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
13–20 May
$290 NZD per night
Guest favourite
Home in Lee
5.0 out of 5 average rating, 233 reviewsBerkshire Mountain retreat with Urban eco-luxuries
29 Apr – 6 May
$646 NZD per night
Guest favourite
Tiny home in Chatham
4.99 out of 5 average rating, 185 reviewsTiny House on 70 Private Acres in Hudson Valley
10–17 Sep
$276 NZD per night
Guest favourite
Cabin in Stockbridge
4.88 out of 5 average rating, 190 reviewsHip Stockbridge Cabin - A stroll to the lake
26 Mar – 2 Apr
$908 NZD per night
Guest favourite
Loft in Great Barrington
4.99 out of 5 average rating, 296 reviewsThe Old Red Barn
17–24 Aug
$340 NZD per night
Guest favourite
Guest suite in Valatie
4.98 out of 5 average rating, 231 reviewsGuest Suite in Old Chatham Hunt Country
19–26 Jul
$205 NZD per night
Guest favourite
Home in Monterey
4.93 out of 5 average rating, 308 reviewsCharming cottage w/ gorgeous views.
6–13 Feb
$321 NZD per night
Guest favourite
Home in Becket
4.95 out of 5 average rating, 38 reviewsNerd Preservation Sanctuary
14–21 Dec
$178 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
$166 NZD before taxes and fees
Destinations to explore
- New City Holiday rentals
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- Hotel rentals Stockbridge
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