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Search results; Over 1,000 homes in Great Barrington

Apartment in Great Barrington

Luxury Apt in Downtown Great Barrington

1 bedroom, 1 bed, 1 private bathroom

14–21 Aug

$3,380 SGD for 7 nights

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5.0 out of 5 average rating, 9 reviews

Guest favourite

Flat in Great Barrington

King Bed|Wi-Fi|2m Ski Resort|Berkshires

1 king bed, 1 bathroom

23–28 Aug

Extended stay discount

4.88 out of 5 average rating, 130 reviews

Top guest favourite

Flat in Great Barrington

King Bed |Wi-Fi| 2m to Ski Resort

1 king bed, 1 bathroom

23–28 Aug

Extended stay discount

4.92 out of 5 average rating, 212 reviews

Top guest favourite

Room in Great Barrington

Comfy single for a night or two (Eco Airbnb)

1 single bed, 1.5 bathrooms

17–22 Aug

$574 SGD for 5 nights

4.93 out of 5 average rating, 54 reviews

Top guest favourite

Room in Great Barrington

Large, light bedroom on The Hill (Eco Airbnb)

1 double bed, 1 bathroom

19–24 Aug

$617 SGD for 5 nights

4.97 out of 5 average rating, 31 reviews

Top guest favourite

Flat in Great Barrington

Private En Suite in Beautiful Victorian

1 bedroom, 1 queen bed, 1 bathroom

21–26 Oct

$869 SGD for 5 nights

Free cancellation

4.95 out of 5 average rating, 421 reviews

Top guest favourite

Room in Great Barrington

Quiet refuge in Great Barrington

1 queen bed, 1 bathroom

6–11 Sept

4.94 out of 5 average rating, 232 reviews

Guest favourite

Flat in Great Barrington

Beautfiul, modern, GB apartment

1 bedroom, 1 double bed, 1 bathroom

12–17 Oct

$1,169 SGD for 5 nights

4.81 out of 5 average rating, 303 reviews

Top guest favourite

Room in Great Barrington

Cozy & Convenient

1 queen bed, 1 bathroom

10–15 Aug

$1,088 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 50 reviews

Guest favourite

Home in Great Barrington

Hilltop Ski and Sun Chalet with Hot Tub

5 bedrooms, 6 beds, 3.5 bathrooms

13–18 Sept

$3,016 SGD for 5 nights

4.97 out of 5 average rating, 61 reviews

Top guest favourite

Home in Great Barrington

Stunning luxury home with pool

4 bedrooms, 4 beds, 4.5 bathrooms

28 Sept – 3 Oct

Free cancellation

4.99 out of 5 average rating, 92 reviews

Superhost

Flat in Great Barrington

Spacious, walkable apartment on the Hill

2 bedrooms, 2 beds, 1 bathroom

30 Aug – 4 Sept

$1,373 SGD for 5 nights

4.58 out of 5 average rating, 60 reviews

Top guest favourite

Guest suite in Great Barrington

Hillside Haven

1 bedroom, 2 beds, 1 bathroom

7–12 Sept

$1,851 SGD for 5 nights

4.98 out of 5 average rating, 133 reviews

Top guest favourite

Guest house in Stockbridge

Bitty Berkshire Bungalow

1 bedroom, 1 queen bed, 1 bathroom

4–9 Oct

$963 SGD for 5 nights

Free cancellation

4.98 out of 5 average rating, 52 reviews

Top guest favourite

Flat in Great Barrington

Cozy, Quiet Apt. in Housatonic, Great Barrington

1 bedroom, 2 beds, 2 bathrooms

22–27 Aug

$1,666 SGD for 5 nights

5.0 out of 5 average rating, 38 reviews

Top guest favourite

Guest suite in Great Barrington

The Serendipity Spot

1 bedroom, 1 bed, 1 bathroom

9–14 Aug

$1,261 SGD for 5 nights

Free cancellation

4.94 out of 5 average rating, 54 reviews

Top guest favourite

Guest house in Great Barrington

Berkshires Guest Barn

2 bedrooms, 5 beds, 1 bathroom

16–21 Aug

$1,621 SGD for 5 nights

Free cancellation

4.94 out of 5 average rating, 35 reviews

Guest favourite

Cottage in Great Barrington

The Cottage at The Barrington House

1 bedroom, 1 queen bed, 1 bathroom

22–27 Aug

$1,730 SGD for 5 nights

4.94 out of 5 average rating, 214 reviews

Top guest favourite

Flat in Great Barrington

Secluded but not isolated Berkshire Retreat

2 bedrooms, 2 beds, 1.5 bathrooms

9–14 Sept

$1,204 SGD for 5 nights

4.93 out of 5 average rating, 211 reviews