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Mayor outlines narrow downtown pilot to allow short-term rentals; residential ban to remain

3230320 · May 8, 2025

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Summary

The mayor described a proposal to permit short-term rentals in a tightly defined downtown area (about four to five buildings) with annual permits and operator restrictions, while preserving a citywide ban in residential neighborhoods.

Mayor (speaking as meeting participant) told the Public Works Committee that Middletown will maintain its ban on short-term rentals in residential neighborhoods but is proposing a narrowly confined pilot in a small section of downtown.

Under the plan described by the mayor, eligible properties would sit roughly between 75 West Main and James Street, then along Railroad to Cottage and toward Prince Street. The mayor said about four or five buildings in that area could be eligible. The pilot would require each short-term rental to be affiliated with a national booking company and to obtain an annual city permit; the mayor said the city will not apply background checks for these rental permits because occupants change frequently.

The mayor said the change is intended to bring visitors into the downtown business district, which lacks hotel capacity, and that the pilot would be tightly restricted and revocable: the legislation would not “grandfather” existing operators and the city could rescind the authorization if problems arise.

Aldermen and committee members asked questions about scope and enforcement; the transcript records general support for experimenting in the business district while keeping residential neighborhoods off-limits. The committee did not adopt final legislation in this meeting but received the mayor’s outline and directed staff to prepare ordinance language and a permitting framework for council consideration.