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.

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.

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.

R

Roy

From

Australia

Breakfast was great. Lovely location in quiet town.

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.

C

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.

L

Lesley- Ann

From

South Africa

We had the most wonderful time at this beautiful inn set in stunning surroundings and gardens. On our holiday this was the only place where we actually met and interacted with the owners , Doug and Jim. Our room was comfortable, clean and had everything we needed. Lovely leather chairs and decor. The bed was comfortable with nice linens. We were invited to the cheese and wine evening and it was great. Lovely wines and cheeses and a great way to meet other guests. We so enjoyed the piano and a few songs from Doug. Breakfast was a feast .. fruit, yogurts , eggs . Delicious and a different menu each morning. Home baked cakes .. yummy. Saturday we sat in the gardens and enjoyed a lovely afternoon of music , it was so nice to see locals join the afternoon too. We wish we could have stayed longer.. Doug and Jim you run a beautiful Inn, your commitment and hard-work tells the story. Thank you!

Situated within 3 km of Tanglewood and 3.1 km of Cranwell Spa & Golf Club, Brook Farm Inn features rooms with air conditioning and a private bathroom in Lenox.

V

Virginie

From

United States

Beautifully arranged. A lot of details and love were put into this b&b. The breakfast was simple but absolutely delicious and homemade. We loved every minute of it. We will go back in summer

Nestled in the scenic hills and countryside of the Berkshires in Hancock, Massachusetts, this hotel offers recreational activities.

T

TARANA

From

United States

We tried this place out for just one day to see what it would be like. The room was very spacious for the price. This place must very popular and hard to book during the summer. It was surprising it even had two TVs in the room we stayed in. Loved the gas fireplace and big refrigerator and the balcony. Unbeatable for the value. This will be our go to getaway place from now on for this area.