Search accommodations in Stockbridge, MA

This newly renovated Berkshire lodge is located in West Stockbridge, moments from the Stockbridge Bowl cove and a waterfall, offering convenient access to Tanglewood and Kripalu within a 5-minute drive.
This 118 square meter cabin sleeps seven guests across three bedrooms and two bathrooms, featuring a well-equipped kitchen, a light-filled living room with cathedral ceilings, and expansive outdoor living spaces including a deck with a gas grill.

This apartment is located in the Berkshires, just 5 kilometres from Stockbridge, Lenox, and Great Barrington, offering a peaceful retreat in a secluded forest setting. The apartment has received excellent ratings for its location, cleanliness, and user experience.
The apartment has 3 bedrooms and 2 bathrooms, providing space for up to 8 guests across 177 square metres. Guests can enjoy a range of amenities including a fully-equipped kitchen, multiple entertainment areas, a dedicated workspace, a family-friendly play area, a garden, a spa, a tennis court, and parking.

This apartment is located in The Ponds at Foxhollow Resort in Lee, Massachusetts, just a short drive (around 10 kilometres) from Lenox and the Tanglewood Music Center. The surrounding area is known for its picturesque scenery, offering stunning views of a pond and the Berkshire mountains.
The apartment has a master bedroom with a king-sized bed, a master bathroom with a jacuzzi, a fully equipped kitchen, a dining area, a living space with a double sleeper sofa, and a loft sitting room, comfortably accommodating up to six guests. Guests have access to a wide range of amenities, including swimming pools, a hot tub, a sauna, an exercise room, a library, and a business centre, as well as outdoor activities such as tennis courts, a putting green, and hiking trails.

This charming cottage is located in Stockbridge, just a short walk from the Red Lion Inn and within a 5-minute walk of hiking trails, a park, and tennis courts, offering easy access to both nature and entertainment. The property has received excellent ratings for location, cleanliness, and overall user experience.
The cottage has three bedrooms and two bathrooms, comfortably accommodating up to eight guests. Enjoy the modern kitchen, high-speed internet, comfortable beds, and a sleeper couch, along with a beautiful fenced-in backyard with mountain views, a deck, grill, and fire pit.

This luxurious waterside flat is located on 6 acres of private land in Stockbridge, a mere 500 metres from Tanglewood and offering direct access to Stockbridge Bowl.
This 3-bedroom, 2-bathroom property accommodates up to 7 guests and features a chef's kitchen with two ovens, ultra-high speed internet, a screened-in patio, a deck with water views, and two provided kayaks for exploring the lake.

This Housatonic apartment, less than 16km from Great Barrington, Stockbridge, and Lee, offers easy access to Berkshire attractions.
The self-catering property sleeps four, boasting a fully equipped kitchen, two bathrooms, a private deck with Monument Mountain views, and two parking spaces; nearby activities include skiing and visits to museums.

This charming apartment is located in Stockbridge, within easy reach of the town's main attractions, including the Stockbridge Bowl, the Norman Rockwell Museum, and the Berkshire Botanical Garden. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The apartment offers four bedrooms and two bathrooms, accommodating up to eight guests. It features a well-equipped kitchen, multiple living spaces, and expansive outdoor decks, making it perfect for families or groups of friends looking for a comfortable and enjoyable stay in the Berkshires.

This South Lee holiday home offers excellent proximity to the Housatonic River and Chesterwood, a short 1.6km walk away, and is within 3.2km of the Norman Rockwell Museum and Berkshire Botanical Garden.
Sleeping four guests, this two-bedroom property boasts a fully equipped kitchen, 2.5 bathrooms, a washing machine, a patio, garden, barbecue facilities, parking, and internet access; enjoy the on-site TV or explore local attractions.

This Stockbridge loft apartment is centrally located, within walking distance of Norman Rockwell's home and Stockbridge village centre.
The one-bedroom flat offers a galley kitchen with fridge, freezer and microwave, a private bathroom, and accommodates two guests, featuring original fireplace and idyllic views.

This charming cottage is located in a quiet neighbourhood in Stockbridge, just a short walk from Chesterwood and the Rockwell Museum, and a short drive to Tanglewood, Berkshire Botanical Garden, and Stockbridge Bowl. The cottage has received excellent reviews from previous guests.
The property has four bedrooms and three bathrooms across 257 square metres, comfortably accommodating up to eight guests. This charming retreat features a well-equipped kitchen, a spacious living room with a fireplace, a library, a dedicated lounge area, and a private garden.

This contemporary property is situated in Stockbridge, Berkshire, a 16km drive from Great Barrington, offering easy access to its dining and shopping.
The 196 square metre house boasts three ensuite queen bedrooms, sleeping eight guests, a fully equipped kitchen with dishwasher, and a spacious deck with BBQ, plus AvantStay services including 24/7 support.

This three-bedroom flat is situated in Stockbridge, a mere 1.2 kilometres from the Norman Rockwell Museum and Tanglewood, offering convenient access to Main Street and local shops.
The property accommodates up to six guests, featuring a fully equipped kitchen, air conditioning, Wi-Fi, a sauna, and parking, with a patio and garden for outdoor enjoyment and close proximity to hiking trails.