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Search results; Over 1,000 places

Cottage in New Marlborough
Hike, Bike, Ski, Swim & Kayak @ Berkshires Cottage
3 min walk
Apr 20 – 25
4.85 out of 5 average rating, 20 reviews
Superhost
Home in Great Barrington
Fabulous waterfront home w/ dock, fire pit, kayaks
1 min walk
Apr 21 – 26
5.0 out of 5 average rating, 15 reviews
Home in Great Barrington
Mid-Century Berkshires Family Retreat Near All
4 min walk
Apr 26 – May 1
New place to stay
Guest favorite
Home in New Marlborough
Lake House in the Berkshire (Access Dock & Canoe
2 min walk
Apr 19 – 24
4.89 out of 5 average rating, 122 reviews
Cabin in Monterey
Secluded cabin with babbling brook
9 min drive
Apr 26 – May 1
4.86 out of 5 average rating, 196 reviews
Guest favorite
Guesthouse in Great Barrington
Barn Guesthouse w/ pool
7 min drive
May 12 – 17
4.89 out of 5 average rating, 55 reviews
Superhost
Home in New Marlborough
Spacious Berkshires retreat
13 min walk
Apr 21 – 26
4.87 out of 5 average rating, 15 reviews
Home in New Marlborough
Cabin in the woods of Lake Buel
4 min walk
May 6 – 11
4.8 out of 5 average rating, 5 reviews
Superhost
Home in New Marlborough
Cozy home in the Berkshire woods
2 min walk
Apr 21 – 26
4.89 out of 5 average rating, 85 reviews
Home in Monterey
Kimama Lake House
3 min walk
Apr 22 – 27
4.67 out of 5 average rating, 3 reviews
Cottage in Great Barrington
Beautiful Berkshires Cottage on Lake Buel
1 min walk
Nov 4 – 9
New place to stay
Guest favorite
Home in Great Barrington
Berkshire Vacation Home
1 min drive
Apr 19 – 24
4.98 out of 5 average rating, 44 reviews
Guest favorite
Cabin in Great Barrington
Modern Luxury Log Cabin Near Butternut Ski Area
3 min drive
Apr 28 – May 3
5.0 out of 5 average rating, 55 reviews
Guest favorite
Home in Great Barrington
Granite Ledge, Modern home in a unique setting
4 min drive
May 2 – 7
5.0 out of 5 average rating, 65 reviews
Cabin in Great Barrington
Half Moon by AvantStay | Secluded Forest Sanctuary
3 min drive
Apr 22 – 27
4.66 out of 5 average rating, 29 reviews
Superhost
Treehouse in New Marlborough
Double 3 Bedroom Tree House in the Berkshires
11 min drive
May 5 – 10
4.92 out of 5 average rating, 84 reviews
Guest favorite
Home in Great Barrington
Lake House in the Heart of the Berkshires
2 min walk
Apr 21 – 26
4.97 out of 5 average rating, 36 reviews
Home in New Marlborough
INCREDIBLE LAKEFRONT 6 bed 3baths swim fish boat.
1 min walk
Jun 1 – 8
5.0 out of 5 average rating, 6 reviews