Plan for peace of mind

Some properties allow cancellations up to 14 days before arrival. Check the policy before booking.

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Can I find a vacation rental around Pittsfield?

Yes, our 2020 property listings offer a large selection of 538 vacation rentals near Pittsfield. From 319 Houses to 53 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:

  • Pittsfield Station: 449 vacation rentals
  • Canoe Meadows Wildlife Sanctuary: 488 vacation rentals
  • Pittsfield State Forest: 425 vacation rentals
  • Berkshire Athenaeum: 473 vacation rentals
  • Berkshire Museum: 475 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 319 Houses in Pittsfield. Our other popular types of vacation rentals in Pittsfield include:

  • Cottages: 53 rentals available
  • Condos/Apartments: 77 rentals available
  • Cabins: 53 rentals available

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

Can I find a vacation rental with pool in Pittsfield?

Yes, you can select your preferred vacation rental with pool among our 140 vacation rentals with pool available in Pittsfield. Please use our search bar to access the selection of vacation rentals available.