Apartments and Condos in The Berkshires, MA

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The Berkshires, MA apartments
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1721 Apartments or condos in The Berkshires, MA

Best family friendly The Berkshires, MA apartment rentals

Among the 1721 accommodations in The Berkshires, MA, here are the 4 best family friendly apartments

The Meadows House @ Otis Ridge W/ 7-person Hot Tub - The Berkshires, MA
9.8 44 reviews
The Berkshires, MA
20/11 – 23/11
1365 ﺩ.ﺇ/nighttotal: 4095 ﺩ.ﺇ (3 )

The Meadows House @ Otis Ridge W/ 7-person Hot Tub

4 5
apartment , Otis
This house is located just half a mile from Otis Ridge, offering easy access to hiking trails and scenic views. It is also within a short drive of County Beach, Ashintully Gardens, Otis Reservoir, and Jacob's Pillow, making it a great base for exploring the area. The property has received excellent user ratings, suggesting a comfortable and enjoyable stay.
The house has three bedrooms, three bathrooms, and can accommodate up to seven guests, with a total floor area of 153 square metres. It features a fully equipped kitchen, a fireplace, a spa tub, a garden, barbecue grills, and free Wi-Fi, ensuring a relaxing and enjoyable stay.
Jaw Dropping Mountain & Lake Views In This Stylish Mountain Home. - The Berkshires, MA
9.9 340 reviews
The Berkshires, MA
13/11 – 16/11
2991 ﺩ.ﺇ/nighttotal: 8973 ﺩ.ﺇ (3 )

Jaw Dropping Mountain & Lake Views In This Stylish Mountain Home.

4 5
apartment , Monterey
This beautiful home is located in the Berkshires, a scenic region of Massachusetts, just 20 minutes from Great Barrington and 2.5 hours from both New York City and Boston. It has received excellent ratings for location, cleanliness, and overall user experience.
The property spans 214 square metres and comfortably accommodates up to 9 guests in its 4 bedrooms and 2 bathrooms. It offers a range of amenities, including a fully equipped kitchen, a hot tub, a fire pit, and a screened sunroom with stunning lake views.
Converted Berkshire Schoolhouse On A Quiet River - The Berkshires, MA
9.9 168 reviews
The Berkshires, MA
31/08 – 03/09
1133 ﺩ.ﺇ/nighttotal: 3399 ﺩ.ﺇ (3 )

Converted Berkshire Schoolhouse On A Quiet River

1 2
apartment , New Marlborough
This charming cottage is located in the Berkshires, just a short distance from the Butternut ski resort and the town of Great Barrington, offering easy access to both outdoor adventures and cultural attractions. The property has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The cottage features three bedrooms, comfortably accommodating up to five guests. Enjoy a fully equipped kitchen, a spacious garden, a private terrace, and a host of amenities including a BBQ, a coffee grinder, a DVD collection, and a unique "sign the walls" tradition in the bathroom.
Sunny Oasis In The Woods In Otis - The Berkshires, MA
10 13 reviews
The Berkshires, MA
20/11 – 23/11
1510 ﺩ.ﺇ/nighttotal: 4530 ﺩ.ﺇ (3 )

Sunny Oasis In The Woods In Otis

1 5
apartment , Otis
This Berkshire County house, less than 1.6km from Route 23, offers easy access to Stockbridge, Great Barrington, and Lenox, placing guests near popular Berkshire attractions such as Tanglewood and Jacob's Pillow.
The three-bedroom, two-bathroom property sleeps six, boasting a contemporary open-plan living area, a first-floor den, and outdoor amenities including two kayaks and a mini frisbee golf course; all within a secluded wooded setting.

Best The Berkshires, MA apartment rentals with air conditioning

Ridge House At Otis Ridge Ski Area - The Berkshires, MA
10 52 reviews
The Berkshires, MA
20/11 – 23/11
1084 ﺩ.ﺇ/nighttotal: 3252 ﺩ.ﺇ (3 )

Ridge House At Otis Ridge Ski Area

3 5
apartment , Otis
The Ridge House is situated right next to the Otis Ridge Ski Area, making it perfect for those seeking a winter sports getaway. The property has consistently received excellent ratings for its cleanliness, location and overall user experience.
The apartment is spacious and can comfortably accommodate up to six guests. The well-equipped kitchen, outdoor deck with grill, and access to games and Wi-Fi provide everything you need for a relaxing and enjoyable stay.
Waterfront Oasis In Heart Of Berkshires - The Berkshires, MA
10 48 reviews
The Berkshires, MA
13/11 – 16/11
2511 ﺩ.ﺇ/nighttotal: 7533 ﺩ.ﺇ (3 )

Waterfront Oasis In Heart Of Berkshires

4 5
apartment , Sandisfield
This waterfront property is situated in Sandisfield, just a short distance from Butternut ski resort and tubing, as well as the shops and restaurants of Great Barrington and Lenox. The apartment has received excellent ratings for location, cleanliness, and user experience.
The spacious apartment comfortably sleeps up to seven guests in its four bedrooms and three bathrooms. Guests can enjoy a fully equipped kitchen, a wood-burning stove, a private garden, and stunning views of the water.
Private Mountain Retreat - 5 Acres Close To Lakes - The Berkshires, MA
10 14 reviews
The Berkshires, MA
16/07 – 18/07
2116 ﺩ.ﺇ/nighttotal: 4232 ﺩ.ﺇ (2 )

Private Mountain Retreat - 5 Acres Close To Lakes

1 2
apartment , Otis
This four-bedroom, three-bathroom Berkshire County apartment, near the Monterey/Tyringham border, is situated approximately 24-32km from Great Barrington, Lenox, and Tanglewood.
The spacious property, sleeping eight guests comfortably in a newly renovated dwelling with open-plan living, boasts a fully equipped kitchen, luxurious bathrooms, and a private garden with parking; ideal for families or groups exploring the Berkshires.
Real Estate:therapy - Lake, Laundry, Love It - The Berkshires, MA
9.8 362 reviews
The Berkshires, MA
31/08 – 03/09
899 ﺩ.ﺇ/nighttotal: 2697 ﺩ.ﺇ (3 )

Real Estate:therapy - Lake, Laundry, Love It

1 2
apartment , Becket
This apartment is located in the Sherwood Forest Community, just 18 minutes from the centre of Lee, Massachusetts, offering a peaceful retreat in a woodland setting. It has received excellent ratings for location, cleanliness, and user experience, making it a popular choice for travellers.
The self-catering property has three bedrooms, accommodating up to six guests, and features a spacious open-plan living area, kitchen, and dining room. The apartment comes equipped with a range of amenities, including a fully equipped kitchen, a washing machine and dryer, comfortable beds, and high-speed internet access. Guests can also enjoy access to a private lake with a canoe and paddleboard, a barbecue area, and a level 2 EV charger.

Frequently Asked Questions about apartment rentals in The Berkshires, MA

  • Which neighborhoods in Monts Berkshire are best for renting an apartment?

    For a comfortable stay, consider renting an apartment in Lenox, Stockbridge, or Williamstown. These towns offer a good balance of amenities, cultural attractions, and proximity to natural beauty. Lenox, in particular, has a charming downtown area with plenty of restaurants and shops. Williamstown is home to Williams College and has a vibrant arts scene.
  • What are the best apartments in The Berkshires, MA?

    Among the apartments in The Berkshires, MA, Artist Cottage, Country Cabin and Victorian Manor 5 Bathrooms are the most popular ones.

  • What are the top cultural and historical sites in Monts Berkshire?

    The Berkshires is packed with cultural gems. You can visit the Tanglewood Music Center in Lenox, which hosts world-renowned classical music performances during the summer. The Norman Rockwell Museum in Stockbridge showcases the iconic American artist's works. For a taste of history, visit the Hancock Shaker Village in Hancock, which offers a glimpse into the life of the Shaker community.
  • What are the best apartments with a pool in The Berkshires, MA?

  • What makes Monts Berkshire unique or famous?

    The Berkshires is known for its stunning natural beauty, with rolling hills, forests, and lakes. It's also a haven for art and culture, with a thriving arts scene, numerous museums, and world-class music venues. The area has a rich history, with historic homes, villages, and landmarks that tell stories of the past.
  • What are the best apartments with a jacuzzi in The Berkshires, MA?

  • How is the public transportation system in Monts Berkshire?

    The Berkshires is a car-dependent region, with public transportation being limited. There are local bus services within some towns, but you'll need a car to get around the entire region. However, there are several ride-sharing services available, and you can find taxis in some towns.
  • What are the best apartments for families and kids in The Berkshires, MA?

    The best apartments for families and kids in The Berkshires, MA are Victorian Manor 5 Bathrooms, Carriage House Loft - Tyringham and Lovely Berkshire Apartment With Beautiful Views.

  • Which seasonal events or festivals should apartment renters look forward to in Monts Berkshire?

    The Berkshires is alive with festivals throughout the year. In the summer, you can enjoy the Tanglewood Music Festival in Lenox, the Jacob's Pillow Dance Festival in Becket, and the Berkshire Theatre Festival in Stockbridge. In the fall, the region bursts with colour during the foliage season, and there are many festivals celebrating the harvest.
  • What are the best pet friendly apartments in The Berkshires, MA?

  • What are the best apartments with parking in The Berkshires, MA?

    Artist Cottage, Country Cabin and Ski Berkshire Get Away In Gb are the best apartments with parking in The Berkshires, MA.

Destinations nearby

Best The Berkshires, MA apartment rentals with parking

Monterey Home W/ Hot Tub, Pool & Game Room! - The Berkshires, MA
9.2 10 reviews
The Berkshires, MA
20/11 – 23/11
5204 ﺩ.ﺇ/nighttotal: 15612 ﺩ.ﺇ (3 )

Monterey Home W/ Hot Tub, Pool & Game Room!

6 5
apartment , Monterey
This spacious apartment is located in Monterey, Massachusetts, just 13 kilometres from Butternut Ski Area and 24 kilometres from Tanglewood, offering easy access to popular attractions. It has consistently received very good reviews from previous guests.
The property spans 415 square metres and comfortably accommodates up to 16 guests across its six bedrooms and six bathrooms. The apartment features a well-equipped kitchen, a games room, a large garden with a swimming pool and a hot tub, and a tennis court, ensuring entertainment for all ages.
Charming Berkshire Farmhouse: Your Cozy Retreat Awaits! - The Berkshires, MA
10 8 reviews
The Berkshires, MA
08/07 – 12/07
1726 ﺩ.ﺇ/nighttotal: 6904 ﺩ.ﺇ (4 )

Charming Berkshire Farmhouse: Your Cozy Retreat Awaits!

3 4
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.
The Owl And Firefly – A Cabin For Families - The Berkshires, MA
10 5 reviews
The Berkshires, MA
24/07 – 26/07
2562 ﺩ.ﺇ/nighttotal: 5124 ﺩ.ﺇ (2 )

The Owl And Firefly – A Cabin For Families

1 4
apartment , Otis
This secluded apartment in Otis, nestled deep within the southern Berkshires' pine forests and stone walls, offers a tranquil escape on a private 6-acre property, providing a convenient base for exploring the region.
This 3-bedroom, 3-bathroom dwelling accommodates up to 10 guests, featuring a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, internet, and indoor entertainment including a climbing wall and playroom, all within a cabin experience designed for family adventures.
Bosworth Tap Room - The Berkshires, MA
9.9 99 reviews
The Berkshires, MA
13/11 – 16/11
1719 ﺩ.ﺇ/nighttotal: 5157 ﺩ.ﺇ (3 )

Bosworth Tap Room

1 5
apartment , Sandisfield
This historic house is located in the southeast corner of the Berkshires, around 48 kilometres from the nearest shopping centre, offering a peaceful retreat in the beautiful countryside. The property has received excellent ratings for its location, cleanliness, and overall experience.
The house has four bedrooms and one bathroom, comfortably accommodating up to six guests. The house features a fully equipped kitchen, a garden, and air conditioning, alongside modern amenities while retaining its authentic colonial charm.

Best The Berkshires, MA apartment rentals with a garden

Direct To Lake Garfield: Summer Dates Available! - The Berkshires, MA
The Berkshires, MA
13/11 – 16/11
2026 ﺩ.ﺇ/nighttotal: 6078 ﺩ.ﺇ (3 )

Direct To Lake Garfield: Summer Dates Available!

3 5
apartment , Monterey
This waterfront holiday home in Monterey offers direct access to Lake Garfield, with Ski Butternut less than 10 kilometres away and Great Barrington approximately 15 kilometres distant.
This 171 square metre apartment sleeps eight guests and features three bedrooms and three bathrooms, a gourmet kitchen with a Viking range, multiple living spaces including a bonus room with a gas fireplace, and private outdoor entertaining areas with a fire pit and Adirondack chairs.
Newly Rebuilt Waterfront House On Otis Reservoir - The Berkshires, MA
9.6 77 reviews
The Berkshires, MA
13/11 – 16/11
1608 ﺩ.ﺇ/nighttotal: 4824 ﺩ.ﺇ (3 )

Newly Rebuilt Waterfront House On Otis Reservoir

1 5
apartment , Otis
This four-bedroom apartment is situated in Otis, right on the water in a cove, with a road separating the front yard from the water's edge. The property enjoys excellent ratings for location, cleanliness, and overall user experience.
The self-catering property sleeps up to eight guests and features a fully-equipped kitchen, two bathrooms, and a spacious deck. Guests can enjoy a private dock, boat rentals, and a peaceful garden, all within a safe and child-friendly environment.
Berkshires Cottage | Trails & Water Nearby - The Berkshires, MA
9.8 152 reviews
The Berkshires, MA
08/07 – 12/07
1186 ﺩ.ﺇ/nighttotal: 4744 ﺩ.ﺇ (4 )

Berkshires Cottage | Trails & Water Nearby

2 4
apartment , Otis
This rustic modern apartment is located in Otis, Massachusetts, just 5 kilometres from Otis Ridge Ski Area and within a 15-kilometre radius of Butternut and Catamount ski resorts, perfect for a winter getaway. The property has received excellent ratings for its cleanliness, location and overall experience.
The apartment can accommodate up to 6 guests and features a spacious layout with a modern kitchen, a cosy fireplace and a large garden. Guests can enjoy the convenience of a fully equipped kitchen, a washer and dryer, and a wrap-around deck with a gas grill, as well as access to a range of activities in the surrounding area, including skiing, hiking and exploring the Berkshires.
Becket Home W/ 3-season Porch: Walk To Lake Access - The Berkshires, MA
9.3 6 reviews
The Berkshires, MA
14/08 – 16/08
1219 ﺩ.ﺇ/nighttotal: 2438 ﺩ.ﺇ (2 )

Becket Home W/ 3-season Porch: Walk To Lake Access

2 2
apartment , Becket
This Becket holiday home boasts stunning Lake Robinhood views, is within walking distance of the Sherwood Shoppe, and a short drive from Jacob's Pillow and October Mountain State Forest.
Sleeping up to seven guests, this two-bedroom property offers a fully equipped kitchen, a private backyard with fire pit, in-unit laundry facilities, plus access to four kayaks, a canoe, and a paddleboard for exploring the lake.
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