Search vacation rentals in The Berkshires

Situated within 10 km of Norman Rockwell Museum and 17 km of Tanglewood Musical Center, Granville House features rooms with air conditioning and a private bathroom in Great Barrington. With free private parking, the property is 18 km from Tanglewood and 19 km from Cranwell Spa & Golf Club. The bed and breakfast has family rooms.

Great Falls is 24 km from the bed and breakfast, while Canaan Village Historic District is 25 km from the property. Albany International Airport is 79 km away. Like to be in a old fairytale, everything was perfect!

Offering a garden and garden view, Eastgate Inn B&B is set in Lenox, 600 metres from Tanglewood Musical Center and 1 km from Tanglewood. Boasting luggage storage space, this property also provides guests with an outdoor fireplace. There is free private parking and the property offers paid airport shuttle service. Our host was most hospitable and could tell us a lot about the area which was completely new to us. We loved all the sitting down spaces both inside and outside and the location was lovely and quiet.

Situated in Great Barrington, 15 km from Norman Rockwell Museum and 22 km from Cranwell Spa & Golf Club, Downtown Great Barrington Enjoy Mountain Views offers a garden and air conditioning. Both free WiFi and parking on-site are accessible at the holiday home free of charge. The property is non-smoking and is set 22 km from Tanglewood Musical Center. This house was extremely comfortable for us as a group and it was really nice to be able to cook and spend time together in a large open kitchen/dining space. The walk into town is easy, but the house and property feel like a private oasis. The hosts have paid a lot of attention to the detail of their home and we really appreciated their aesthetic as well as the practical components of their home. You can feel the thoughtful hospitality of the hosts even though they are not present, in the style and layout of their home.

Offering lake views, Lakefront Otis Home with Stunning Views and Boats! is an accommodation situated in Otis, 23 km from Cranwell Spa & Golf Club and 25 km from Norman Rockwell Museum. The property is around 27 km from Tanglewood Musical Center, 27 km from Tanglewood and 38 km from Haystack Mountain State Park. Featuring free WiFi throughout the property, the non-smoking holiday home has a hot tub.

Great Falls is 39 km from the holiday home, while Canaan Village Historic District is 39 km from the property. Bradley International Airport is 59 km away. A stunning home in a beautiful location. Our grateful thanks to Katherine for going above and beyond to ensure we had a wonderful vacation. We'll be back!

The spacious holiday home is fitted with 6 bedrooms, 6 bathrooms, bed linen, towels, a flat-screen TV with streaming services, a dining area, a fully equipped kitchen, and a patio with mountain views. Featuring air conditioning, this unit has a dressing room and a fireplace. For added privacy, the accommodation has a private entrance and is protected by full-day security. This was perfect for our family vacation reunion. There was plenty of space, both inside and outside. Lots of chairs and couches, outdoor seating, sports equipment, volley ball net, lots of green grass. The creak on the property was fun! We were able to enjoy the outdoor property facilities all morning, go on a trip in the afternoon-Jiminy Peak Mountain Adventure Park, 2 miles away, and one day we rented pontoons, on Lake Pontoosac, 20 minutes away. The nights we grilled supper and enjoyed a bonfire with the fire pit in the middle of the backyard. They even just added room air conditioners to the bedrooms, although the nights were cool and they weren't really necessary. 4 out of the 6 bedrooms have a bathroom attached, and there are 2 additional bathrooms on the main floor. Definitely met and exceeded all of our expectations!! Adults and children all had a grand time. I would highly recommend this property to anyone looking to vacation with extended family!

Boasting an outdoor pool and mountain views, Unique Yeti-Theme Ski On Off Suite Jiminy-Sleeps 4 is situated in Hancock. It is located 33 km from Cranwell Spa & Golf Club and features a lift. Featuring free WiFi throughout the property, the non-smoking apartment has a fitness centre. Nice quiet and relaxing place, must be in list and want to visit again in winter time when it’s snowing

The air-conditioned holiday home is composed of 3 separate bedrooms, a fully equipped kitchen with a dishwasher and an oven, and 3 bathrooms. Towels and bed linen are offered in the holiday home. For added privacy, the accommodation features a private entrance. Very quiet, decent size. Good kitchen equipments, good location, private parking, we did enjoy the stay.

The air-conditioned holiday home is composed of 2 separate bedrooms, 2 living rooms, a fully equipped kitchen, and 1 bathroom. Towels and bed linen are available in the holiday home. For added privacy, the accommodation features a private entrance. the cabin is wonderful in a beautiful setting, overlooking a stream. it was cozy and warm, with everything we needed to enjoy our stay. we were able to cook and dine in comfort, and warm ourselves with the wood burning stove.

Set within 6.3 km of Tanglewood Musical Center and 6.6 km of Tanglewood, Shaker Mill Inn offers rooms with air conditioning and a private bathroom in West Stockbridge. Both free WiFi and parking on-site are available at the bed and breakfast free of charge. It is possible for guests to sit outside and enjoy the property grounds. Nice personal touches, great value, charming. Everything you need in your room. Spacious. Beautiful fireplace

Featuring a garden and views of mountain, Harbour House Inn B&B is a bed and breakfast situated in a historic building in Cheshire, 31 km from Cranwell Spa & Golf Club. Boasting room service, this property also provides guests with an outdoor fireplace. The bed and breakfast provides rooms with air conditioning, free private parking and free WiFi. Brandy absolutely strives for perfection!