Where to stay around Pittsfield?

Our 2018 property listings offer a large selection of 463 vacation rentals near Pittsfield. From 233 Condos/Apartments to 166 Houses, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Pittsfield for a holiday or a weekend are on HomeAway.

What are the popular points of interest near where I can stay when traveling to Pittsfield?

HomeAway offers a large selection of vacation rentals near lovely places in Pittsfield. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Killington Resort: 711 vacation rentals
  • Silver Lake State Park: 838 vacation rentals
  • Sunrise Village Triple: 1,318 vacation rentals
  • Northridge Triple: 1,226 vacation rentals
  • Bear Mountain Quad: 1,313 vacation rentals

But there are many other points of interest around Pittsfield listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Condos/Apartments in Pittsfield?

Yes, of course. HomeAway has 233 Condos/Apartments in Pittsfield. Our other popular types of vacation rentals in Pittsfield include:

  • Houses: 166 rentals available
  • Townhouses: 36 rentals available
  • Studios: 12 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Chalets and more.

Can I find a vacation rental with pool in Pittsfield?

Yes, you can select your preferred vacation rental with pool among our 232 vacation rentals with pool available in Pittsfield. Please use our search bar to access the selection of vacation rentals available.

    Travel to friendly Pittsfield

    Experience the unique character of Pittsfield with a stay in a vacation home rental. This welcoming city allures visitors with its bars and restaurants. If you're looking for accommodations with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

    Sightseeing in and around Pittsfield

    Do you want to discover top things to see and do during your stay? Venture out of your vacation home and check out everything that makes Pittsfield a one-of-a-kind vacation spot. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

    • Killington Resort (11.6 mi / 18.7 km)
    • White River Golf Club (6.2 mi / 10 km)
    • Green Mountain National Golf Course (6.3 mi / 10.1 km)
    • Pico Mountain at Killington Ski Resort (8 mi / 12.9 km)
    • Otter Valley Winery (8.9 mi / 14.3 km)
    • Hathaway Farm (9 mi / 14.5 km)

    Exploring the natural landscape of Pittsfield

    Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Pittsfield is a great spot to appreciate mother nature. These are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city center:

    • Lefferts Pond (4.1 mi / 6.6 km)
    • Gifford Woods State Park (8 mi / 12.8 km)
    • Bucklin Trailhead (10.6 mi / 17.1 km)
    • Green Mountain National Forest (10.8 mi / 17.5 km)
    • Texas Falls Recreation Area (10.9 mi / 17.6 km)
    • Cushman State Forest (11.3 mi / 18.1 km)