Vacation rentals in Stockbridge
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Stockbridge
Guests agree: these stays are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
1 of 3 pages
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
Tiny homes in Chatham
4.99 out of 5 average rating, 185 reviewsTiny House on 70 Private Acres in Hudson Valley
Guest favourite
Guesthouse in Canaan
4.93 out of 5 average rating, 166 reviewsAiry cottage with meadow views in The Berkshires
Guest favourite
Guest suite in Valatie
4.98 out of 5 average rating, 231 reviewsGuest Suite in Old Chatham Hunt Country
Guest favourite
Loft in Great Barrington
4.99 out of 5 average rating, 296 reviewsThe Old Red Barn
Guest favourite
Home in New Lebanon
4.99 out of 5 average rating, 348 reviewsThe old sawmill from 1771
Guest favourite
Cottage in Kinderhook
4.98 out of 5 average rating, 175 reviewsThe Cottage on Sylvester Street
Guest favourite
Home in Lee
5.0 out of 5 average rating, 234 reviewsBerkshire Mountain retreat with Urban eco-luxuries
Guest favourite
Home in Canaan
5.0 out of 5 average rating, 135 reviewsCountry Cottage
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
Destinations to explore
- New City Vacation rentals
- New Haven Vacation rentals
- Lake George Vacation rentals
- Catskill Vacation rentals
- Albany Vacation rentals
- Catskill Mountains Vacation rentals
- Philadelphia Vacation rentals
- New York Vacation rentals
- Jersey City Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Rentals with a fireplace Stockbridge
- Rentals with a washer and dryer Stockbridge
- Rentals with a patio Stockbridge
- Rentals with pools Stockbridge
- Rentals with outdoor seating Stockbridge
- Rentals with a firepit Stockbridge
- Kid-friendly rentals Stockbridge
- House rentals Stockbridge
- Monthly Rentals Stockbridge
- Rentals with breakfast Stockbridge
- Pet-friendly rentals Stockbridge
- Hotel rentals Stockbridge
- Family-friendly rentals Stockbridge
- Rentals with lake access Stockbridge
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom