Annapolis Vacation Rentals

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Vacation Rentals in Annapolis

Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything

Annapolis MD

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

Kitchen

Washer

Historic Annapolis Home 1.5 blocks from center of town.

Annapolis MD

A stay at this vacation home places you in the heart of Annapolis, within a 15-minute walk of U.S. Naval Academy and Spa Creek.

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.

Walking distance to Navy Stadium! No cleaning fees!

Annapolis MD

With a stay at this vacation home in Annapolis (West Annapolis), you'll be within a 15-minute walk of U.S. Naval Academy and Peters Cove.

Kitchen

Washer

Historic Home with Parking Steps From Capital & USNA

Annapolis MD

This vacation home is in the heart of Annapolis, within a 5-minute walk of The Colonial Players and U.S. Naval Academy.

Kitchen

Washer

Charming Historic Townhouse Steps From USNA

Annapolis MD

This vacation home is in the heart of Annapolis, within a 5-minute walk of St. John's College and U.S. Naval Academy.

Kitchen

Washer

Historic Downtown House with Off Street Parking

Annapolis MD

A stay at this vacation home places you in the heart of Annapolis, within a 15-minute walk of U.S. Naval Academy and Maynard-Burgess House.

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.

Pool

Kitchen

Sophisticated Charmer with Parking & Views of the USNA Chapel Dome

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.

Kitchen

Washer

Charming Annapolis WaterVIEW Home

Annapolis MD

With a stay at this vacation home in Annapolis (Arundel on the Bay), you'll be steps from Chesapeake Bay and Northern Chesapeake Bay.

Spacious Luxe USNA Home - Pool, Hot Tub, Grill

Annapolis MD

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

Pool

Hot Tub

Stunning, Large Historic Annapolis Home, Steps to Downtown, Private Driveway!

Annapolis MD

This vacation home is in the heart of Annapolis, within a 5-minute walk of Hammond-Harwood House and U.S. Naval Academy.

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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.

Annapolis Vacation Rentals essential information

Accommodation	294 Vacation Rentals
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Popular accommodation	Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything, Historic Annapolis Home 1.5 blocks from center of town., 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!, Walking distance to Navy Stadium! No cleaning fees!, Historic Home with Parking Steps From Capital & USNA, Charming Historic Townhouse Steps From USNA, Historic Downtown House with Off Street Parking, Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably, Sophisticated Charmer with Parking & Views of the USNA Chapel Dome, Charming Annapolis WaterVIEW Home, Spacious Luxe USNA Home - Pool, Hot Tub, Grill, Stunning, Large Historic Annapolis Home, Steps to Downtown, Private Driveway!