Holiday Rentals in Great Barrington, MA

This four-bedroom house in Great Barrington enjoys a hilltop position, a short walk (less than 0.8 km) from the town centre and within a few blocks (approximately 0.4 km) of Lake Mansfield.
The property offers ample space for eight guests, boasting a fully equipped kitchen, a garage, driveway parking, and extensive outdoor space including a patio with gas grill, outdoor fireplace, and screened-in porch with hammock.

This four-bedroom house in Great Barrington, Berkshire County, enjoys a central location offering easy access to the town's shops and restaurants.
The 4-bedroom, 3-bathroom property sleeps six guests and boasts a private swimming pool, fully equipped kitchen, and ample space for family gatherings, all within a peaceful setting.

This apartment is located in the tranquil Berkshires of Western Massachusetts, just a short distance from the charming town of Great Barrington. The property has received excellent ratings for its user experience, location, and cleanliness.
The four-bedroom home spans 650 square metres and can accommodate up to eight guests. Enjoy amenities such as a swimming pool, tennis court, fitness centre, and a private studio, ideal for relaxation and recreation.

This stylish one-bedroom apartment is located just 1.6 kilometres from the centre of Great Barrington and 2.1 kilometres from the Mahaiwe Performing Arts Centre, offering easy access to restaurants, shops, and cultural attractions. The apartment has received excellent ratings for its cleanliness, location, and overall experience.
The apartment is ideal for couples, offering a comfortable king-size bed with high-quality linens. Guests can enjoy amenities such as air conditioning, a garden, a swimming pool, parking, and high-speed internet.

This apartment is located just a short distance from Great Barrington, offering a peaceful retreat surrounded by fields, woods and a lake. The area is ideal for those seeking a tranquil escape from the hustle and bustle.
The spacious apartment can comfortably accommodate up to nine guests and features five bedrooms and two bathrooms. Enjoy a range of amenities including a kitchen, swimming pool, parking and internet access, as well as the chance to explore the surrounding natural beauty.

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 stylishly renovated apartment is located just 1.6 kilometres from the centre of Great Barrington, making it an ideal base for exploring the town's charming shops, restaurants and the Mahaiwe Performing Arts Centre. The apartment has consistently received excellent ratings for its location, cleanliness and overall experience, making it a popular choice for travellers.
The apartment features a comfortable king-size bed and a shared area with a microwave and ice and water dispenser, making it suitable for a couple. Guests can enjoy the convenience of a mini fridge stocked with water, high-speed internet, a 58-inch TV with Hulu Live, and a SMEG coffee maker with locally roasted coffee.

This renovated mid-century motel is located a mile and a half from the centre of Great Barrington, making it an ideal base for exploring the town's shops, restaurants and cultural attractions. The Mahaiwe Performing Arts Centre is just a short walk away.
This apartment, which can accommodate two guests, is ideal for a relaxing getaway. It features a king-size bed, a fully equipped kitchen, a swimming pool, and high-speed internet. Guests can also enjoy nearby skiing at Butternut Ski Resort.

This holiday home is located in the mountains of West Stockbridge, within a 5km radius of attractions such as Hoffman's Pottery and Chesterwood. It has received very good user ratings.
The house offers 3 bedrooms and 4 bathrooms, accommodating up to 6 guests, with a total floor area of 297 square metres. Guests can enjoy a fully equipped kitchen, a fireplace, a terrace, a garden, and free Wi-Fi.

This Hillsdale flat, located near the Berkshires and Hudson Valley, is under 16 kilometres from Catamount Aerial Adventure Park and Catamount Ski Area, offering convenient access to outdoor pursuits and local attractions.
This three-bedroom residence accommodates up to six guests, featuring a fully equipped kitchen with a microwave and dishwasher, air conditioning, Wi-Fi, and a wood-burning fireplace, perfect for enjoying movie nights with its projector setup or evenings around the outdoor fire pit.

This four-bedroom woodland cabin is situated in the foothills of the Appalachian Trail, just a short distance from the centre of Great Barrington and its attractions. The property offers a range of amenities including a swimming pool, garden, and parking, as well as climate control in each bedroom and a central air system downstairs, perfect for a family getaway.

This secluded lodge near Ghent offers a private 106-hectare estate, located 24-32 kilometres from the Catamount and Butternut Mountain ski resorts.
This four-bedroom, three-bathroom holiday home accommodates seven guests, featuring two kitchens, air conditioning, Wi-Fi, a garden, parking, a fireplace, and access to hiking trails, a pond for swimming, and fishing opportunities.