Performance indicators for the Pittsfield short-term rental market based on reliable data.
Listings
Reliable / Active
Cap Rate
Middle-Earners Gross Yield
Revenue
Middle-Earners Revenue
Occupancy
Middle-Earners Occupancy
Home Value
Median Home Sale Price
Top Earners
Top-Earners Revenue
The highest-performing listings in Pittsfield.
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Challenging to Investors
STRs are explicitly allowed, but licensing requires zoning site-plan review, multi-department inspections, a public hearing, and city registration—creating moderate complexity and cost. The 150-day annual cap and ownership limits (2 units with owner-occupied and distance conditions) are meaningful constraints, and enforcement combines zoning and licensing actions, increasing compliance burden for investors.
Local STR Agent
STR specialist · Pittsfield, MA
Pittsfield is the largest city and the county seat of Berkshire County, Massachusetts, United States. It is the principal city of the Pittsfield, Massachusetts Metropolitan Statistical Area which encompasses all of Berkshire County. Pittsfield’s population was 43,927 at the 2020 census. Although its population has declined in recent decades, Pittsfield remains the third-largest municipality in Western Massachusetts, behind only Springfield and Chicopee.In 2017, the Arts Vibrancy Index compiled by the National Center for Arts Research ranked Pittsfield and Berkshire County as the number-one medium-sized community in the nation for the arts.