Places to stay in Great Barrington, MA

Undermountain Lodge is located in Sheffield, just a short distance from Ashley House and the Mahaiwe Performing Arts Center, offering a peaceful retreat surrounded by natural beauty. The chalet has consistently received excellent reviews from previous guests, highlighting its comfortable and convenient amenities.
The lodge is a spacious four-bedroom property, comfortably accommodating up to 12 guests. Guests can enjoy a fully equipped kitchen, a relaxing living area, a charming dining room, and outdoor amenities including a deck, porch, picnic tables, and a fire pit.

This chalet is situated in a secluded mountainside location in West Stockbridge, just 10 kilometres from hiking trails, boating, swimming, skiing, and shopping. It has received excellent ratings for its location, cleanliness, and overall experience.
The spacious chalet can comfortably accommodate up to 12 guests, offering a modern kitchen, dining area, and a cozy fireplace. Amenities include a ping pong table, board games, a flatscreen TV, a gas grill, and a fire pit, ensuring entertainment for all ages.

This charming cottage is located in New Marlborough, Massachusetts, just 21 kilometres from the Norman Rockwell Museum and 26 kilometres from both Cranwell Spa & Golf Club and Tanglewood Musical Center, offering a peaceful escape in the heart of the Berkshires. The property has received excellent ratings for its location, cleanliness, and overall experience.
The cottage spans 70 square metres and comfortably accommodates two guests in a single bedroom, living room, and bathroom. Enjoy the lakefront location, access to kayaks, a fully equipped kitchen, air conditioning, a private patio, and free Wi-Fi.

This three-bedroom, three-bathroom mid-century modern holiday home in Great Barrington offers a prime location within walking distance to Lake Mansfield Park and the town's shops and restaurants, with Ski Butternut and Catamount Ski Area a 10 km drive and Tanglewood Music Center 25 km away. This pet-friendly, family-friendly property accommodates up to eight guests and features a well-equipped kitchen with new stainless steel appliances, a media room, a finished basement game room with a convertible billiards/air hockey table, and a fenced garden with outdoor seating and a BBQ.

This renovated 1840 farmhouse in Egremont is situated on a 2-hectare corner plot at the base of Baldwin Hill, directly opposite French Park and a short walk to Prospect Lake and Green River, with Tanglewood a 48-kilometre drive away.
This pet-friendly, family-friendly dwelling accommodates up to seven guests with three bedrooms and a den, featuring a cook's kitchen with a dual-fuel stove and microwave, and a 2-hectare garden with lawns, a picnic area, and a deck.

This charming four-bedroom lodge is situated in the mountains near Great Barrington, just 1.2 miles from Lake Buel and within three miles of popular attractions like Ski Butternut and Les Trois Emme Winery. This cabin has been rated excellent by previous guests, making it a popular choice for travellers seeking a peaceful escape.
The lodge can comfortably accommodate up to 10 guests and boasts a fully equipped kitchen with a dishwasher and a spacious terrace. Guests can enjoy a range of activities, including hiking, biking, fishing, and swimming, as well as relaxing in the garden or enjoying the privacy of the mountain setting.

This charming cabin is situated in Great Barrington, Massachusetts, just a short drive from attractions like the Norman Rockwell Museum and Tanglewood Musical Center, offering a peaceful escape in a picturesque setting. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The four-bedroom, two-bathroom lodge provides ample space for up to 10 guests, with a total floor area of 153 square metres. The cabin offers a range of amenities, including a fully equipped kitchen, a spacious deck, a garden, air conditioning, and free Wi-Fi, making it ideal for families or groups looking for a comfortable and relaxing stay.

This charming house is situated just 1.4 kilometres from the W.E.B. Du Bois Boyhood Homesite, offering a peaceful rural setting close to Great Barrington's attractions. The property has received excellent ratings for its cleanliness, location, and overall user experience.
This spacious 4-bedroom house comfortably accommodates up to 12 guests and spans 372 square metres. Enjoy the private pool, spa, tennis court, and a range of other amenities, perfect for a relaxing and enjoyable stay.

This family-friendly apartment in Copake Falls is located a mere 100 metres from Catamount Ski Area and 1.1 kilometres from Catamount Aerial Adventure Park, with convenient on-site parking.
This well-appointed holiday let offers accommodation for up to seven guests, featuring three bedrooms, two bathrooms, a fully equipped kitchen, complimentary Wi-Fi, a swimming pool, and a garden, ideal for those seeking outdoor adventures and relaxation.

This spacious apartment is located in a rural setting, just 8 kilometres from Mansfield Lake Park and 7 kilometres from the Housatonic River. The surrounding area offers a peaceful and tranquil atmosphere, perfect for a relaxing getaway.
The apartment spans 227 square metres and comfortably accommodates up to 8 guests. It features a fully equipped kitchen, a private patio, a hot tub, and a fenced yard, making it ideal for families and groups.

This apartment is situated in the Southern Berkshires, just 2 kilometres from Butternut Ski Mountain and less than 10 kilometres from the historic town of Great Barrington, offering a secluded country setting with amazing nature views. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment spans 209 square metres and comfortably accommodates up to 10 guests in its four bedrooms and three bathrooms. It features a fully equipped kitchen, a den with a wood-burning stove and piano, a dining room, a library nook, a living room with a smart TV, a terrace, a garden, and parking.

This newly renovated farmhouse is situated just 3 kilometres from the centre of Great Barrington, providing easy access to the town's shops, restaurants, and cultural attractions, as well as to Butternut Ski Mountain, a mere 3 kilometre drive away.
The farmhouse offers 4 bedrooms, 3 bathrooms, and can accommodate up to 9 guests. The property includes a fully equipped kitchen, spacious living areas, a large fenced yard, a stone patio, a fire pit, and a BBQ.

This four-bedroom house is located in the mountains of Egremont, just 5km from Catamount Ski Area, Jug End State Reservation, and Catamount Aerial Adventure Park. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The spacious 1115 square metre house comfortably accommodates up to six guests. The property includes a fully equipped kitchen, a fireplace, a spa tub, a garden, a terrace, and parking, ensuring a relaxing and enjoyable stay.

This family-friendly holiday home is situated in the mountains, just 20 kilometres from Catamount Aerial Adventure Park, Catamount Ski Area, and Omi International Arts Center. The property has received excellent user reviews, highlighting its comfortable and relaxing atmosphere.
This one-bedroom house can accommodate up to six guests and features a fully equipped kitchen, a spacious living area, and a private garden. Guests can enjoy the spa, jacuzzi, and outdoor barbecue facilities, as well as free Wi-Fi and air conditioning.

This two-bedroom house in the Great Barrington countryside offers easy access to Jug End State Reservation and Mount Washington State Forest, providing scenic walking and cycling routes within a few kilometres.
Sleeping up to six guests, the property features two queen beds and a sofa bed, a fully equipped kitchen with microwave and dishwasher, air conditioning, parking, internet access, and is close to the Tanglewood Music Centre and Mahaiwe Performing Arts Centre.

This five-bedroom home is situated on a quiet cul-de-sac just a short walk from the centre of Great Barrington, offering easy access to shops, restaurants, and cultural attractions. The property has received excellent ratings for its cleanliness, location, and overall experience.
The spacious apartment has four bathrooms and can comfortably accommodate up to 12 guests. It offers a range of amenities, including a chef's kitchen, a hot tub, a large screened porch, a private stone patio with a BBQ, and a well-stocked library.