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
Guesthouse in Becket
4.93 out of 5 average rating, 258 reviewsCountry Cabin
Guesthouse in Canaan
4.93 out of 5 average rating, 166 reviewsAiry cottage with meadow views in The Berkshires
Home in New Lebanon
4.99 out of 5 average rating, 348 reviewsThe old sawmill from 1771
Home in Canaan
5.0 out of 5 average rating, 134 reviewsCountry Cottage
Guest suite in Valatie
4.98 out of 5 average rating, 230 reviewsGuest Suite in Old Chatham Hunt Country
Home in Lee
5.0 out of 5 average rating, 230 reviewsBerkshire Mountain retreat with Urban eco-luxuries
Cottage in Great Barrington
4.98 out of 5 average rating, 126 reviewsNewly built cottage on working farm
Home in Dalton
4.88 out of 5 average rating, 113 reviewsThe Yellow House
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
$100 before taxes and fees
Frequently Asked Questions
Do boutique hotel rentals in Stockbridge have air conditioning?
Absolutely! We offer over 10 boutique hotel rentals with air conditioning 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 30 vacation rentals for guests traveling with pets.
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.
How much does it cost to stay in hotel rentals in Stockbridge?
Experience the best of Stockbridge with our hotel rentals, starting at about $150 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Stockbridge have wifi?
Absolutely! We offer over 60 house rentals with wifi in Stockbridge. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Stockbridge?
Yes! Work meets play with ease at over 60 vacation rentals in Stockbridge featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Stockbridge vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 30 vacation homes with pools in Stockbridge, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Stockbridge have a gym?
Absolutely! We offer over 10 house rentals with a gym in Stockbridge. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Stockbridge have a bbq area?
Absolutely! We offer over 10 cabin rentals with a bbq area in Stockbridge. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Hotel Rentals in Stockbridge?
Enhance your stay in our Hotel Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
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