Best apartment offers in Great Barrington, MA

140 available apartment offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Great Barrington, MA apartments
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

140 Best apartments in Great Barrington, MA

Best family friendly Great Barrington, MA Holiday Apartments and Self Catering Accommodations

Among the 140 accommodations in Great Barrington, MA, here are the 4 best family friendly holiday apartments

Sunsets On Blue Hill, Newly Renovated Farmhouse - Great Barrington, MA
10 2 reviews
Great Barrington, MA
15/08 – 20/08
£913/nighttotal: £4565 (5 )

Sunsets On Blue Hill, Newly Renovated Farmhouse

4 4
apartment , Great Barrington
This newly renovated farmhouse is situated just 3 kilometres from the centre of Great Barrington, providing easy access to the town's shops, restaurants, and cultural attractions, as well as to Butternut Ski Mountain, a mere 3 kilometre drive away.
The farmhouse offers 4 bedrooms, 3 bathrooms, and can accommodate up to 9 guests. The property includes a fully equipped kitchen, spacious living areas, a large fenced yard, a stone patio, a fire pit, and a BBQ.
Fun Farmhouse - Great Barrington, MA
9.8 18 reviews
Great Barrington, MA
22/08 – 03/09
£514/nighttotal: £6168 (12 )

Fun Farmhouse

4 1
apartment , Great Barrington
This apartment is located in Great Barrington, just 2 kilometres from Ski Butternut and a short drive from several parks and lakes. It has received excellent ratings for user experience, location, and cleanliness.
The four-bedroom home comfortably sleeps up to seven guests and features a playroom, an open floor plan, and a large garden. Amenities include a swimming pool, a grill, games, and a range of activities for all ages.
Exceptionally Bright Private Berkshires Retreat - Great Barrington, MA
10 3 reviews
Great Barrington, MA
22/08 – 03/09
£567/nighttotal: £6804 (12 )

Exceptionally Bright Private Berkshires Retreat

1 1
apartment , Egremont
This renovated 1750s estate, offering complete privacy, is situated in Egremont and provides sweeping views of a quiet creek and private woods.
This four-bedroom, three-bathroom residence accommodates up to eight guests and features a kitchen with a fridge, freezer, and dishwasher, air conditioning, a garden, a fitness centre, and parking.
Berkshires Family Inn  For Getaways & Big Groups! Walkable To Butternut! - Great Barrington, MA
9.9 66 reviews
Great Barrington, MA
22/08 – 03/09
£756/nighttotal: £9072 (12 )

Berkshires Family Inn For Getaways & Big Groups! Walkable To Butternut!

7 1
apartment , Great Barrington
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.

Best Great Barrington, MA holiday apartments with air conditioning

King Bed|wi-fi|2m Ski Resort|berkshires - Great Barrington, MA
9.8 114 reviews
Great Barrington, MA
26/07 – 04/08
£116/nighttotal: £1044 (9 )

King Bed|wi-fi|2m Ski Resort|berkshires

1 2
apartment , Great Barrington
This one-bedroom apartment is located in Great Barrington, just a short drive from the town centre and the Mahaiwe Performing Arts Centre, making it an ideal base for exploring the Berkshires. The property has received excellent ratings for its location, cleanliness, and overall experience.
The apartment is comfortably furnished to accommodate two guests and features a stylish modern design. Enjoy the convenience of a well-equipped kitchen, a private garden, and access to a swimming pool and high-speed internet.
Great Barrington, Cabin Sleeps 14, Walk To Town - Great Barrington, MA
9.7 183 reviews
Great Barrington, MA
15/08 – 20/08
£940/nighttotal: £4700 (5 )

Great Barrington, Cabin Sleeps 14, Walk To Town

3 4
apartment , Great Barrington
This apartment is located in the heart of Great Barrington, a short walk from shops and restaurants, and within a 32-kilometre drive of Tanglewood, 8 kilometres from Ski Butternut, and 24 kilometres from Catamount Ski Mountain. It has received excellent ratings for location, cleanliness, and user experience.
The three-bedroom apartment spans 166 square metres and comfortably accommodates up to 14 guests. It offers a modern kitchen, a large living room, a dining table, a terrace, a garden, parking, and a range of amenities including a 65-inch smart TV, a gas fireplace, a washer and dryer, and a pet-friendly policy.
Hike, Fish & Ski: Riverside Barn Loft In Lee - Great Barrington, MA
Great Barrington, MA
22/08 – 03/09
£256/nighttotal: £3072 (12 )

Hike, Fish & Ski: Riverside Barn Loft In Lee

1 1
apartment , Lee
This South Lee studio flat is situated in a Grade II listed 1815 barn directly on the Appalachian Trail, offering mountain and river views and proximity to Goose Pond Reservation and October Mountain State Forest (9.6 kilometres), as well as Stockbridge (3.2 kilometres) and downtown Lee (4.8 kilometres).
The 84 square metre studio loft accommodates up to four guests with a king bed and futon, a kitchenette, a laptop-friendly workspace, air conditioning, Wi-Fi, and a covered porch, with parking and pets allowed for an additional fee.
Charming Berkshire Farmhouse: Your Cozy Retreat Awaits! - Great Barrington, MA
10 8 reviews
Great Barrington, MA
22/08 – 03/09
£299/nighttotal: £3588 (12 )

Charming Berkshire Farmhouse: Your Cozy Retreat Awaits!

3 1
apartment , Monterey
This Monterey mountain property is situated 0.6km from Lake Buel, and within 5km of Dry Hill, Les Trois Emme Winery, Ski Butternut, and Beartown State Forest.
This three-bedroom house, sleeping six, boasts a fully equipped kitchen, private patio, fireplace, free Wi-Fi, and is ideal for families or groups enjoying nearby water sports, wine tasting, skiing, or forest walks.

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 brimming with charm. You can't miss the iconic Mahaiwe Performing Arts Center, a historic theatre hosting various events. For a taste of history, explore the Old First Church, a beautiful 18th-century building. If you're looking for a unique experience, visit the Norman Rockwell Museum in nearby Stockbridge, showcasing the works of the renowned American artist.
  • What are the best apartments in Great Barrington, MA?

    Among the apartments in Great Barrington, MA, A Cozy Retreat In Nature - An Art Lover’s Dream, Private En Suite In Beautiful Victorian and The Old Red Barn are the most popular ones.

  • What are the most popular outdoor activities in Great Barrington, MA?

    Great Barrington is a nature lover's paradise. Hike the scenic trails of Mount Everett State Reservation, offering breathtaking views of the surrounding area. Enjoy a leisurely stroll along the Hop Brook Trail, a picturesque path winding through the heart of town. For a day of fun, visit the Great Barrington Rail Trail, perfect for biking, walking, or rollerblading.
  • What are the best apartments with a pool in Great Barrington, MA?

  • What is Great Barrington, MA best known for?

    Great Barrington is renowned for its vibrant arts and culture scene. It's home to numerous art galleries, theatres, and music venues, attracting artists and performers from across the region. The town also boasts a thriving culinary scene, with a diverse range of restaurants and cafes serving up delicious local fare.
  • 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-visit for any cultural enthusiast. The Great Barrington Historical Society Museum offers a glimpse into the town's rich past. The Berkshire Botanical Garden in nearby Stockbridge is a tranquil oasis showcasing beautiful plant collections.
  • What are the best apartments for families and kids in Great Barrington, MA?

    The best apartments for families and kids in Great Barrington, MA are Beautfiul - Modern - Gb Apartment, Home In Great Barrington and Location Location Comfort And Privacy So Close To Downtown.

  • What are the best ways to relax in Great Barrington, MA?

    Great Barrington offers plenty of opportunities to unwind. Relax with a book at the Great Barrington Library, a haven for bookworms. Treat yourself to a massage or spa treatment at one of the town's wellness centres. Enjoy a picnic lunch at Hop Brook Park, a peaceful green space perfect for escaping the hustle and bustle.
  • What are the best pet friendly apartments in Great Barrington, MA?

    The best pet friendly apartments in Great Barrington, MA are Secluded But Not Isolated Berkshire Retreat, Stunning Renovated Victorian and King Bed|wi-fi|2m Ski Resort.

  • What are the advantages of choosing an apartment for your stay in Great Barrington, MA?

    Apartments in Great Barrington offer a more spacious and homey experience compared to hotels. They often come with amenities like kitchens, allowing you to prepare your own meals, which can be more budget-friendly. Apartments also provide a greater sense of independence and privacy during your stay.
  • What are the best apartments with parking in Great Barrington, MA?

    A Cozy Retreat In Nature - An Art Lover’s Dream, The Old Red Barn and Artist Cottage are the best apartments with parking in Great Barrington, MA.

Destinations nearby

Explore Self-Catering Apartments with Free Parking in Great Barrington, MA

Each holiday apartment here includes a car park, making the trails and surrounding countryside easy to explore from Great Barrington, MA.

King Bed|wi-fi|2m Ski Resort|studio - Great Barrington, MA
9.6 98 reviews
Great Barrington, MA
22/08 – 03/09
£151/nighttotal: £1812 (12 )

King Bed|wi-fi|2m Ski Resort|studio

1 1
apartment , Great Barrington
This stylish studio apartment is situated just a short walk from downtown Great Barrington, with easy access to restaurants, shops and the Mahaiwe Performing Arts Centre. It consistently receives excellent ratings for its location, cleanliness and overall experience.
This modern studio sleeps two guests comfortably and features a king-sized bed, a 58-inch TV with streaming services, high-speed internet, a desk with a window view and a shared space with a microwave, ice and water dispenser. Guests can enjoy local coffee, cream and sugar, and benefit from flexible check-in and check-out times.
Lake Buel Waterfront - 4 Bedrooms With Private Dock - Great Barrington, MA
9.6 7 reviews
Great Barrington, MA
22/08 – 03/09
£723/nighttotal: £8676 (12 )

Lake Buel Waterfront - 4 Bedrooms With Private Dock

1 1
apartment , New Marlborough
This four-bedroom apartment is situated on the shores of Lake Buel in New Marlborough, a short 16km drive from Great Barrington. The property has received excellent ratings for its location, cleanliness, and overall experience.
The 186 square metre apartment comfortably accommodates eight guests and is laid out on a single level, making it ideal for families. The property offers a range of amenities, including a fully equipped kitchen, a private dock, a screened porch, a fireplace, and a garden.
Historic Family Retreat On The At & Housatonic! - Great Barrington, MA
Great Barrington, MA
15/08 – 20/08
£591/nighttotal: £2955 (5 )

Historic Family Retreat On The At & Housatonic!

3 4
apartment , Lee
This historic farmhouse, built in 1815 and listed on the National Register of Historic Places, is located in South Lee, 3 kilometres from downtown Lee and 3.2 kilometres from Stockbridge, offering mountain and river views from its shared yard and convenient access to Ski Butternut (16 kilometres), Bousquet Mountain (19 kilometres), October Mountain State Forest (9.7 kilometres), and the Appalachian Trail.
This 139 square metre residence provides 3 bedrooms and 2 bathrooms accommodating up to 5 guests, with features including a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, free WiFi, a washer/dryer, and keyless entry, while being family-friendly and pet-friendly for an additional fee.
King Bed|wi-fi|2m Ski Resort - Great Barrington, MA
9.7 214 reviews
Great Barrington, MA
22/08 – 03/09
£163/nighttotal: £1956 (12 )

King Bed|wi-fi|2m Ski Resort

1 1
apartment , Great Barrington
This one-bedroom apartment is located in Great Barrington, Massachusetts, just a short walk from the town centre and a short drive from the Mahaiwe Performing Arts Centre. The apartment has received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for travellers.
The apartment can accommodate up to two guests and offers a comfortable and stylish stay with modern amenities. Guests can enjoy a king-sized bed with high-quality linens, high-speed internet, a large TV with streaming services, and a coffee maker with locally sourced coffee.

Best Great Barrington, MA apartment rentals with a garden

Experienced Hosts. Quiet, Romantic, Spacious Apartment, Pet Friendly. - Great Barrington, MA
Great Barrington, MA
15/08 – 20/08
£178/nighttotal: £890 (5 )

Experienced Hosts. Quiet, Romantic, Spacious Apartment, Pet Friendly.

1 4
apartment , West Stockbridge
This one-bedroom loft in Housatonic, West Stockbridge, is set on 17 private acres and offers convenient access to attractions such as Hoffman's Pottery and Charles H. Baldwin & Sons, as well as natural sites like Monument Mountain.
This pet-friendly apartment accommodates up to four guests with air conditioning, Wi-Fi, and parking, and is ideally located for exploring the Berkshires with nearby opportunities for skiing and ice skating.
Pothul Perch | Walk To Lake • Sleeps 8 - Great Barrington, MA
9.8 13 reviews
Great Barrington, MA
26/07 – 04/08
£445/nighttotal: £4005 (9 )

Pothul Perch | Walk To Lake • Sleeps 8

4 2
apartment , Great Barrington
This four-bedroom house in Great Barrington enjoys a hilltop position, a short walk (less than 0.8 km) from the town centre and within a few blocks (approximately 0.4 km) of Lake Mansfield.
The property offers ample space for eight guests, boasting a fully equipped kitchen, a garage, driveway parking, and extensive outdoor space including a patio with gas grill, outdoor fireplace, and screened-in porch with hammock.
King Bed|berkshires|2m Ski Resort|patio|wi-fi - Great Barrington, MA
9.7 147 reviews
Great Barrington, MA
26/07 – 04/08
£116/nighttotal: £1044 (9 )

King Bed|berkshires|2m Ski Resort|patio|wi-fi

1 2
apartment , Great Barrington
This stylishly renovated apartment is located in Great Barrington, just a short walk from the town centre and the Mahaiwe Performing Arts Centre, making it a great base for exploring the area. The apartment has consistently received excellent ratings from guests for its cleanliness, location and overall experience.
The apartment can comfortably accommodate two guests in a king-sized bed and features a modern design with local artwork and amenities such as a 58-inch TV with Hulu Live, high-speed internet, and a SMEG coffee maker with local coffee, cream and sugar. Guests can also enjoy access to a shared space with a microwave, ice and water dispenser, and luggage storage.
Pothul Perch | Walk To Lake  Sleeps 8 - Great Barrington, MA
Great Barrington, MA
26/07 – 04/08
£561/nighttotal: £5049 (9 )

Pothul Perch | Walk To Lake Sleeps 8

4 2
apartment , Great Barrington
This spacious four-bedroom flat in Great Barrington is a 14-minute walk from Lake Mansfield Park and a 3-minute drive from the Mahaiwe Performing Arts Centre, with convenient access to Tanglewood and the W.E.B. Du Bois Boyhood Homesite.
This property offers 325 square meters of living space for up to eight guests, featuring a fully equipped kitchen, free Wi-Fi, a barbecue, and a dedicated workspace.
©2026 cozycozy.com