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Search results; Over 1,000 homes in Great Barrington
Over 1,000 homes in Great Barrington
Top guest favourite
Guest favourite
Cottage in Great Barrington
Artist Cottage
1 bedroom
,
·
1 bed
,
·
2 private bathrooms
7–12 Sept
7–12 Sept
$2,126 SGD
Show price breakdown
for 5 nights
$2,126 SGD for 5 nights
,
·
4.93 out of 5 average rating, 342 reviews
4.93 (342)
Guest favourite
Guest favourite
Flat in Great Barrington
King Bed, Wi-Fi, 2m Ski Resort
4.95 out of 5 average rating, 176 reviews
4.95 (176)
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$857 SGD
$777 SGD
Show price breakdown
for 5 nights
Extended stay discount
Free cancellation
Superhost
Superhost
Home in Monterey
Dog-Friendly Berkshires Retreat w/Fenced Yard
New place to stay
New
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
28 Jul – 2 Aug
28 Jul – 2 Aug
$5,628 SGD
$4,710 SGD
Show price breakdown
for 5 nights
New home discount
Free cancellation
Top guest favourite
Guest favourite
Home in Sheffield
Family friendly house with fenced yard & fire pit
4.96 out of 5 average rating, 23 reviews
4.96 (23)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
11–16 Jul
11–16 Jul
$3,539 SGD
$2,619 SGD
Show price breakdown
for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Great Barrington
Prime location for the best of the Berkshires
4.97 out of 5 average rating, 132 reviews
4.97 (132)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
9–14 Sept
9–14 Sept
$1,753 SGD
Show price breakdown
for 5 nights
$1,753 SGD for 5 nights
Free cancellation
Home in Great Barrington
Downtown Housatonic house –10 miles to Tangelwood
5.0 out of 5 average rating, 5 reviews
5.0 (5)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
23–28 Aug
23–28 Aug
$2,019 SGD
Show price breakdown
for 5 nights
$2,019 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Tiny home in New Marlborough
Bedroom Forest View I Sauna I Fire-pit I Trails
4.94 out of 5 average rating, 174 reviews
4.94 (174)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
28 Jul – 2 Aug
28 Jul – 2 Aug
$2,792 SGD
$2,394 SGD
Show price breakdown
for 5 nights
Free cancellation
Guest favourite
Guest favourite
Flat in Great Barrington
Kitchenette|King Bed|Couch
4.89 out of 5 average rating, 180 reviews
4.89 (180)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$1,619 SGD
$1,463 SGD
Show price breakdown
for 5 nights
Extended stay discount
Free cancellation
Top guest favourite
Guest favourite
Flat in Great Barrington
Walk Everywhere! | Relax in Easy Elegance!
5.0 out of 5 average rating, 142 reviews
5.0 (142)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
29 Aug – 3 Sept
29 Aug – 3 Sept
$2,309 SGD
Show price breakdown
for 5 nights
$2,309 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Lee
Berkshire 4 season home
4.98 out of 5 average rating, 248 reviews
4.98 (248)
,
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3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
25–30 Oct
25–30 Oct
$1,763 SGD
Show price breakdown
for 5 nights
$1,763 SGD for 5 nights
Free cancellation
Flat in Stockbridge
Quaint & cozy loft
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
1–6 Jul
1–6 Jul
$2,560 SGD
Show price breakdown
for 5 nights
$2,560 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Cabin in Great Barrington
Modern Luxury Log Cabin
4.96 out of 5 average rating, 112 reviews
4.96 (112)
,
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4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
19–24 Jul
19–24 Jul
$4,001 SGD
Show price breakdown
for 5 nights
$4,001 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Great Barrington
Walt's Townhouse - Berkshire living at its best
5.0 out of 5 average rating, 83 reviews
5.0 (83)
,
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3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
13–18 Oct
13–18 Oct
$3,929 SGD
Show price breakdown
for 5 nights
$3,929 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Guest suite in Great Barrington
The Serendipity Spot
4.94 out of 5 average rating, 53 reviews
4.94 (53)
,
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1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$1,442 SGD
Show price breakdown
for 5 nights
$1,442 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Home in Sheffield
Water-View Home in the Berkshires
4.97 out of 5 average rating, 32 reviews
4.97 (32)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
4–9 Jul
4–9 Jul
$2,207 SGD
Show price breakdown
for 5 nights
$2,207 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Guest house in Great Barrington
Sweet Victorian in Housatonic
4.96 out of 5 average rating, 165 reviews
4.96 (165)
,
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3 bedrooms
3 bedrooms
,
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4 beds
4 beds
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$2,400 SGD
Show price breakdown
for 5 nights
$2,400 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Great Barrington
King Bed|Wi-Fi|2m Ski Resort|Studio|Berkshires
4.93 out of 5 average rating, 161 reviews
4.93 (161)
,
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1 bed
1 bed
,
·
1 bathroom
1 bathroom
6–11 Jul
6–11 Jul
$984 SGD
$891 SGD
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for 5 nights
Extended stay discount
Free cancellation
Guest favourite
Guest favourite
Home in Sheffield
52-Acre Berkshires Farmhouse • Fire Pit + Trails
5.0 out of 5 average rating, 6 reviews
5.0 (6)
,
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4 bedrooms
4 bedrooms
,
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9 beds
9 beds
,
·
2.5 bathrooms
2.5 bathrooms
5–10 Jul
5–10 Jul
$2,922 SGD
Show price breakdown
for 5 nights
$2,922 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Great Barrington
Country Castle-Complete privacy-minutes from town
4.98 out of 5 average rating, 61 reviews
4.98 (61)
,
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6 bedrooms
6 bedrooms
,
·
8 beds
8 beds
,
·
3 bathrooms
3 bathrooms
4–9 Jul
4–9 Jul
$8,493 SGD
Show price breakdown
for 5 nights
$8,493 SGD for 5 nights
Free cancellation
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