Vacation rentals in Stockbridge
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Top-rated vacation rentals in Stockbridge
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Stockbridge vacation rentals
Other great vacation rentals in Stockbridge
Guest favourite
Guesthouse in Becket
4.93 out of 5 average rating, 258 reviewsCountry Cabin
Dec. 19 – 26
$188 CAD per night
Guest favourite
Guesthouse in Canaan
4.93 out of 5 average rating, 166 reviewsAiry cottage with meadow views in The Berkshires
Nov. 5 – 12
$236 CAD per night
Guest favourite
Home in New Lebanon
4.99 out of 5 average rating, 348 reviewsThe old sawmill from 1771
Dec. 5 – 12
$210 CAD per night
Guest favourite
Home in Canaan
5.0 out of 5 average rating, 134 reviewsCountry Cottage
Mar. 12 – 19
$210 CAD per night
Guest favourite
Guest suite in Valatie
4.98 out of 5 average rating, 230 reviewsGuest Suite in Old Chatham Hunt Country
Aug. 29 – Sep. 5
$156 CAD per night
Guest favourite
Home in Lee
5.0 out of 5 average rating, 230 reviewsBerkshire Mountain retreat with Urban eco-luxuries
May 27 – Jun. 1
$566 CAD per night
Guest favourite
Cottage in Great Barrington
4.98 out of 5 average rating, 126 reviewsNewly built cottage on working farm
Mar. 10 – 17
$179 CAD per night
Superhost
Home in Dalton
4.88 out of 5 average rating, 113 reviewsThe Yellow House
Feb. 15 – 22
$156 CAD per night
Quick stats about vacation 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
$137 CAD before taxes and fees
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