Over 1,000 places

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Cottage in Lanesborough
Wildlife Lakeside Cottage
2 min drive
Apr 2 – 7
4.85 out of 5 average rating, 248 reviews
Guest favorite
Home in Lanesborough
Tranquil mid-century modern Berkshires retreat
3 min drive
Apr 1 – 6
5.0 out of 5 average rating, 88 reviews
Guest favorite
Home in Lanesborough
Elmwood Farmhouse
12 min walk
Apr 4 – 9
4.9 out of 5 average rating, 98 reviews
Guest favorite
Home in Cheshire
Berkshire County modern home + pool
4 min drive
Apr 1 – 6
4.94 out of 5 average rating, 50 reviews
Guest favorite
Cottage in Lanesborough
The Sail Loft
4 min drive
Apr 1 – 6
4.94 out of 5 average rating, 116 reviews
Guest favorite
Cabin in Cheshire
Private Paradise in the Berkshires
5 min drive
May 23 – 28
4.89 out of 5 average rating, 152 reviews
Guest favorite
Cottage in Lanesborough
Stone School Cottage
11 min drive
Apr 1 – 6
4.93 out of 5 average rating, 220 reviews
Guest favorite
Home in Cheshire
Berkshire County Post-and-Beam Barn!
3 min drive
Apr 1 – 6
4.97 out of 5 average rating, 62 reviews
Guest favorite
Home in Lanesborough
The Pond House
4 min drive
Apr 20 – 25
4.93 out of 5 average rating, 15 reviews
Guest favorite
Home in Lanesborough
Cozy Cottage in Berkshires: Minutes to Jiminy Peak
6 min drive
Apr 1 – 6
4.98 out of 5 average rating, 54 reviews
Guest favorite
Home in Lanesborough
Chic Berkshire Retreat by Evergreen Home
6 min drive
Apr 1 – 6
4.95 out of 5 average rating, 19 reviews
Guest favorite
Home in Cheshire
The Berkshires Hummingbird House
5 min drive
Apr 1 – 6
5.0 out of 5 average rating, 20 reviews
Guest favorite
Home in Pittsfield
Lake/Mountain View Getaway
9 min drive
Apr 2 – 7
4.98 out of 5 average rating, 41 reviews
Guest favorite
Apartment in Lanesborough
Cozy Berkshire Waterfront Home
12 min drive
Apr 1 – 6
5.0 out of 5 average rating, 21 reviews
Guest favorite
Home in Lanesborough
Scenic mountain getaway.
11 min drive
Apr 9 – 14
5.0 out of 5 average rating, 46 reviews
Guest favorite
Home in Pittsfield
Cantabile life in the Berkshires
10 min drive
Apr 7 – 12
4.94 out of 5 average rating, 98 reviews
Guest favorite
Home in Lanesborough
Pontoosuc Lakeshore
10 min drive
May 1 – 6
5.0 out of 5 average rating, 6 reviews
Guest favorite
Cottage in Lanesborough
Amazing 2 bedroom lake front cottage, large patio
12 min drive
May 3 – 8
4.98 out of 5 average rating, 46 reviews