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This waterfront Cape Cod-style house is situated in the heart of Lenox, within walking distance of the Edith Wharton Estate and a short drive from Lee's cultural attractions and outdoor activities. The house has an excellent user rating.
The house has a floor area of 2700 square feet and can accommodate up to 14 guests. It has 5 bedrooms, 3 bathrooms, a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a swimming pool, a jacuzzi, a garden, and parking. The house also offers amenities such as a pool table, HD Smart TVs, wood-burning fireplaces, a wine cooler, a hot tub, an outdoor barbecue, a tennis court, kayaks, canoes, and a rowboat.

This New Marlborough cottage, 6.5 miles from Great Barrington and 12 miles from Tanglewood, offers direct lake access to Lake Buel with kayaks, swimming, and fishing.
The two-bedroom, one-bathroom rental sleeps four, features a fully equipped kitchen, extensive outdoor space including a deck and screened porch, and modern amenities such as Wi-Fi and a landline.

This apartment is located in Great Barrington, just two minutes from Ski Butternut and a short drive from Tanglewood, the Norman Rockwell Museum, and Kripalu. This property has consistently received excellent ratings for cleanliness, location, and user experience.
This 4-bedroom home comfortably sleeps 7 guests. Enjoy a heated pool, a private one-acre property perfect for exploring, snowshoeing, or sledding, as well as large-screen TVs, video games, ping pong and air hockey tables, and a playroom.

This remodeled mid-century apartment is located in Great Barrington, just a short drive from downtown and the Mahaiwe Performing Arts Center. The apartment has consistently received excellent ratings for its cleanliness, location, and overall experience.
This stylish apartment is perfect for couples and features a comfortable king-sized bed and a fully equipped kitchen. Enjoy amenities like high-speed internet, a 55-inch TV with streaming services, and a private garden.

This Great Barrington home offers proximity to key Black History landmarks, including the W.E.B. Du Bois Boyhood Homesite (15 miles) and Clinton AME Zion Church (10 miles), with downtown Great Barrington's River Walk just 8 miles away.
This 4-bedroom, 2-bathroom residence sleeps 8 guests and features a fully-equipped kitchen, air conditioning, indoor gas fireplace, outdoor dining, and is 3 miles from Ski Butternut, with the Norman Rockwell Museum 17 miles and Tanglewood 22 miles distant.

This Great Barrington apartment rental is conveniently located 1.5 miles from downtown and 1.3 miles from the Mahaiwe Performing Arts Center, offering easy access to restaurants, shops, and Butternut Ski Resort.
The one-bedroom, one-bathroom unit sleeps two guests and features a king-sized bed, high-speed internet, a 58" TV with Hulu + Live TV, a SMEG coffee maker, and a shared guest area with a microwave.

This family-friendly vacation home is located just 20 kilometers from Catamount Aerial Adventure Park, Catamount Ski Area, and Omi International Arts Center, offering a peaceful mountain retreat near popular attractions. The house has received excellent user ratings, making it a popular choice for travelers seeking a comfortable and enjoyable stay.
This one-bedroom, one-bathroom house can accommodate up to six guests, making it ideal for families or groups of friends. The house offers a range of amenities, including a fully equipped kitchen, a spa tub, a fireplace, a terrace, a garden, and parking, ensuring a relaxing and enjoyable stay.

This newly remodeled farmhouse is located in a quiet neighborhood on the north side of Great Barrington, just a 5-minute drive from downtown and Butternut Ski Mountain. The home features a spacious open floor plan with a chef's kitchen, a dining room table that seats many, and a comfortable living room, perfect for family gatherings. The farmhouse comfortably sleeps 9 guests and offers a large fenced yard with a stone patio, fire pit, and BBQ for summer cookouts. Modern amenities include a Viking stove, farmer's sink, dishwasher, radiant heated floors, and a dedicated workspace in the primary bedroom.

This 2-bedroom apartment offers a prime location at the base of the ski resort, just 5 miles from Hillsdale and Copake, NY, and Egremont, MA, with Great Barrington, MA, 15 miles away.
This pet-friendly rental accommodates up to 7 guests with two queen beds and a bunk with trundle beds, featuring a full kitchen, air conditioning, and a garden, making it ideal for families seeking ski resort access and proximity to local towns.

This spacious 5-bedroom home is located in a quiet cul-de-sac just a short walk from downtown Great Barrington, making it easy to explore the town's shops, restaurants, and attractions. The property has received excellent ratings for its location, cleanliness, and overall guest experience.
The house is perfect for large families or groups, with room for up to 12 guests. Guests can enjoy a variety of amenities, including a chef's kitchen, a hot tub, a screened porch with a ping pong table, and a private stone patio with a BBQ.

This Great Barrington apartment boasts a prime Berkshires location, adjacent to the Appalachian Trail, five minutes from downtown Great Barrington, two minutes from Butternut Ski Area, and fifteen minutes from Tanglewood and Shakespeare & Company in Lenox.
The four-bedroom, two-bathroom rental sleeps ten guests and features a finished basement with a TV and game room, plus amenities including air conditioning, a kitchen, a garden, and a fitness center.

This Great Barrington apartment rental boasts a unique location on the banks of Rising Pond, minutes from Tanglewood, Shakespeare & Company, and the Rockwell Museum, with easy access to Stockbridge and Great Barrington.
The 700-square-foot unit features two bedrooms, one bathroom, and accommodates four guests, offering a fully equipped kitchen, laundry facilities, a terrace, and on-site parking plus river access and a charcoal grill.