Annapolis Vacation Rentals

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Vacation Rentals in Annapolis

Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA

Annapolis MD

A stay at this vacation home places you in the heart of Annapolis, within a 10-minute walk of U.S. Naval Academy and Ellen O. Moyer Nature Park at Back Creek.

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Washer

Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!

Annapolis MD

This vacation home is in the heart of Annapolis, within a 10-minute walk of Maynard-Burgess House and U.S. Naval Academy.

421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!

Annapolis MD

With a stay at this vacation home, you'll be centrally located in Annapolis, within a 5-minute drive of U.S. Naval Academy and Annapolis Harbor.

Charming garden row home, easy 4 block walk to the heart of Annapolis.

Annapolis MD

With a stay at this vacation home in Annapolis (Historic District), you'll be within a 5-minute walk of U.S. Naval Academy and Hammond-Harwood House.

Kitchen

Washer

Location is perfect and a big bonus we have our own parking at the home!

Annapolis MD

With a stay at this vacation home in Annapolis (Historic District), you'll be within a 10-minute walk of U.S. Naval Academy and 97, 99 and 101 East Street.

Gather, Relax & Explore — Townhome 1 Block from State Capitol Building with Backyard & Parking

Annapolis MD

With a stay at this vacation home, you'll be centrally located in Annapolis, within a 5-minute drive of U.S. Naval Academy and Annapolis Civil Rights Plaque.

Luxury Waterfront Executive Family Home Annapolis with All Amenities

Annapolis MD

With a stay at this vacation home in Annapolis, you'll be just steps from Chesapeake Bay and Northern Chesapeake Bay.

Hot Tub

Washer

Scenic Waterfront Getaway with Private Pool and Dock Minutes from Annapolis

Annapolis MD

With a stay at this vacation home in Annapolis (Cape St. John), you'll be within a 15-minute drive of U.S. Naval Academy and Annapolis Harbour Center.

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PERFECT LOCATION in the heart of history

Annapolis MD

With a stay at this vacation home, you'll be centrally located in Annapolis, steps from U.S. Naval Academy and John Smith House.

Beautiful 2-bedroom water view house in Annapolis

Annapolis MD

With a stay at this vacation home in Annapolis (Arundel on the Bay), you'll be within a 10-minute walk of Chesapeake Bay and Northern Chesapeake Bay.

1 Block to USNA at LUXE Historic Chapel Views with Private Patio and Off-Site Parking

Annapolis MD

This vacation home is in the heart of Annapolis, within a 10-minute walk of Hammond-Harwood House and U.S. Naval Academy.

Easy Annapolis lodging - still available for Sailboat Show!

Annapolis MD

With a stay at this vacation home in Annapolis (Hillsmere), you'll be within a 10-minute drive of U.S. Naval Academy and Maryland Quiet Waters Park.

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.