Places to stay in The Berkshires, MA

This rustic modern apartment is located in Otis, Massachusetts, just 5 kilometres from Otis Ridge Ski Area and within a 15-kilometre radius of Butternut and Catamount ski resorts, perfect for a winter getaway. The property has received excellent ratings for its cleanliness, location and overall experience.
The apartment can accommodate up to 6 guests and features a spacious layout with a modern kitchen, a cosy fireplace and a large garden. Guests can enjoy the convenience of a fully equipped kitchen, a washer and dryer, and a wrap-around deck with a gas grill, as well as access to a range of activities in the surrounding area, including skiing, hiking and exploring the Berkshires.

This beautiful home is located in the Berkshires, a scenic region of Massachusetts, just 20 minutes from Great Barrington and 2.5 hours from both New York City and Boston. It has received excellent ratings for location, cleanliness, and overall user experience.
The property spans 214 square metres and comfortably accommodates up to 9 guests in its 4 bedrooms and 2 bathrooms. It offers a range of amenities, including a fully equipped kitchen, a hot tub, a fire pit, and a screened sunroom with stunning lake views.

This Monterey holiday home is situated approximately 2.7 kilometres from the Bidwell House Museum and within a 9.6-kilometre radius of several attractions including McLennan Reservation, Ashintully Gardens, Dry Hill, and Lake Buel.
This spacious five-bedroom property, boasting 228 square metres of floor area, comfortably accommodates up to 14 guests and features a fitness centre, Jacuzzi, and a full kitchen with modern appliances.

This three-bedroom apartment is situated in a peaceful neighbourhood near Otis Ridge Ski Area, a short walk from the slopes and a scenic drive from Great Barrington, Tanglewood, and Jacob's Pillow. The apartment has received excellent ratings for its cleanliness, location, and overall user experience.
The apartment comfortably sleeps up to seven guests and features a well-equipped kitchen, a private garden, a hot tub with mountain views, a spacious deck, and a fireplace. Guests can enjoy a range of activities including skiing, exploring the surrounding mountains, and visiting nearby cultural attractions.

This renovated lakeside property is located in New Marlborough, just 26 kilometres from both Cranwell Spa & Golf Club and Tanglewood Musical Center, offering a peaceful retreat close to popular attractions. The house has received excellent user and location ratings, and a very good cleanliness rating.
This four-bedroom home spans 130 square metres and comfortably accommodates eight guests. Enjoy a range of amenities, including a fully equipped kitchen, a terrace with lake views, a fitness centre, and a private dock for swimming, fishing, or simply relaxing by the water.

This charming cabin is situated in Becket, Massachusetts, just a short drive from Lee, Lenox, and Great Barrington, offering easy access to local attractions, shopping, and skiing. The cabin has consistently received excellent ratings for its location, cleanliness, and overall experience.
The two-bedroom cabin can comfortably accommodate up to eight guests. It offers a fully equipped kitchen, a cosy living area with a wood-burning stove, and a garden for outdoor enjoyment. Families will especially appreciate the unique features like the bunk beds with a drawbridge, slides off the porch, and a range of games and activities.

This lake access cottage in the Berkshires offers proximity to cultural attractions and four ski areas within a 72 kilometre drive.
This one-bedroom flat accommodates up to six guests and features a full kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, Wi-Fi, a gas fireplace, and seasonal amenities including kayaks and a gas grill.

This upscale log cabin is located in the Berkshire Mountains, just 24 kilometres from Butternut Ski Mountain and the town of Great Barrington, offering a peaceful escape from the hustle and bustle. It has received excellent ratings for location, cleanliness, and user experience.
The spacious five-bedroom property can accommodate up to 15 guests, making it ideal for families or groups of friends. The cabin is fully equipped with modern amenities including a full kitchen, Wi-Fi, a wood-burning stove, a gas BBQ, and air conditioning in several rooms. Guests can enjoy a range of activities in the surrounding area, including hiking, fishing, boating, and exploring the charming towns of Lenox and Lee.

This three-bedroom flat in Otis offers a secluded, private setting, situated 10 minutes from Otis Ridge ski resort and within easy reach of Otis Reservoir and an adjacent Audubon preserve for outdoor pursuits.
This family-friendly accommodation for up to eight guests boasts a wraparound deck with swings, a fully-equipped kitchen, a cosy living area with a stone fireplace, and is conveniently located for exploring local culture and activities.

This renovated barn, a short drive (less than 2km) from Monterey Town Beach in Monterey, Massachusetts, provides easy access to Tanglewood, Butternut Ski Area, and the Appalachian Trail.
The 167 square metre property features two bedrooms, one bathroom, sleeping up to six guests, and includes a kitchen with microwave, air conditioning, a terrace, garden, parking, and Wi-Fi.

Forget-Me-Not by AvantStay, a lakefront property in Monterey, California, is situated 23-35km from attractions including the Cranwell Spa & Golf Club, the Norman Rockwell Museum, Haystack Mountain State Park, and Great Falls.
This one-bedroom house boasts four bathrooms, sleeps sixteen guests, and features a fully equipped kitchen, Jacuzzi, sauna, parking, and a terrace; enjoy lakefront views, water activities, and a fireplace.

This charming four-bedroom cottage is situated in Sandisfield, Massachusetts, just 26 kilometres from the Cranwell Spa & Golf Club, 27 kilometres from the Norman Rockwell Museum, and 29 kilometres from Tanglewood, offering easy access to popular attractions. The property has received excellent ratings for its location, cleanliness, and overall experience.
This 184 square metre dwelling comfortably accommodates up to 10 guests and boasts a fully equipped kitchen, a spacious living area, and a private garden. Guests can enjoy a range of amenities including a tennis court, a spa, and free Wi-Fi, ensuring a relaxing and enjoyable stay.

This two-bedroom, two-bathroom flat offers direct access to the Konkapot River and secluded hiking trails at the adjacent Great Barrington National Fish Hatchery, located in the scenic Berkshires region of New Marlborough.
This self-catering accommodation for four guests features a kitchen and air conditioning, providing an ideal base for enjoying the natural beauty and outdoor pursuits available year-round.

This four-bedroom lodge is situated in the Berkshires, a scenic region of Western Massachusetts, about 48 kilometres from Stockbridge, Great Barrington, and Otis Reservoir. The property has received excellent ratings for location, cleanliness, and user experience.
The lodge is spacious and can accommodate up to 12 guests. It offers a range of amenities, including an indoor pool, a billiards lounge, a large dining room, a well-equipped kitchen, and a private garden.

This Otis lakefront property is situated approximately 26 kilometres from the Norman Rockwell Museum and 27 kilometres from Tanglewood.
This two-bedroom, three-bathroom house offers 212 square metres of space, sleeps 11 guests, includes a fully equipped kitchen, Jacuzzi, free Wi-Fi, on-site parking, and free bicycle use for exploring the area.

This lakeside chalet in Becket, Massachusetts is located just 8 kilometres from Jacob's Pillow, 40 kilometres from Tanglewood and 48 kilometres from Butternut ski resort.
The three-bedroom bungalow offers space for six guests and features a private dock, kayaks, a garden, parking, a terrace, a fully equipped kitchen and air conditioning.