Short-term rental official corrects counts and flags enforcement gaps

Aug 12, 2025

Jay Williams, the town official overseeing short-term rentals and zoning, told the board the town has 338 permitted short-term rentals (permitted) and about 478 active accounts in the tracking system, cited duplicate listings across platforms, and said the third‑party monitoring software underperformed, prompting a contract cost reduction and renewed review of enforcement options.

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Jay Williams, introduced by the board as the official responsible for short-term rentals and zoning, briefed the Town of Web on the program's third year under the local law. Williams said the accurate permitted count is 338 and that the tracking system currently shows 478 active accounts — a discrepancy he attributed to duplicate listings on multiple sites and listings that remain on the town's radar while owners resolve inspection or repair issues.

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