Find Vacation Rentals in Pittsfield, Berkshire County

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Looking for a vacation rental in Pittsfield? Tripping.com has 148 vacation rental homes available in Pittsfield. You'll find 0 studios, 85 1-bedroom, 5 2-bedroom and 58 rentals with 3 or more bedrooms ranging from $32 a night. For extra convenience, many of these vacation homes can be booked directly online. The average price of a nightly rental in Pittsfield is $247 while the average price of a weekly rental is $25. For those looking for more than a short term rental such as corporate rentals, extended stays or long term rentals, the average monthly price of a Pittsfield home is $25. Wondering if you can bring your dog or cat along with you? There are 25 pet-friendly vacation rentals available in Pittsfield. In addition to accommodating pets, Pittsfield rentals offer a variety of amenities. In particular, 109 rentals have Internet and WiFi, 106 have TV and/or cable and 39 have a pool or hot tub. Search properties from 6 vacation rental sites in Pittsfield where the top providers in that area are HomeAway, Booking.com, and HRS Holidays. There are 52 HomeAway rentals, 36 Booking.com short term rentals and 28 HRS Holidays vacation rentals.