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 Stockbridge
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 Stockbridge
Over 1,000 homes in Stockbridge
Guest favourite
Guest favourite
Guest house in Stockbridge
Modern barn in the heart of the Berkshires
2 bedrooms
,
·
2 beds
,
·
1 private bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,977 SGD
Show price breakdown
for 5 nights
$1,977 SGD for 5 nights
,
·
4.9 out of 5 average rating, 157 reviews
4.9 (157)
Guest favourite
Guest favourite
Place to stay in Stockbridge
Cozy room w/private bath–near Tanglewood/Kripalu
4.85 out of 5 average rating, 151 reviews
4.85 (151)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$816 SGD
Show price breakdown
for 5 nights
$816 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Guest house in Stockbridge
Bitty Berkshire Bungalow
4.98 out of 5 average rating, 42 reviews
4.98 (42)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
18–23 Sept
18–23 Sept
$952 SGD
Show price breakdown
for 5 nights
$952 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Lee
GreenHouse
4.99 out of 5 average rating, 131 reviews
4.99 (131)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
24–29 Oct
24–29 Oct
$1,570 SGD
Show price breakdown
for 5 nights
$1,570 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Flat in Stockbridge
Stockbridge private apartment
4.97 out of 5 average rating, 90 reviews
4.97 (90)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,690 SGD
Show price breakdown
for 5 nights
$1,690 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Lee
Berkshire Mountain retreat with Urban eco-luxuries
4.99 out of 5 average rating, 310 reviews
4.99 (310)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$2,668 SGD
Show price breakdown
for 5 nights
$2,668 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Guest house in Stockbridge
Modern studio with views of the treetops
4.96 out of 5 average rating, 298 reviews
4.96 (298)
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$1,366 SGD
Show price breakdown
for 5 nights
$1,366 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Home in Stockbridge
Sun-filled, Charming Stockbridge Classic- In Town!
4.94 out of 5 average rating, 158 reviews
4.94 (158)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$2,280 SGD
Show price breakdown
for 5 nights
$2,280 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Home in West Stockbridge
Exceptional Stockbridge Retreat
5.0 out of 5 average rating, 20 reviews
5.0 (20)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
10–15 Jul
10–15 Jul
$3,130 SGD
Show price breakdown
for 5 nights
$3,130 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Guest house in West Stockbridge
Guest House 15 mins to Tanglewood
5.0 out of 5 average rating, 28 reviews
5.0 (28)
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$1,228 SGD
Show price breakdown
for 5 nights
$1,228 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Stockbridge
Bright Stockbridge country home, near everything!
4.96 out of 5 average rating, 181 reviews
4.96 (181)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2.5 bathrooms
2.5 bathrooms
31 Aug – 5 Sept
31 Aug – 5 Sept
$2,059 SGD
Show price breakdown
for 5 nights
$2,059 SGD for 5 nights
Free cancellation
Superhost
Superhost
Home in Stockbridge
Mac Shores | 5 min to Tanglewood ! • Shared Beach
4.81 out of 5 average rating, 16 reviews
4.81 (16)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
29 Jul – 3 Aug
29 Jul – 3 Aug
$3,715 SGD
$2,373 SGD
Show price breakdown
for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Cabin in Stockbridge
Lakeshore cabin with beach and dock
4.98 out of 5 average rating, 63 reviews
4.98 (63)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
2–7 Sept
2–7 Sept
$4,407 SGD
Show price breakdown
for 5 nights
$4,407 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Cottage in Stockbridge
Quiet 2 BR cottage in the heart of the Berkshires
4.95 out of 5 average rating, 43 reviews
4.95 (43)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
24–29 Aug
24–29 Aug
$2,440 SGD
Show price breakdown
for 5 nights
$2,440 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Flat in Stockbridge
Three bedroom duplex in Stockbridge on the river
4.98 out of 5 average rating, 53 reviews
4.98 (53)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
7–12 Sept
7–12 Sept
$2,631 SGD
Show price breakdown
for 5 nights
$2,631 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Home in Great Barrington
Downtown Housatonic house –10 miles to Tangelwood
4.83 out of 5 average rating, 6 reviews
4.83 (6)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
23–28 Aug
23–28 Aug
$2,021 SGD
Show price breakdown
for 5 nights
$2,021 SGD for 5 nights
Pay $0 today
Free cancellation
Room in Stockbridge
Iris Room bright with 4 windows :)
4.32 out of 5 average rating, 41 reviews
4.32 (41)
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$1,144 SGD
Show price breakdown
for 5 nights
$1,144 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Room in Lee
Warm & Welcoming Room w/ Private Bath
4.98 out of 5 average rating, 241 reviews
4.98 (241)
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
4–9 Sept
4–9 Sept
$969 SGD
Show price breakdown
for 5 nights
$969 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Lee
4BDR Elegant Berkshires Escape | Beaver Creek
5.0 out of 5 average rating, 8 reviews
5.0 (8)
,
·
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
15–20 Nov
15–20 Nov
$2,794 SGD
Show price breakdown
for 5 nights
$2,794 SGD for 5 nights
1
2
3
4
…
15