Find the best place to stay — Pittsfield

Where to stay around Pittsfield?

Our 2018 accommodation listings offer a large selection of 550 holiday lettings near Pittsfield. From 258 condos to 192 houses, 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.

Can I rent condos in Pittsfield?

Yes, of course. HomeAway offers 258 condos in Pittsfield. Our other popular types of Pittsfield holiday rentals include:

  • Houses: 192 self catering accommodations
  • Chalets: 12 self catering accommodations
  • Apartments: 11 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 281 holiday homes with pool available in Pittsfield. Please use our search bar to access the selection of holiday rentals available.

    Why people love visiting friendly Pittsfield

    Learn about the unique charm of Pittsfield with a stay in a holiday home rental. This welcoming city attracts visitors thanks to its pubs and restaurants. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

    Attractions in and around Pittsfield

    First time in Pittsfield and looking for places to see? Winter activities that you might appreciate include visiting Killington Resort. You may also want to visit Lefferts Pond, White River Golf Club or Green Mountain National Golf Course.