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Search results; Over 1,000 homes in Great Barrington

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Superhost
Chalet in Great Barrington
Sunset River Views, SIP, Spotless, Sleeps 8
3 bedrooms, 5 beds, 2.5 private bathrooms
27 Sept – 2 Oct
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4.86 out of 5 average rating, 22 reviews
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Top guest favourite
Flat in Great Barrington
King Bed | Patio | 2m to Ski Resort
1 king bed
6–11 Sept
4.92 out of 5 average rating, 179 reviews
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Guest favourite
Flat in Great Barrington
King Bed |Wi-Fi| 2m to Ski Resort
1 king bed
28 Sept – 3 Oct
4.92 out of 5 average rating, 218 reviews
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Superhost
Chalet in Great Barrington
Berkshire "Zen" Cottage
3 bedrooms, 4 beds
13–18 Sept
4.95 out of 5 average rating, 87 reviews
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Home in Sheffield
Belle Meade
2 bedrooms, 2 beds
11–16 Nov
4.99 out of 5 average rating, 133 reviews
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Top guest favourite
Guest house in Great Barrington
Trailside Cottage
1 bedroom, 3 beds
28 Sept – 3 Oct
5.0 out of 5 average rating, 16 reviews
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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
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Top guest favourite
Home in Great Barrington
Fall Foliage @ The Barrington House: GB
5 bedrooms, 6 beds
13–18 Sept
5.0 out of 5 average rating, 16 reviews
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Top guest favourite
Guest suite in Great Barrington
Hillside Haven
1 bedroom, 2 beds
7–12 Sept
4.99 out of 5 average rating, 137 reviews
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Home in Great Barrington
Seekonk Hill
2 bedrooms, 2 queen beds
26–31 Oct
4.98 out of 5 average rating, 45 reviews
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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
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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, 138 reviews
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Guest favourite
Flat in Great Barrington
Beautfiul, modern, GB apartment
1 bedroom, 1 double bed
12–17 Oct
4.81 out of 5 average rating, 303 reviews
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Top guest favourite
Home in Great Barrington
Walk to Town! Great Barrington 4-bedroom farmhouse
4 bedrooms, 4 beds
14–19 Sept
5.0 out of 5 average rating, 115 reviews
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Top guest favourite
Home in Great Barrington
Walt's Townhouse - Berkshire living at its best
3 bedrooms, 3 beds
29 Oct – 3 Nov
5.0 out of 5 average rating, 86 reviews
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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, 138 reviews
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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, 317 reviews
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Guest favourite
Guest house in Great Barrington
Berkshires Guest Barn
2 bedrooms, 5 beds
9–14 Sept
4.95 out of 5 average rating, 37 reviews
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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