Search accommodations in The Berkshires, MA

This spacious Berkshire apartment in Becket offers easy access to nearby lakes perfect for kayaking and swimming.
Sleeping up to 12 guests, this four-bedroom, two-bathroom property boasts a well-equipped kitchen, multiple smart TVs, a garden, parking for three cars, and pet-friendly accommodation (maximum two dogs, £40 fee).

This pet-friendly apartment in Becket's Sherwood Forest neighbourhood is conveniently located approximately 3.2km from Pyramid Lake and 4.5km from the Jacob's Pillow Dance School.
The two-bedroom property, sleeping four, boasts a garden, spa, air conditioning, free Wi-Fi, and a well-equipped kitchen including a fridge and microwave, plus parking; nearby attractions include the Berkshire Theatre Festival and Ashintully Gardens.

This apartment is located in the Sherwood Forest Community, just 18 minutes from the centre of Lee, Massachusetts, offering a peaceful retreat in a woodland setting. It has received excellent ratings for location, cleanliness, and user experience, making it a popular choice for travellers.
The self-catering property has three bedrooms, accommodating up to six guests, and features a spacious open-plan living area, kitchen, and dining room. The apartment comes equipped with a range of amenities, including a fully equipped kitchen, a washing machine and dryer, comfortable beds, and high-speed internet access. Guests can also enjoy access to a private lake with a canoe and paddleboard, a barbecue area, and a level 2 EV charger.

This charming cottage is located in the Berkshires, just a short distance from the Butternut ski resort and the town of Great Barrington, offering easy access to both outdoor adventures and cultural attractions. The property has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The cottage features three bedrooms, comfortably accommodating up to five guests. Enjoy a fully equipped kitchen, a spacious garden, a private terrace, and a host of amenities including a BBQ, a coffee grinder, a DVD collection, and a unique "sign the walls" tradition in the bathroom.

This historic house is located in the southeast corner of the Berkshires, around 48 kilometres from the nearest shopping centre, offering a peaceful retreat in the beautiful countryside. The property has received excellent ratings for its location, cleanliness, and overall experience.
The house has four bedrooms and one bathroom, comfortably accommodating up to six guests. The house features a fully equipped kitchen, a garden, and air conditioning, alongside modern amenities while retaining its authentic colonial charm.

This charming three-bedroom lodge is situated in Otis, just 20 kilometres from Butternut ski resort in Great Barrington and 10 kilometres from Otis Ridge ski area. The property has received excellent ratings for location, cleanliness, and overall user experience.
The cabin offers a spacious layout, comfortably accommodating up to eight guests. Enjoy a variety of amenities, including a fully equipped kitchen, a cosy fireplace, a screened-in porch, and access to hiking trails, snowshoeing paths, and nearby lakes for swimming, boating, and fishing.

This charming cottage is situated in the Sherwood Forest area of Becket, Massachusetts, just a short distance from Robin Hood Lake and within easy reach of the Berkshires' attractions. The property boasts excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The two-bedroom cottage can accommodate up to six guests and features a fully equipped kitchen with a dishwasher, a washing machine and dryer, and a fire pit for cosy evenings. Enjoy stunning views of Robin Hood Lake from the back porch, perfect for relaxing, fishing, swimming, boating, kayaking, or ice skating and fishing depending on the season.

This one-bedroom house is situated in East Otis, just 39 kilometres from the Tanglewood Music Centre, offering a peaceful retreat in a convenient location.
The 74 square metre property features a fully equipped kitchen, a private deck with a barbecue, and free Wi-Fi, making it ideal for a comfortable stay.

This lakefront chalet in Becket offers direct access to a private beach and is located 20.9 kilometres from Cranwell Spa & Golf Club and 24.1 kilometres from Tanglewood.
This spacious 2-bedroom holiday home, covering 117 square metres, accommodates up to 9 guests and features a balcony with lake views, a well-equipped kitchen, air conditioning, WiFi, and barbecue facilities, with skiing, fishing, and hiking nearby.

This private Berkshire post and beam house is located in a secluded woodland setting, offering privacy yet situated only 5 kilometres from Monterey village amenities, 19 kilometres from Butternut Family Skiing and Lake Garfield, and 16 kilometres from the Appalachian Trail.
This spacious 232 square metre dwelling, ideal for up to 12 guests across its 5 bedrooms and 3 bathrooms, boasts a well-equipped kitchen, throughout-house Wi-Fi, a wood-burning stove, and is pet-friendly, with outdoor recreation including swings and hammocks available.

This waterfront home is located in Otis, just a short drive from Tanglewood, the Boston Symphony's summer home, and is close to other Berkshire attractions. The property boasts excellent user, location, and cleanliness ratings, making it a popular choice for travellers.
This spacious four-bedroom apartment, with a floor area of 223 square metres, can accommodate up to eight guests. Enjoy stunning lake views, a private sandy beach, a fire pit, a well-equipped kitchen, and high-speed internet.

This log cabin, nestled in the district of Monterey bordering Tyringham, is located within a short drive of attractions like Greenock Country Club, Otis Ridge, Ashintully Gardens, and Berkshire Scenic Railway Museum. This secluded dwelling, situated on 35+ acres of woodland, offers a peaceful retreat with stunning views of the Tyringham Valley, a spacious living area with vaulted ceilings and a fireplace, a modern kitchen, a screen porch with a hot tub, and a wraparound deck.

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 lodge is situated in the Berkshires, offering direct access to Otis Reservoir and located within a family-owned campground.
This property accommodates up to four guests with two bedrooms and one bathroom, featuring a fully stocked kitchen, air conditioning, and internet access, alongside shared campground amenities such as playgrounds and courts, plus a private boat ramp and outdoor shower.

This Becket holiday home boasts stunning Lake Robinhood views, is within walking distance of the Sherwood Shoppe, and a short drive from Jacob's Pillow and October Mountain State Forest.
Sleeping up to seven guests, this two-bedroom property offers a fully equipped kitchen, a private backyard with fire pit, in-unit laundry facilities, plus access to four kayaks, a canoe, and a paddleboard for exploring the lake.

This Monterey, Massachusetts holiday home is located near the Appalachian Trail, a short drive from Great Barrington and other Berkshires attractions.
Sleeping up to six guests, this three-bedroom property boasts a fully equipped kitchen, private boat dock with kayaks, spacious deck, screened-in porch, gas grill, fire pit, and amenities including Wi-Fi, washer/dryer, and complimentary toiletries.