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 Canaan
4.93 out of 5 average rating, 166 reviewsAiry cottage with meadow views in The Berkshires
May 13 – 20
Home in Lee
5.0 out of 5 average rating, 233 reviewsBerkshire Mountain retreat with Urban eco-luxuries
Apr 29 – May 6
Tiny home in Chatham
4.99 out of 5 average rating, 185 reviewsTiny House on 70 Private Acres in Hudson Valley
Sep 10 – 17
Cabin in Stockbridge
4.88 out of 5 average rating, 190 reviewsHip Stockbridge Cabin - A stroll to the lake
Mar 26 – Apr 2
Loft in Great Barrington
4.99 out of 5 average rating, 296 reviewsThe Old Red Barn
Aug 17 – 24
Guest suite in Valatie
4.98 out of 5 average rating, 231 reviewsGuest Suite in Old Chatham Hunt Country
Jul 19 – 26
Home in Monterey
4.93 out of 5 average rating, 308 reviewsCharming cottage w/ gorgeous views.
Feb 6 – 13
Home in Becket
4.95 out of 5 average rating, 37 reviewsNerd Preservation Sanctuary
Dec 14 – 21
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 house rentals in Stockbridge have air conditioning?
Absolutely! We offer over 60 house 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 boutique hotel rentals in Stockbridge?
Experience the best of Stockbridge with our boutique hotel rentals, starting at about $990 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 house rentals in Stockbridge have a bbq area?
Absolutely! We offer over 40 house rentals with a bbq area in Stockbridge. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Stockbridge?
Enhance your stay in our House Rentals with the most popular amenities: over 60 homes with wifi, over 10 homes with a gym, over 60 homes with air conditioning, over 40 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
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- Rentals with pools Stockbridge
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