Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
NEW
NEW
Experiences
Experiences, new
NEW
NEW
Services
Services, new
Start your search
Location
Homes in Great Barrington
Check in / Check out
Any week
Guests
Add guests
Become a host
Help Centre
Become a host
It’s easy to start hosting and earn extra income.
Refer a host
Find a co-host
Log in or sign up
filters
Filters
Price
Type of place
Show map
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
Carriage house with Chef's Kitchen, close to town
2 bedrooms
,
·
3 beds
,
·
1.5 private bathrooms
6–11 Sept
6–11 Sept
$1,661 SGD
Show price breakdown
for 5 nights
$1,661 SGD for 5 nights
,
·
4.93 out of 5 average rating, 150 reviews
4.93 (150)
Guest favourite
Guest favourite
Guest house in Great Barrington
Sweet Victorian in Housatonic
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$2,463 SGD
$1,532 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
4.95 out of 5 average rating, 167 reviews
4.95 (167)
Top guest favourite
Guest favourite
Home in Lee
Berkshire Mountain retreat with Urban eco-luxuries
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$2,667 SGD
Show price breakdown
for 5 nights
$2,667 SGD for 5 nights
Pay $0 today
Free cancellation
4.99 out of 5 average rating, 310 reviews
4.99 (310)
Superhost
Superhost
Home in Great Barrington
Woodland - Stunning 5 bedroom home in GB!
5 bedrooms
5 bedrooms
,
·
16 beds
16 beds
,
·
3 bathrooms
3 bathrooms
1–8 Sept
1–8 Sept
$6,969 SGD
Show price breakdown
for 7 nights
$6,969 SGD for 7 nights
Pay $0 today
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Home in Great Barrington
Lovely house in the Berkshires
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
7–12 Sept
7–12 Sept
$2,115 SGD
Show price breakdown
for 5 nights
$2,115 SGD for 5 nights
Pay $0 today
Free cancellation
4.96 out of 5 average rating, 23 reviews
4.96 (23)
Guest favourite
Guest favourite
Home in Great Barrington
Downtown Housatonic house –10 miles to Tangelwood
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
23–28 Aug
23–28 Aug
$2,020 SGD
Show price breakdown
for 5 nights
$2,020 SGD for 5 nights
Pay $0 today
Free cancellation
4.83 out of 5 average rating, 6 reviews
4.83 (6)
Top guest favourite
Guest favourite
Home in Great Barrington
Prime location for the best of the Berkshires
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen 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
Pay $0 today
Free cancellation
4.97 out of 5 average rating, 133 reviews
4.97 (133)
Top guest favourite
Guest favourite
Cabin in Great Barrington
Modern Luxury Log Cabin
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
23–28 Aug
23–28 Aug
$3,603 SGD
Show price breakdown
for 5 nights
$3,603 SGD for 5 nights
4.96 out of 5 average rating, 114 reviews
4.96 (114)
Top guest favourite
Guest favourite
Home in Great Barrington
Berkshires Black Abbey
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
9–14 Aug
9–14 Aug
$3,693 SGD
Show price breakdown
for 5 nights
$3,693 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 36 reviews
5.0 (36)
Top guest favourite
Guest favourite
Home in Great Barrington
Walk to Town! Great Barrington 4-bedroom farmhouse
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
13–18 Oct
13–18 Oct
$3,087 SGD
Show price breakdown
for 5 nights
$3,087 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 111 reviews
5.0 (111)
Guest favourite
Guest favourite
Home in Great Barrington
Berkshires Retreat!
5 bedrooms
5 bedrooms
,
·
9 beds
9 beds
,
·
2.5 bathrooms
2.5 bathrooms
9–14 Sept
9–14 Sept
$5,740 SGD
Show price breakdown
for 5 nights
$5,740 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 37 reviews
4.97 (37)
Top guest favourite
Guest favourite
Flat in Great Barrington
King Bed|Wi-Fi|2m Ski Resort|Studio|Berkshires
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$922 SGD
$836 SGD
Show price breakdown
for 5 nights
Extended stay discount
4.93 out of 5 average rating, 163 reviews
4.93 (163)
Guest favourite
Guest favourite
Home in Great Barrington
Berkshires: hiking, theatre, dance & pickleball!
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
3–8 Sept
3–8 Sept
$1,951 SGD
Show price breakdown
for 5 nights
$1,951 SGD for 5 nights
4.91 out of 5 average rating, 137 reviews
4.91 (137)
Guest favourite
Guest favourite
Home in Great Barrington
Berkshires Family Inn – For Getaways & Big Groups!
7 bedrooms
7 bedrooms
,
·
10 beds
10 beds
,
·
6.5 bathrooms
6.5 bathrooms
16–21 Aug
16–21 Aug
$6,554 SGD
Show price breakdown
for 5 nights
$6,554 SGD for 5 nights
Free cancellation
4.89 out of 5 average rating, 35 reviews
4.89 (35)
Top guest favourite
Guest favourite
Home in Great Barrington
Cozy. Clean. Free bagel shop.
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
7–12 Sept
7–12 Sept
$4,078 SGD
Show price breakdown
for 5 nights
$4,078 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 65 reviews
4.92 (65)
Guest favourite
Guest favourite
Home in Great Barrington
Berkshire’s Best-hottub-fitness/gameroom
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
23–28 Aug
23–28 Aug
$3,914 SGD
Show price breakdown
for 5 nights
$3,914 SGD for 5 nights
4.89 out of 5 average rating, 18 reviews
4.89 (18)
Guest favourite
Guest favourite
Home in Sheffield
Bull Hill Bungalow
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
27 Jul – 1 Aug
27 Jul – 1 Aug
$2,373 SGD
Show price breakdown
for 5 nights
$2,373 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 51 reviews
4.98 (51)
Guest favourite
Guest favourite
Treehouse in New Marlborough
Berkshire Treehouse Retreat
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
Toilet with sink
Toilet with sink
2–7 Aug
2–7 Aug
$1,671 SGD
Show price breakdown
for 5 nights
$1,671 SGD for 5 nights
Pay $0 today
Free cancellation
4.91 out of 5 average rating, 159 reviews
4.91 (159)
Superhost
Superhost
Home in Great Barrington
Prime Location, Recently Redesigned, Riverfront!
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
26–31 Jul
26–31 Jul
$2,397 SGD
Show price breakdown
for 5 nights
$2,397 SGD for 5 nights
5.0 out of 5 average rating, 6 reviews
5.0 (6)
1
2
3
4
…
15