Places to stay in Stockbridge, MA

This five-bedroom cottage in Lee, Massachusetts, is a short drive from attractions such as the Berkshire Botanical Garden and the Norman Rockwell Museum.
The 189-square-metre (2,033 sq ft) property sleeps twelve, boasts a country-style kitchen, a clawfoot bath, and offers AvantStay amenities including 24/7 support and optional extras.

This three-bedroom apartment is located just under 2km from Tanglewood, Lenox Town Center, Stockbridge Bowl, and local theatres, in a prestigious area between Lenox and Stockbridge, offering a peaceful retreat from the hustle and bustle of city life. This property has received excellent ratings for its location, cleanliness, and overall experience.
The apartment has a spacious open-plan living area, perfect for families or groups of up to six people. Amenities include a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, as well as air conditioning, a garden, parking, and keyless entry for a hassle-free check-in.

This house is located on a lake in Lee, within 2 kilometres of Greenock Country Club, Lee Library, and Animagic Museum of Animation, offering a peaceful retreat in a convenient location. The property has received excellent ratings for user experience, location, and cleanliness.
The property has 4 bedrooms and can accommodate up to 8 guests, providing ample space for families or groups. It features a fully equipped kitchen, a terrace, a garden, and a washing machine, along with air conditioning, internet access, and a Smart TV for entertainment.

Village View, a ten-room Victorian house in downtown Lenox, Massachusetts, is a three-block walk (approximately 0.24 km) from the bus stop and within easy reach of restaurants, shops, and historic sites such as Ventfort Hall and The Mount.
This five-bedroom, three-bathroom property offers guests a fully equipped kitchen, a jetted tub, parking for up to three cars, and a secluded backyard with a gas grill; it comfortably accommodates larger groups and is ideal for exploring Lenox's attractions, including Kennedy Park and Pleasant Valley Bird Sanctuary.

The Ponds at Foxhollow by Capital Vacations is located in Lenox, Massachusetts, just a short drive from Tanglewood and the Tanglewood Musical Center, making it a great choice for music lovers and those looking to explore the scenic Berkshires. The resort enjoys excellent location and cleanliness ratings, with guests consistently praising its comfortable and well-maintained accommodation.
Each apartment features a fully equipped kitchen and a dining and seating area with a TV, providing everything you need for a relaxing stay. Guests can enjoy a range of amenities, including a seasonal outdoor pool and hot tub, an indoor pool, sauna, fitness center, and tennis court, as well as free bicycle use, fishing, and canoeing opportunities.

This four-bedroom, four-bathroom Great Barrington holiday home is situated in a rural location, approximately 5km from Mansfield Lake Park and 4km from the Housatonic River.
The property, sleeping eight guests, boasts a private pool, tranquil balcony, fully equipped kitchen, in-unit laundry, Wi-Fi, and a fireplace, plus outdoor amenities including a fire pit and barbecue grill; nearby attractions include Ski Butternut, Greenock Country Club, Berkshire Botanical Garden, and Hoffman's Pottery.

This apartment is situated in Lenox, just 1.6 kilometres from the town centre and 2.4 kilometres from Tanglewood, offering a peaceful retreat close to attractions. It has been highly rated by previous guests, receiving excellent reviews.
This spacious apartment sleeps up to 16 guests and features six bedrooms and four bathrooms. Guests can enjoy a range of amenities including a swimming pool, a sports court, and a wrap-around porch, as well as fresh eggs from the chickens and beautiful gardens.

This two-bedroom, two-bathroom apartment in Lee, Massachusetts offers convenient access to Berkshire attractions such as Tanglewood, Jacob's Pillow, and the Norman Rockwell Museum, and the Premium Outlets, with various ski areas also within driving distance (distances unspecified).
The self-catering flat sleeps six, boasts a fully equipped kitchen including a dishwasher, and features a swimming pool, jacuzzi, garden, fitness centre, and parking, plus a pet-friendly policy (with a £112 fee and pet vaccination proof required).

This Richmond property is situated just 3.2 kilometres from Tanglewood, a world-renowned music venue, and close to other attractions in the Berkshires. The accommodation has excellent ratings for cleanliness, location, and user experience.
This four-bedroom, four-bathroom house can comfortably accommodate up to ten guests. It features a large screened porch with a dining table, seating areas, and a water fountain, perfect for enjoying the outdoors and relaxing in a tranquil setting.

This charming cottage is situated in a private lake community near Stockbridge, a short walk from the Stockbridge Bowl and within easy reach of Tanglewood, Lenox, and downtown Stockbridge. The property has received excellent ratings for its location, cleanliness, and overall experience, making it an ideal choice for a relaxing getaway.
The cottage offers three bedrooms and two bathrooms, comfortably accommodating up to six guests. Enjoy modern amenities, a peaceful forest setting, lakefront access, hiking trails, and outdoor amenities such as a back deck, fire pit, screened-in porch, BBQ, and a kayak for exploring the lake.

This three-bedroom holiday home is located on 17 acres in the Berkshires, a 10-minute drive from Lenox and Great Barrington.
This family-friendly property accommodates up to eight guests and features air conditioning, a dishwasher, Wi-Fi, and a garden with a deck and fire pit, offering a secluded escape with excellent ratings for location, cleanliness, and user experience.

This spacious farmhouse is located in Lee, just a short distance from the town centre, restaurants, and grocery stores, offering a peaceful escape in the countryside. The property has received excellent ratings for cleanliness, location, and overall user experience.
The farmhouse is a large, one-level property with ample space for up to 9 guests. It offers a fully equipped kitchen, a private garden, parking, and air conditioning, as well as a range of outdoor activities including fishing, birdwatching, and walking trails.

This Stockbridge apartment, near the Norman Rockwell Museum and Taglewood, offers easy access to Berkshire attractions.
Sleeping eight guests, the three-bedroom, one-bathroom property includes a kitchen with dishwasher, air conditioning, a garden, parking, and internet access.

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 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 recently renovated two-bedroom flat in Lee offers convenient access to Tanglewood and the Berkshire Theatre Festival, situated just a short drive from Lee Premium Outlets and numerous ski resorts.
This well-appointed property accommodates up to four guests, featuring a fully equipped kitchen, air conditioning, and private parking, with direct access to Sandy Beach at Lake Laurel only 3 minutes away by car.