Vacation rentals in Stockbridge
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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
5 out of 5 average rating, 13 reviewsSkyeburst | Modern Mtn Home
Cabin in Stockbridge
4.98 out of 5 average rating, 46 reviewsRZEKA Cottage: Riverfront home in the Green mts.
Home in Stockbridge
4.89 out of 5 average rating, 18 reviewsCozy Ski Farmhouse
Chalet in Stockbridge
4.86 out of 5 average rating, 76 reviewsPrivate House - Hot Tub, Steam Room, Fire pit
Cabin in Bethel
4.95 out of 5 average rating, 65 reviewsThe Gourmet Cabin at Stitchdown Farm
Cottage in Barnard
5 out of 5 average rating, 17 reviewsAndas Hus: Little Luxury
Chalet in Stockbridge
4.95 out of 5 average rating, 42 reviewsBENT TREE Vermont, Mtn Chalet 25 min to Killington
Cabin in Stockbridge
4.86 out of 5 average rating, 14 reviewsT’s Hideaway
Quick stats about vacation rentals in Stockbridge
Total rentals
110 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
4.4K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
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 cabin rentals in Stockbridge have wifi?
Absolutely! We offer over 10 cabin 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 house rentals in Stockbridge?
Experience the best of Stockbridge with our house rentals, starting at about $130 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 house rentals in Stockbridge have free parking?
Absolutely! We offer over 40 house 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.
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