Search holiday 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. Cozy, cute property with very nice hosts. Parking is easy and free and check in was simple. The room was very comfortable and clean.

Located on four acres, this bed and breakfast features traditional exteriors and stunning, updated designer rooms and bathrooms which are all equipped with cable TV, high-speed internet, and coffee machines. Many rooms feature fireplaces and private balconies. The Boston Symphony Orchestra's Tangle wood Institute is five minutes away, and the restaurants of Lenox are 1 minute away. Our welcome was amazing and friendly, bonus drink to settle in with, and great local knowledge. Breakfast was delicious, served in a beautifully ambient room, and our room was gorgeous, bed comfy.

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. Dalija is a great host , very helpful and kind . Location was so suitable for Tanglewood concerts and other attractions. Quiet and lovely atmosphere with a place for peace of mind…

Boasting air-conditioned accommodation with a private pool, Mountain View Suite on Jiminy Peak Ski On Off -New is situated in Hancock. The property has mountain views and is 33 km from Cranwell Spa & Golf Club and 33 km from Tanglewood Musical Center. The apartment offers parking on-site, an indoor pool and a lift. Beautiful area warm, comfortable room with a kitchen

Boasting air-conditioned accommodation with a patio, Downtown Great Barrington Enjoy Mountain Views is situated in Great Barrington. Both free WiFi and parking on-site are accessible at the holiday home free of charge. The property is non-smoking and is set 15 km from Norman Rockwell Museum. 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!

Featuring air-conditioned accommodation with a private pool, Ski On Off 1BR Suite 1st Flr Sleeps 4 Jiminy Peak is located in Hancock. The property has mountain and city views, and is 33 km from Cranwell Spa & Golf Club. The apartment features parking on-site, a fitness centre and a lift. Everything was amazing. Howie the host will help you with anything you need.

Situated in Hancock, 33 km from Cranwell Spa & Golf Club and 33 km from Tanglewood Musical Center, Unique Yeti-Theme Ski On Off Suite Jiminy-Sleeps 4 offers a fitness centre and air conditioning. The property has mountain views and is 33 km from Tanglewood and 43 km from Norman Rockwell Museum. The apartment provides parking on-site, an outdoor swimming pool and a lift. Nice quiet and relaxing place, must be in list and want to visit again in winter time when it’s snowing

Located in Hancock and only 33 km from Cranwell Spa & Golf Club, Gorgeous Ski On/Off 2 BR Sleeps 8 Jiminy-Must See Luxury provides accommodation with mountain views, free WiFi and free private parking. The air-conditioned accommodation is 34 km from Tanglewood. The aparthotel features a pool with a view, sauna and a 24-hour front desk. This place was a godsend. After the nearby Wyndham Resort canceled our booking last minute due to overbooking, my family was scrambling to find local accommodation. After the recent, sudden loss of my mother, my family was looking forward to our annual trip to Jiminy Peak, which was one of her favorite places. This place appeared at just the right time and was a great, even better, alternative to Wydham. Howie was a wonderful host and the accommodations were clean, comfortable, and cute. The place felt like home and had all of the amenities we needed. There were many comfortable beds and a copious number of fluffy blankets. It also had 2 bedrooms, unlike many of the other hotels in the area. Howie was very responsive to our questions and provided helpful recommendations. They even left a cute stuffed bear that we could take home as a souvenir! What a thoughtful touch. All in all, it was a wonderful stay and we would definitely stay again.