Pittsfield Vacation Rentals

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Check prices for these dates

Tonight
Jan 22 - Jan 23
Tomorrow
Jan 23 - Jan 24
This weekend
Jan 24 - Jan 26
Next weekend
Jan 31 - Feb 2

Vacation Rentals in Pittsfield

Vacation Village in the Berkshires
Indoor pool, outdoor pool, pool umbrellas

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1757)
"Room was right across from the pool. Beautiful view of the mountain five min drive to the base. Beautiful pool and outdoor jacuzzi. Had an amazing stay! Cant wait to go back!"
The price is NT$6,141
NT$7,064 total
includes taxes & fees
Jan 23 - Jan 24
Vacation Village in the Berkshires
Jiminy Peak Mountain Resort
Exterior

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (923)
"Staff was exceptionally helpful and friendly."
The price is NT$6,190
NT$6,791 total
includes taxes & fees
Jan 23 - Jan 24
Jiminy Peak Mountain Resort
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.
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Other types of properties in Pittsfield you may be interested in

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Exterior

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

3.0 star property
8.0 out of 10, Very Good, (727)
"Appreciated that the hotel offered free valet, especially given how cold it was. Check in was fast, courteous. Room was spacious and clean. Breakfast was good, reasonably priced. Check out was speedy and friendly. Hotel was still decorated for the holidays which made it festive looking. Could use some touch ups, but overall a solid stay. "
The price is NT$3,472
NT$3,878 total
includes taxes & fees
Jan 24 - Jan 25
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, (423)
"Nice place. A bit dated and worn down in some ways but the rooms are very spacious amd the complex is huge. For a family, its very comfortable and the staff are nice. "
The price is NT$4,864
NT$6,088 total
includes taxes & fees
Jan 24 - Jan 25
Berkshire Mountain Lodge
Best Western Plus Berkshire Hills Inn & Suites
Lobby sitting area

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1000)
"Service was excellent. Very friendly front desk and breakfast staff. "
The price is NT$3,340
NT$3,731 total
includes taxes & fees
Jan 28 - Jan 29
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 vacation rentals in Pittsfield?

Yes, we give you a choice of vacation rentals in Pittsfield near Berkshire Museum, or you can choose a more secluded option if you want a relaxing stay. Travelers 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 vacation rentals are there in Pittsfield?

With 37 Expedia vacation rentals, you're sure 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 Canoe Meadows Wildlife Sanctuary are a couple of great spots to enjoy the outdoors. Other places in town to visit include Colonial Theater and Hancock Shaker Village.

What are vacation rentals like in Pittsfield?

Vacation rentals are privately owned properties you can reserve for several days or more in Pittsfield. Vacation rentals feature amenities such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a family trip or a small group gathering.