Apartments and Condos in The Berkshires, MA

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.

This renovated mid-century home is located on Long Bow Lake, a peaceful lake just 32 kilometres from Downtown Lee, with shops, hiking trails and the Otis Ridge ski area nearby. The property has excellent user, location and cleanliness ratings, making it a popular choice for travellers.
This spacious split-level house sleeps six guests and includes four bedrooms and two bathrooms. The home has a fully equipped kitchen, a garden, a tennis court, a private dock, kayaks, a ping pong table, a Weber gas grill, and a screened-in porch, perfect for enjoying the beautiful scenery and outdoor activities.

This 4-bedroom apartment is situated in the Berkshire countryside, just 10km from a local lake and a short drive from Great Barrington and ski resorts. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The apartment offers a spacious and open layout, comfortably accommodating up to 11 guests. It includes a well-equipped kitchen, a cosy living room, a den with a TV, a library, and a wrap-around porch. Guests can enjoy access to the lake for swimming and fishing, as well as a canoe and kayak.

This Otis property, a three-bedroom house sleeping eight, is situated on an eight-acre wooded plot near Berkshire attractions.
The spacious, modern house features a well-equipped kitchen, private pool (seasonal), a finished basement with laundry facilities, and strong WiFi; the main floor is accessible for guests with limited mobility.

This five-bedroom, three-bathroom house in New Marlborough, Berkshire, is situated on a five-acre plot, 24km from Great Barrington town centre.
The 2,584 sq ft property boasts a spacious layout sleeping up to 10 guests, offering a fully equipped kitchen, games room, and outdoor fire pit, with convenient parking and proximity to hiking and skiing in the Berkshires.

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.

This Otis flat is situated in a secluded woodland area, offering peace and quiet, with a general store and local restaurant a short walk away, and close to outdoor recreation including walking and snowmobile trails, skiing, Tolland State Forest, and Otis Reservoir's public beach, with a boat ramp located less than 1 kilometre away.
This property sleeps up to 10 guests across four bedrooms and two bathrooms, featuring a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, Wi-Fi, and parking, along with spacious outdoor living areas including a wrap-around porch with a gas grill and a screened-in room, and a furnished basement with bunk and twin beds to accommodate an additional three people.

This New Marlborough apartment is situated just 8km from Ski Butternut, 7km from Dry Hill, and 25km from Tanglewood, making it an ideal base for exploring the region's natural beauty and cultural attractions. The property has received excellent ratings for user experience, location, and cleanliness, ensuring a comfortable and enjoyable stay.
The self-catering property spans 198 square metres and comfortably accommodates up to nine guests. It offers a range of amenities including a fully equipped kitchen, a spacious living area, a tranquil bathroom with a double-headed shower and a Jacuzzi, a private bedroom with a queen bed, a loft with two queen beds, a full-size bed and a queen-size air bed, a terrace, a garden, parking for six vehicles, and a washer and dryer.

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.

This apartment is located in the Berkshires, a region in western Massachusetts, just 160 kilometers from Monterey, offering stunning views of Lake Garfield. It has received excellent ratings for its location, cleanliness and overall guest experience.
The property is a spacious home with a modern design, suitable for up to 12 guests. Enjoy a range of amenities, including a hot tub, sauna, a fully equipped kitchen, a large deck with a BBQ grill, a ping pong table, and a pool table for entertainment.

This five-bedroom apartment is situated in New Marlborough, a short drive from scenic hiking trails, swimming lakes, and winter skiing. It has received excellent ratings for user experience, location, and cleanliness.
The apartment has two bathrooms and can comfortably accommodate up to ten guests. It features a fully equipped kitchen, a garden, parking, internet access, and a range of amenities for both indoor and outdoor relaxation, including a fireplace, a porch, a trampoline, a tire swing, and a soccer net.

This five-bedroom Otis, Massachusetts lakeside property, a six-minute drive (approx. 9.6km) from the ski slopes, offers direct waterfront access with kayaks and tranquil views.
Sleeping ten guests, this self-catering apartment boasts a fully equipped kitchen, three bathrooms, a jacuzzi, a basement suite with kitchenette, a game room, and extensive outdoor space including a patio with grill; essential amenities are provided.

This three-bedroom Lee lakeside property, near Shaw Pond and a nine-minute drive from Otis Ridge ski area, offers direct lakefront access and proximity to Butternut and Bousquet ski resorts (approximately 40km away).
The 111 square metre holiday home features a well-equipped kitchen, two bathrooms, a screened porch, kayaks, a paddleboat, and accommodates up to six guests, with amenities including a fire pit and professionally landscaped grounds.

This five-bedroom house in Monterey provides easy access to the Bidwell House Museum and the Great Barrington Historical Society & Museum, with skiing at Otis Ridge and wine tasting at Les Trois Emme Winery also a short distance away.
This spacious dwelling accommodates up to ten guests with one king, three queen, and two twin beds, featuring two bathrooms with both bathtub and shower, air conditioning, and a fenced garden for pets, ensuring comfort and convenience for all visitors.

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.

This luxurious apartment is located in the picturesque Berkshires of western Massachusetts, 32 kilometres from Great Barrington, a town known for its cultural experiences, restaurants, and shops. The apartment offers a range of amenities including a hot tub, steam room, radiant heated floors, three fireplaces, a fully equipped chef's kitchen, a gym, a 2-car heated garage, a children's nook with books and games, a dedicated kids room with 6 queen over queen bunk beds, accommodating up to 12 guests, and a great room with a pool table, foosball, darts, arcade games, an 85” TV, and a wet bar with a wine fridge and a kegerator.