The best rentals from the top sites, all in one place

We believe finding a vacation rental in Pittsfield should be easy and not take hours of searching and scrolling. We’ve designed VacationRenter from the ground up to help travelers find the perfect rental faster and easier.

Where to stay in Pittsfield

Vacation rentals in Pittsfield

There are 48 vacation rentals near Pittsfield for all manner or mood of travel, availability of time off, and size of budget. So, if you are hoping for an affordable Pittsfield vacation, you can find 10% rentals under $70/night. Or if you are willing to splurge on a luxury vacation in Pittsfield, there are 5 between $589 and $1,745/night. Whether you are sleeping by yourself or with a significant other, or are travelling with a group of 44 there are short term home and apartment rentals in Pittsfield to fit your Massachusetts vacation needs. The most popular types of short-term rental homes in Pittsfield are houses, hotels and apartments. Pittsfield has been a frequently searched travel destination this year and continues to grow in popularity. VacationRenter offers a wide selection of vacation rental availability from leading travel sites like VRBO (Vacation Rentals By Owner), Homeaway, Booking.com, and many more. Search your travel dates to find available Pittsfield vacation homes for your trip.

Home-types in Pittsfield

Pittsfield has a variety of property types for you to consider when booking a trip. Here are the most popular property types in Pittsfield:
- Beach48 vacation rentals
- House25 vacation rentals
- Hotel15 vacation rentals

Points of interests in Pittsfield

Pittsfield has several popular points of interest for you to check out when visiting the area. Here are the most popular points of interest in Pittsfield:
- South Mountain Concerts: 7 vacation rentals
- Berkshire Museum: 6 vacation rentals
- Barrington Stage Company: 5 vacation rentals
- Berkshire Place: 5 vacation rentals