Search accommodations in Stockbridge, MA

This three-bedroom ranch-style house is located on 17 acres in the Berkshires, a 10-minute drive from Lenox and Great Barrington, offering seclusion and easy access to Berkshire attractions.
This West Stockbridge home sleeps eight guests and features a fully equipped kitchen with dishwasher, two bathrooms (one newly renovated), air conditioning, a garden, parking, and outdoor amenities including a deck and fire pit.

This charming 1850s farmhouse is located in West Stockbridge, nestled in the heart of the Berkshires, just minutes from Tanglewood, Lenox, Stockbridge, and Great Barrington. It is surrounded by 4 acres of serene gardens, a stream, and wooded mountains, offering breathtaking views from the screened-in porch.
The accommodation has received excellent ratings for its location, cleanliness, and user experience. It features 5 bedrooms, 2 full baths, a spacious kitchen, and a cozy living room with a pull-out couch, accommodating up to 8 guests in 2550 square feet. Amenities include a washer and dryer, hair dryer, WiFi, cable TV, and a variety of appliances and cookware. Guests can enjoy outdoor activities such as wooded and river walks, cross-country skiing, and snowshoeing trails accessible right from the property, as well as the tranquility of perennial and vegetable gardens and observe beaver activity and blue herons on the nearby river.

This Stockbridge apartment is located within walking distance of the town's historic center, offering easy access to charming shops, restaurants, and art galleries. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
This four-bedroom home can comfortably accommodate up to eight guests, with multiple living spaces perfect for both entertaining and relaxing. The apartment features a well-equipped kitchen, a private garden, and modern amenities like air conditioning and a washer/dryer, making it an ideal choice for families or groups of friends.

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.

This Lenox condo is conveniently located near Edith Wharton's The Mount (a 4-minute drive) and the Housatonic River (a 6-minute drive), offering easy access to Lenox's cultural attractions. This two-bedroom, three-bathroom apartment sleeps six and boasts a fully equipped kitchen, in-unit laundry, a swimming pool, sauna, and on-site parking.

This 2-bedroom apartment, located in a peaceful rural setting near Stockbridge, is just 10 minutes from the town center and 15 minutes from Tanglewood. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
The apartment is equipped with a kitchen, air conditioning, and a swimming pool, making it a comfortable and convenient option for families and groups of up to four people. Guests can enjoy a variety of amenities, including a fitness center, parking, and access to the Holiday Inn Club at Oak and Spruce's resort facilities.

This Lenox apartment is located a short walk from shops, restaurants, and attractions like Tanglewood and Shakespeare & Company, providing a convenient base for exploring the area. The apartment is a completely renovated 1889 mansion, offering spacious accommodation for up to 17 guests in 10 bedrooms and 9.5 bathrooms. The property features a heated indoor and outdoor pool, a spa tub, an 80-foot covered porch overlooking the pool and gazebo, parking for 8 vehicles, a bocce court, a pergola, a full house sound system, a 60-inch UHD TV, a backyard grill, 8 fireplaces, and a beautiful setting to soak in the surroundings.

This private, contemporary hillside cottage in Stockbridge offers a peaceful retreat with light-filled interiors and open views of the Berkshire Mountains, located a short distance from Stockbridge Bowl & Town Beach, Tanglewood, and numerous hiking trails.
This residence accommodates up to 8 guests with 4 bathrooms, featuring air conditioning, internet, a kitchen, and a swimming pool, ideal for enjoying outdoor relaxation and exploring the surrounding areas.

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 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 Stockbridge farm stay, a luxurious guest house near the Housatonic River, is two blocks from downtown Stockbridge and the Red Lion Inn, and within two miles of Tanglewood, the Norman Rockwell Museum, Chesterwood, and the Berkshire Botanical Garden.
The 4,500-square-foot property boasts five bedrooms, five and a half bathrooms, and accommodates up to ten guests, featuring a spacious open floor plan, modern amenities, and a terrace overlooking the river.

This West Stockbridge vacation rental is located in the mountains, within a 3-mile radius of local attractions like Hoffman's Pottery and Chesterwood. It has received very good user ratings.
This 3-bedroom, 3200 square foot home comfortably accommodates up to 6 guests. Enjoy the peaceful mountain setting, relax by the fireplace, and make use of the fully equipped kitchen, private patio, and outdoor barbecue.

This apartment is located in the Berkshires, a scenic region in western Massachusetts, offering easy access to popular attractions like Tanglewood, Jacob's Pillow, and the Clark Art Institute. The apartment has consistently received excellent ratings for its location, cleanliness, and overall user experience.
This 2-bedroom, 2-bathroom rental comfortably accommodates up to 6 guests. It features a fully equipped kitchen, a relaxing atmosphere, and access to a variety of resort amenities, including a swimming pool, fitness center, and a bar.

This luxurious West Stockbridge (Housatonic), MA, home provides easy access to Berkshires attractions, including the Norman Rockwell Museum (5 minutes), Tanglewood (10 minutes), Butternut Ski Area (15 minutes), and Catamount Mountain Resort (20 minutes).
This 4-bedroom, 3.5-bathroom house boasts a gourmet kitchen, private 4+ acre estate with hiking trails, a hot tub, sauna, fitness center, and accommodates up to 8 guests.

This Richmond vacation rental is located just 3.2 miles from Tanglewood, a renowned music venue, and is close to other Berkshire attractions, making it a great base for exploring the region. It has earned excellent ratings for location, cleanliness, and overall user experience.
This spacious home has 4 bedrooms and 4 bathrooms, comfortably accommodating up to 10 guests. The property offers a screened-in porch with a dining table, seating areas, and a calming water fountain, perfect for enjoying the outdoors.

This Stockbridge loft apartment offers stunning views of Norman Rockwell's home and the village street, providing easy access to local attractions.
The one-bedroom, one-bathroom unit features a galley kitchen, fireplace, hardwood floors, and accommodates two guests, perfect for exploring Stockbridge's historical sites and charming village.