Holiday Rentals in Great Barrington, MA

This four-bedroom apartment, a tastefully redesigned 1900 factory conversion, enjoys a riverfront location in Great Barrington, Massachusetts, approximately 8km from Butternut, 16km from Catamount, and 48km from Bousquet ski resorts.
The self-catering property sleeps eight guests and features two bathrooms (one with a bath), a fully equipped kitchen including a dishwasher, a grand piano, a fenced garden, on-site parking for six cars, and a full-size washer/dryer; dogs are welcome.

This charming cottage in Lee, Massachusetts is just 6 kilometres from Laurel Lake and within easy reach of the Berkshires' many attractions. The accommodation has excellent user, location and cleanliness ratings.
This 5-bedroom, 3-bathroom home comfortably sleeps 12 guests. It features a spacious backyard with a firepit, a patio with an outdoor dining table and a large yard for games. The home also has a cosy living room with a fireplace and TV, a formal dining room, a country-style kitchen and a clawfoot tub. Guests can also benefit from AvantStay services, including a 24/7 support team and optional upgrades and experiences.

This spacious five-bedroom house is located in the Hill neighbourhood of Great Barrington, just 1.6 kilometres from Lake Mansfield and 2.4 kilometres from the town centre. It has received excellent reviews from previous guests.
The house spans 465 square metres and comfortably accommodates up to 12 guests. It offers a range of amenities, including a gourmet kitchen, a Jacuzzi, a garden, a spa, a tennis court, and parking.

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.

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 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.

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 Egremont flat, offering accommodation for up to 11 guests, is located directly opposite French Park, providing access to its trails, tennis, pickleball, and playground facilities, and is a short drive from local amenities.
This property features a granite kitchen with stainless steel appliances and a gas range, a wood-burning fireplace, a 3-season porch with wilderness views, extensive outdoor gathering spaces including a screened house, fire pit, Blackstone grill, and pizza oven, a natural stream with bridges and a hammock, and is pet-friendly for up to two dogs.

This rural Great Barrington property offers a unique historical narrative and convenient access to local attractions, being just 3 kilometres from Ski Butternut, 8 minutes by car from downtown Great Barrington, 10 minutes from Clinton AME Zion Church, 15 minutes from the W.E.B. Du Bois Boyhood Homesite, and 17 minutes from the Norman Rockwell Museum.
This 163 square metre flat accommodates up to 8 guests across 4 bedrooms, featuring a fully-equipped kitchen with a fridge, microwave oven, and dishwasher, air conditioning, an indoor gas fireplace, high-speed Wi-Fi, a TV, washer, dryer, and an outdoor dining area.

This newly renovated Cape Cod style house is located in Lenox, just a short distance from the Edith Wharton Estate and within easy reach of other Berkshire attractions. The property has received excellent reviews from previous guests, making it a popular choice for travellers seeking a comfortable and well-equipped stay.
The 251 square metre property comfortably sleeps up to 14 guests and features a fully equipped kitchen, a spacious living area, and a large deck with a hot tub. Guests can enjoy a range of activities on-site, including tennis, kayaking, and fishing, as well as access to two rounds of golf at the Miraval Country Club and spa treatments at the Miraval Spa.

This five-bedroom cottage in Lee, Massachusetts, is a short drive from attractions such as the Berkshire Botanical Garden and the Norman Rockwell Museum.
The 189-square-metre (2,033 sq ft) property sleeps twelve, boasts a country-style kitchen, a clawfoot bath, and offers AvantStay amenities including 24/7 support and optional extras.