Places to stay in The Berkshires, MA

This Berkshire holiday home is situated in a private lake community near Otis and Becket, Massachusetts, approximately 16km from both towns and the Otis Reservoir marina, offering easy access to the Appalachian Trail and the Knox Trail.
The three-bedroom, two-bathroom property sleeps six guests, features a deck with a fire pit overlooking the lake, provides fast fibre-optic internet, and includes kayaking and fishing opportunities on the lake, plus scenic walks to Watson Pond and Lily Pond.

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 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 apartment is located in the Berkshires, a region in western Massachusetts, just 160 kilometers from Monterey, offering stunning views of Lake Garfield. It has received excellent ratings for its location, cleanliness and overall guest experience.
The property is a spacious home with a modern design, suitable for up to 12 guests. Enjoy a range of amenities, including a hot tub, sauna, a fully equipped kitchen, a large deck with a BBQ grill, a ping pong table, and a pool table for entertainment.

This modern ranch offers a secluded stay on 9 private wooded acres in the Berkshires, situated a short distance from Otis Reservoir and Otis Town Beach, and within reach of cultural venues like Tanglewood and Jacob's Pillow.
This 3-bedroom, 2-bathroom property accommodates up to 6 guests, featuring a gourmet kitchen, a king suite with a jacuzzi tub, an expansive deck with a pellet stove and grill, a fenced yard with a playscape, and fast WiFi.

This Otis property, a three-bedroom house sleeping eight, is situated on an eight-acre wooded plot near Berkshire attractions.
The spacious, modern house features a well-equipped kitchen, private pool (seasonal), a finished basement with laundry facilities, and strong WiFi; the main floor is accessible for guests with limited mobility.

This renovated 1880s guesthouse, offering a unique stay in New Marlborough, is situated in the peaceful village of Southfield, MA, providing convenient access to local dining such as The Southfield Store and The Old Inn On The Green, with Ski Butternut just a short drive away.
This loft-style accommodation features one bedroom and one bathroom, includes Wi-Fi and air conditioning, and is ideally located for exploring nearby attractions like Tanglewood and the Norman Rockwell Museum, as well as enjoying outdoor pursuits in Cookson State Forest.

This four-bedroom apartment is located in the Berkshires, a scenic region of western Massachusetts, a 320km drive from Monterey and just 10 minutes from Ski Butternut. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment has three bathrooms and can accommodate up to eight guests. It offers a modern kitchen, a private pool, a garden, a fitness centre, and a range of outdoor activities, including hiking and horseback riding.

This Becket lakeside lodge is situated within 3.2km of Pyramid Lake, Jacob's Pillow Dance Festival, and 3km from October Mountain State Forest, offering easy access to swimming, boating, hiking and world-class dance performances.
Sleeping five guests, this two-bedroom, two-bathroom property boasts a private garden, terrace, spa, air conditioning, Wi-Fi, and barbecue facilities, perfect for a family getaway.

This charming guesthouse is situated in Southfield, a small village just 10km from Great Barrington, offering a peaceful retreat in the heart of the Berkshire countryside. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The guesthouse has one bedroom and one bathroom, comfortably accommodating up to four guests. It features a fully equipped kitchen, a king-size bed, a claw-foot bath, and a loft-style bedroom, making it ideal for a relaxing getaway. Guests can enjoy a range of nearby attractions, including Ski Butternut, hiking trails, and local restaurants, all within easy reach.

This charming chalet is located in a secluded woodland setting in Otis, Massachusetts, just 20 kilometres from Great Barrington and close to cultural attractions like Tanglewood and Jacob's Pillow. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The chalet has one bedroom and two bathrooms, comfortably accommodating up to four guests. Guests can enjoy a modern wood-burning fireplace, a fully equipped kitchen, an expansive deck with a fire pit, and a unique octagonal design offering stunning views of the surrounding woodlands.

This waterfront property is located in Otis, just 3 km from Ashintully Gardens and 4 km from Otis State Forest and Otis Ridge Ski Resort, offering a peaceful retreat in the heart of the Berkshires. The apartment has consistently received excellent reviews from previous guests, highlighting its comfortable and well-equipped nature.
This spacious 212 square metre property comfortably accommodates up to 6 guests and features two bedrooms and three bathrooms. It offers a well-stocked kitchen, luxurious bathrooms, high-speed internet, two Smart TVs, a wireless sound system, a telescope, three spacious decks, a screened-in deck with an outdoor dining area, a gas grill, a seasonal hot tub, and access to a rowboat, kayak, and a community boat dock across the street.