The 10 best self catering accommodation in Pittsfield, USA | Booking.com
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Self Catering Accommodation in Pittsfield

Find the self catering accommodation that appeal to you the most

The best self catering accommodation in Pittsfield

Check out our pick of great self catering accommodation in Pittsfield

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Berkshire Mountain Lodge

Pittsfield

Featuring an indoor swimming pool and a fitness centre, Berkshire Mountain Lodge is located in Pittsfield. Free WiFi access is available in this lodge.

J
Jun
From
New Zealand
Perfect for the staying. Spacious , clean and nice staff.
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 651 reviews
Price from
US$109.65
1 night, 2 adults

The Central Downtown Inn Suites

Hotel in Pittsfield

Located in Pittsfield, within 12 km of Cranwell Spa & Golf Club and 13 km of Tanglewood Musical Center, The Central Downtown Inn Suites provides accommodation with a terrace and free WiFi throughout...

M
Michael
From
Puerto Rico
Staff was great and everything was great!
Scored out of 10, guest rating 7.5
Good - What previous guests thought, 130 reviews
Price from
US$139
1 night, 2 adults

Berkshire Retreat Grand Home with Hot Tub and Large Yard, 5 mins from Jiminy Peak

Hancock (Near Pittsfield)

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

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 9 reviews
Price from
US$447.55
1 night, 2 adults

Shaker Mill Inn

West Stockbridge (Near Pittsfield)

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
Robert
From
Canada
Very spacious and comfortable suite. Warm welcome from John. Very nice breakfast provisions in the room Close to Tanglewood and convenient to other attractions in the Berkshires. Highly recommended.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 90 reviews
Price from
US$133
1 night, 2 adults

Holiday Inn Club Vacations Oak n Spruce Resort in the Berkshires

South Lee (Near Pittsfield)

Located in South Lee and within 8.1 km of Norman Rockwell Museum, Holiday Inn Club Vacations Oak n Spruce Resort in the Berkshires has barbecue facilities and non-smoking rooms.

T
Thomas
From
France
• We we just expecting a nice place to stay for 2 nights. What a surprise! Your apartment is situated if a small village of 200 units set at the edge of a woods. Each apartment has 700 sq ft of space with two independent bedrooms each with its own full bath, one of which is a spa unit! There is a full kitchen, dining space and a terrace for morning breakfast or afternoon refreshment . The apra The apartment units are situated around a recreation area with : minature golf , a full-size swimming pool with deck chairs, a basketball court, beach volley ball, a waterfall, and a kids' playground. On the grounds there is a nature trail and many barbeque spots. None of this is mentioned on the Booking.com site, so we got much more than we expected. It is really like a vacation resort village
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 687 reviews
Price from
US$119
1 night, 2 adults

Jiminy Peak Mountain Resort

Hancock (Near Pittsfield)

Nestled on Hancock, Massachusetts’ ski slopes, Jiminy Peak Mountain Resort offers a restaurant, adventure parks and ski-to-door access.

P
Park
From
United Kingdom
The room was a spacious suite with a good-sized bedroom with en-suite bathroom which had the bonus of having an additional separate sink/vanity, both accessible from both the bedroom and the living room. The rooms were nothing fancy, but had a kitchenette and were very clean and pretty quiet. The mountain setting is peaceful and beautiful.
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 164 reviews
Price from
US$219
1 night, 2 adults

Club Wyndham Bentley Brook

Hancock (Near Pittsfield)

Located in Hancock just 35 miles from Norman Rockwell Museum, this hotel features an indoor and outdoor pool. Tennis courts and a hot tub are located on site. A full kitchen is featured in all...

M
Maycon
From
United States
of having a snow rink at my bedroom door
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 296 reviews

Gorgeous Ski On/Off 2 BR Sleeps 8 Jiminy-Must See Luxury

Hancock (Near Pittsfield)

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...

E
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.
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 28 reviews

Disney Magic at Jiminy Mountain

Hancock (Near Pittsfield)

Located 33 km from Cranwell Spa & Golf Club, Disney Magic at Jiminy Mountain offers 4-star accommodation in Hancock and has a shared lounge, a restaurant and a bar.

Scored out of 10, guest rating 7.7
Good - What previous guests thought, 39 reviews
All self catering accommodation in Pittsfield

Looking for a self catering accommodation?

Self-catering accommodation gives you the freedom and privacy that’s needed to enjoy a well-earned break. From modern apartments and luxury villas to beach huts and eco-lodges, the options are seemingly endless. Cook in your kitchen, read in the garden, or chill on the sofa and watch TV – however you choose to spend time, you’ll feel right at home.

Self catering accommodation that guests love in Pittsfield

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  • Avg. price/night: US$163.81
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 651 reviews
    The pool and facilities, how the kitchen was well stocked, pillows great quality.
    Guest review by
    Miriam
    Group
  • Avg. price/night: US$163.81
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 651 reviews
    Room had full kitchen and full size fridge . Cocoa and coffee in lobby. Clean and cozy hotel
    Guest review by
    Anne
    Family with young children
  • Avg. price/night: US$163.81
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 651 reviews
    Bedroom great, pool great. maintenance of property great. Kitchen well provisioned. Very convenient location. Staff very helpful!
    Guest review by
    Miriam
    Group
  • Avg. price/night: US$163.81
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 651 reviews
    Comfortable stay and well equipped, particularly the kitchen. Very easy to cook a decent meal!
    Guest review by
    Anthony
    Young couple
  • Avg. price/night: US$163.81
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 651 reviews
    spacious, nice to have kitchen and dining area as well as a living room.
    Guest review by
    Rogers
    Young couple
  • Avg. price/night: US$163.81
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 651 reviews
    Clean spacious room, comfortable bed and full kitchen facilities.
    Guest review by
    Tucker
    Young couple
  • Avg. price/night: US$117.29
    Scored out of 10, guest rating 7.5
    Good - What previous guests thought, 130 reviews
    Convenient to downtown Pittsfield. Walking distance to restaurants. Felt safe. I liked having a kitchen.
    Guest review by
    Jennifer
    Family with young children
  • Avg. price/night: US$163.81
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 651 reviews
    Best suite we stayed in on a 3 week trip, so finishing on a high. Very large suite with comfy beds and seating, well equipped kitchen and great location for local exploring
    Guest review by
    Graeme
    Family with young children
  • Avg. price/night: US$163.81
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 651 reviews
    Very comfortable room with full kitchen and sitting room. The kitchen was supplied with all the necessities for cooking simple meals.
    Guest review by
    Brenda
    Family with young children
  • Avg. price/night: US$163.81
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 651 reviews
    Room was lovely. Kitchen was beautiful and the bed was comfortable.
    Guest review by
    Cooper
    Family with young children