Where to stay around Pittsfield Vermont

Our January 2026 property listings offer a selection of 3 vacation rentals near Pittsfield. 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 Find Rentals.

Where are the best places to stay in 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:

• Central Vermont: 318 vacation rentals
• Okemo Mountain: 4 vacation rentals
• Stratton Bromley Magic Mountain

For nearby neighborhoods, please use our search to access the selection of vacation rentals available in and around Pittsfield.

What are some fun things to do in Pittsfield?

Find Rentals offers a selection of vacation rentals near parks and other areas of interest in Pittsfield. Some of the most popular places to visit while you're traveling in Pittsfield while on vacation are Green Mountain Trails and a few more.

There are many other points of interest around Pittsfield listed on Find Rentals where you can find a great place to stay. Try out the search to find a large selection of vacation rentals available near the city or region you're traveling to.

Can I rent homes in Pittsfield?

Yes. Find Rentals has 1 homes available for rent in Pittsfield.

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

How can I find a vacation rental manager in Pittsfield?

Find Rentals is the premiere guide for Vacation Rental Managers. We work with management companies from all over the world to provide you with the most robust selection of professionally managed rentals. Use the search to access the selection of management companies and rentals available.