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This historic 1738 property in Lee, with a modern 2010 addition, offers a private forest-view balcony and is located just under a mile from downtown, 2 miles from Lee Premium Outlets, and 4 miles from Stockbridge and the Norman Rockwell Museum.
This 1500 square foot, family-friendly apartment comfortably accommodates up to 4 guests with 2 bedrooms, 1 bathroom, central air conditioning, high-speed WiFi, an upgraded kitchen with a dishwasher, and an in-unit washer/dryer.

This five-bedroom home is located in Lenox, a short walk from the town center and two miles from Tanglewood, offering a peaceful retreat in a prime location. The apartment has received excellent ratings for user experience, location, and cleanliness.
This 2600 square foot home comfortably accommodates nine guests. Amenities include a fully equipped kitchen, a Jacuzzi, a garden, and parking, along with access to a spa and internet.

This 4-bedroom, 2-bathroom house in Stockbridge offers a tranquil escape surrounded by forests and mountain views, just minutes from Stockbridge Bowl and Tanglewood.
This family-friendly rental accommodates up to 10 guests and features a wood-burning fireplace, a fully equipped kitchen with a dishwasher, air conditioning, a garden, and parking, with AvantStay concierge services available for added convenience.

This historic Stockbridge apartment with 3 bedrooms and 2 bathrooms is in a convenient location, steps from the Red Lion Inn. It is near hiking trails, a park, and tennis courts (within 5 minutes walking distance). It has an excellent user rating, location rating, and cleanliness rating.
The apartment has a private, fenced-in backyard with mountain views and outdoor seating, lake rights to Stockbridge Bowl, a Weber grill and Solo firepit for backyard relaxation, comfortable beds with high-end bedding, high-speed internet, and unique furniture from Glenn Close's estate sale. It allows pets and is family-friendly. It has air conditioning, a kitchen with a fridge, freezer, microwave oven, and dishwasher, a fitness center, parking, and a garden. It can accommodate up to 8 guests.

This charming apartment is located on Main Street in Lenox, just a few blocks from downtown and a 12-minute drive from Pittsfield hospitals, offering easy access to the town's attractions and amenities. The apartment is housed in a remodeled 1840 farmhouse, adding a touch of history to your stay.
The apartment features two bedrooms with queen beds, a full kitchen, and a furnished patio, comfortably accommodating up to four guests. Enjoy amenities like a private patio, a shared garden, a large backyard, and a swimming pool, making it perfect for both summer and winter activities.

This Lenox apartment is conveniently located just a 5-minute walk from The Bookstore and Lenox Library, offering easy access to cultural attractions and local amenities. The apartment is perfect for a family or small group, offering 1190 square feet of space and a guest capacity of 4. The apartment comes with modern amenities like Wi-Fi, a Smart TV, and a washer and dryer, as well as a fully equipped kitchen, a terrace, and air conditioning.

This 4-bedroom, 2.5-bathroom Stockbridge house is a 4-minute drive from The Mount and a 7-minute drive from Shakespeare and Company.
This 2720 sq ft rental property offers Wi-Fi, air conditioning, a fireplace, a full kitchen, and on-site parking, with outdoor space including a terrace and barbecue, situated near Mass Audubon's Pleasant Valley Wildlife Sanctuary and Tanglewood Music Center.

This 3-bedroom condo offers an unbeatable downtown Lenox location, steps from shops and dining, with Tanglewood 1.9 miles away.
This residence accommodates 6 guests and features a chef's kitchen with a scullery, 3 bathrooms (two ensuite with heated floors), high-speed Wi-Fi, and central heat and air conditioning.

This farmhouse is located in Lee, a short distance from town, restaurants, and grocery stores, offering easy access to amenities and local attractions. The property is highly rated by guests, with excellent scores for user experience, location, and cleanliness.
This spacious farmhouse can accommodate up to 9 guests, perfect for families or groups seeking a relaxing getaway. Amenities include a fully equipped kitchen, air conditioning, a private garden, and parking, as well as outdoor activities like fishing, hiking, and horseback riding.

This apartment is centrally located between Lenox and Stockbridge, offering easy access to popular Berkshire attractions within a short distance. It has excellent user, location, and cleanliness ratings.
The apartment has an open living plan with many windows and abundant natural light, creating a welcoming and spacious atmosphere. It can accommodate up to 14 guests and has 3 bedrooms and 3 bathrooms. The apartment is fully equipped with a kitchen, multiple sleeping arrangements, ensuite bathrooms, and a game room with ping pong, foosball, and electronic basketball.

This Stockbridge apartment is located minutes from the Norman Rockwell Museum and Tanglewood, offering convenient access to local attractions.
This 2350 square foot residence features 2 bedrooms and 2 bathrooms, accommodating up to 6 guests with a fold-out sofa, and includes a full kitchen, yard with patio, Wi-Fi, air conditioning, and parking.

This 4-bedroom home in Lee, Massachusetts, is a short walk from downtown and a stone's throw from Lake Laurel's sandy beach. It has excellent user, location, and cleanliness ratings.
The home has 4 bedrooms, 2 bathrooms, and can accommodate up to 8 guests. It has a fully equipped kitchen, a 55" HDTV with streaming services, board games, and an outdoor firepit for marshmallow roasting. The home also has a private backyard with an oversized deck, inviting hammock, crackling firepit, and BBQ grill.

This Stockbridge vacation home is located within 1.9 miles of the Housatonic River, Schantz Galleries, and Mission House, and within 3.1 miles of the Berkshire Theatre Festival and Norman Rockwell Museum.
This 2700-square-foot house boasts three bedrooms, four bathrooms, sleeps seven guests, and includes a Jacuzzi, terrace, parking, and a fully equipped kitchen with modern appliances.

This renovated 1910 farmhouse in Lee, Massachusetts, is a three-minute drive from Lee's main street shops and restaurants, providing easy access to Berkshires attractions.
This three-bedroom, two-bathroom house sleeps seven guests and features a kitchen with a fridge and microwave, air conditioning, a garden, parking, and excellent user ratings for location and cleanliness.

This vacation rental is located in the mountains near Lee, just a short distance from the Housatonic River, Berkshire Mountain Country Store, and Animagic Museum of Animation. It has received excellent user ratings.
This three-bedroom, two-bathroom home can accommodate up to six guests. You'll enjoy amenities like a fitness center, tennis court, and spa, as well as a garden, terrace, and barbecue facilities.

This spacious Dutch Gambrel home is located in Lenox, Massachusetts, five minutes from downtown Lenox and a short drive from Tanglewood, Great Barrington, Mass MoCA, and The Clark Art Institute.
This 2,560-square-foot house features four bedrooms, two and a half bathrooms, a fully equipped kitchen, and can accommodate up to eight guests; amenities include central air conditioning, a large backyard with a fire pit and deck, off-street parking, and pet-friendly accommodations (small dogs only, with prior approval).