Pittsfield vacation rentals
Find the best place to stay - Pittsfield
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
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Top rated rentals - Pittsfield
Photo gallery for Lakeside Home With Pool-Completely Renovated
Wonderful western MA getaway!
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- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value
Explore the lakeside setting in Pittsfield
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.
Activities and attractions in Pittsfield
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:
- Bousquet Ski Area (2.6 mi / 4.3 km)
- Wyndhurst Golf & Club (7.3 mi / 11.8 km)
- Jiminy Peak Mountain Resort (7.6 mi / 12.3 km)
- Kennedy Park (4.9 mi / 7.9 km)
- Furnace Brook Winery at Hilltop Orchards (7.6 mi / 12.3 km)
- Waubeeka Golf Links (14.4 mi / 23.2 km)
Exploring the natural landscape of Pittsfield
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:
- Pittsfield State Forest (4.5 mi / 7.3 km)
- Mount Greylock State Reservation Visitor Center (7.6 mi / 12.2 km)
- The Mount (7.9 mi / 12.8 km)
- October Mountain State Forest (8.9 mi / 14.3 km)
- Berkshire Botanical Garden (11 mi / 17.8 km)
- Naumkeag Museum (11.4 mi / 18.4 km)
Transportation options to and around Pittsfield
Fly into Pittsfield, MA (PSF-Pittsfield Municipal), the closest airport, located 2.5 mi (4 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into Hudson, NY (HCC-Columbia County), which is 25.7 mi (41.4 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.