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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
$2,129 SGD
Show price breakdown
for 5 nights
$2,129 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|Berkshires
4.89 out of 5 average rating, 122 reviews
4.89 (122)
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$774 SGD
$703 SGD
Show price breakdown
for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Loft in Great Barrington
The Old Red Barn
4.99 out of 5 average rating, 361 reviews
4.99 (361)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
1–6 Sept
1–6 Sept
$1,447 SGD
Show price breakdown
for 5 nights
$1,447 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
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
$2,022 SGD
Show price breakdown
for 5 nights
$2,022 SGD for 5 nights
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
$5,642 SGD
$4,722 SGD
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for 5 nights
Free cancellation
Guest favourite
Guest favourite
Home in Great Barrington
Lovely house in the Berkshires
4.95 out of 5 average rating, 22 reviews
4.95 (22)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
7–12 Sept
7–12 Sept
$2,117 SGD
Show price breakdown
for 5 nights
$2,117 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)
,
·
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
23–28 Aug
23–28 Aug
$3,704 SGD
Show price breakdown
for 5 nights
$3,704 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)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$2,403 SGD
Show price breakdown
for 5 nights
$2,403 SGD 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, 133 reviews
4.97 (133)
,
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2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
9–14 Sept
9–14 Sept
$1,755 SGD
Show price breakdown
for 5 nights
$1,755 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)
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
6–11 Jul
6–11 Jul
$921 SGD
$835 SGD
Show price breakdown
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
$2,563 SGD
Show price breakdown
for 5 nights
$2,563 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Room in Pittsfield
Cute Room with Bay Window in Downtown Victorian
5.0 out of 5 average rating, 14 reviews
5.0 (14)
,
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2 beds
2 beds
,
·
3 bathrooms
3 bathrooms
12–17 Jul
12–17 Jul
$584 SGD
$432 SGD
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for 5 nights
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)
,
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3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
26–31 Jul
26–31 Jul
$3,807 SGD
$3,070 SGD
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for 5 nights
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
,
·
9 beds
9 beds
,
·
2.5 bathrooms
2.5 bathrooms
5–10 Jul
5–10 Jul
$3,432 SGD
$2,925 SGD
Show price breakdown
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
$1,444 SGD
Show price breakdown
for 5 nights
$1,444 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
,
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4 beds
4 beds
,
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2 bathrooms
2 bathrooms
4–9 Jul
4–9 Jul
$2,210 SGD
Show price breakdown
for 5 nights
$2,210 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Treehouse in New Marlborough
Berkshire Treehouse Retreat
4.9 out of 5 average rating, 157 reviews
4.9 (157)
,
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3 bedrooms
3 bedrooms
,
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4 beds
4 beds
,
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Toilet with sink
Toilet with sink
12–17 Jul
12–17 Jul
$1,717 SGD
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for 5 nights
$1,717 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
,
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3 beds
3 beds
,
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2 bathrooms
2 bathrooms
25–30 Oct
25–30 Oct
$1,764 SGD
Show price breakdown
for 5 nights
$1,764 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Great Barrington
Berkshires Black Abbey
5.0 out of 5 average rating, 36 reviews
5.0 (36)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
9–14 Aug
9–14 Aug
$3,710 SGD
Show price breakdown
for 5 nights
$3,710 SGD for 5 nights
Free cancellation
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