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Over 1,000 places

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Includes all fees, before taxes
Home in Great Barrington
Light & bright modern tree house
2 min drive
Jun 11 – 16
$356 per night
Home in Great Barrington
Prime location for the best of the Berkshires
2 min drive
Jun 1 – 6
$210 per night
Superhost
Cabin in Great Barrington
Modern Luxury Log Cabin Near Butternut Ski Area
14 min walk
Jun 4 – 9
$428 per night
Superhost
Cottage in Great Barrington
Carriage house with Chef's Kitchen, close to town
3 min drive
Jun 11 – 16
$225 per night, originally $257
Home in Great Barrington
Berkshires Chic & Cozy, Historic Home Sleeps 10
2 min drive
Jun 1 – 8
$436 per night
Superhost
Home in Great Barrington
Granite Ledge - Modern home with unique view
3 min drive
Jun 24 – 29
$417 per night, originally $490
Superhost
Guesthouse in Great Barrington
Barn Guesthouse w/ pool
15 min drive
Sep 19 – 24
$165 per night
Superhost
Cabin in Great Barrington
Luxe Log Cabin Minutes From Skiing, Hiking, & More
4 min drive
Jun 3 – 8
$350 per night
Superhost
Home in Great Barrington
Newly Built Vacation Home
6 min drive
Jun 4 – 9
$350 per night
Superhost
Home in Great Barrington
All Seasons Berkshires Family Retreat
4 min drive
Jun 1 – 8
$291 per night, originally $364
Cottage in Great Barrington
Cottage on Scenic Road
18 min drive
Jun 1 – 6
$142 per night
Superhost
Home in New Marlborough
Lake House in the Berkshire (Dock access w/canoe
10 min drive
Jun 1 – 6
$299 per night
Superhost
Vacation home in Great Barrington
Home in Great Barrington. Steps from downtown!
10 min drive
Jun 4 – 9
$240 per night
Apartment in Great Barrington
Lush Setting, Private Deck, Queen Bed in GB
12 min drive
Jun 26 – Jul 1
$111 per night
Superhost
Barn in Great Barrington
Serene Renovated Barn w/ Firepit
17 min drive
Jun 4 – 9
$173 per night
Home in Great Barrington
Cozy Great Barrington Home ~ 1 Mi to Ski Resort!
4 min drive
Jun 5 – 10
$254 per night, originally $310
Room in Sandisfield
Berkshire Hospitality and Comfort
25 min drive
Jun 1 – 6
$76 per night
Superhost
60
Reviews
4.88
Rating
12
Years hosting
Apartment in Great Barrington
The Treehouse
13 min drive
Jul 23 – 28
$122 per night