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.
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
Home in Pittsfield
4.91 out of 5 average rating, 149 reviewsBeautiful Mountain Log Cabin with Scenic Views
Sep 10 – 17
Chalet in Stockbridge
4.93 out of 5 average rating, 168 reviewsKillington spring ski - MTbike -new jacuzzi
Apr 29 – May 6
Tiny home in Pittsford
4.96 out of 5 average rating, 155 reviewsCharming tiny house with great VT location!
Apr 30 – May 7
Guest suite in Bethel
4.97 out of 5 average rating, 137 reviewsTwo bedroom. Separate enterence.
Sep 26 – Oct 3
Guest suite in Royalton
4.96 out of 5 average rating, 165 reviewsBluestone Farm
Jun 13 – 20
Condo in Killington
4.91 out of 5 average rating, 184 reviewsSki in/out newly renovated 1brm condo at Pico base
May 7 – 14
Cabin in Stockbridge
4.88 out of 5 average rating, 17 reviews1920s "Golden Age" Cabin w/ Breathtaking Views!
Aug 18 – 25
Guest suite in Stockbridge
5.0 out of 5 average rating, 84 reviewsStudio Suite with Vermont Style & Amazing Views
Mar 9 – 16
Quick stats about vacation rentals in Stockbridge
Total rentals
120 properties
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Pet-friendly rentals
50 properties allow pets
Family-friendly rentals
80 properties are a good fit for families
Total number of reviews
4.2K reviews
Nightly prices starting at
€ 28 before taxes and fees
Frequently Asked Questions
Are there family-friendly vacation rentals in Stockbridge?
Stockbridge has more than 80 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Stockbridge have wifi?
Absolutely! We offer over 50 house rentals with wifi in Stockbridge. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Stockbridge?
Four-legged friends are welcome in Stockbridge. Choose from more than 50 vacation rentals for guests traveling with pets.
How much does it cost to stay in chalet rentals in Stockbridge?
Experience the best of Stockbridge with our chalet rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Stockbridge?
Yes! Work meets play with ease at over 50 vacation rentals in Stockbridge featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Stockbridge have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Stockbridge. Enjoy a tailored experience with all the comforts you desire.
Do bed and breakfast rentals in Stockbridge have free parking?
Absolutely! We offer over 10 bed and breakfast rentals with free parking in Stockbridge. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Stockbridge have a kitchen?
Absolutely! We offer over 10 cabin rentals with a kitchen in Stockbridge. Enjoy a tailored experience with all the comforts you desire.
Destinations to explore
- Burlington Vacation rentals
- Lake George Vacation rentals
- Lake Placid Vacation rentals
- Stowe Vacation rentals
- Philadelphia Vacation rentals
- New York Vacation rentals
- Jersey City Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Québec City Vacation rentals
- Québec Vacation rentals
- Family-friendly rentals Stockbridge
- Pet-friendly rentals Stockbridge
- Monthly Rentals Stockbridge
- Rentals with a hot tub Stockbridge
- Kid-friendly rentals Stockbridge
- Rentals with a fire pit Stockbridge
- Rentals with a washer and dryer Stockbridge
- House rentals Stockbridge
- Rentals with outdoor seating Stockbridge
- Rentals with a fireplace Stockbridge
- Rentals with a patio 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