Are Short-Term Rentals Allowed in Lanesborough? Only if You Don’t Get Caught

A bright and minimalistic bedroom with contemporary furnishings and decor.

For property owners and residents of Lanesborough, Massachusetts, the status of short-term rentals (STRs) remains a defining, and often contentious, local issue. As of March 17, 2026, the town exists in a state of regulatory ambiguity, where the practical reality of transient lodging operations exists uneasily alongside a strict interpretation of existing zoning bylaws