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Search results; Over 1,000 homes in Great Barrington

Top guest favourite
Home in Great Barrington
Prime location for the best of the Berkshires
2 bedrooms, 2 beds, 1 private bathroom
15–20 Sept
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4.97 out of 5 average rating, 141 reviews
Top guest favourite
Flat in Great Barrington
King Bed|Wi-Fi|2m Ski Resort
1 king bed, 1 bathroom
27 Sept – 2 Oct
4.87 out of 5 average rating, 251 reviews
Top guest favourite
Loft in Great Barrington
The Old Red Barn
1 bedroom, 1 queen bed, 1 bathroom
26 Sept – 1 Oct
4.99 out of 5 average rating, 370 reviews
Guest favourite
Home in Great Barrington
Berkshires Family Oasis with Hot Tub, Patio, Gym
4 bedrooms, 7 beds, 2.5 bathrooms
14–19 Sept
4.98 out of 5 average rating, 50 reviews
Guest favourite
Home in Great Barrington
Waterfront Modern Lake Mansfield Retreat
3 bedrooms, 3 beds, 2.5 bathrooms
15–20 Sept
4.96 out of 5 average rating, 79 reviews
Superhost
Home in Great Barrington
Pristine 3 Bedroom, Walk-to Gt Barrington Center!
3 bedrooms, 4 beds, 1.5 bathrooms
14–19 Sept
4.88 out of 5 average rating, 24 reviews
Top guest favourite
Home in Great Barrington
Seekonk Hill
2 bedrooms, 2 queen beds, 2 bathrooms
26–31 Oct
4.98 out of 5 average rating, 47 reviews
Top guest favourite
Guest house in Great Barrington
Trailside Cottage
1 bedroom, 3 beds, 1 bathroom
29 Oct – 3 Nov
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Barn in New Marlborough
Hartsville Barn in the Berkshires
2 bedrooms, 2 king beds, 1 bathroom
27 Oct – 1 Nov
4.98 out of 5 average rating, 49 reviews
Top guest favourite
Bungalow in Egremont
3-bedroom Berkshire bungalow on 2.5 peaceful acres
3 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
4.99 out of 5 average rating, 140 reviews
Top guest favourite
Home in Egremont
The Catamount Ski Haus with Pool & Hot Tub
4 bedrooms, 4 king beds, 4 bathrooms
14–19 Sept
5.0 out of 5 average rating, 73 reviews
Top guest favourite
Home in Great Barrington
Higgins House
3 bedrooms, 3 queen beds, 2.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in Great Barrington
Zen River Studio
1 bedroom, 1 king bed, 1 bathroom
22–27 Oct
4.93 out of 5 average rating, 43 reviews
Top guest favourite
Home in Great Barrington
The Yellow Victorian With Chefs Kitchen
3 bedrooms, 4 beds, 3.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 59 reviews
Guest favourite
Home in Great Barrington
River Cottage - Riverfront Home in Walkable Commun
3 bedrooms, 3 beds, 2 bathrooms
18–23 Sept
4.96 out of 5 average rating, 69 reviews
Top guest favourite
Home in Great Barrington
Walk to Town! Great Barrington 4-bedroom farmhouse
4 bedrooms, 4 beds, 2 bathrooms
26–31 Oct
5.0 out of 5 average rating, 116 reviews
Top guest favourite
Home in Monterey
Berkshires Retreat | Fall Foliage | Fenced Yard
5 bedrooms, 7 beds, 3.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 49 reviews
Home in Great Barrington
Luxurious Victorian, Walking Distance to Town
4 bedrooms, 4.5 bathrooms
17–22 Sept
Top guest favourite
Guest suite in Great Barrington
Hillside Haven
1 bedroom, 2 beds, 1 bathroom
19–24 Sept
4.99 out of 5 average rating, 138 reviews