Compare temporary rentals in Great Barrington, MA from 100+ providers!

260 available short term rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Great Barrington, MA short term rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Best Short term and Weekly rentals in Great Barrington, MA

Best Great Barrington, MA lodging with a balcony

Log Cabin In The Woods With A Rustic Vibe - Great Barrington, MA
No reviews

Log Cabin In The Woods With A Rustic Vibe

cabin, Great Barrington
This secluded 3-bedroom, 1-bathroom log cabin, accommodating up to 6 guests, offers a private forested setting atop a hill just 2 miles from downtown Great Barrington's dining and shopping, and is a short drive from attractions like Tanglewood and the Norman Rockwell Museum.
Enjoy classic log cabin vibes from 1976, featuring a unique circular staircase, a fully equipped kitchen with a new fridge, and proximity to hiking trails including the Appalachian Trail and Beartown State Forest.

Explore Family Short-Term Rentals in Great Barrington, MA

These short-term rentals in Great Barrington, MA are ideal for families, offering fresh air and trail access right outside with room for everyone.

Konkapot River Retreat - Great Barrington, MA
10 4 reviews

Konkapot River Retreat

apartment, New Marlborough
This two-bedroom, two-bathroom apartment in New Marlborough offers a tranquil riverside setting on the Konkapot River, with direct access to hiking trails at the adjacent national fish hatchery, located just across the street. Ideal for up to four guests, this year-round accommodation features air conditioning and a kitchen, providing an immersive natural experience in the Berkshires with ample outdoor recreation opportunities.
Secluded 5bd Close To Best Of Berks - Great Barrington, MA
8.5 4 reviews

Secluded 5bd Close To Best Of Berks

apartment, Great Barrington
This spacious Berkshire County house, nestled in rolling fields with mountain and farm views, offers easy access to Great Barrington's attractions.
This five-bedroom, four-bathroom home sleeps ten, boasting a chef's kitchen, media room, children's playroom, and stunning countryside views; wildlife sightings are a possibility.

Frequently Asked Questions about short term rentals in Great Barrington, MA

  • Which top landmarks shouldn't you miss in and around Great Barrington, MA?

    You definitely want to check out the historic Mahaiwe Performing Arts Center in downtown Great Barrington. It's a beautiful theater that hosts concerts, plays, and other events. If you're into history, the Old First Church is a must-see. It was built in the 18th century and is a beautiful example of colonial architecture. And if you're looking for something a little more modern, the Great Barrington Rail Trail is a great place to go for a walk or bike ride.
  • What are the best short term rentals in Great Barrington, MA?

    Among the short term rentals in Great Barrington, MA, A Cozy Retreat In Nature - An Art Lover’s Dream, Cottage On Scenic Road and Ski Berkshire Get Away In Gb are the most popular ones.

  • What notable natural landmarks are near Great Barrington, MA?

    Just a short drive away, you'll find Mount Everett, the highest point in the Berkshires. It's a great place to hike and enjoy the views. And for a more relaxing experience, head to Lake Buel or Lake Mansfield. They're both beautiful spots to go swimming, kayaking, or just relax by the water.
  • What are the best short term rentals with a pool in Great Barrington, MA?

  • What family-friendly activities are available near Great Barrington, MA?

    The Great Barrington Farmers Market is a great place to bring the kids on Saturdays. There's always live music and plenty of things to see and do. The Berkshire Botanical Garden is another great option. It's a beautiful place to walk around and learn about different plants and flowers. And if you're looking for something a little more active, the Great Barrington Rail Trail is a great place to go for a bike ride or walk.
  • What are the best short term rentals with a jacuzzi in Great Barrington, MA?

  • What kind of weather can travelers expect in Great Barrington, MA?

    Great Barrington has four distinct seasons. Summers are warm and humid, with average highs in the 80s. Winters are cold and snowy, with average lows in the 20s. Spring and fall are mild and pleasant, with average temperatures in the 50s and 60s. Be sure to pack for all types of weather!
  • What are the best short term rentals for families and kids in Great Barrington, MA?

  • What major cities can be found near Great Barrington, MA?

    Great Barrington is located in the Berkshires, about a two-hour drive from both Boston and New York City. It's also about an hour from Albany, NY, and Hartford, CT.

Popular destinations

Best Great Barrington, MA lodging with a kitchen

Berkshire Serenity: Mountain, Field, Lake - Great Barrington, MA
No reviews

Berkshire Serenity: Mountain, Field, Lake

apartment, Great Barrington
This 5-bedroom rental is located near Great Barrington, offering a peaceful escape surrounded by fields, woods, and a lake. The location allows for easy access to the town's shops, restaurants, and cultural attractions, as well as the Berkshires' hiking trails and scenic drives. This spacious rental accommodates up to 9 guests and features a fully equipped kitchen, a swimming pool, and parking. Enjoy amenities like internet access, a tranquil setting, and a peaceful atmosphere.
Charming Berkshire Farmhouse: Your Cozy Retreat Awaits! - Great Barrington, MA
10 13 reviews

Charming Berkshire Farmhouse: Your Cozy Retreat Awaits!

apartment, Monterey
This Monterey mountain home is located 0.4 miles from Lake Buel and within 3 miles of Dry Hill and Les Trois Emme Winery, offering easy access to outdoor recreation and wine tasting.
This three-bedroom, one-bathroom vacation rental sleeps six, features a fully equipped kitchen with a refrigerator, microwave, and dishwasher, a patio, free WiFi, and a fireplace.
Luxury Apt In Downtown Great Barrington - Great Barrington, MA
10 10 reviews

Luxury Apt In Downtown Great Barrington

apartment, Great Barrington
This one-bedroom luxury apartment is located in downtown Great Barrington, Massachusetts, within walking distance of the Berkshire Co-op Market and a short drive from Butternut (7 minutes) and Catamount (14 minutes) ski resorts.
The unit offers comfortable accommodations for up to four guests, featuring a fully equipped kitchen with a fridge and microwave, air conditioning, parking, and excellent guest reviews; nearby attractions include hiking trails and the Berkshire Theatre Group.
2 Mi To Norman Rockwell Museum: Stockbridge Apt! - Great Barrington, MA
No reviews

2 Mi To Norman Rockwell Museum: Stockbridge Apt!

apartment, Stockbridge
This waterfront apartment in Stockbridge offers a private patio on the Housatonic River and is within walking distance of Main Street shops and dining, with the Norman Rockwell Museum 2 miles away.
This pet-friendly, single-story rental features 700 square feet of living space, includes WiFi, air conditioning, and can accommodate up to two guests.

Best Great Barrington, MA lodging with laundry available

Berkshire Summer Retreat - 3 Bed/2 Bath - Great Barrington, MA
No reviews

Berkshire Summer Retreat - 3 Bed/2 Bath

apartment, Great Barrington
This Great Barrington house rental is minutes from downtown, Tanglewood, and several ski areas including Butternut, Catamount, Bousquet, and Otis.
The three-bedroom, two-bathroom home offers a spacious open-plan kitchen and living area, accommodating up to six guests and including a dishwasher, microwave, fridge, freezer, air conditioning, parking, and Wi-Fi.
Lake Buel Retreat: Stunning Views And Private Dock - Great Barrington, MA
9.3 41 reviews

Lake Buel Retreat: Stunning Views And Private Dock

apartment, Monterey
This lakeside house rental near Great Barrington, Massachusetts, is less than ten minutes from downtown.
The four-bedroom, two-bathroom home sleeps six, features a fully equipped kitchen, kayaks, a rowboat, and a deck overlooking Lake Buel, offering spectacular sunrise views.
Family Friendly House In Great Barrington - Great Barrington, MA
9.8 12 reviews

Family Friendly House In Great Barrington

apartment, Great Barrington
This 3-bedroom, 1-bathroom rental is located on "The Hill" in Great Barrington, a short walk to downtown shops and restaurants, and within 0.5 miles of Lake Mansfield.
This home accommodates up to 6 guests and features internet, air conditioning, a kitchen with a fridge, and parking, with a backyard for outdoor enjoyment and easy access to Southern Berkshires hiking and swimming.
Beautiful Private Country House - Great Barrington, MA
9.2 19 reviews

Beautiful Private Country House

apartment, West Stockbridge
This secluded West Stockbridge house, near Williamsville, is a 15-minute drive from both Lenox (Tanglewood) and Great Barrington, offering easy access to cultural attractions.
The two-bedroom, two-bathroom home comfortably sleeps three guests and features a king-size bed, jacuzzi tub, fully equipped kitchen, fast Wi-Fi, and a pull-out couch; a large DVD selection provides additional entertainment.

Top 5-Star Lodgings in Great Barrington, MA

Discover the perfect blend of luxury and location with these sophisticated Great Barrington, MA homes.

The Docent's House - Honoring A Legacy - Great Barrington, MA
9.6 5 reviews

The Docent's House - Honoring A Legacy

apartment, Great Barrington

Best Dog-Friendly Lodgings in Great Barrington, MA

These dog-friendly short-term rentals in Great Barrington, MA ensure you'll find great trails nearby for you and your pup.

The Hide Out - Great Barrington, MA
9.4 36 reviews

The Hide Out

apartment, Great Barrington
©2026 cozycozy.com