Apartments and Condos in The Berkshires, MA

2751 available apartment offers

7 nights
2
1
  • airbnb
  • booking
  • hotelscom
  • vrbo
  • tripadvisor
  • expedia
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
The Berkshires, MA apartments
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

2751 Apartments or condos in The Berkshires, MA

Best family friendly The Berkshires, MA apartment rentals

Among the 2751 accommodations in The Berkshires, MA, here are the 4 best family friendly apartments

Family Cabin W/ Climbing Wall, Games. Near Great Barrington, Butternut, Lakes - The Berkshires, MA
10 3 reviews

Family Cabin W/ Climbing Wall, Games. Near Great Barrington, Butternut, Lakes

apartment, Otis
This apartment in Otis is located by a river, offering a secluded woodland experience close to Hayes Pond (200 metres) and within 13 kilometres of Otis Reservoir and the Appalachian Trail.
This 178 square metre dwelling accommodates up to 10 guests with 3 bedrooms and 3 bathrooms, featuring a kitchen with a fridge, microwave, and dishwasher, air conditioning, a terrace or balcony, and garden access, with pets and families welcome.
Modern Berkshires Cottage W/ Ac And Gas Fireplace - The Berkshires, MA
10 139 reviews

Modern Berkshires Cottage W/ Ac And Gas Fireplace

apartment, Otis
This charming two-bedroom apartment is located just 7 kilometres from Otis Ridge Ski Area, in the heart of the Berkshires, offering a peaceful retreat in a scenic setting. It has received excellent ratings for cleanliness, location and user experience.
The apartment spans 158 square metres and offers a comfortable living space for families or groups of friends. It includes a fully equipped kitchen, a terrace, a garden and parking, as well as access to a lake and a town beach nearby, making it ideal for a relaxing and enjoyable stay.
Mountain Refuge - The Berkshires, MA
9.3 21 reviews

Mountain Refuge

apartment, Otis
This charming cottage is located just a 10-minute drive from Ski Butternut, a popular ski resort, and close to Otis Reservoir, offering scenic views and opportunities for water activities. The property consistently receives excellent ratings for its cleanliness, location, and overall experience.
The cottage offers comfortable accommodation for up to eight guests, with cozy bedrooms and additional sleeping options in the form of sofa beds. Guests can enjoy amenities such as a fully equipped kitchen, a hot tub (available for an additional fee), and a garden, making it ideal for families and groups seeking a relaxing getaway.
Fall Foliage Lakefront Retreat - Berkshires - The Berkshires, MA
10 45 reviews

Fall Foliage Lakefront Retreat - Berkshires

apartment, Becket
This Becket waterfront holiday home boasts stunning lake views and is located in the Berkshires, Massachusetts, a short 8km drive from Jacob's Pillow and Becket State Forest.
Offering three bedrooms, one bathroom, sleeping six guests, the property features a fully equipped kitchen, air conditioning, a garden, fitness centre, parking, and access to kayaks, paddleboats, and rafts (seasonal).

Best The Berkshires, MA apartment rentals with air conditioning

Dog-friendly Berkshires Retreat W/fenced Yard - The Berkshires, MA
10 2 reviews

Dog-friendly Berkshires Retreat W/fenced Yard

apartment, Monterey
This three-bedroom, two-bathroom flat in Monterey offers convenient access to Great Barrington, situated 24 kilometres away, and is just 800 metres from the Appalachian Trail, with swimming lakes a 16-kilometre drive.
This pet-friendly apartment accommodates up to five guests and features a newly renovated kitchen with a 48-inch induction range, a secure fenced garden, an outdoor fire pit, multiple living spaces including a children's den, and on-site entertainment, all complemented by off-street parking for four or more vehicles.
The Meadows House @ Otis Ridge W/ 7-person Hot Tub - The Berkshires, MA
9.8 48 reviews

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

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.
Four Bedroom Lake House In Monterey With Private Dock - Dog Friendly - The Berkshires, MA
No reviews

Four Bedroom Lake House In Monterey With Private Dock - Dog Friendly

apartment, Monterey
This Monterey flat offers direct access to Lake Garfield, with nearby attractions including Otis Ridge, Les Trois Emme Winery, Ashintully Gardens, and the Mahaiwe Performing Arts Centre.
This four-bedroom, two-and-a-half-bathroom property accommodates up to ten guests, featuring a king bed, queen bed, two bunk beds, a futon, a 10-person indoor dining table, an outdoor picnic table, and lake toys for swimming, kayaking, and paddleboarding.
Ridge House At Otis Ridge Ski Area - The Berkshires, MA
10 54 reviews

Ridge House At Otis Ridge Ski Area

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.

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.

Popular destinations

Best The Berkshires, MA apartment rentals with parking

Beaver Lodge - The Berkshires, MA
10 83 reviews

Beaver Lodge

apartment, Monterey
This three-bedroom cottage is situated in the Berkshires, just a short distance from Tanglewood, Lake Garfield, and Ski Butternut.
The property boasts a spacious layout, accommodating up to six guests, and offers a range of amenities including a fully equipped kitchen, a wood-burning fireplace, and high-speed internet.
Peace On The Lake - The Berkshires, MA
9.6 284 reviews

Peace On The Lake

cabin, Becket
This charming house is located in Sherwood Forest, just 3.5 kilometres from Pyramid Lake and within 10 kilometres of both Iroquois Waterfront and October Mountain State Forest, offering a peaceful escape from the hustle and bustle. The property consistently receives excellent ratings for its location, cleanliness, and overall experience.
This comfortable dwelling features two bedrooms, comfortably accommodating up to six guests. The kitchen is equipped with a refrigerator, oven, stovetop, microwave, and dishwasher, while the private garden provides a relaxing outdoor space with a barbecue grill.
Light-filled Gb Oasis, Trails, Lake, Fireplace - The Berkshires, MA
9.3 3 reviews

Light-filled Gb Oasis, Trails, Lake, Fireplace

apartment, Monterey
This modern forest hideaway in Monterey, Berkshire, offers tranquil woodland views and is a short distance from Lake Garfield and nearby hiking trails.
This contemporary dwelling sleeps up to 8 guests, featuring 3 bedrooms, 2 bathrooms, a fully equipped kitchen with Fisher & Paykel and Bosch appliances, central air conditioning, a propane fireplace, and a Samsung smart TV, with accessible features including approximately 3 steps to the front door and main floor bedroom.
Home In Otis - The Berkshires, MA
10 51 reviews

Home In Otis

apartment, Otis
This Otis holiday home is situated a short walk from the lake, providing direct access to swimming and nearby hiking trails.
Sleeping eight guests, this recently renovated three-bedroom, two-bathroom property boasts a kitchen, garden, parking, internet access, air conditioning, and a fire pit, perfect for enjoying the peaceful surroundings.

Best The Berkshires, MA apartment rentals with a garden

Spacious Lakeside Berkshire Home - The Berkshires, MA
10 127 reviews

Spacious Lakeside Berkshire Home

apartment, Monterey
This family-friendly holiday home is situated near Monterey, within a 3km radius of Beartown State Forest and Bidwell House Museum, and within 10km of Ashintully Gardens and McLennan Reservation. The property has received excellent ratings for its cleanliness, location and user experience.
The accommodation has four bedrooms and a floor area of 288 square metres. Guests can enjoy a range of amenities, including a fully equipped kitchen, a fireplace, a patio with a barbecue grill, a fitness centre, and a garden.
Berkshires Retreat | Hiking & Swim | Fenced Yard - The Berkshires, MA
10 49 reviews

Berkshires Retreat | Hiking & Swim | Fenced Yard

apartment, Monterey
This five-bedroom, three-bathroom house in the Berkshire Mountains, near Great Barrington, Massachusetts, is seven minutes from Beartown State Forest/Butternut Ski Area and 26 minutes from Tanglewood.
Sleeping up to ten guests, this spacious property boasts a well-equipped kitchen with a 48-inch gas range and dual ovens, four distinct gathering areas including a screened porch and a private fenced backyard with a fire pit, plus fast 1 Gigabit fibre internet and ample parking.
The Berkshires Fall/ski House - Stunning Sunrise! - The Berkshires, MA
10 24 reviews

The Berkshires Fall/ski House - Stunning Sunrise!

apartment, Otis
This lakefront flat in Otis Reservoir, Berkshire, is 6 minutes by car from Otis Ridge ski area and within a 30-45 minute drive of Lenox, Great Barrington, and Tanglewood.
This spacious, three-level residence accommodates up to 11 guests, boasting four en-suite bedrooms, a large kitchen with restaurant-grade appliances, a separate basement living area with a ping pong table, and a sunroom offering panoramic lake views, perfect for lake activities and winter sports.
All-season Berkshires Escape: Ski, Hike, Swim - The Berkshires, MA
10 8 reviews

All-season Berkshires Escape: Ski, Hike, Swim

apartment, New Marlborough
This New Marlborough property offers a tranquil escape along the Konkapot River, bordering protected land and the Beartown State Forest, and is situated less than 8 kilometres from Gedney Farm, Lake Garfield Beach, and Butternut Ski Area.
This spacious four-bedroom holiday home accommodates up to eight guests with its open-plan living area, modern farmhouse decor, and a fully equipped kitchen, complemented by an outdoor entertainment space featuring a balcony, deck, gas grill, and ample seating, ideal for exploring the nearby Appalachian Trail.
©2026 cozycozy.com