Annapolis Vacation Rentals
Get more for your budget and save up to 50% off select Secret Bargain hotels
Get even more value with CheapTickets Price Guarantee!
Change your flight without a fee on select flights
Vacation Rentals in Annapolis
Charming Annapolis WaterVIEW Home
Annapolis MD
$764 nightly
The price is $871 total per night
$871 total
Jul 14 - Jul 15
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.
Waterfront Home with Private Dock, Community Beach
Annapolis MD
With a stay at this vacation home in Annapolis (Oyster Harbor), you'll be a 1-minute drive from Chesapeake Bay and 9 minutes from Annapolis City Dock.
Walkable to Main Street at Seashell in the City with 2 parking spots
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.
Eastport Cottage .5 mi from Downtown Annapolis
Annapolis MD
With a stay at this vacation home, you'll be centrally located in Annapolis, within a 5-minute drive of Annapolis City Dock and U.S. Naval Academy.
Charming, Newly Renovated Historic Row Home in Downtown Annapolis
Annapolis MD
A stay at this vacation home places you in the heart of Annapolis, within a 15-minute walk of Annapolis City Dock and U.S. Naval Academy.
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.
Fabulous 5-bedroom house with AC in charming Annapolis
Annapolis MD
$527 nightly
The price is $601 total per night
$601 total
Jul 8 - Jul 9
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.
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 Annapolis City Dock and U.S. Naval Academy.
Brilliantly Updated Multi-Level Walkable to Navy Stadium & Close to Historic Downtown Annapolis
Annapolis MD
With a stay at this vacation home in Annapolis (Admiral Heights), you'll be a 4-minute drive from U.S. Naval Academy and 5 minutes from Annapolis City Dock.
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 | 292 Vacation Rentals |
|---|---|
Lowest Price | $601 |
Highest Price | $871 |
Popular accommodation | Charming Annapolis WaterVIEW Home, Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! , Waterfront Home with Private Dock, Community Beach, Walkable to Main Street at Seashell in the City with 2 parking spots, Eastport Cottage .5 mi from Downtown Annapolis , Charming, Newly Renovated Historic Row Home in Downtown Annapolis, Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably, Fabulous 5-bedroom house with AC in charming Annapolis, 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!, Brilliantly Updated Multi-Level Walkable to Navy Stadium & Close to Historic Downtown Annapolis, Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown, Walk to the Naval Academy and Historic Annapolis. Private parking at the home. |