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Check prices for these dates

In two weeks
19 Sept - 21 Sept
In one month
3 Oct - 5 Oct
In two months
31 Oct - 2 Nov
In three months
28 Nov - 30 Nov

Featured Condo Rentals in Pittsfield

Our top choices for Pittsfield condo rentals

Vacation Village in the Berkshires
Lobby

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1991)
"Beautiful location!"
The price is AU$202
includes taxes & fees
14 Sept - 15 Sept
Vacation Village in the Berkshires
UNIQUE - 1BR Country Condo @ Jiminy Peak
Interior

UNIQUE - 1BR Country Condo @ Jiminy Peak

10.0 out of 10, Exceptional, (13)
"Clean and quiet, nicely decorated! "
The price is AU$482
includes taxes & fees
15 Sept - 16 Sept
UNIQUE - 1BR Country Condo @ Jiminy Peak
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
Pool

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

8.0 out of 10, Very good, (8)
"Cozy little condo, good for a group of four or five. We stayed there with my two kids 8 &10 and wife. It’s a nice place overall we had a great time. It is a short drive to the slopes, which is fine as long as you have a car but you still need to park at the inn"
The price is AU$510
includes taxes & fees
15 Sept - 16 Sept
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
Outdoor dining

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

8.0 out of 10, Very good, (1)
"very nice and roomy! really enjoyed."
The price is AU$455
includes taxes & fees
15 Sept - 16 Sept
2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
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

Find out more about Pittsfield

Find out more about Pittsfield

Pittsfield Condo Rentals information

Number of reviews
Accommodation
65 Condo Rentals
Lowest Price
AU$202
Highest Price
AU$510

Frequently asked questions

How much do condos in Pittsfield cost?
Condos in Pittsfield range from AU$202 to AU$510 per night. This gives you loads of room for your entire crew at a price that doesn't break the bank. This price was 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 65 condos. To help you locate the ideal stay, use our handy filter tool to search for the amenities or perks you need.
What is there to do in Pittsfield near my condo?
Whatever you're into, Pittsfield has tons to keep you on the move. Jiminy Peak Mountain Resort, Bousquet Ski Area and Shakespeare and Company are on most visitors' sightseeing itineraries. Don't leave without exploring October Mountain State Forest, Pittsfield State Forest and Berkshire Museum either. With Expedia's Pittsfield condo deals, you'll be able to discover more popular attractions like these with the money you save.