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
11 – 18 May
$1,827 AUD total
Guest favourite
Home in New Lebanon
4.99 out of 5 average rating, 348 reviewsThe old sawmill from 1771
14 – 21 Sept
$1,632 AUD total
Guest favourite
Guest suite in South Lee
4.92 out of 5 average rating, 190 reviewsSunny Riverside Apartment
18 – 25 Sept
$2,002 AUD total
Guest favourite
Cabin in Stockbridge
4.88 out of 5 average rating, 190 reviewsHip Stockbridge Cabin - A stroll to the lake
24 – 31 Mar
$5,725 AUD total
Guest favourite
Guest suite in Valatie
4.98 out of 5 average rating, 231 reviewsGuest Suite in Old Chatham Hunt Country
28 July – 4 Aug
$1,213 AUD total
Guest favourite
Cottage in Kinderhook
4.98 out of 5 average rating, 173 reviewsThe Cottage on Sylvester Street
15 – 22 Oct
$1,604 AUD total
Guest favourite
Home in Lee
5.0 out of 5 average rating, 232 reviewsBerkshire Mountain retreat with Urban eco-luxuries
24 Apr – 1 May
$4,072 AUD total
Guest favourite
Home in Monterey
4.93 out of 5 average rating, 308 reviewsCharming cottage w/ gorgeous views.
17 – 24 Mar
$2,021 AUD total
Quick stats about accommodation 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
$151 AUD before taxes and fees
Destinations to explore
- New City Accommodation & holiday rentals
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- Lake George Accommodation & holiday rentals
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