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Search results; Over 1,000 homes in Great Barrington

Top guest favourite
Cottage in Great Barrington
Artist Cottage
1 bedroom, 1 bed, 2 private bathrooms
1–6 Dec
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4.93 out of 5 average rating, 352 reviews
Top guest favourite
Loft in Great Barrington
The Old Red Barn
1 bedroom, 1 queen bed
26 Sept – 1 Oct
4.99 out of 5 average rating, 370 reviews
Top guest favourite
Chalet in Great Barrington
Berkshire "Zen" Cottage
3 bedrooms, 4 beds
13–18 Sept
4.95 out of 5 average rating, 87 reviews
Top guest favourite
Home in Great Barrington
Seekonk Hill
2 bedrooms, 2 queen beds
26–31 Oct
4.98 out of 5 average rating, 46 reviews
Guest favourite
Flat in Great Barrington
Berkshire Retreat|King Bed|Wi-Fi|2m Ski Resort
1 king bed
20–25 Sept
4.89 out of 5 average rating, 184 reviews
Top guest favourite
Home in Great Barrington
Prime location for the best of the Berkshires
2 bedrooms, 2 queen beds
9–14 Sept
4.97 out of 5 average rating, 140 reviews
Top guest favourite
Bungalow in Egremont
3-bedroom Berkshire bungalow on 2.5 peaceful acres
3 bedrooms, 5 beds
13–18 Sept
4.99 out of 5 average rating, 139 reviews
Top guest favourite
Home in Great Barrington
Close to Butternut Ski with Views & Cozy Fireplace
3 bedrooms, 5 beds
8–13 Sept
5.0 out of 5 average rating, 39 reviews
Home in Great Barrington
Luxurious Victorian, Walking Distance to Town
4 bedrooms
6–11 Sept
Top guest favourite
Home in Great Barrington
Modern Victorian- Walk to Town
4 bedrooms, 7 beds
14–19 Sept
4.97 out of 5 average rating, 142 reviews
Top guest favourite
Flat in Great Barrington
Zen River Studio
1 bedroom, 1 king bed
7–12 Sept
4.93 out of 5 average rating, 43 reviews
Top guest favourite
Flat in Great Barrington
The River’s Whisper
2 bedrooms, 2 queen beds
16–21 Sept
4.98 out of 5 average rating, 48 reviews
Guest favourite
Home in Great Barrington
Berkshires Family Oasis with Hot Tub, Patio, Gym
4 bedrooms, 7 beds
7–12 Sept
4.98 out of 5 average rating, 50 reviews
Top guest favourite
Flat in Great Barrington
King Bed | Patio | 2m to Ski Resort
1 king bed
14–19 Sept
4.92 out of 5 average rating, 179 reviews
Guest favourite
Home in Great Barrington
River Cottage - Riverfront Home in Walkable Commun
3 bedrooms, 3 beds
7–12 Sept
4.96 out of 5 average rating, 67 reviews
Guest favourite
Home in Egremont
24 Main - The Egremont Village House
7 bedrooms, 7 beds
13–18 Sept
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Home in Lee
Berkshire Mountain retreat with Urban eco-luxuries
3 bedrooms, 4 beds
7–12 Sept
4.99 out of 5 average rating, 318 reviews
Top guest favourite
Barn in New Marlborough
Hartsville Barn in the Berkshires
2 bedrooms, 2 king beds
16–21 Nov
4.98 out of 5 average rating, 47 reviews
Top guest favourite
Flat in Great Barrington
Walk Everywhere! | Relax in Easy Elegance!
2 bedrooms, 3 beds
7–12 Sept
5.0 out of 5 average rating, 148 reviews