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140 Apartments or condos in Great Barrington, MA
9.6 7 reviews
Great Barrington, MA
07/26 – 08/04
$545/nighttotal: $4905 (9 )
The Race Mountain House
4 7
apartment , Sheffield
This Sheffield, Massachusetts mountain home sits near Mount Everett State Reservation (1.9 miles) and Mount Riga State Park (2.8 miles), offering easy access to hiking and outdoor recreation. This four-bedroom, three-bathroom vacation rental sleeps twelve, boasting a private pool, fireplace, fully equipped kitchen, in-house laundry, and a terrace – perfect for enjoying the stunning mountain views.
10 54 reviews
Great Barrington, MA
08/22 – 09/03
$496/nighttotal: $5952 (12 )
Berkshire Vacation Home
3 1
apartment , Great Barrington
This modern apartment is located near Great Barrington, just minutes from the town center and Butternut Ski Resort, making it a convenient base for exploring the area. The apartment has received excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay. The spacious apartment features three bedrooms and two bathrooms, comfortably accommodating up to six guests. Enjoy the modern kitchen, air conditioning, and a private garden with a deck, perfect for relaxing and taking in the beautiful Berkshire scenery.
Great Barrington, MA
08/15 – 08/20
$422/nighttotal: $2110 (5 )
Hike, Fish & Ski: Riverside Barn Loft In Lee
1 4
apartment , Lee
This historic 1815 barn apartment in South Lee, MA, offers direct access to the Appalachian Trail and is located 2 miles from Stockbridge and 3 miles from downtown Lee, with Goose Pond and October Mountain State Forest 6 miles away. This 900 sq ft, 1-bedroom loft studio accommodates up to 4 guests with a king bed and futon, featuring a kitchenette, air conditioning, Wi-Fi, a laptop-friendly workspace, and mountain and river views, with pets allowed for an additional fee.
9.2 72 reviews
Great Barrington, MA
08/15 – 08/20
$300/nighttotal: $1500 (5 )
5 Minutes From The Appalachian Trail And Mount Washington. In The Berkshires!
4 4
apartment , Egremont
This vacation home in Egremont is located just 5 kilometers from Catamount Ski Area, Jug End State Reservation, and Catamount Aerial Adventure Park, making it ideal for exploring the beautiful Berkshires. It boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The 12,000 square foot home comfortably accommodates up to 6 guests with 4 bedrooms and 2 bathrooms. Amenities include a fully equipped kitchen, a fireplace, a private spa tub, a terrace, a garden, and a Smart TV, providing everything you need for a relaxing and memorable vacation.
9.8 13 reviews
Great Barrington, MA
07/26 – 08/04
$613/nighttotal: $5517 (9 )
Pothul Perch | Walk To Lake • Sleeps 8
1 7
apartment , Great Barrington
This four-bedroom house in Great Barrington sits on a hill, a short walk from downtown shops and restaurants and a few blocks from Lake Mansfield. The 8-guest rental boasts two full bathrooms, a fully equipped kitchen with dishwasher and freezer, a garage with storage for outdoor gear, plus a patio with a gas grill and outdoor fireplace, perfect for entertaining.
10 91 reviews
Great Barrington, MA
07/26 – 08/04
$1014/nighttotal: $9126 (9 )
Stunning Luxury Home With Pool
1 7
apartment , Great Barrington
This apartment is located in Great Barrington, a short 10-15 minute drive from the town center, with Monument Mountain nearby. It's rated excellent for location, cleanliness, and user experience. This 4-bedroom, 4-bathroom home comfortably sleeps 8 guests. The apartment has a fully equipped kitchen, a swimming pool, a garden, a fitness center, and a Tesla EV charger.
9.7 39 reviews
Great Barrington, MA
07/26 – 08/04
$971/nighttotal: $8739 (9 )
Beautiful Farm House Near Family Ski Mountains And Other Fun Winter Activities
1 7
apartment , Stockbridge
This Stockbridge apartment offers a unique and exclusive rental option for travelers seeking a luxurious and spacious accommodation in the heart of the Berkshires. The apartment boasts an excellent user, location, and cleanliness rating, ensuring a comfortable and memorable stay. With its sprawling 2,000 square feet of living space, four bedrooms, and four bathrooms, the apartment comfortably accommodates up to eight guests. The fully equipped kitchen, expansive outdoor space, and access to a private swimming pool and lush grounds provide an unparalleled level of comfort and relaxation. The apartment's proximity to popular tourist destinations in Stockbridge makes it an ideal base for exploring the region's cultural and natural attractions.
9.5 24 reviews
Great Barrington, MA
08/22 – 09/03
$147/nighttotal: $1764 (12 )
Writer/reader Retreat: Summer Or Fall 2026
1 1
apartment , Great Barrington
This Great Barrington apartment, located blocks from Main Street and walking distance to Lake Mansfield Recreation Area, is situated in a historically significant Victorian house. The one-bedroom, one-bathroom unit sleeps two guests and features a full kitchen with dishwasher, in-unit laundry, air conditioning, a private garden, on-site parking, and access to a fitness center; guests can also enjoy a record player and board games.
10 1 review
Great Barrington, MA
07/26 – 08/04
$465/nighttotal: $4185 (9 )
The Docent's House - Honoring A Legacy
1 7
apartment , Great Barrington
This Great Barrington home offers proximity to key Black History landmarks, including the W.E.B. Du Bois Boyhood Homesite (15 miles) and Clinton AME Zion Church (10 miles), with downtown Great Barrington's River Walk just 8 miles away. This 4-bedroom, 2-bathroom residence sleeps 8 guests and features a fully-equipped kitchen, air conditioning, indoor gas fireplace, outdoor dining, and is 3 miles from Ski Butternut, with the Norman Rockwell Museum 17 miles and Tanglewood 22 miles distant.
This West Stockbridge vacation rental is located in the mountains, within a 3-mile radius of local attractions like Hoffman's Pottery and Chesterwood. It has received very good user ratings. This 3-bedroom, 3200 square foot home comfortably accommodates up to 6 guests. Enjoy the peaceful mountain setting, relax by the fireplace, and make use of the fully equipped kitchen, private patio, and outdoor barbecue.
Great Barrington, MA
07/26 – 08/04
$417/nighttotal: $3753 (9 )
Nature Retreat Near Prospect Lake
3 7
apartment , Egremont
This 3-bedroom, 1-bathroom Berkshires rental is located in Egremont, directly across from French Park offering immediate access to trails, tennis, and a playground, and is a short drive from local dining. This pet-friendly apartment accommodates up to 11 guests and features a granite kitchen, wood-burning fireplace, 3-season porch, outdoor fire pit, Blackstone grill, and pizza oven.
Great Barrington, MA
08/15 – 08/20
$436/nighttotal: $2180 (5 )
Condo ∙ 2 Bedrooms ∙ 6 Guests
2 4
apartment , Lenox
This Lenox, Massachusetts condo rental is conveniently located in the Berkshires, a short drive from The Mount (2.9 miles), Norman Rockwell Museum (7.2 miles), and Tanglewood (4.3 miles). This two-bedroom, three-bathroom vacation home sleeps six guests and boasts a fully equipped kitchen, private deck with scenic pond views, access to resort amenities including indoor/outdoor pools, a fitness center, and a sauna.
Search Family Apartments in Great Barrington, MA
Traveling to Great Barrington, MA with kids? A quality family vacation apartment makes everything easier, with nature trails and fresh air right outside.
9.4 65 reviews
Great Barrington, MA
07/26 – 08/04
$768/nighttotal: $6912 (9 )
Luxury Fox Hollow Estate Home On Laurel Lake - Dream Location, Hot Tub, Kayaks++
5 7
apartment , Lee
This waterfront Cape Cod-style house is situated in the heart of Lenox, within walking distance of the Edith Wharton Estate and a short drive from Lee's cultural attractions and outdoor activities. The house has an excellent user rating. The house has a floor area of 2700 square feet and can accommodate up to 14 guests. It has 5 bedrooms, 3 bathrooms, a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a swimming pool, a jacuzzi, a garden, and parking. The house also offers amenities such as a pool table, HD Smart TVs, wood-burning fireplaces, a wine cooler, a hot tub, an outdoor barbecue, a tennis court, kayaks, canoes, and a rowboat.
Great Barrington, MA
07/26 – 08/04
$742/nighttotal: $6678 (9 )
Fantastic 2-bedroom House With Ac In Quaint Hillsdale.
3 7
apartment , Copake Falls
This pet-friendly vacation home in Copake Falls offers immediate access to winter sports, situated just a 1-minute walk from Catamount Ski Area and 11 minutes from Catamount Aerial Adventure Park. This 3-bedroom, 2-bathroom apartment accommodates up to 7 guests and features a full kitchen, air conditioning, Wi-Fi, a swimming pool, and a garden, with on-site parking available.
9.9 66 reviews
Great Barrington, MA
08/22 – 09/03
$1014/nighttotal: $12168 (12 )
Berkshires Family Inn For Getaways & Big Groups! Walkable To Butternut!
7 1
apartment , Great Barrington
This Great Barrington vacation home is located just 0.7 miles from Ski Butternut and within 3 miles of both Lake Buel and Beartown State Forest, making it a convenient base for exploring the area's natural beauty. Guests have consistently rated the property excellent in terms of location, cleanliness, and overall experience. This 7-bedroom house comfortably accommodates up to 15 guests, making it perfect for large families or groups of friends. Amenities include a fully equipped kitchen, a fireplace, a garden, and parking, along with free Wi-Fi and a DVD player for entertainment.
9.8 18 reviews
Great Barrington, MA
08/22 – 09/03
$689/nighttotal: $8268 (12 )
Fun Farmhouse
4 1
apartment , Great Barrington
This apartment is located in Great Barrington, just two minutes from Ski Butternut and a short drive from Tanglewood, the Norman Rockwell Museum, and Kripalu. This property has consistently received excellent ratings for cleanliness, location, and user experience. This 4-bedroom home comfortably sleeps 7 guests. Enjoy a heated pool, a private one-acre property perfect for exploring, snowshoeing, or sledding, as well as large-screen TVs, video games, ping pong and air hockey tables, and a playroom.
Best Great Barrington, MA apartment rentals with air conditioning
9.8 114 reviews
Great Barrington, MA
07/26 – 08/04
$155/nighttotal: $1395 (9 )
King Bed|wi-fi|2m Ski Resort|berkshires
1 2
apartment , Great Barrington
This charming apartment is located in Great Barrington, just a short drive from downtown, the Mahaiwe Performing Arts Center, and Butternut Ski Resort. The apartment has received excellent ratings for location, cleanliness, and overall experience. This one-bedroom rental is perfect for a couple looking for a comfortable and convenient stay. The apartment offers a modern design, comfortable amenities, and access to a shared space with a microwave, ice and water dispenser, and suitcase storage.
9.0 2 reviews
Great Barrington, MA
07/26 – 08/04
$1461/nighttotal: $13149 (9 )
Historic (Updated)1812 Federal Brick House Well Situated In Berkshires With Pool
4 7
apartment , Sheffield
This historic brick house is located in the Berkshires of Western Massachusetts, just minutes from Great Barrington and close to the Connecticut and New York borders, offering a peaceful retreat in a picturesque setting. The property has received excellent ratings for user experience, location, and cleanliness. This spacious home features 4 bedrooms and can accommodate up to 8 guests, providing ample space for families or groups of friends. The home offers a variety of amenities, including a swimming pool, tennis court, fitness center, and a studio building with an art library and living room, making it perfect for relaxation, recreation, and entertainment.
Great Barrington, MA
08/15 – 08/20
$645/nighttotal: $3225 (5 )
Beautifully Restored 1860's Stockbridge Farmhouse- Short Walk To Downtown!
3 4
apartment , Stockbridge
This 3-bedroom vacation home in Glendale, MA, is a 4-minute drive from the Housatonic River and 5 minutes from Monument Mountain, with Naumkeag just 3 minutes away and Schantz Galleries a 13-minute walk. This apartment accommodates up to 6 guests and offers Wi-Fi, air conditioning, a garden, and on-site parking, providing easy access to local attractions like Mission House and the Berkshire Theatre Festival.
9.1 54 reviews
Great Barrington, MA
08/22 – 09/03
$201/nighttotal: $2412 (12 )
Walkable Country Apt: Spring Flowers, Summer Ahead
1 1
apartment , Great Barrington
This two-bedroom Great Barrington apartment is located blocks from Main Street, within walking distance of the Mahaiwe Performing Arts Center, The Triplex cinema, and Lake Mansfield. The cottage-style rental offers a private entrance, parking, a fireplace, a record player with vinyl, board games, books, and a weekend soup package (advance booking required), accommodating up to three guests.
Frequently Asked Questions about apartment rentals in Great Barrington, MA
What are some interesting places to visit in or near Great Barrington, MA?
Great Barrington is a charming town with plenty to see! You can visit the historic Mahaiwe Performing Arts Center for a show, explore the Great Barrington Historical Society museum, or take a scenic drive to the Mount Everett State Reservation for stunning views of the Berkshires.
What are the best apartments in Great Barrington, MA?
What are the most popular outdoor activities in Great Barrington, MA?
Great Barrington is a haven for outdoor enthusiasts. You can hike the trails in the Mount Everett State Reservation, go kayaking on Lake Buel, or go for a scenic bike ride along the Hop Brook Trail. The Bash Bish Falls State Park is also a popular spot for hiking and swimming.
What are the best apartments with a pool in Great Barrington, MA?
Great Barrington is known for its charming downtown with its independent shops and restaurants, its beautiful natural surroundings, and its thriving arts and culture scene. It's also home to the Bard College at Simon's Rock, a unique college for high school students.
What are the best apartments with a jacuzzi in Great Barrington, MA?
What are the top cultural spots to visit in and around Great Barrington, MA?
The Mahaiwe Performing Arts Center is a must-see for live music and theater. The Clark Art Institute in Williamstown is also a short drive away and features a world-class collection of art. If you're interested in history, the Great Barrington Historical Society museum is a great option.
What are the best apartments for families and kids in Great Barrington, MA?
What are the closest cities to visit near Great Barrington, MA?
The nearest city to Great Barrington is Pittsfield, which is about 15 miles away. You can also easily visit Stockbridge, Lenox, and Williamstown, all within a 30-minute drive.
What are the best pet friendly apartments in Great Barrington, MA?
What are the best ways to relax in Great Barrington, MA?
You can relax at one of the many charming cafes or restaurants in town, take a walk through the Great Barrington Commons, or visit the Great Barrington Farmers Market for fresh local produce. The Mount Everett State Reservation is also a great place to unwind and enjoy the peaceful natural surroundings.
What are the best apartments with parking in Great Barrington, MA?
What are the advantages of choosing an apartment for your stay in Great Barrington, MA?
Apartments in Great Barrington often offer more space and privacy than hotel rooms, and they can be a great option for families or groups traveling together. They can also be more affordable than hotels, especially if you're staying for a longer period of time.
Destinations nearby
Best Great Barrington, MA apartment rentals with parking
9.6 7 reviews
Great Barrington, MA
08/22 – 09/03
$969/nighttotal: $11628 (12 )
Lake Buel Waterfront - 4 Bedrooms With Private Dock
1 1
apartment , New Marlborough
This lakeside cottage is located on Lake Buel in New Marlborough, MA, just a short 10-minute drive from Great Barrington, known for its shops, restaurants, and theaters. The property has received excellent ratings for user experience, location, and cleanliness. The four-bedroom home offers 2,000 square feet of space and comfortably accommodates up to eight guests. Enjoy swimming, fishing, and boating right from your private dock, relax on the spacious screened-in porch, and prepare meals in the fully equipped kitchen.
9.7 182 reviews
Great Barrington, MA
08/15 – 08/20
$1260/nighttotal: $6300 (5 )
Great Barrington, Cabin Sleeps 14, Walk To Town
3 4
apartment , Great Barrington
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.
9.7 147 reviews
Great Barrington, MA
07/26 – 08/04
$155/nighttotal: $1395 (9 )
King Bed|berkshires|2m Ski Resort|patio|wi-fi
1 2
apartment , Great Barrington
This remodeled mid-century apartment is located in Great Barrington, Massachusetts, just a mile and a half from downtown and the Mahaiwe Performing Arts Center. Guests consistently rate the apartment excellent for its location, cleanliness, and overall experience. The apartment comfortably sleeps two guests and features a modern design with a king-sized bed, a 58" TV, and high-speed internet. Enjoy amenities like a swimming pool, garden, and local touches like locally roasted coffee, all within walking distance of restaurants, shops, and the Berkshires' cultural scene.
Great Barrington, MA
08/15 – 08/20
$238/nighttotal: $1190 (5 )
Experienced Hosts. Quiet, Romantic, Spacious Apartment, Pet Friendly.
1 4
apartment , West Stockbridge
This one-bedroom apartment in Housatonic, West Stockbridge, is set on 17 private acres and centrally located in the Berkshires, offering easy access to attractions like Hoffman's Pottery and Charles H. Baldwin & Sons, as well as outdoor activities such as skiing and ice skating. This spacious and comfortable loft accommodates up to 4 guests and includes amenities such as microwave oven, air conditioning, and parking, with internet provided and pets welcomed.
Best Great Barrington, MA apartment rentals with a garden
9.2 10 reviews
Great Barrington, MA
07/26 – 08/04
$1147/nighttotal: $10323 (9 )
Berkshire Summer Chalet W/ Pool + Private Hiking
1 7
apartment , Great Barrington
This four-bedroom cabin is located in the foothills of the Appalachian Trail, a short drive from the center of Great Barrington, Massachusetts. The cabin offers a spacious and modern design with 30-foot ceilings, a refinished swimming pool, and multiple patios, decks, and balconies for outdoor enjoyment.
10 3 reviews
Great Barrington, MA
08/22 – 09/03
$760/nighttotal: $9120 (12 )
Exceptionally Bright Private Berkshires Retreat
1 1
apartment , Egremont
This renovated 1750s estate in Egremont provides a private retreat with sweeping views of a quiet creek and private woods. This four-bedroom, three-and-a-half-bath home accommodates up to eight guests and features a kitchen with a fridge, freezer, and dishwasher, plus air conditioning, a garden, a fitness center, and parking.
9.9 156 reviews
Great Barrington, MA
08/22 – 09/03
$210/nighttotal: $2520 (12 )
King Bed|wi-fi|2m Ski Resort|studio|berkshires
1 1
apartment , Great Barrington
This remodeled mid-century apartment is located in Great Barrington, just a short drive from downtown and the Mahaiwe Performing Arts Center. The apartment has consistently received excellent ratings for its cleanliness, location, and overall experience. This stylish apartment is perfect for couples and features a comfortable king-sized bed and a fully equipped kitchen. Enjoy amenities like high-speed internet, a 55-inch TV with streaming services, and a private garden.
9.8 156 reviews
Great Barrington, MA
07/26 – 08/04
$155/nighttotal: $1395 (9 )
Berkshire Retreat|king Bed|wi-fi|2m Ski Resort
1 2
apartment , Great Barrington
This remodeled mid-century motel is located in Great Barrington, just a short drive from the downtown area and the Mahaiwe Performing Arts Center. The apartment has received excellent ratings for location, cleanliness, and overall experience. This charming apartment features one bedroom and one bathroom, comfortably accommodating two guests. Amenities include a king-sized bed, a 55-inch TV with the NFL package, high-speed internet, air conditioning, a swimming pool, a garden, and parking.