Pittsfield, MA, USA

Pittsfield, MA, USA

We found 344 holiday rentals — enter your dates for availability


Find the best place to stay — Pittsfield

Where to stay around Pittsfield?

Our 2018 accommodation listings offer a large selection of 344 holiday lettings near Pittsfield. From 184 houses to 56 condos, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends. The best place to stay near Pittsfield for a long holiday or a weekend break is on HomeAway.

What are the most popular points of interest and landmarks to stay near when travelling to Pittsfield?

HomeAway offers a large selection of holiday accommodations near great places in Pittsfield. From HomeAway travelers, the most popular points of interest to stay near are:

  • Bousquet Ski Area: 597 holiday lettings
  • Pittsfield Station: 526 holiday lettings
  • Canoe Meadows Wildlife Sanctuary: 575 holiday lettings
  • Colonial Theater: 577 holiday lettings
  • Berkshire Museum: 572 holiday lettings

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 holiday rentals available near the point of interest of your choice.

Can I rent houses in Pittsfield?

Yes, of course. HomeAway offers 184 houses in Pittsfield. Our other popular types of Pittsfield holiday rentals include:

  • Condos: 56 self catering accommodations
  • Cottages: 20 self catering accommodations
  • Apartments: 17 self catering accommodations

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

Can I find a holiday accommodation with pool in Pittsfield?

Yes, you can select your preferred holiday accommodation with pool among our 82 holiday homes with pool available in Pittsfield. Please use our search bar to access the selection of holiday rentals available.