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Maryland

Annapolis, Maryland

26 rentals25 hotels12 things to doRegulated owner rules
Painted city portrait of Annapolis, MD — the Naval Academy's Bancroft Hall dome & City Dock harbor, informed by Raoul Dufy.
the Naval Academy's Bancroft Hall dome & City Dock harbor

Own one of these properties? Claim it →

Annapolis is an incorporated city in Maryland. ASTRO catalogs short-term rentals here.

STAY

Independent vacation rentals in Annapolis

26 independent vacation rentals on file

Browse places in Annapolis →

HOTELS

Hotels & motels in Annapolis

25 hotels & motels on file

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THINGS TO DO

Things to do in Annapolis

See all things to do in Annapolis →

City Watch · for owners

How Annapolis controls vacation rentals

Regulated · moderate-high intensityOwner-occupiedPermitCappedas of Sep 14, 2026
See the rules for Annapolis

Own one of these properties in Annapolis?

These are public registry records in the ASTRO Network — identity and discovery, not a booking checkout. Owners claim and verify their place to add photos, links, and details and to earn the green Verified mark.

Be the first verified owner in Annapolis.

NEARBY

Nearby destinations

Bowie — 13 miRock Hall — 18 miUpper Marlboro — 18 miNorth Beach — 19 miQueenstown — 19 miLaurel — 20 miCapitol Heights — 20 miSt. Michaels — 21 miAnnapolis
Annapolis and nearby cities. Tap a star to explore that destination.

PROS

Professionals for STR owners

Property managers, photographers, lenders and other services for short-term rental owners. Browse the ASTRO pros directory →

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