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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

Our top choices for Pittsfield condo rentals

Lobby

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,329 reviews)
"Clean rooms, and very friendly staff"
United States
Amr
$126 nightly
The price is $141
Apr 12 - Apr 13
Total with taxes and fees
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
7.6 out of 10, Good, (13 reviews)
"Great location, right on the mountain's property "
United States
J S.
$313 nightly
The price is $350
May 6 - May 7
Total with taxes and fees
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
Pool

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
Hancock
9.4 out of 10, Exceptional, (3 reviews)
"Good stay. Convenient to ski slopes. Thankful for Pet Friendly."
United States
Jim H.
$287 nightly
The price is $321
May 6 - May 7
Total with taxes and fees
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

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Excellent service from staff. BEAUTIFUL SCENERY. Indoor pool water temperature could be a bit higher than 83 degrees when temperatures are lower thank 40 degrees. Very comfortable beds. Staff always accommodate needs in a timely manner. "
Claire 3-night trip
Posted 11 hours ago
Vacation Village in the Berkshires

Find out more about Pittsfield

Pittsfield Condo Rentals information

Number of reviews
2,345
Accommodation
46 Condo Rentals
Lowest Price
$141
Highest Price
$350

Frequently asked questions

How much do condos in Pittsfield cost?
Condos in Pittsfield range from $141 to $350 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.
Are there any family-friendly condos in Pittsfield?
If you're planning a visit to Pittsfield and searching for a family-friendly condo, consider Vacation Village In The Berkshires. This 3-star option has a terrace and a swimming pool. Pittsfield has no shortage of family-friendly attractions to visit when the kids are getting restless. Jiminy Peak Mountain Resort and Bousquet Ski Area promise a fun day out for all ages.
Why book your condo in Pittsfield with Expedia?
Vacays should be hassle-free, so if you're in search of condos at a competitive rate, Expedia has your back. Keep the budget in check and pick something small and affordable, or book a 5-star condo and spoil your favorite people. Our search filters make it simple to find a stay in Pittsfield that checks your boxes.
How can I find cheap condos in Pittsfield?
Expedia can help you easily locate cheap condos in Pittsfield. To book your ideal stay in just a few keystrokes, try out our handy filter tool to refine your search results by star rating, budget and amenities.
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.

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