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.
9.0 42 reviews
Great Barrington, MA
07/26 – 08/04
$697/nighttotal: $6273 (9 )
Cordelia By Avantstay | 10mins From Stockbridge
1 7
apartment , Lee
This charming cottage-style home is located in Lee, Massachusetts, just a short drive from Laurel Lake and the Berkshires' many attractions. The property has excellent user, location, and cleanliness ratings, making it a great choice for travelers. This spacious house has five bedrooms and three bathrooms, accommodating up to 12 guests. Enjoy a brick patio, fire pit, hammock, large yard, front porch, fireplace, TV, formal dining room, country-style kitchen, clawfoot tub, and pet-friendly amenities.
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.
10 5 reviews
Great Barrington, MA
07/26 – 08/04
$624/nighttotal: $5616 (9 )
Prime Location, Recently Redesigned, Riverfront!
4 7
apartment , Great Barrington
This four-bedroom Great Barrington apartment, a historic factory conversion, is conveniently located near Butternut, Catamount, and Bousquet ski resorts, offering easy access to Berkshire outdoor activities. The 4-bedroom rental boasts a spacious layout with two bathrooms, a grand piano, two wood-burning fireplaces, a fenced yard for two dogs (additional $50 per dog), and parking for six vehicles, comfortably accommodating eight guests.
8.4 6 reviews
Great Barrington, MA
08/15 – 08/20
$361/nighttotal: $1805 (5 )
The Brooks Motel: Exceptional Suite
1 4
apartment , Copake Lake
This two-bedroom Copake Lake apartment rental is located near Hillsdale, within two miles of Hillsdale Town Hall, the Catamount Aerial Adventure Park, and the community library, and three miles from the Catamount Ski Area and Taconic State Park. This pet-friendly unit sleeps four, features a full kitchen with a refrigerator, microwave, and stovetop, plus Wi-Fi, air conditioning, parking, and a workspace; nearby outdoor recreation includes hiking, skiing, and ziplining.
Great Barrington, MA
07/02 – 07/06
$879/nighttotal: $3516 (4 )
Hudson Valley Meets Berkshires. Modern Vacation Home W/ Upscale Comforts
3 4
apartment , Copake Lake
This Hillsdale rental is located near the Berkshires and Hudson Valley, offering 3 bedrooms and 2 bathrooms for up to 6 guests. Enjoy a wood-burning fireplace, projector, outdoor fire pit, and fast WiFi in this modern mid-century designed home, perfect for exploring nearby hiking trails and nature.
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.
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.
Great Barrington, MA
08/15 – 08/20
$793/nighttotal: $3965 (5 )
Historic Family Retreat On The At & Housatonic!
3 4
apartment , Lee
This historic 1815 farmhouse apartment in South Lee is located along the Appalachian Trail, 2 miles from Stockbridge and 3 miles from downtown Lee, offering proximity to Ski Butternut (10 miles), Bousquet Mountain (12 miles), and Goose Pond Reservation & October Mountain State Forest (6 miles). This 1500 square foot dwelling accommodates up to 5 guests with 3 bedrooms and 2 bathrooms, featuring a full kitchen with a fridge, microwave, and dishwasher, air conditioning, free WiFi, a washer/dryer, and parking, with mountain and river views available from the shared yard.
10 1 review
Great Barrington, MA
07/26 – 08/04
$2144/nighttotal: $19296 (9 )
Luxury Modern House Close To Great Barrington
5 7
apartment , Egremont
This Scandivian-inspired house is located in Egremont, Massachusetts, a short walk from a country store and park, and minutes from Great Barrington and Hillsdale for dining and exploring. This five-bedroom, four-bathroom home sleeps ten guests and boasts a great room, recreation room, extensive amenities including a terrace with firepit, and gigabit internet; enjoy contactless check-in and 24/7 support.
10 8 reviews
Great Barrington, MA
07/26 – 08/04
$1598/nighttotal: $14382 (9 )
Stunning Renovated Victorian, Walk To Town
1 7
apartment , Great Barrington
This spacious 5-bedroom home is located in a quiet cul-de-sac just a short walk from downtown Great Barrington, making it easy to explore the town's shops, restaurants, and attractions. The property has received excellent ratings for its location, cleanliness, and overall guest experience. The house is perfect for large families or groups, with room for up to 12 guests. Guests can enjoy a variety of amenities, including a chef's kitchen, a hot tub, a screened porch with a ping pong table, and a private stone patio with a BBQ.
Great Barrington, MA
07/26 – 08/04
$2257/nighttotal: $20313 (9 )
Berkshire Serenity: Mountain, Field, Lake
5 7
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.
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.
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.
10 11 reviews
Great Barrington, MA
07/24 – 07/26
$1263/nighttotal: $2526 (2 )
Historic Rectory Retreat In Stockbridge Getaway For 8-12 Guests
5 10
apartment , Stockbridge
This Stockbridge vacation home offers a central location, within a 10-minute walk of Schantz Galleries, the Housatonic River, and Mission House, and less than a mile from the Berkshire Theatre Festival and Naumkeag Museum. This five-bedroom, two-bathroom house sleeps twelve guests and includes amenities such as free WiFi, a fully equipped kitchen with a refrigerator and dishwasher, a fireplace, and a washing machine; housekeeping is available upon request.
9.6 13 reviews
Great Barrington, MA
07/26 – 08/04
$1150/nighttotal: $10350 (9 )
Summer Chalet W/ Sparkling Pool In Great Barrington + Private Hiking Trails
4 7
apartment , Great Barrington
This secluded 4-bedroom, 3-bathroom cabin is located in the foothills of East Mountain, offering privacy and natural beauty just a short distance from the Great Barrington town center. This spacious accommodation accommodates up to 8 guests and features a seasonal swimming pool, private hiking trails connecting to the State Forest, expansive 30-foot ceilings with skylights, a wood-burning fireplace, and multiple outdoor areas for enjoying the Berkshires.
10 56 reviews
Great Barrington, MA
07/26 – 08/04
$1627/nighttotal: $14643 (9 )
Stunning Renovated Victorian
5 7
apartment , Great Barrington
This spacious home is located in the "Hill" neighborhood of Great Barrington, a short walk from Lake Mansfield and a quick drive to downtown shops and restaurants. The apartment has received excellent ratings for its amenities and location. This 5000 square foot home comfortably accommodates up to 12 guests with five bedrooms and five bathrooms. It features a gourmet kitchen, a screened porch, a private patio with a hot tub, a tennis court, and a playset for children.
Best Great Barrington, MA apartment rentals with air conditioning
9.4 65 reviews
Great Barrington, MA
07/26 – 08/04
$721/nighttotal: $6489 (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
$562/nighttotal: $5058 (9 )
The Docent`s House - Honoring A Legacy
4 7
apartment , Great Barrington
This story-rich apartment in a rural area of Great Barrington offers convenient access to Ski Butternut (3 miles), downtown Great Barrington (8 miles), and significant Black History landmarks like the W.E.B. Du Bois Boyhood Homesite (15 miles). This 1750 square foot residence accommodates up to 8 guests with 4 bedrooms and 2 bathrooms, featuring a full kitchen, air conditioning, Wi-Fi, a washer/dryer, an indoor gas fireplace, and an outdoor dining area.
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.
9.8 99 reviews
Great Barrington, MA
07/26 – 08/04
$418/nighttotal: $3762 (9 )
Stylish Colonial, 4 Acres, 9 Min Gt Barrington
1 7
apartment , New Marlborough
This beautifully restored 1800s colonial house in New Marlborough, Massachusetts, is conveniently located near cultural attractions like Tanglewood, Jacob's Pillow, and Kripalu. This four-bedroom, two-bathroom home sleeps eight guests and features a spacious open-plan kitchen, dining area, living room with a cathedral ceiling, a full kitchen with dishwasher, laundry facilities, Wi-Fi, a wood-burning stove, and extensive outdoor space with a garden.
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
10 2 reviews
Great Barrington, MA
08/15 – 08/20
$1224/nighttotal: $6120 (5 )
Sunsets On Blue Hill, Newly Renovated Farmhouse
4 4
apartment , Great Barrington
This newly remodeled farmhouse is located in a quiet neighborhood on the north side of Great Barrington, just a 5-minute drive from downtown and Butternut Ski Mountain. The home features a spacious open floor plan with a chef's kitchen, a dining room table that seats many, and a comfortable living room, perfect for family gatherings. The farmhouse comfortably sleeps 9 guests and offers a large fenced yard with a stone patio, fire pit, and BBQ for summer cookouts. Modern amenities include a Viking stove, farmer's sink, dishwasher, radiant heated floors, and a dedicated workspace in the primary bedroom.
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.
9.6 24 reviews
Great Barrington, MA
07/26 – 08/04
$987/nighttotal: $8883 (9 )
Amazing Backyard Escape, 10 Minutes From Stockbridge | Cordelia By Avantstay
5 7
apartment , Lee
This charming cottage-style apartment in Lee, Massachusetts is conveniently located near Greenock Country Club, Wyndhurst Golf & Club, and McLennan Reservation. Guests consistently rate this property as "very good", making it a popular choice for travelers. This home offers five bedrooms, including a primary suite, and can comfortably accommodate up to 12 guests. Enjoy a spacious kitchen, a relaxing fire pit, a hammock for lounging, and a yard perfect for outdoor games.
9.6 4 reviews
Great Barrington, MA
06/24 – 07/05
$287/nighttotal: $3157 (11 )
It's All About The Mountain Views, Modern Farmhouse
1 2
apartment , Ghent
This family-friendly vacation home is located just 20 kilometers from Catamount Aerial Adventure Park, Catamount Ski Area, and Omi International Arts Center, offering a peaceful mountain retreat near popular attractions. The house has received excellent user ratings, making it a popular choice for travelers seeking a comfortable and enjoyable stay. This one-bedroom, one-bathroom house can accommodate up to six guests, making it ideal for families or groups of friends. The house offers a range of amenities, including a fully equipped kitchen, a spa tub, a fireplace, a terrace, a garden, and parking, ensuring a relaxing and enjoyable stay.
Best Great Barrington, MA apartment rentals with a garden
9.2 10 reviews
Great Barrington, MA
07/26 – 08/04
$1179/nighttotal: $10611 (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 10 reviews
Great Barrington, MA
07/24 – 07/26
$1045/nighttotal: $2090 (2 )
Berkshire Retreat At Cantina 229
1 10
apartment , New Marlborough
This five-bedroom, three-bathroom home in New Marlborough, Massachusetts, is a beautifully restored 1911 house situated on five private acres, 15 minutes from Great Barrington and adjacent to the farm-to-table restaurant Cantina 229. The 2,584-square-foot residence boasts a spacious layout, accommodating up to 10 guests and featuring a fully equipped kitchen, a basement with games and laundry facilities, and access to outdoor amenities including a fire pit and expansive lawns; nearby activities include hiking and skiing in the Berkshires.
9.3 3 reviews
Great Barrington, MA
07/26 – 08/04
$692/nighttotal: $6228 (9 )
Berkshire House
1 7
apartment , Copake Falls
This 2-bedroom apartment offers a prime location at the base of the ski resort, just 5 miles from Hillsdale and Copake, NY, and Egremont, MA, with Great Barrington, MA, 15 miles away. This pet-friendly rental accommodates up to 7 guests with two queen beds and a bunk with trundle beds, featuring a full kitchen, air conditioning, and a garden, making it ideal for families seeking ski resort access and proximity to local towns.
9.8 94 reviews
Great Barrington, MA
07/24 – 07/26
$1154/nighttotal: $2308 (2 )
Walk To Town/lake, 25 Renovation!
3 10
apartment , Great Barrington
This house in Great Barrington is conveniently located within walking distance of the Mahaiwe Performing Arts Center, the Housatonic River Walk, and the Housatonic River, placing you right in the heart of the town's cultural and recreational scene. The home has received excellent ratings for location, cleanliness, and overall user experience. This 1500 square foot house has 3 bedrooms, 2 bathrooms, and can comfortably accommodate up to 11 guests. The property includes a fully equipped kitchen, a garden, a fireplace, and a barbecue grill, making it perfect for relaxing and enjoying the outdoors.