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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Pittsfield condo rentals

Exterior

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,233 reviews)
"I great place to stay!!"
United Kingdom
Maricel
The price is NZ$211
includes taxes & fees
10 Feb - 11 Feb
Vacation Village in the Berkshires
Outdoor dining

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
Hancock
7.4 out of 10, Good, (12 reviews)
"Perfect spot for Mountain Adventures, property was well equipped with comfortable necessities. It was very clean and spacious for six people, 3 adults and 3 young boys. We would definitely stay again. "
United States
PK N.
The price is NZ$551
includes taxes & fees
10 Feb - 11 Feb
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
Interior

UNIQUE - 1BR Country Condo @ Jiminy Peak

UNIQUE - 1BR Country Condo @ Jiminy Peak
Hancock
10.0 out of 10, Exceptional, (14 reviews)
"lovely place to stay"
United States
Nancy P.
The price is NZ$648
includes taxes & fees
26 Feb - 27 Feb
UNIQUE - 1BR Country Condo @ Jiminy Peak
Pool

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
Hancock
9.0 out of 10, Wonderful, (2 reviews)
"very nice and roomy! really enjoyed."
United States
Shack M.
The price is NZ$498
includes taxes & fees
10 Feb - 11 Feb
2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
Fridge, microwave, oven, stovetop

SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!

SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!
Hancock
10.0 out of 10, Exceptional, (15 reviews)
"Perfect spot to relax!"
United States
Tisha C.
The price is NZ$1,453
includes taxes & fees
21 Feb - 22 Feb
SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!
Exterior

Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5

Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5
Hancock
9.8 out of 10, Exceptional, (7 reviews)
"It was exactly as described, perfect for a family stay with easy ski on and off. I was pleasantly surprised with all the amenities of the property. Would stay again!"
United States
Christine O.
The price is NZ$1,225
includes taxes & fees
13 Feb - 14 Feb
Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5
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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Top Pittsfield Hotel Reviews

Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

10/10 Excellent
"The room was beautiful and spacious. Staff was super friendly. Breakfast was delicious with attentive staff keeping everything refilled and even helping my kids when I had my hands full! The property is being remodeled and that is being handled in such a way that it really was barely noticeable as a guest."
Kristin 2-night trip
Posted 3 days ago
Comfort Inn & Suites East Greenbush - Albany

Find out more about Pittsfield

Pittsfield Condo Rentals information

Number of reviews
2,275
Accommodation
46 Condo Rentals
Lowest Price
NZ$211
Highest Price
NZ$1,453

Frequently asked questions

How much do condos in Pittsfield cost?
Condos in Pittsfield range from NZ$211 to NZ$1,453 per night. These properties offer extra space for the whole family at a price that doesn't break the bank. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Pittsfield?
Pittsfield has 46 condos. To help you locate a place that's perfect, use our filters to search for the amenities or perks you need.
What is there to do in Pittsfield near my condo?
You'll find loads of awesome things to do in Pittsfield. You won't want to miss leading attractions like Hancock Shaker Village, Pittsfield State Forest and Arrowhead Museum. Bousquet Ski Area, Barrington Stage Company and Berkshire Museum are other must-do's.