An aerial view of a town with autumn-colored trees, a central green field, and surrounding residential areas.

Pittsfield houses

We found 56 houses — enter your dates for availability

Explore Pittsfield house rentals

Image of Quiet Maine Retreat- Fast Wi-Fi - Long Stays Welcome- close to I95

Premier Host

Quiet Maine Retreat- Fast Wi-Fi - Long Stays Welcome- close to I95

Sleeps 4 · 1 bedroom · 1 bathroom

Image of Lakefront Retreat on Sebasticook Lake

Lakefront Retreat on Sebasticook Lake

Sleeps 4 · 1 bedroom · 1 bathroom

Image of Blake's Cabin

Premier Host

Blake's Cabin

Sleeps 6 · 2 bedrooms · 1 bathroom

Image of Charming cabin with AC in Burnham - Perfect getaway.

Charming cabin with AC in Burnham - Perfect getaway.

Sleeps 6 · 2 bedrooms · 1 bathroom

Image of The Nest Is the perfect size for a small family

The Nest Is the perfect size for a small family

Sleeps 4 · 1 bedroom · 1 bathroom

Image of WATERFRONT-3BR, 2BA Log Cabin On Big Indian Lake

WATERFRONT-3BR, 2BA Log Cabin On Big Indian Lake

Sleeps 7 · 3 bedrooms · 2 bathrooms

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