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City Watch

Short-term rental rules in Woodstock, VT

How Woodstock regulates short-term rentals: the rules that apply, their sources, and pending changes.

Painted city portrait of Woodstock, VT — informed by Willard Metcalf.
Highly Restrictivehigh confidence

Rules here limit which homes may operate as short-term rentals, how many, where, or for how many nights a year.

  • Town zoning: all new STRs require discretionary conditional-use approval from the Town Development Review Board (TDRB) before guests may occupy
  • Village STR ordinance caps rentals of a non-owner-occupied whole-home STR at 6 times per 12-month period (owner-occupied exempt only during the Sept 15-Oct 21 Foliage Period)
  • Owner-occupied or a property manager within a 30-minute drive required for every STR in the Village
  • Mandatory annual STR registry/authorization (Rentalscape/Deckard) with $75+ fee, fire-safety inspection, insurance endorsement
  • 2024 unified ordinance (55 owner-occupied + 55 non-owner-occupied hard caps) rejected by TOWN voters 7/30/2024 -> Town reverted to prior ordinance; VILLAGE voters retained the new regime

Based on: Town zoning conditional-use requirement for STRs; Village of Woodstock Short Term Rental Ordinance (adopted 11/12/2019

Summary of the rule

For all new STRs in the Town of Woodstock, the Zoning Regulations require that an applicant receive conditional use approval from the Town Development Review Board (TDRB) before guests may occupy the space.

View the ordinance source ↗✓ Verified

Last reviewed Sep 15, 2026 · Sources · Report an error

Pending legislation

Monitoring Woodstock · system last checked Oct 25, 2026

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City Watch tracks changes from public sources — council agendas, state bills, local news — not a complete legal compendium.

A city permit is not the whole picture — HOA, condominium, deed, or lease rules may be stricter.

City Watch provides good-faith summaries of publicly available information as of the review date shown. Rules, enforcement, and permit availability can change, and summaries may contain errors or omissions. Ratings describe the general regulatory environment; they do not establish whether a particular property or stay is permitted. This is general information, not legal advice. Before buying, listing, or hosting, verify applicable requirements with the responsible authorities and review any HOA, condominium, deed, or lease restrictions.