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
Descriptions are based on details hosts provide
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
$1,814 SGD
Show price breakdown
for 5 nights
$1,814 SGD for 5 nights
,
·
4.91 out of 5 average rating, 159 reviews
4.91 (159)
Top guest favourite
Guest favourite
Home in Stockbridge
Bright Stockbridge country home, near everything!
4.96 out of 5 average rating, 182 reviews
4.96 (182)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2.5 bathrooms
2.5 bathrooms
8–13 Sept
8–13 Sept
$1,598 SGD
Show price breakdown
for 5 nights
$1,598 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Cabin in Stockbridge
Fieldstone fireplace and vaulted skylights near lake
4.89 out of 5 average rating, 246 reviews
4.89 (246)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
1.5 bathrooms
1.5 bathrooms
9–14 Aug
9–14 Aug
$4,078 SGD
Show price breakdown
for 5 nights
$4,078 SGD for 5 nights
Guest favourite
Guest favourite
Home in Stockbridge
Your Stockbridge Getaway
4.96 out of 5 average rating, 26 reviews
4.96 (26)
,
·
5 bedrooms
5 bedrooms
,
·
8 beds
8 beds
,
·
2.5 bathrooms
2.5 bathrooms
23–28 Aug
23–28 Aug
$5,429 SGD
Show price breakdown
for 5 nights
$5,429 SGD for 5 nights
Guest favourite
Guest favourite
Home in West Stockbridge
Vaulted ceilings, hot tub, and private trails
4.97 out of 5 average rating, 62 reviews
4.97 (62)
,
·
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
3.5 bathrooms
3.5 bathrooms
21–26 Sept
21–26 Sept
$5,558 SGD
Show price breakdown
for 5 nights
$5,558 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Cottage in Stockbridge
Rustic woods cottage, 2 miles from Tanglewood
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
$2,371 SGD
Show price breakdown
for 5 nights
$2,371 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
Top guest favourite
Guest favourite
Guest house in Stockbridge
Cottage with exquisite views
5.0 out of 5 average rating, 21 reviews
5.0 (21)
,
·
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
4 bathrooms
4 bathrooms
1–6 Sept
1–6 Sept
$4,744 SGD
Show price breakdown
for 5 nights
$4,744 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, 91 reviews
4.97 (91)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,680 SGD
Show price breakdown
for 5 nights
$1,680 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Stockbridge
Hand-built on 11 acres, mahogany decks
4.9 out of 5 average rating, 86 reviews
4.9 (86)
,
·
4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
,
·
4 bathrooms
4 bathrooms
13–18 Sept
13–18 Sept
$3,568 SGD
Show price breakdown
for 5 nights
$3,568 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Lee
Berkshire Mountain retreat with Urban eco-luxuries
4.99 out of 5 average rating, 311 reviews
4.99 (311)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$2,679 SGD
Show price breakdown
for 5 nights
$2,679 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Stockbridge
Rabbit Run in the heart of Stockbridge Village
4.89 out of 5 average rating, 123 reviews
4.89 (123)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
24–29 Aug
24–29 Aug
$2,802 SGD
Show price breakdown
for 5 nights
$2,802 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Stockbridge
Riverfront duplex in the Berkshire Mountains
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
$2,559 SGD
Show price breakdown
for 5 nights
$2,559 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Lee
Split-level ranch near Tanglewood with fireplace
4.98 out of 5 average rating, 248 reviews
4.98 (248)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
25–30 Oct
25–30 Oct
$1,723 SGD
Show price breakdown
for 5 nights
$1,723 SGD for 5 nights
Pay $0 today
Free cancellation
Home in Stockbridge
Light Filled - Modern Rustic Home
5.0 out of 5 average rating, 3 reviews
5.0 (3)
,
·
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
19–24 Jul
19–24 Jul
$2,976 SGD
Show price breakdown
for 5 nights
$2,976 SGD for 5 nights
Pay $0 today
Free cancellation
Home in Great Barrington
Historic home right on the Housatonic
4.46 out of 5 average rating, 26 reviews
4.46 (26)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,293 SGD
Show price breakdown
for 5 nights
$1,293 SGD for 5 nights
Guest favourite
Guest favourite
Home in Stockbridge
Greek Revival Farmhouse
4.97 out of 5 average rating, 128 reviews
4.97 (128)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
21–28 Aug
21–28 Aug
$3,690 SGD
Show price breakdown
for 7 nights
$3,690 SGD for 7 nights
Top guest favourite
Guest favourite
Cabin in Stockbridge
Lakeshore cabin with dock and kayaks
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
$4,398 SGD
Show price breakdown
for 5 nights
$4,398 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Lenox
Stylish home with a fire pit
4.94 out of 5 average rating, 51 reviews
4.94 (51)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
28 Sept – 3 Oct
28 Sept – 3 Oct
$2,473 SGD
Show price breakdown
for 5 nights
$2,473 SGD for 5 nights
Pay $0 today
Free cancellation
1
2
3
4
…
15