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 591 vacation rentals near Pittsfield. From 178 Houses to 343 Condos/Apartments, 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:

  • Silver Lake State Park: 993 vacation rentals
  • Sunrise Village Triple: 1,452 vacation rentals
  • Killington Resort: 647 vacation rentals
  • Coolidge State Park: 1,460 vacation rentals
  • Killington Mountain: 1,415 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 178 Houses in Pittsfield. Our other popular types of vacation rentals in Pittsfield include:

  • Condos/Apartments: 343 rentals available
  • Cabins: 2 rentals available
  • Cottages: 2 rentals available

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

Can I find a vacation rental with pool in Pittsfield?

Yes, you can select your preferred vacation rental with pool among our 290 vacation rentals with pool available in Pittsfield. Please use our search bar to access the selection of vacation rentals available.

    Explore destinations around Pittsfield

    Killington
    843 vacation rentals
    Ludlow
    738 vacation rentals
    Warren
    341 vacation rentals
    Plymouth
    1,183 vacation rentals
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    Mount Holly
    994 vacation rentals
    Cavendish
    506 vacation rentals
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    548 vacation rentals
    Salisbury
    67 vacation rentals
    Rochester
    158 vacation rentals
    Granville
    339 vacation rentals
    Rutland
    1,490 vacation rentals
    Stockbridge
    1,083 vacation rentals
    Barnard
    199 vacation rentals
    Reading
    1,018 vacation rentals
    Castleton
    71 vacation rentals
    Northfield
    323 vacation rentals
    Bethel
    779 vacation rentals
    Ripton
    287 vacation rentals
    Pittsford
    616 vacation rentals