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

$1,115 nightly

$1,271 total

Feb 2 - Feb 3

Total with taxes and fees

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

Kitchen

Washer

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.

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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.

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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.

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Washer

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.

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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.

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Washer

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.

Washer

Dryer

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.

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Washer

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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Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Annapolis MD

With a stay at this vacation home in Annapolis (Cape Saint Claire), you'll be within a 15-minute drive of U.S. Naval Academy and Chesapeake Bay.

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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.