Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
Experiences
Experiences
Services
Services
Start your search
Location
Homes in Sandisfield
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 Sandisfield
Over 1,000 homes in Sandisfield
Top guest favourite
Guest favourite
Cabin in Sandisfield
Berkshires Cabin in Woods with Mountain Views
3 bedrooms
,
·
3 beds
,
·
1.5 private bathrooms
2–7 Sept
2–7 Sept
$3,091 SGD
$2,657 SGD
Show price breakdown
for 5 nights
,
·
4.99 out of 5 average rating, 136 reviews
4.99 (136)
Top guest favourite
Guest favourite
Cabin in Sandisfield
Cozy Cabin in the Berkshires
2 bedrooms
2 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
3–8 Sept
3–8 Sept
$1,806 SGD
Show price breakdown
for 5 nights
$1,806 SGD for 5 nights
5.0 out of 5 average rating, 23 reviews
5.0 (23)
Top guest favourite
Guest favourite
Cabin in Litchfield County
Blackberry Cottage
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$1,660 SGD
$1,445 SGD
Show price breakdown
for 5 nights
Free cancellation
4.94 out of 5 average rating, 156 reviews
4.94 (156)
Top guest favourite
Guest favourite
Room in Sandisfield
Hospitality in the Berkshire Woods
1 king bed
1 king bed
,
·
1.5 bathrooms
1.5 bathrooms
29 Aug – 3 Sept
29 Aug – 3 Sept
$871 SGD
Show price breakdown
for 5 nights
$871 SGD for 5 nights
4.94 out of 5 average rating, 161 reviews
4.94 (161)
Top guest favourite
Guest favourite
Cabin in Otis
Overflow Cabin Retreat on Otis Reservoir
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
28 Aug – 2 Sept
28 Aug – 2 Sept
$1,731 SGD
$1,515 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Top guest favourite
Guest favourite
Guest suite in Norfolk
The Nest at Lovers Lane
2 bedrooms
2 bedrooms
,
·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$1,267 SGD
Show price breakdown
for 5 nights
$1,267 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 72 reviews
4.99 (72)
Top guest favourite
Guest favourite
Barn in New Marlborough
Hartsville Barn in the Berkshires
2 bedrooms
2 bedrooms
,
·
2 king beds
2 king beds
,
·
1 bathroom
1 bathroom
27 Oct – 1 Nov
27 Oct – 1 Nov
$1,814 SGD
Show price breakdown
for 5 nights
$1,814 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 46 reviews
4.98 (46)
Top guest favourite
Guest favourite
Home in Litchfield County
70's Retro House
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
2 bathrooms
2 bathrooms
25–30 Aug
25–30 Aug
$1,504 SGD
$1,251 SGD
Show price breakdown
for 5 nights
4.96 out of 5 average rating, 27 reviews
4.96 (27)
Home in Great Barrington
Garden Retreat, 1st fl KING ste, EV, close to all
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
23–28 Aug
23–28 Aug
$2,760 SGD
Show price breakdown
for 5 nights
$2,760 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Top guest favourite
Guest favourite
Home in Sheffield
Family friendly house with fenced yard & fire pit
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
29 Aug – 3 Sept
29 Aug – 3 Sept
$2,688 SGD
$2,339 SGD
Show price breakdown
for 5 nights
Free cancellation
4.96 out of 5 average rating, 28 reviews
4.96 (28)
Top guest favourite
Guest favourite
Home in Monterey
Charming cottage w/ gorgeous views.
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
7–12 Sept
7–12 Sept
$1,319 SGD
Show price breakdown
for 5 nights
$1,319 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 369 reviews
4.93 (369)
Top guest favourite
Guest favourite
Home in Sandisfield
Lux on the River near Tanglewood w/220v EV charge
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
4–9 Dec
4–9 Dec
$1,972 SGD
Show price breakdown
for 5 nights
$1,972 SGD for 5 nights
4.95 out of 5 average rating, 93 reviews
4.95 (93)
Top guest favourite
Guest favourite
Chalet in Otis
Mid-Century Glass Octagon in the Berkshires
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
13–18 Sept
13–18 Sept
$2,421 SGD
Show price breakdown
for 5 nights
$2,421 SGD for 5 nights
4.95 out of 5 average rating, 482 reviews
4.95 (482)
Top guest favourite
Guest favourite
Cottage in Otis
Lake Escape: Lakefront Cottage in the Berkshires
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
29 Sept – 4 Oct
29 Sept – 4 Oct
$2,410 SGD
Show price breakdown
for 5 nights
$2,410 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 31 reviews
5.0 (31)
Guest favourite
Guest favourite
Cabin in Becket
Berkshires! Walk to LAKE, kayaks, dog friendly.
1 bedroom
1 bedroom
,
·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$1,409 SGD
Show price breakdown
for 5 nights
$1,409 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 51 reviews
4.92 (51)
Guest favourite
Guest favourite
Home in Torrington
Enjoy the NW Hills, then relax by the river…
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
24–29 Aug
24–29 Aug
$1,622 SGD
$1,347 SGD
Show price breakdown
for 5 nights
Free cancellation
4.94 out of 5 average rating, 17 reviews
4.94 (17)
Top guest favourite
Guest favourite
Home in Otis
Ridge House at Otis Ridge Ski Area
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
1.5 bathrooms
1.5 bathrooms
24–29 Aug
24–29 Aug
$1,859 SGD
Show price breakdown
for 5 nights
$1,859 SGD for 5 nights
4.98 out of 5 average rating, 54 reviews
4.98 (54)
Home in Otis
Sailor & Queen: Artist-Inspired Berkshire Home
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$2,201 SGD
$1,934 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Guest favourite
Guest favourite
Home in Otis
Family Berkshires Cabin w/ Climbing Wall, Games
3 bedrooms
3 bedrooms
,
·
7 beds
7 beds
,
·
3 bathrooms
3 bathrooms
8–13 Sept
8–13 Sept
$2,106 SGD
Show price breakdown
for 5 nights
$2,106 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 11 reviews
5.0 (11)
1
2
3
4
…
15