Where to stay around Pittsfield?

Our 2018 property listings offer a large selection of 369 vacation rentals near Pittsfield. From 185 Houses to 21 Cottages, 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:

  • Colonial Theater: 602 vacation rentals
  • Canoe Meadows Wildlife Sanctuary: 605 vacation rentals
  • Berkshire Museum: 599 vacation rentals
  • Pittsfield Station: 558 vacation rentals
  • Arrowhead Museum: 618 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 Houses in Pittsfield?

Yes, of course. HomeAway has 185 Houses in Pittsfield. Our other popular types of vacation rentals in Pittsfield include:

  • Cottages: 21 rentals available
  • Condos/Apartments: 15 rentals available
  • Estates: 11 rentals available

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

Can I rent golf course rentals in Pittsfield?

Absolutely, HomeAway has 240 golf course rentals in Pittsfield. You have also many other possibilities in Pittsfield area, including:

  • Mountain rentals: 165 rentals
  • Lake rentals: 54 rentals
  • Waterfront rentals: 48 rentals

Please use our search bar to access the selection of vacation rentals.

Can I find a vacation rental with pool in Pittsfield?

Yes, you can select your preferred vacation rental with pool among our 101 vacation rentals with pool available in Pittsfield. Please use our search bar to access the selection of vacation rentals available.

    Why People Love Visiting Artistic Pittsfield

    Take a vacation to Pittsfield and enjoy the area's theater, sports and museums. Revered for its baseball, lake and skiing, this city is both quaint and family-friendly. Consider a vacation rental for your stay. Many offer full kitchens and spacious living quarters, along with cable or satellite TV and DVD players to entertain you on a lazy day.