
Home in Lanesborough
The Pond House
3 bedrooms, 4 beds, 1 bath
Nov 20 – 25
4.96 out of 5 average rating, 54 reviews
Guest favorite
Townhouse in Cheshire
4 Bedrooms first floor home.
4 bedrooms, 4 beds, 1.5 baths
Aug 21 – 26
4.63 out of 5 average rating, 8 reviews
Guest favorite
Home in Pittsfield
Entire Historic Farmhouse, 5 BR
5 bedrooms, 5 beds, 2 baths
Sep 9 – 14
5.0 out of 5 average rating, 25 reviews
Guest favorite
Cabin in Cheshire
Private Paradise in the Berkshires
1 bedroom, 1 bed, 1 bath
Sep 3 – 8
4.89 out of 5 average rating, 176 reviews
Top guest favorite
Home in Lanesborough
Berkshire Mountain House
4 bedrooms, 5 beds, 3 baths
Sep 16 – 21
5.0 out of 5 average rating, 41 reviews
Top guest favorite
Home in Pittsfield
Cozy cottage on peaceful pond
2 bedrooms, 2 beds, 1 bath
Oct 26 – 31
5.0 out of 5 average rating, 35 reviews
Guest favorite
Cottage in Lanesborough
Stone School Cottage
2 bedrooms, 4 beds, 1 bath
Aug 28 – Sep 2
4.93 out of 5 average rating, 262 reviews
Guest favorite
Apartment in Pittsfield
Marie's Place
2 bedrooms, 2 queen beds, 1 bath
Aug 23 – 28
4.92 out of 5 average rating, 324 reviews
Superhost
Home in Cheshire
19th c. Barn in The Berkshires
3 bedrooms, 6 beds, 2 baths
Oct 3 – 8
4.86 out of 5 average rating, 227 reviews
Top guest favorite
Rooms in Pittsfield
Equestrian retreat
2 bedrooms, 2 queen beds, 1 bath
Aug 23 – 28
4.97 out of 5 average rating, 203 reviews