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Search results; Over 1,000 homes in Great Barrington

Guest favourite

Chalet in Great Barrington

Berkshire "Zen" Cottage

3 bedrooms, 4 beds, 2 private bathrooms

9–14 Aug

$2,210 SGD for 5 nights

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4.95 out of 5 average rating, 83 reviews

Guest favourite

Flat in Great Barrington

King Bed|2mi Ski Resort|Fast Wi-Fi|Studio|

1 king bed, 1 bathroom

2–7 Aug

Extended stay discount

4.87 out of 5 average rating, 104 reviews

Top guest favourite

Flat in Great Barrington

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

1 king bed, 1 bathroom

22–27 Aug

Extended stay discount

4.92 out of 5 average rating, 208 reviews

Top guest favourite

Flat in Great Barrington

Private En Suite in Beautiful Victorian

1 bedroom, 1 queen bed, 1 bathroom

21–26 Oct

$877 SGD for 5 nights

Free cancellation

4.95 out of 5 average rating, 418 reviews

Superhost

Home in Great Barrington

Pristine 3 Bedroom, Walk-to Gt Barrington Center!

3 bedrooms, 4 beds, 1.5 bathrooms

7–12 Aug

$3,152 SGD for 5 nights

Free cancellation

4.86 out of 5 average rating, 22 reviews

Top guest favourite

Guest suite in Great Barrington

The Serendipity Spot

1 bedroom, 1 bed, 1 bathroom

1–6 Aug

$1,376 SGD for 5 nights

Free cancellation

4.94 out of 5 average rating, 54 reviews

Guest favourite

Home in Great Barrington

Great Barrington Lakeside Getaway w/ Kayak & Grill

4 bedrooms, 6 beds, 4 bathrooms

10–15 Sept

$2,970 SGD for 5 nights

4.83 out of 5 average rating, 41 reviews

Guest favourite

Tiny home in New Marlborough

Bedroom Forest View I Sauna I Fire-pit I Trails

2 bedrooms, 2 beds, 1 bathroom

20–25 Sept

$1,593 SGD for 5 nights

4.94 out of 5 average rating, 182 reviews

Guest favourite

Home in Great Barrington

Berkshire’s Best-hottub-fitness/gameroom

4 bedrooms, 4 beds, 2 bathrooms

23–28 Aug

$3,877 SGD for 5 nights

4.89 out of 5 average rating, 18 reviews

Guest favourite

Home in Great Barrington

Lovely house in the Berkshires

3 bedrooms, 4 beds, 1.5 bathrooms

7–12 Sept

$2,114 SGD for 5 nights

Free cancellation

4.96 out of 5 average rating, 24 reviews

Guest favourite

Home in Great Barrington

2 Docks, Directly on Lake Buel, Sunsets: Sleeps 8!

4 bedrooms, 5 beds, 2 bathrooms

25–30 Aug

$7,004 SGD for 5 nights

Free cancellation

4.94 out of 5 average rating, 35 reviews

Top guest favourite

Home in Stockbridge

Bright Stockbridge country home, near everything!

2 bedrooms, 2 queen beds, 2.5 bathrooms

13–18 Sept

$1,601 SGD for 5 nights

4.95 out of 5 average rating, 184 reviews

Guest favourite

Home in Great Barrington

In the middle of it all

3 bedrooms, 4 beds, 3.5 bathrooms

7–12 Aug

$2,902 SGD for 5 nights

4.93 out of 5 average rating, 15 reviews

Top guest favourite

Home in Great Barrington

Stunning luxury home with pool

4 bedrooms, 4 beds, 4.5 bathrooms

2–7 Aug

$7,573 SGD for 5 nights

4.99 out of 5 average rating, 92 reviews

Top guest favourite

Home in Great Barrington

Berkshire Vacation Home

3 bedrooms, 3 beds, 2 bathrooms

16–21 Aug

$3,071 SGD for 5 nights

4.98 out of 5 average rating, 54 reviews

Top guest favourite

Home in Great Barrington

GB at your doorstep

3 bedrooms, 4 beds, 2 bathrooms

31 Aug – 5 Sept

$3,087 SGD for 5 nights

4.95 out of 5 average rating, 135 reviews

Guest favourite

Home in Great Barrington

Due to cancellation - a rare summer week is open!

4 bedrooms, 5 beds, 2 bathrooms

16–23 Aug

$2,356 SGD for 7 nights

4.91 out of 5 average rating, 137 reviews

Top guest favourite

Home in Egremont

The Catamount Ski Haus with Pool & Hot Tub

4 bedrooms, 4 king beds, 4 bathrooms

7–12 Sept

$5,350 SGD for 5 nights

5.0 out of 5 average rating, 69 reviews

Guest favourite

Home in Great Barrington

Berkshire Retreat with Hot Tub

3 bedrooms, 3 beds, 1 bathroom

1–6 Aug

$2,591 SGD for 5 nights

4.87 out of 5 average rating, 23 reviews