Rent an Annapolis Area Vacation Home

Get away for a while with a vacation home rental. Whether you stay for a weekend or a week, these home-away-from homes make a wonderful retreat. Choose a large home with lots of bedrooms and recreation area for a family reunion or gathering with friends, or a cozy one bedroom cottage for a romantic weekend escape. Many Annapolis rentals are located in the historic district and within walking distance of shops, restaurants, the Naval Academy, and City Dock.

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Annapolis Vacation Rentals

Historic District Townhouse with Rooftop Deck: Three bedroom historic district home with a modern interior and a third floor rooftop deck. Located close to the State House.

Three Bedroom Home Near City Dock & Naval Academy Gate 1: Renovated historic district 3 bedroom home, located just 40 yards from the Naval Academy Visitors Gate.

 Eastport Two Bedroom Home: Located in the Eastport section of Annapolis.  Short walk to downtown. Two bedrooms, 2.5 baths. 

Full Annapolis Vacation Rental Listings: There are many more vacation rentals available in downtown Annapolis and the surrounding area! See the full selection and find your perfect getaway at VRBO.com.