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Winhall continues short‑term rental enforcement; town tracking about 200 listings

Town of Winhall Select Board · July 1, 2026
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Summary

Select Board members reported continued enforcement of the town's STR ordinance, with field checks and fines driving compliance; GovOS data shows roughly 200 listings in town and fines are being placed into the STR reserve fund (#32150).

Select Board member Christie Boswell updated the Board on ongoing enforcement of the town's short‑term rental (STR) ordinance and the administrative work required to identify noncompliant properties.

Boswell said she is coordinating with Deckard and will end a GovOS contract as part of ongoing enforcement. Elizabeth Grant told the Board that GovOS reports "around 200 listings in total right now," and that collected fines are being deposited into the STR reserve line (#32150). Boswell and Grant described field checks—drive‑by observations of occupancy patterns and searching online listings—to identify probable noncompliance.

Board members noted complications in investigations and the need to treat owners fairly; Grant said attorney fees related to enforcement are already budgeted and that the town maintains a reserve specifically for STR enforcement costs. The Board also discussed low visibility of reflective 911 address signs at some properties; Grant said more property owners are complying after reminder emails and suggested raising the issue at Town Meeting for broader awareness.

No new ordinance changes were adopted at the meeting; the Board will continue enforcement and follow up on noncompliant properties identified by staff.