Holiday houses 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
Guesthouse in Canaan
4.93 out of 5 average rating, 166 reviewsAiry cottage with meadow views in The Berkshires
28 Nov – 5 Dec
$291 NZD per night
Guest favourite
Guesthouse in Becket
4.93 out of 5 average rating, 258 reviewsCountry Cabin
17–24 Dec
$232 NZD per night
Guest favourite
Home in Lee
5.0 out of 5 average rating, 229 reviewsBerkshire Mountain retreat with Urban eco-luxuries
$500 NZD per night
Guest favourite
Cottage in West Stockbridge
4.98 out of 5 average rating, 107 reviewsHistoric 1810 Farmhouse - Fully Renovated
19–26 Jul
$671 NZD per night
Guest favourite
Guest suite in Valatie
4.98 out of 5 average rating, 230 reviewsGuest Suite in Old Chatham Hunt Country
30 Aug – 6 Sep
$190 NZD per night
Guest favourite
Cottage in Great Barrington
4.98 out of 5 average rating, 126 reviewsNewly built cottage on working farm
8–15 Mar
$221 NZD per night
Guest favourite
Home in Canaan
5.0 out of 5 average rating, 134 reviewsCountry Cottage
13–20 Apr
$260 NZD per night
Guest favourite
Cottage in Kinderhook
4.98 out of 5 average rating, 172 reviewsThe Cottage on Sylvester Street
26 Sep – 3 Oct
$255 NZD 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
$168 NZD before taxes and fees
Destinations to explore
- New City Holiday rentals
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- Rentals with breakfast Stockbridge
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