Holiday rentals in Stockbridge
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Top-rated holiday rentals in Stockbridge
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Stockbridge holiday rentals
Other great holiday rentals in Stockbridge
Guest favourite
Treehouse in Tyringham
5.0 out of 5 average rating, 225 reviewsGingerbread House Tower in the Berkshire Hills
19–26 Jul
$421 SGD per night
Guest favourite
Guest house in Becket
4.93 out of 5 average rating, 257 reviewsCountry Cabin
31 Dec – 7 Jan
$166 SGD per night
Guest favourite
Home in New Lebanon
4.99 out of 5 average rating, 348 reviewsThe old sawmill from 1771
25 Dec – 1 Jan
$196 SGD per night
Guest favourite
Flat in Lenox
4.88 out of 5 average rating, 169 reviewsStation House 1E Private Room & Bath
17–24 Jun
$100 SGD per night
Guest favourite
Tiny home in Chatham
4.99 out of 5 average rating, 180 reviewsTiny House on 70 Private Acres in Hudson Valley
6–13 Aug
$208 SGD per night
Guest favourite
Home in Stockbridge
4.95 out of 5 average rating, 103 reviewsSun-filled, Charming Stockbridge Classic- In Town!
8–15 Mar
$391 SGD per night
Guest favourite
Home in Lee
5.0 out of 5 average rating, 228 reviewsBerkshire Mountain retreat with Urban eco-luxuries
$415 SGD per night
Guest favourite
Home in Lee
5.0 out of 5 average rating, 35 reviewsGreenHouse
5–12 Sep
$195 SGD per night
Quick stats about holiday rentals in Stockbridge
Total rentals
130 properties
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
80 properties are a good fit for families
Total number of reviews
3.6K reviews
Nightly prices starting at
$136 SGD before taxes and fees
Destinations to explore
- New City Holiday rentals
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