Take a vacation to Pittsfield and enjoy the area's entertainment, theater scene and opera. This city's baseball games, museums and biking draw many visitors. With a vacation rental, you get a home away from home—many rentals offer full kitchens and outdoor grills for some home cooking.
Do you want to find attractions to see while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Pittsfield a fun place to get away. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:
Whether you're looking for adventure or just want to appreciate the scenery, Pittsfield is a great place to get outside. Here are some of the area’s noteworthy natural features, all within 30 miles (48.2 km) of the city center:
Fly into Albany Intl. Airport (ALB), the closest airport, located 34.9 mi (56.2 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is 2.5 mi (4 km) away.
If you'd rather travel by train, make your way to Pittsfield Intermodal Transportation Center or Pittsfield Station to see more of the city.
Whether you're after a cozy escape for you and your sweetheart or someplace roomy to fit the family, you'll find some top vacation rentals in and around Pittsfield. Here are a couple to get you started:
For even more great options, use the search bar at the top of the page to find the perfect Pittsfield vacation rental for you.
Whether you want to spend your trip chasing outdoor adventure or reconnecting with your crew, we've got gorgeous log cabins where you can do both. Pack your suitcase and check out these favorites in and around Pittsfield:
Get away from the hustle and bustle of everyday life at one of our weekend getaways in or near Pittsfield. Whether you'd like to catch up with pals or spend time with your love, we'll have something to suit your needs. These are some of our top-rated options:
Absolutely. If you'd like a small but stylish stay, you can't go past a studio apartment. These compact properties exude charm and are often conveniently placed in the center of town. We recommend the following options in or near Pittsfield:
Whether you're in search of a studio apartment for you and your other half or a townhouse big enough for the whole family, there's no shortage of short-term rentals in and around Pittsfield. These properties are an ideal base for a whirlwind visit:
Nothing says "I love you" quite like planning a romantic weekend together. If you're longing to spend a couple of nights away with your sweetie, we've got some romantic getaways in and around Pittsfield that will get your heart racing:
Nothing says fun and frivolity like a pool. Dig out your inflatable unicorn and browse these rental houses in or near Pittsfield that come with this vacation perk:
Pittsfield has a humid continental climate, with average summertime temperatures ranging between 55 ºF and 75 ºF. But you don't have to wait until summertime to visit. Take a look at the search bar at the top of the page and adjust the filters to find the ideal Pittsfield vacation rental and plan your escape for whenever you like.
Nana and Pawpaw, Great-Uncle Andre ... You can put them on your guest list when you escape to a large family vacation rental in or near Pittsfield. Get everyone you adore under the one roof at one of these spacious properties:
We know it's tempting, but don't spend your entire vacay kicking back indoors. Get out and see some nearby family-friendly attractions, starting with Tannery Falls.
Escape the busyness of life and treat the ones you love to a different sort of vacation. Stay in one of these family cabins in or near Pittsfield and get the camping experience — but with all the creature comforts!
For more options, use the search bar at the top of the page and adjust the filters to find the Pittsfield vacation rental that's perfect for your needs.
Go for a dip anytime you want when you book one of our large rental houses with an indoor pool. Slip on your swimsuit and check out these escapes in or near Pittsfield that feature this fancy perk:
For more options, use the search bar at the top of the page and adjust the filters to find the Pittsfield vacation rental that's perfect for your needs.