Sophisticated Lenox Retreat By Evergreen Home
apartment, Lenox
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).
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).
Classic New England Home With A Swimming Pool
apartment, Richmond
This four-bedroom Richmond, Massachusetts rental is minutes from Tanglewood, Kripalu Center for Yoga & Health, Lenox, and West Stockbridge, offering easy access to Berkshire cultural attractions and outdoor recreation.
The spacious home features a private in-ground pool, fully equipped kitchen, fast Wi-Fi, and accommodates up to nine guests, perfect for families or groups visiting the Berkshires.
The spacious home features a private in-ground pool, fully equipped kitchen, fast Wi-Fi, and accommodates up to nine guests, perfect for families or groups visiting the Berkshires.
Spacious Lenox Farmhouse | Retreat Near Tanglewood
apartment, Lenox
This Berkshires farmhouse rental near Lenox, Massachusetts, is conveniently located nine minutes from Tanglewood and a short drive from Stockbridge.
The 2,000+ square-foot property boasts three bedrooms, two bathrooms, sleeps seven guests, and includes a fully equipped kitchen, a fitness center, and outdoor space with a fire pit and grill.
The 2,000+ square-foot property boasts three bedrooms, two bathrooms, sleeps seven guests, and includes a fully equipped kitchen, a fitness center, and outdoor space with a fire pit and grill.
Hawthorne House
apartment, Stockbridge
This 3-bedroom, 2.5-bathroom apartment in Stockbridge, MA, offers central Berkshires access, situated a 10-minute drive from Tanglewood, downtown Lenox, Lee, and Pittsfield.
This pet-friendly rental includes two living areas, a full kitchen, laundry, a deck, a patio with a firepit, and parking for at least 4 cars, accommodating up to 7 guests.
This pet-friendly rental includes two living areas, a full kitchen, laundry, a deck, a patio with a firepit, and parking for at least 4 cars, accommodating up to 7 guests.
Charming 19th Century Farmhouse
apartment, Lee
This apartment is located in Lee, MA, within walking distance of restaurants, parks, and shops, and a short drive from cultural attractions like Tanglewood and Jacob's Pillow. It boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The apartment is spacious and comfortable, accommodating up to 5 guests with 3 bedrooms and 2 bathrooms. It offers a range of amenities, including a fully equipped kitchen, air conditioning, a private garden, parking, and pet-friendly accommodations.
Modern Lenox | Across From Haven Coffee
apartment, Lenox
This Lenox apartment is just a mile from Tanglewood and Kripalu, two of the area's most popular cultural destinations, offering a peaceful escape in a beautiful setting. The apartment is located across the street from Haven Cafe, making it easy to grab a quick breakfast, and is within walking distance of Lenox's charming shops and galleries.
The apartment features two bedrooms and one bathroom, comfortably accommodating up to four guests. It includes modern amenities like a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, parking, and internet access, making it an ideal choice for couples or small families seeking a relaxing getaway.
The apartment features two bedrooms and one bathroom, comfortably accommodating up to four guests. It includes modern amenities like a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, parking, and internet access, making it an ideal choice for couples or small families seeking a relaxing getaway.
Lakeside Estate: 2 Homes For Family Gatherings
apartment, Lenox
This exclusive lakeside estate in Lenox, Massachusetts, offers private lake access and is within walking distance of The Mount, Edith Wharton's Home, and a short drive to Tanglewood.
This spacious rental property features 8 bedrooms and 5 bathrooms, accommodating up to 18 guests with amenities including a chef's kitchen, internet, air conditioning, and year-round activities such as skiing at nearby Bousquet and Ski Butternut.
This spacious rental property features 8 bedrooms and 5 bathrooms, accommodating up to 18 guests with amenities including a chef's kitchen, internet, air conditioning, and year-round activities such as skiing at nearby Bousquet and Ski Butternut.
Berkshire Vacation Home In Lee
apartment, Lee
This vacation rental in Lee, Massachusetts is near Laurel Lake and close to Lee Premium Outlets and Tanglewood, providing easy access to shopping, entertainment, and outdoor activities. It has consistently received excellent ratings for location, cleanliness, and user experience.
The apartment has 5 bedrooms and can accommodate up to 12 guests, making it a great option for families or groups of friends. It features a fully equipped kitchen, multiple living areas, a Florida room leading to a deck overlooking the pool, and a range of amenities like a fitness center and parking.
The apartment has 5 bedrooms and can accommodate up to 12 guests, making it a great option for families or groups of friends. It features a fully equipped kitchen, multiple living areas, a Florida room leading to a deck overlooking the pool, and a range of amenities like a fitness center and parking.
Lovely Loft On Laurel Lake
apartment, Lee
This Lee apartment is located close to the lake, offering easy access to Tanglewood, museums, hiking trails, biking paths, and a variety of restaurants. The apartment has received excellent ratings for location, cleanliness, and overall experience.
The apartment is perfect for couples, with one bathroom and a comfortable, stylish interior. It features a private dock, kayaks, a paddleboard, a canoe, a lakeside fire pit, a gas grill, and a wall-mounted high-definition TV.
The apartment is perfect for couples, with one bathroom and a comfortable, stylish interior. It features a private dock, kayaks, a paddleboard, a canoe, a lakeside fire pit, a gas grill, and a wall-mounted high-definition TV.
General Williams Estate House Lenox/stockbridge
apartment, Stockbridge
This spacious Stockbridge estate, two miles from Stockbridge Center and five miles from Lenox Center, offers easy access to the Mass Pike and Berkshire attractions.
The 5,500-square-foot home boasts six bedrooms, six bathrooms, and accommodates up to sixteen guests, featuring two kitchens, a pool, a spa, and ample outdoor space perfect for family gatherings or group retreats.
The 5,500-square-foot home boasts six bedrooms, six bathrooms, and accommodates up to sixteen guests, featuring two kitchens, a pool, a spa, and ample outdoor space perfect for family gatherings or group retreats.
Whistler's Inn/the Garden Room (#9)
apartment, Lenox
Whistler's Inn/the Garden Room (#9), located in Lenox, Massachusetts, offers a one-bedroom suite in a historic 1870s English Tudor mansion near Tanglewood and Shakespeare & Company.
This Lenox lodging boasts a generous buffet breakfast, a 2,000-volume library with complimentary sherry and port, a music room with a Steinway grand piano, and access to a sun-drenched terrace overlooking gardens—accommodating up to three guests.
This Lenox lodging boasts a generous buffet breakfast, a 2,000-volume library with complimentary sherry and port, a music room with a Steinway grand piano, and access to a sun-drenched terrace overlooking gardens—accommodating up to three guests.
Spacious Central Berkshires Home For Groups
apartment, Lee
Laurel House Place, a recently renovated four-bedroom home, is located in the central Berkshires, just north of Lee's downtown on Route 20, a short drive from Tanglewood, the Berkshire Theater Festival, Jacobs Pillow, and the Lee Outlets.
This Lee vacation rental boasts a main floor bedroom and bath, an upstairs family room, a fully equipped kitchen, and accommodates up to eight guests, with easy access to Sandy Beach at Lake Laurel and nearby ski resorts.
This Lee vacation rental boasts a main floor bedroom and bath, an upstairs family room, a fully equipped kitchen, and accommodates up to eight guests, with easy access to Sandy Beach at Lake Laurel and nearby ski resorts.
