Pittsfield Holiday Rentals

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Holiday Rentals in Pittsfield

Jiminy Peak Mountain Resort
Exterior
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very good, 859 reviews
"Great amenities and very clean property. Hot tub facilities and timings were also good. Just wished they had offered bath robes. "
The price is S$235
per night
17 Jun - 18 Jun
Jiminy Peak Mountain Resort
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Pittsfield you may be interested in

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Indoor pool
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
3.0 star property
7.8 out of 10, Good, 588 reviews
"The hotel has been updated with comfortable rooms that are clean and nice. The pool area is clean. Breakfast was great. Easy, fast, and delicious. The staff went above and beyond to be helpful. The only downsides are: rooms surrounding the pool area are loud during open pool hours. Rooms could use a with noice cancelling material in the hallway walls. The parking garage is closed, but not yet under construction. So the surrounding area looks dated and rundown, but the hotel building itself...
The price is S$213
per night
16 Jun - 17 Jun
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Berkshire Mountain Lodge
Fridge, microwave, stovetop, coffee/tea maker
Berkshire Mountain Lodge
3.0 star property
8.8 out of 10, Excellent, 316 reviews
"We have stayed in many hotels/Inns/Lodges in the past. My 5 year old daughter said, "this one is the best in which we have ever stayed." Looking forward to another stay in 6 days. Absolutely loved it."
The price is S$306
per night
16 Jun - 17 Jun
Berkshire Mountain Lodge
Best Western Plus Berkshire Hills Inn & Suites
Lobby
Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
8.4 out of 10, Very good, 952 reviews
"Excellent service "
The price is S$191
per night
25 Jun - 26 Jun
Best Western Plus Berkshire Hills Inn & Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Can I find holiday rentals in Pittsfield?

Yes, there are holiday rentals in Pittsfield close to Berkshire Museum, or you can select a more secluded option if you're looking for a relaxing stay. Travellers who like culture and the arts say Pittsfield is known for its entertainment venues. Make sure you have time to check out the baseball games and museums during your trip.

How many holiday rentals are there in Pittsfield?

With 37 Expedia holiday rentals, you're guaranteed to find just the right place for your Pittsfield stay.

What can I see and do in Pittsfield?

Family-friendly attractions include Berkshire Museum and Bousquet Ski Area, whereas Pittsfield State Forest and Housatonic River are a couple of great spots to enjoy the outdoors. Other places in town to visit include Colonial Theater and Barrington Stage Company.

What are holiday rentals like in Pittsfield?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pittsfield. Holiday rentals feature amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for family trips or small group gatherings.

Recent reviews of Pittsfield properties
Expedia verified reviews

Life House Berkshires

Life House Berkshires

5/5 Excellent
Modern, friendly and clean
"From my kind greeting from Bobby to my checkout in the morning, my stay could not have been better. Clean and up to date rooms, a great bar and friendly staff. Will definitely come back. "
A verified traveller stayed at Life House Berkshires
Posted 1 day ago
Life House Berkshires