Annapolis Vacation Rentals

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Vacation Rentals in Annapolis

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Annapolis MD

$570 nightly

$650 total

Aug 25 - Aug 26

Total with taxes and fees

With a stay at this vacation home in Annapolis (Arundel on the Bay), you'll be within a 15-minute drive of Chesapeake Bay and Annapolis City Dock.

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Annapolis MD

A stay at this vacation home places you in the heart of Annapolis, steps from U.S. Naval Academy and Annapolis City Dock.

Fabulous 5-bedroom house with AC in charming Annapolis

Annapolis MD

$464 nightly

$528 total

Aug 23 - Aug 24

Total with taxes and fees

With a stay at this vacation home in Annapolis, you'll be within a 10-minute drive of U.S. Naval Academy and Annapolis City Dock.

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, steps from Annapolis City Dock and 4 minutes by foot from U.S. Naval Academy.

Charming Downtown Annapolis. Stroll to all the Historic District has to offer.

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 City Dock.

Recently Renovated Annapolis Home - Conveniently Located

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 City Dock.

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 a 2-minute drive from Chesapeake Bay and 6 minutes from Sandy Point State Park.

Private Cottage on gated estate

Annapolis MD

With a stay at this vacation home in Annapolis, you'll be a 2-minute drive from Chesapeake Bay and 10 minutes from Annapolis City Dock.

Annapolis Cozy Beachfront/Waterfront w/Chesapeake Bay Bridge view

Annapolis MD

When you stay at this vacation home in Annapolis, you'll be on the beach, a 1-minute drive from Chesapeake Bay and 10 minutes from Annapolis City Dock.

Kitchen

Washer

Sophisticated Charmer with Parking & Views of the USNA Chapel Dome

Annapolis MD

A stay at this vacation home places you in the heart of Annapolis, within a 10-minute walk of Annapolis City Dock and U.S. Naval Academy.

Historic Home with Parking Steps From Capital & USNA

Annapolis MD

With a stay at this vacation home, you'll be centrally located in Annapolis, steps from Annapolis City Dock and 4 minutes by foot from U.S. Naval Academy.

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 a 3-minute walk from U.S. Naval Academy and 7 minutes by foot from Annapolis City Dock.

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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	258 Vacation Rentals
Lowest Price	$528
Highest Price	$650
Popular accommodation	Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach, Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! , Fabulous 5-bedroom house with AC in charming Annapolis, Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything, Charming Downtown Annapolis. Stroll to all the Historic District has to offer. , Recently Renovated Annapolis Home - Conveniently Located, Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably, Private Cottage on gated estate, Annapolis Cozy Beachfront/Waterfront w/Chesapeake Bay Bridge view, Sophisticated Charmer with Parking & Views of the USNA Chapel Dome, Historic Home with Parking Steps From Capital & USNA, Charming garden row home, easy 4 block walk to the heart of Annapolis.