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

This vacation home in Lee is located close to a lake, within a mile of Greenock Country Club and the Housatonic River, offering a peaceful escape near local attractions. It has received excellent user ratings, making it a popular choice for travelers.
The home features five bedrooms, four bathrooms, and can comfortably accommodate up to 14 guests in its 2800 square feet of space. Amenities include a fully equipped kitchen, a fireplace, a fitness center, a spa, a garden, a terrace, and parking, ensuring a comfortable and enjoyable stay.

This vacation home is located just outside Great Barrington, a short drive from the W.E.B. Du Bois Boyhood Homesite and other attractions. This property has received excellent ratings for location, cleanliness, and overall experience.
The vacation home has 4 bedrooms and 4 bathrooms, comfortably accommodating up to 12 guests. Enjoy amenities like a private pool, a spa, a tennis court, and a fully equipped kitchen, making it perfect for a relaxing and enjoyable stay.

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.

This bed and breakfast is located in the mountains of Stockbridge, just one mile from the Norman Rockwell Museum and within a three-mile radius of the Berkshire Botanical Garden and Naumkeag Museum. It has earned an excellent rating from previous guests. The inn offers a variety of amenities and activities, including a swimming pool, a terrace, a garden, and a restaurant. Guests can also enjoy free continental breakfast, free Wi-Fi, and free parking.

This cabin rental in Stockbridge is situated on a river, offering a unique and serene setting with a private garden and barbecue grills. It is within 3 miles of renowned cultural and historical attractions, including Frelinghuysen Morris House and Studio, Tanglewood Music Center, The Mount, Naumkeag Museum, and Berkshire Botanical Garden.
The cabin has an excellent user rating and can accommodate up to 4 guests with 2 bedrooms and 1 bathroom. It features a cozy fireplace, a fully equipped kitchen, a spacious dining area, a private patio, a Smart TV, and a washing machine for added convenience. Guests can also enjoy air conditioning, a terrace or balcony, a garden, a spa, and parking.

This Great Barrington apartment rental is conveniently located moments from the Housatonic River and its walking path, within one mile of the Mahaiwe Performing Arts Center and Lake Mansfield Park. This two-bedroom, one-bathroom unit sleeps four guests and features a fully equipped kitchen, in-unit laundry, free Wi-Fi, a smart TV, and access to barbecue grills.

This Great Barrington apartment rental is situated less than two miles from the Housatonic River, Ski Butternut, and the Housatonic River Walk, with Lake Mansfield Park and the Mahaiwe Performing Arts Center also within a short drive.
This 1,250-square-foot dwelling boasts two bedrooms, one bathroom, sleeps six, and includes a fully equipped kitchen, fireplace, Smart TV, washer, private patio, and access to a spa and parking.

This historic factory conversion in Great Barrington is situated on the riverfront, offering 5-minute access to Butternut, 10-minute access to Catamount, and 30-minute access to Bousquet ski resorts, with nearby attractions including the Mahaiwe Performing Arts Center and the W.E.B. Du Bois Boyhood Homesite.
This spacious 2020 sq ft lodge accommodates up to 8 guests with 4 bedrooms, 2 bathrooms, a full kitchen, air conditioning, a terrace, garden, and onsite parking for 6 vehicles, featuring original historic elements like wood beams and stonework, along with two fireplaces and a grand piano.

This apartment is located in downtown Great Barrington, just a short walk from restaurants and shops, and a quick drive to Tanglewood, Ski Butternut, and Catamount Ski Mountain. It has received excellent ratings for location, cleanliness, and user experience.
The rental has three bedrooms and sleeps up to 14 guests in a spacious 1,790 square foot area. Amenities include a modern kitchen, a large deck, a comfortable living room, and a pet-friendly policy.

This renovated former millworker house is a self-contained downstairs unit located in Housatonic, a village within Great Barrington, offering peaceful views of Rising Pond on the Housatonic River and proximity to Stockbridge, just a few miles away.
This 2-bedroom, 1-bathroom apartment accommodates up to 6 guests and features a kitchen with a fridge, air conditioning, internet, and parking, providing a unique historic setting with opportunities for wildlife viewing and enjoying natural scenery.

This apartment is located in a peaceful rural setting just outside Great Barrington, a mile from Butternut Basin Ski Resort and within walking distance of the Appalachian Trail. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The apartment has two bedrooms and one bathroom, comfortably accommodating up to four guests. Enjoy convenient amenities like a fully equipped kitchen, a spacious mudroom/laundry room, a private garden, and a comfortable living space with a large couch, love seat, smart TV, and free Wi-Fi.

This secluded Berkshires log cabin, located on a quiet hill outside Great Barrington, offers easy access to the town's attractions.
The 3-bedroom, 1-bathroom house features a fully equipped kitchen with a new refrigerator, a wood-burning stove, and accommodates up to 4 guests, boasting a unique circular staircase and rustic 1976 wooden dining set.

This three-bedroom, one-bathroom house is conveniently located on Route 23 in Monterey, Massachusetts, offering easy access to Butternut Ski Area (3 minutes), Great Barrington (8 minutes), Tanglewood (20 minutes), and the Appalachian Trail (2 minutes), with Lake Buel's boat launch a mere 500 feet away.
The 6-guest home features a fully equipped kitchen with fridge, freezer, microwave, and dishwasher, air conditioning, parking, and plush bedding; enjoy nearby hiking, skiing, and water activities.

This 3-bedroom, 2-bathroom apartment offers a prime location in Great Barrington, just a 7-minute drive from both Stockbridge and downtown Great Barrington, and a 10-minute drive to Butternut ski area.
This family-friendly rental accommodates up to 6 guests, features a full kitchen with a dishwasher and microwave, air conditioning, WiFi, a garden with a fire pit, a screened-in patio, and is conveniently located near a farm market and hiking trails.

This apartment is located on a hill in Great Barrington, just a short walk from the downtown area with its restaurants and shops, and within easy reach of Lake Mansfield, Tanglewood, Ski Butternut, and Catamount Ski Mountain. It has received excellent ratings for location, cleanliness, and overall experience. The 3-bedroom, 2-bathroom rental offers 1190 square feet of space and can accommodate up to 8 guests. Enjoy the private setting, multiple outdoor spaces, chef's kitchen, family-friendly amenities, comfortable bedding, pet-friendly policy, and easy access to all that Great Barrington has to offer.

This apartment is located in Great Barrington, within walking distance of the lively Main Street, offering easy access to shops and restaurants. It has received excellent ratings for cleanliness, location, and user experience.
This spacious rental has four bedrooms and three bathrooms, comfortably accommodating up to eight guests. Enjoy modern appliances, a cozy fireplace, a separate sitting room, laundry facilities, and ample storage space for a relaxing and convenient stay.