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Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 June - 21 June
In four months
17 July - 19 July

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, (2,317 reviews)
"Clean rooms, and very friendly staff"
United States
Amr
The price is AU$172
includes taxes & fees
30 Mar - 31 Mar
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)
"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 AU$500
includes taxes & fees
30 Mar - 31 Mar
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.
The price is AU$429
includes taxes & fees
30 Mar - 31 Mar
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

Berkshires Untold

Berkshires Untold

10/10 Excellent
"Berkshires Untold is an old roadside motel that has been very spiffed up. The rooms are small but clean, comfortable, and nicely decorated and updated. Our bed was comfy with high end linens and a nice updated bathroom. The major drawback to the room is the very noisy HVAC unit. There's a super cozy, attractive lounge area and a charming little restaurant and bar. The menu is small but the food is quite good and having an onsite restaurant is convenient. The price we paid for a very off season Saturday night was excellent, but the rates really jack up during the summer Tanglewood season, far beyond what one would expect for a small motel room. The staff is friendly and professional, and dogs are welcome for an $85 fee. All in all, this is a very nice and sometimes very affordable Berkshires option. "
Nancy 1-night trip
Posted 5 hours ago
Berkshires Untold

Find out more about Pittsfield

Pittsfield Condo Rentals information

Number of reviews
16
Accommodation
46 Condo Rentals
Lowest Price
AU$429
Highest Price
AU$500

Frequently asked questions

How much do condos in Pittsfield cost?
Condos in Pittsfield range from AU$429 to AU$500 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 46 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.