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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

$3,400 SGD for 7 nights

,

5.0 out of 5 average rating, 9 reviews

Guest favourite

Flat in Great Barrington

King Bed|ADA ROOM|2m Ski Resort

1 king bed

2–7 Aug

Extended stay discount

4.89 out of 5 average rating, 65 reviews

Guest favourite

Flat in Great Barrington

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

1 king bed

30 Aug – 4 Sept

Book early to save

Extended stay discount

4.88 out of 5 average rating, 129 reviews

Top guest favourite

Guest suite in Great Barrington

The Serendipity Spot

1 bedroom, 1 bed

1–6 Aug

$1,370 SGD for 5 nights

Pay $0 today

Free cancellation

4.94 out of 5 average rating, 54 reviews

Top guest favourite

Room in Great Barrington

Comfy single for a night or two (Eco Airbnb)

1 single bed

1–6 Aug

$574 SGD for 5 nights

4.93 out of 5 average rating, 54 reviews

Superhost

Guest suite in Great Barrington

Walk to Lake + Downtown • Private Studio w/ Patio

1 bedroom, 1 queen bed

1–6 Aug

Pay $0 today

Free cancellation

4.77 out of 5 average rating, 13 reviews

Top guest favourite

Room in Great Barrington

Large, light bedroom on The Hill (Eco Airbnb)

1 double bed

15–20 Aug

$620 SGD for 5 nights

4.97 out of 5 average rating, 31 reviews

Top guest favourite

Room in Great Barrington

Quiet refuge in Great Barrington

1 queen bed

6–11 Sept

4.94 out of 5 average rating, 232 reviews

Top guest favourite

Home in Great Barrington

Stunning luxury home with pool

4 bedrooms, 4 beds

23–28 Sept

$4,250 SGD for 5 nights

Pay $0 today

Free cancellation

4.99 out of 5 average rating, 92 reviews

Top guest favourite

Flat in Great Barrington

Private En Suite in Beautiful Victorian

1 bedroom, 1 queen bed

21–26 Oct

$874 SGD for 5 nights

Pay $0 today

Free cancellation

4.95 out of 5 average rating, 421 reviews

Guest favourite

Room in Great Barrington

Art Studio

1 bed

2–7 Aug

$1,180 SGD for 5 nights

Pay $0 today

Free cancellation

4.96 out of 5 average rating, 28 reviews

Top guest favourite

Room in Great Barrington

Cozy & Convenient

1 queen bed

2–7 Aug

$1,041 SGD for 5 nights

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 48 reviews

Guest favourite

Flat in Great Barrington

Beautfiul, modern, GB apartment

1 bedroom, 1 double bed

12–17 Oct

$1,176 SGD for 5 nights

4.81 out of 5 average rating, 301 reviews

Top guest favourite

Home in Great Barrington

Fall Foliage @ The Barrington House: GB

5 bedrooms, 6 beds

13–18 Sept

$2,632 SGD for 5 nights

5.0 out of 5 average rating, 13 reviews

Guest favourite

Home in Great Barrington

A Berkshires Abode - Minutes to Ski & Downtown GB!

3 bedrooms, 4 beds

30 Aug – 4 Sept

4.96 out of 5 average rating, 25 reviews

Guest favourite

Guest house in Great Barrington

1-bed unit 3/4 mi. from GB dwntwn.

1 bedroom, 1 king bed

23–28 Aug

$1,444 SGD for 5 nights

4.86 out of 5 average rating, 76 reviews

Guest favourite

Guest house in Town of Hillsdale

Hudson Valley and The Berkshires Cottage

1 bedroom, 1 queen bed

22–27 Aug

$1,336 SGD for 5 nights

Pay $0 today

Free cancellation

4.76 out of 5 average rating, 54 reviews

Top guest favourite

Guest suite in Great Barrington

Hillside Haven

1 bedroom, 2 beds

7–12 Sept

$1,861 SGD for 5 nights

4.98 out of 5 average rating, 133 reviews

Top guest favourite

Flat in Great Barrington

Cozy, Quiet Apt. in Housatonic, Great Barrington

1 bedroom, 2 beds

4–9 Aug

$1,758 SGD for 5 nights

5.0 out of 5 average rating, 38 reviews