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City Watch

Short-term rental rules in Annapolis, MD

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

Painted city portrait of Annapolis, MD — the Naval Academy's Bancroft Hall dome & City Dock harbor, informed by Raoul Dufy.
Regulated · moderate-high intensityhigh confidence

Short-term rentals here operate under a registration or permit system with ongoing operating rules.

  • STR-specific annual license required (owner-occupied $650 / non-owner-occupied $750)
  • 90-day maximum per lessee
  • In-city residency or local property manager required
  • Density throttle: no new STR license once a blockface reaches 10% of its residential units (1 per blockface where under 10 units) — does not foreclose whole-home STR citywide

Based on: Annapolis City Code Title 17, Ch. 17.44 (Rental Unit Licenses), §§17.44.090 & 17.44.110, as amended by Ordinance

Summary of the rule

A short-term rental license is required; renewed annually. Fee for Owner Occupied STRs is $650 and Non-Owner Occupied is $750. No one lessee may rent for more than 90 consecutive days. Licensee must either reside in the City or employ a local property manager with a primary residence or office in the City.

View the ordinance source ↗✓ Verified

Last reviewed Sep 14, 2026 · Sources · Report an error

Pending legislation

Monitoring Annapolis · 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.