Find short term rentals in Great Barrington, MA at the best prices

This recently renovated, self-contained downstairs flat is situated in Housatonic, a village within Great Barrington, offering peaceful views of Rising Pond on the Housatonic River and is approximately 5 kilometres from Stockbridge.
This two-bedroom flat accommodates up to six guests and features a kitchen with a fridge, air conditioning, parking, and Wi-Fi, providing an ideal base for observing local wildlife and enjoying the natural scenery.

This spacious apartment is conveniently located in a quiet neighbourhood just a short walk from Great Barrington’s town centre, with its shops, restaurants, and the historic Mahaiwe Performing Arts Centre. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
This comfortable home offers four bedrooms and three bathrooms, accommodating up to eight guests. The well-equipped kitchen, separate laundry room, garden, and private parking ensure a convenient and enjoyable stay, while the apartment's proximity to hiking trails, lakes, and mountains provides easy access to the natural beauty of the Berkshires.

This seven-bedroom property is situated just 0.7 miles from Ski Butternut and within 3 miles of Lake Buel and Beartown State Forest, offering easy access to outdoor activities and attractions in the picturesque surroundings of Great Barrington. The property consistently receives excellent ratings for its cleanliness, location, and overall user experience.
This spacious house is ideal for large families or groups of friends, comfortably accommodating up to 15 guests. Enjoy modern amenities such as free WiFi, a fully equipped kitchen, a fireplace, and a garden with barbecue grills.

This three-bedroom, two-bathroom flat is located in Housatonic village, just a few kilometres from downtown Great Barrington, the Norman Rockwell Museum, and the Botanical Garden.
This pet-friendly property accommodates up to five guests and offers a kitchen, air conditioning, and internet, with a private, fenced garden ideal for outdoor dining.

This four-bedroom home is located in Great Barrington, just 10-15 minutes' drive from the town centre, shops, restaurants, skiing, and Tanglewood, with Monument Mountain on your doorstep. The property has excellent ratings for location, cleanliness, and user experience.
The spacious apartment can accommodate up to eight guests and comes equipped with a gourmet kitchen, a grand piano, a state-of-the-art gym, a private swimming pool, and a large three-season porch overlooking the pool and patio. Enjoy complimentary gourmet coffee, high-speed Wi-Fi, central heating and air conditioning, a Tesla EV charger, and a Wi-Fi-enabled garage door system.

This four-bedroom, four-bathroom Great Barrington holiday home is situated in a rural location, approximately 5km from Mansfield Lake Park and 4km from the Housatonic River.
The property, sleeping eight guests, boasts a private pool, tranquil balcony, fully equipped kitchen, in-unit laundry, Wi-Fi, and a fireplace, plus outdoor amenities including a fire pit and barbecue grill; nearby attractions include Ski Butternut, Greenock Country Club, Berkshire Botanical Garden, and Hoffman's Pottery.

This charming house is situated on "The Hill" in Great Barrington, a 5-minute walk from Lake Mansfield and a 10-minute drive from Butternut Ski Area. The property enjoys excellent ratings for location, cleanliness, and overall user experience.
The home can comfortably accommodate up to six guests across four bedrooms and bathrooms. Enjoy a range of amenities, including a fully equipped kitchen, outdoor deck, screened-in porch, trampoline, firepit, and ping pong table.

This Great Barrington apartment, situated on a mountainside within 3.2km of the Housatonic River, Ski Butternut, and under 4.8km from Lake Mansfield Park, offers stunning scenic views.
The 116 square metre self-catering property sleeps six, boasting two bedrooms, one bathroom, a fully equipped kitchen with dishwasher, a terrace, garden, spa, parking, and in-unit laundry facilities, plus a cosy fireplace and smart TV.

This two-bedroom, two-bathroom flat offers direct access to the Konkapot River and secluded hiking trails at the adjacent Great Barrington National Fish Hatchery, located in the scenic Berkshires region of New Marlborough.
This self-catering accommodation for four guests features a kitchen and air conditioning, providing an ideal base for enjoying the natural beauty and outdoor pursuits available year-round.

This four-bedroom Victorian flat in Great Barrington is located within 500 meters of Lake Mansfield and the town's Main Street, offering proximity to shops, restaurants, and theatres.
This property accommodates up to six guests and features whole-house air conditioning, a private acre lot with mountain views, a patio, fire pit, gas grill, and a fully finished walk-out basement.

This renovated millhouse apartment, situated on the banks of Rising Pond in the Berkshires between Stockbridge and Great Barrington, offers spectacular views and is minutes (less than 1.6km) from Tanglewood, Shakespeare & Company, and the Rockwell Museum.
The 65 square metre flat features two bedrooms (sleeping up to four guests), a fully equipped kitchen, a terrace, a garden, a spa, parking, and amenities including Wi-Fi, laundry facilities, and Roku/Chromecast; potential for live music from a nearby music shed adds to its unique appeal.

This four-bedroom house is located on a large property in the Berkshires, just 5 minutes from downtown Great Barrington.
This family-friendly property offers a private swimming pool, tennis court, and a games room with ping pong and bumper pool, accommodating up to seven guests with internet and air conditioning.