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Holiday rentals in Stockbridge

Find and book unique accommodation on Airbnb

Popular amenities for Stockbridge holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Stockbridge's top sights

Kripalu Center for Yoga & Health

163 locals recommend

Norman Rockwell Museum

467 locals recommend

Mount Edith Wharton's Home

239 locals recommend

Shakespeare & Company

159 locals recommend

Berkshire Botanical Garden

174 locals recommend

Naumkeag

180 locals recommend

Homes with more space

Top guest favourite
The rustic carriage house is surrounded by lush greenery, featuring a vibrant garden with various plants and flowers. A teal umbrella provides shade over an outdoor seating area, complemented by a stone pathway leading to the entrance, enhancing the inviting atmosphere of the setting.
Cottage in Great Barrington
4.92 out of 5 average rating, 123 reviews

Carriage house with Chef's Kitchen, close to town

Top guest favourite
The exterior of the wooden cottage is showcased, featuring a large gray facade with three prominent windows. A deck extends from the front, complemented by outdoor seating and a patio umbrella. Lush greenery surrounds the property, enhancing its rustic charm.
Guest house in Stockbridge
4.93 out of 5 average rating, 44 reviews

Light-filled Carpenter's Cottage w/ EV charger!

Top guest favourite
A bright bedroom features a spacious bed with neutral bedding, framed by wooden walls and beams. Natural light fills the room through a large window, showcasing a glimpse of the outdoor area. A small side table and a decorative plant complement the simple, serene design.
Cabin in Chatham
4.97 out of 5 average rating, 143 reviews

The Upstate Cabin: A secluded getaway in the woods

Guest favourite
A charming home is framed by tall trees and lush greenery, with a vibrant lawn in front. The white exterior features multiple windows, allowing natural light to brighten the interior. A clear blue sky with a few clouds completes the tranquil setting.
Home in Stockbridge
4.97 out of 5 average rating, 123 reviews

Greek Revival Farmhouse

When is the best time to visit Stockbridge?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price₹28,785₹29,326₹24,814₹28,965₹29,326₹31,943₹38,349₹35,642₹31,582₹28,785₹26,168₹27,521
Avg. temp-4°C-3°C2°C9°C15°C20°C23°C22°C18°C11°C5°C-1°C

Frequently Asked Questions

  • Do house rentals in Stockbridge have air conditioning?

    Absolutely! We offer over 70 house rentals with air conditioning in Stockbridge. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Stockbridge have a kitchen?

    Absolutely! We offer over 70 house rentals with a kitchen 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 40 vacation rentals for guests traveling with pets.

  • Are there family-friendly vacation rentals in Stockbridge?

    Stockbridge has more than 90 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Stockbridge?

    Experience the best of Stockbridge with our house rentals, starting at about $110 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 70 house rentals with wifi in Stockbridge. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Stockbridge have free parking?

    Absolutely! We offer over 20 hotel rentals with free parking 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!

  • What are the most popular amenities for Hotel Rentals in Stockbridge?

    Enhance your stay in our Hotel Rentals with the most popular amenities: over 30 homes with wifi, over 30 homes with air conditioning, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Stockbridge

  • Total holiday rentals

    Explore 140 holiday rentals in Stockbridge

  • Nightly prices starting at

    Stockbridge holiday rentals start at ₹9,926 per night before taxes and fees

  • Verified guest reviews

    Over 4,790 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    140 of Stockbridge holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Stockbridge rentals

  • 4.9 Average rating

    Stockbridge stays are highly rated by guests – averaging 4.9 out of 5!

  • Nearby attractions

    Stockbridge’s top spots include Norman Rockwell Museum, Naumkeag and Berkshire Botanical Garden

Destinations to explore