Search results; Over 1,000 places in Stockbridge

The home you selected

Guest favorite
Guesthouse in Stockbridge
Light-filled Carpenter's Cottage in Stockbridge
2 guests1 bedroom1 bed1 bath
Jun 8 – 13
More
Jun 8 – 13
More
R15,997 ZAR for 5 nights
for 5 nights

Explore more homes

Guest favorite
Guesthouse in Stockbridge
Modern studio with views of the treetops
2 beds
Jun 8 – 13
R18,114 ZAR for 5 nights
for 5 nights
4.95 out of 5 average rating, 233 reviews
Guest favorite
Place to stay in Stockbridge
Cozy room w/private bath–near Kripalu/ Tanglewood
Free cancellation
Jul 9 – 14
R13,857 ZAR for 5 nights
for 5 nights
4.85 out of 5 average rating, 85 reviews
Top guest favorite
Apartment in Stockbridge
Stockbridge private apartment
2 beds
Jun 8 – 13
R23,307 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 48 reviews
Guest favorite
Apartment in Stockbridge
Historic,Famous,Iconic, Unforgettable Berks Escape
1 queen bed
Jun 6 – 11
R28,604 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 105 reviews
Guest favorite
Cottage in Great Barrington
The Cottage at The Barrington House
1 queen bed
Jun 9 – 14
R19,513 ZAR for 5 nights
for 5 nights
4.94 out of 5 average rating, 133 reviews
Superhost
Home in West Stockbridge
Lofted Hideaway on Pixley Hill
6 beds
Jun 5 – 10
R29,930 ZAR for 5 nights
for 5 nights
New place to stay
Guest favorite
Cottage in West Stockbridge
Historic 1810 Farmhouse - Fully Renovated
4 beds
Jun 8 – 13
R30,086 ZAR for 5 nights
for 5 nights
4.95 out of 5 average rating, 135 reviews
Top guest favorite
Apartment in East Chatham
Bennett Abode
Free cancellation
Jun 22 – 27
R10,021 ZAR for 5 nights
for 5 nights
4.95 out of 5 average rating, 119 reviews
Guest favorite
Apartment in Great Barrington
Berkshire Retreat|King Bed|Wi-Fi|2m Ski Resort
Free cancellation
Jun 9 – 14
R10,424 ZAR for 5 nights
for 5 nights
4.92 out of 5 average rating, 104 reviews
Apartment in Lee
Cozy Berkshire Cottage Style Apartment
2 single beds
Jun 6 – 11
R14,810 ZAR for 5 nights
for 5 nights
4.77 out of 5 average rating, 119 reviews
Guest favorite
Guest suite in Egremont
Retreat for All Seasons
Free cancellation
Jun 9 – 14
R13,242 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 23 reviews
Top guest favorite
Guesthouse in Great Barrington
Sweet Victorian in Housatonic
6 beds
Jun 8 – 13
R16,420 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 122 reviews
Guest favorite
Room in Lee
Stay with DavidSemi-retired paper carriers; part time poker players!,
Comfortable living in 1870's house!
Jul 20 – 25
R12,712 ZAR for 5 nights
for 5 nights
4.87 out of 5 average rating, 436 reviews
Top guest favorite
Farm stay in Pittsfield
Private 2nd-floor studio on a working produce farm
Free cancellation
Aug 3 – 8
R19,450 ZAR for 5 nights
for 5 nights
4.99 out of 5 average rating, 213 reviews
Guest favorite
Apartment in Great Barrington
King Bed|Wi-Fi|2m Ski Resort|Studio|Berkshires
1 bed
Jun 8 – 13
R9,005 ZAR for 5 nights
for 5 nights
4.9 out of 5 average rating, 93 reviews
Guesthouse in Stockbridge
Cottage with exquisite views
Free cancellation
Jun 20 – 25
R48,731 ZAR for 5 nights
for 5 nights
New place to stay
Top guest favorite
Home in Stockbridge
Rabbit Run in the heart of Stockbridge Village
4 beds
Jun 22 – 27
R26,293 ZAR for 5 nights
for 5 nights
4.89 out of 5 average rating, 97 reviews
Guest favorite
Guesthouse in Lenox
The Granary at House on Golden Hill
Free cancellation
Jul 20 – 25
R23,137 ZAR for 5 nights
for 5 nights
4.93 out of 5 average rating, 372 reviews