Where to stay around Pittsfield, MA?

Our 2018 property listings offer a large selection of 344 vacation rentals near Pittsfield. From 184 houses to 55 condos, 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 VRBO.

What is the best area to stay when traveling to Pittsfield?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Pittsfield:

  • Bousquet Ski Area: 47 vacation rentals
  • Lenox: 40 vacation rentals
  • Lee: 24 vacation rentals
  • Williamstown: 24 vacation rentals
  • Housatonic: 21 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular point of interests near where I can stay when traveling to Pittsfield?

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

  • Pittsfield Station: 533 vacation rentals
  • Canoe Meadows Wildlife Sanctuary: 581 vacation rentals
  • Colonial Theater: 581 vacation rentals
  • Berkshire Museum: 571 vacation rentals
  • Arrowhead Museum: 600 vacation rentals

But there are many other points of interest around Pittsfield listed on VRBO 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. VRBO has 184 houses in Pittsfield. Our other popular types of vacation rentals in Pittsfield include:

  • Condos: 55 rentals available
  • Cottages: 22 rentals available
  • Apartments: 14 rentals available

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

Can I rent golf rental rentals in Pittsfield?

Absolutely, VRBO has 212 golf rental rentals in Pittsfield. You have also many other possibilities in Pittsfield area, including:

  • Mountain view rentals: 125 rentals
  • Ski rentals: 118 rentals
  • Lake view rentals: 48 rentals

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

Can I find a vacation rental with online bookable in Pittsfield?

Yes, you can select your prefered vacation rental with online bookable among our 344 vacation rentals with online bookable available in Pittsfield. Please use our search bar to access the selection of vacation rentals available.