Best apartment offers in Great Barrington, MA

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Great Barrington, MA apartments
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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

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.
North Egremont Historic House - Great Barrington, MA
Great Barrington, MA
26/07 – 04/08
£291/nighttotal: £2619 (9 )

North Egremont Historic House

1 7
apartment , Egremont
This renovated 1840 farmhouse in Egremont is situated on a 2-hectare corner plot at the base of Baldwin Hill, directly opposite French Park and a short walk to Prospect Lake and Green River, with Tanglewood a 48-kilometre drive away.
This pet-friendly, family-friendly dwelling accommodates up to seven guests with three bedrooms and a den, featuring a cook's kitchen with a dual-fuel stove and microwave, and a 2-hectare garden with lawns, a picnic area, and a deck.
5 Minutes From The Appalachian Trail And Mount Washington. In The Berkshires! - Great Barrington, MA
9.2 72 reviews
Great Barrington, MA
15/08 – 20/08
£224/nighttotal: £1120 (5 )

5 Minutes From The Appalachian Trail And Mount Washington. In The Berkshires!

4 4
apartment , Egremont
This four-bedroom house is located in the mountains of Egremont, just 5km from Catamount Ski Area, Jug End State Reservation, and Catamount Aerial Adventure Park. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The spacious 1115 square metre house comfortably accommodates up to six guests. The property includes a fully equipped kitchen, a fireplace, a spa tub, a garden, a terrace, and parking, ensuring a relaxing and enjoyable stay.
Amazing Backyard Escape, 10 Minutes From Stockbridge | Cordelia By Avantstay - Great Barrington, MA
9.6 24 reviews
Great Barrington, MA
26/07 – 04/08
£750/nighttotal: £6750 (9 )

Amazing Backyard Escape, 10 Minutes From Stockbridge | Cordelia By Avantstay

5 7
apartment , Lee
This charming cottage-style apartment is located in Lee, Massachusetts, just a short distance from the Berkshires' natural beauty and cultural attractions. It has received excellent user ratings, making it a popular choice for travellers. This spacious home offers five bedrooms and three bathrooms, comfortably accommodating up to twelve guests. The apartment comes with a fully equipped kitchen, a garden, a balcony, parking, and pet-friendly features, making it perfect for families or groups looking for a relaxing getaway in the Berkshires.

Best Great Barrington, MA holiday apartments with air conditioning

2 Bedroom Riverhouse In The Heart Of The Berkshires! Summer & Winter Coziness! - Great Barrington, MA
9.8 195 reviews
Great Barrington, MA
22/08 – 03/09
£205/nighttotal: £2460 (12 )

2 Bedroom Riverhouse In The Heart Of The Berkshires! Summer & Winter Coziness!

2 1
apartment , Great Barrington
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.
Renovated 4br With Pool & Views 5mins To Gb Town - Great Barrington, MA
Great Barrington, MA
26/07 – 04/08
£1094/nighttotal: £9846 (9 )

Renovated 4br With Pool & Views 5mins To Gb Town

4 2
apartment , Great Barrington
This four-bedroom house in Great Barrington, Berkshire County, enjoys a central location offering easy access to the town's shops and restaurants.
The 4-bedroom, 3-bathroom property sleeps six guests and boasts a private swimming pool, fully equipped kitchen, and ample space for family gatherings, all within a peaceful setting.
The Race Mountain House - Great Barrington, MA
9.6 7 reviews
Great Barrington, MA
26/07 – 04/08
£407/nighttotal: £3663 (9 )

The Race Mountain House

4 7
apartment , Sheffield
This Sheffield mountain property, near Mount Everett State Reservation (3 km) and Mount Riga State Park (4.5 km), offers stunning views and easy access to hiking trails and nature reserves like Drury Preserve and Lime Kiln Farm Wildlife Sanctuary (within 9.6 km).
The four-bedroom, three-bathroom house sleeps twelve guests and includes a private pool, terrace, garden, fully equipped kitchen, and all essential amenities; enjoy hiking, swimming, and relaxing by the fireplace after a day exploring the Berkshire Hills.
King Bed|ada Room|2m Ski Resort - Great Barrington, MA
9.7 54 reviews
Great Barrington, MA
26/07 – 04/08
£116/nighttotal: £1044 (9 )

King Bed|ada Room|2m Ski Resort

1 2
apartment , Great Barrington
This renovated mid-century motel is located a mile and a half from the centre of Great Barrington, making it an ideal base for exploring the town's shops, restaurants and cultural attractions. The Mahaiwe Performing Arts Centre is just a short walk away.
This apartment, which can accommodate two guests, is ideal for a relaxing getaway. It features a king-size bed, a fully equipped kitchen, a swimming pool, and high-speed internet. Guests can also enjoy nearby skiing at Butternut Ski Resort.

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|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.
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.
Canary Lodge - Berkshires Mountaintop Retreat - 8 Guests - Great Barrington, MA
8.6 12 reviews
Great Barrington, MA
26/07 – 04/08
£396/nighttotal: £3564 (9 )

Canary Lodge - Berkshires Mountaintop Retreat - 8 Guests

4 7
apartment , West Stockbridge
This holiday home is located in the mountains of West Stockbridge, within a 5km radius of attractions such as Hoffman's Pottery and Chesterwood. It has received very good user ratings.
The house offers 3 bedrooms and 4 bathrooms, accommodating up to 6 guests, with a total floor area of 297 square metres. Guests can enjoy a fully equipped kitchen, a fireplace, a terrace, a garden, and free Wi-Fi.
Luxury Fox Hollow Estate Home On Laurel Lake - Dream Location, Hot Tub, Kayaks++ - Great Barrington, MA
9.4 65 reviews
Great Barrington, MA
26/07 – 04/08
£538/nighttotal: £4842 (9 )

Luxury Fox Hollow Estate Home On Laurel Lake - Dream Location, Hot Tub, Kayaks++

5 7
apartment , Lee
This newly renovated Cape Cod style house is located in Lenox, just a short distance from the Edith Wharton Estate and within easy reach of other Berkshire attractions. The property has received excellent reviews from previous guests, making it a popular choice for travellers seeking a comfortable and well-equipped stay.
The 251 square metre property comfortably sleeps up to 14 guests and features a fully equipped kitchen, a spacious living area, and a large deck with a hot tub. Guests can enjoy a range of activities on-site, including tennis, kayaking, and fishing, as well as access to two rounds of golf at the Miraval Country Club and spa treatments at the Miraval Spa.

Best Great Barrington, MA apartment rentals with a garden

Beautiful  Farm House Near Family Ski Mountains And Other Fun Winter Activities - Great Barrington, MA
9.7 39 reviews
Great Barrington, MA
26/07 – 04/08
£724/nighttotal: £6516 (9 )

Beautiful Farm House Near Family Ski Mountains And Other Fun Winter Activities

1 7
apartment , Stockbridge
This apartment in Stockbridge is located just a short drive from the Berkshires, making it ideal for exploring nearby attractions such as Tanglewood and the Norman Rockwell Museum. The apartment has received excellent ratings for its location, cleanliness, and overall user experience.
This spacious four-bedroom property spans 186 square metres and can accommodate up to eight guests. The apartment offers a range of features, including a private swimming pool, a garden, a terrace, and a fully equipped kitchen, making it perfect for a relaxing and enjoyable stay.
Berkshire Retreat|king Bed|wi-fi|2m Ski Resort - Great Barrington, MA
9.8 156 reviews
Great Barrington, MA
22/08 – 03/09
£151/nighttotal: £1812 (12 )

Berkshire Retreat|king Bed|wi-fi|2m Ski Resort

1 1
apartment , Great Barrington
This stylish one-bedroom apartment is located just 1.6 kilometres from the centre of Great Barrington and 2.1 kilometres from the Mahaiwe Performing Arts Centre, offering easy access to restaurants, shops, and cultural attractions. The apartment has received excellent ratings for its cleanliness, location, and overall experience.
The apartment is ideal for couples, offering a comfortable king-size bed with high-quality linens. Guests can enjoy amenities such as air conditioning, a garden, a swimming pool, parking, and high-speed internet.
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.
King Bed | Stylish | Wi-fi | *2m Ski Resort* - Great Barrington, MA
9.8 141 reviews
Great Barrington, MA
26/07 – 04/08
£120/nighttotal: £1080 (9 )

King Bed | Stylish | Wi-fi | *2m Ski Resort*

1 2
apartment , Great Barrington
This stylishly renovated apartment is located just 1.6 kilometres from the centre of Great Barrington, making it an ideal base for exploring the town's charming shops, restaurants and the Mahaiwe Performing Arts Centre. The apartment has consistently received excellent ratings for its location, cleanliness and overall experience, making it a popular choice for travellers.
The apartment features a comfortable king-size bed and a shared area with a microwave and ice and water dispenser, making it suitable for a couple. Guests can enjoy the convenience of a mini fridge stocked with water, high-speed internet, a 58-inch TV with Hulu Live, and a SMEG coffee maker with locally roasted coffee.
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