Holiday Rentals in Pittsfield

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...

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Gabrielle

From

Australia

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.

Boasting air-conditioned accommodation with a private pool, Mountain View Suite on Jiminy Peak Ski On Off -New is situated in Hancock.

Featuring a hot tub, Berkshire Retreat Grand Home with Hot Tub and Large Yard, 5 mins from Jiminy Peak is set in Hancock.

Featuring air-conditioned accommodation with a private pool, Ski On Off 1BR Suite 1st Flr Sleeps 4 Jiminy Peak is located in Hancock.

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Xia

From

United States

Really nice host! We encountered a power outage for one day in the Jiminy Peak area due to a storm and the host nicely let us stay one more day without charge! That's really sweet for them. Love the room decoration and style. Have almost everything needed to cook. Near to the mountain and lifts with just a little walk.

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.

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...

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Emma

From

United States

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.

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.

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meira

From

Israel

Unbelievable clean, beautiful, and outstanding place. I am very particular re cleanliness in hotel rooms so I was amazed by this outstanding suite we got. Absolutely 💯 lovely greenery around. Big windows. Kitchenette equipped with numerous products one wouldn't expect at all in a B/B. In the hallway there is a big dvd library, box games and books. We ride 🏍 it was raining all day and night, the morning we left, there were 4 towels on the bike 🏍 just for drying it before we leave!

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.

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Chady

From

France

A real traditional house very cute

Situated 19 km from Tanglewood Musical Center, 19 km from Tanglewood and 22 km from Norman Rockwell Museum, Inn at Silver Maple Farm features accommodation set in East Chatham.

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Andrew

From

Austria

We loved the place itself.... the old barn where breakfast was served was simply amazing. But the main thing we enjoyed was the open air camp fire that was provided for the guests.

Situated just 6.1 km from Cranwell Spa & Golf Club, Devonfield Inn features accommodation in Lee with access to a garden, a shared lounge, as well as a shared kitchen.

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Richard

From

United Kingdom

We received a very warm welcome on arrival, with a tour of the premises and great service at breakfast. Lots of parking and also places to chill outside under beautiful trees. The pool was lovely and warm. Nice touch of a free night cap tray in the lounge and communal kitchen for cups of tea and coffee throughout the day. Would stay there again in a heartbeat!