Hillsmere Shores Vacation Rentals
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Vacation Rentals in Hillsmere Shores

Sweet Bamboo Beach Cottage
When you stay at this vacation home in North Beach, you'll be on the beach, within a 5-minute drive of Bayside History Museum and Chesapeake Beach Water Park.
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Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
This vacation home is 3.1 mi (5 km) from Upper Yough River and 4.8 mi (7.7 km) from Bayside History Museum.
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The Blue Crab Beach House - Free beach passes
Located in North Beach, this vacation home is by the sea, within a 5-minute drive of Bayside History Museum and Chesapeake Beach Water Park.
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Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
A stay at this vacation home places you in the heart of Annapolis, steps from U.S. Naval Academy and Annapolis City Dock.
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Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore
A stay at this vacation home places you in the heart of Crofton, a 1-minute drive from Walden Golf Club and 6 minutes from Bell Branch Big Dog Park.
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421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!
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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3-bedroom vacation home in Downtown Annapolis, mins walk to U.S. Naval Academy
The price is $381 per night
$381
includes taxes & fees
$334 per night
Mar 16 - Mar 17
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 Stanton School & Community Center.
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Private Waterview Estate with 4 bedroom Suites, game room and Hot Tub
Located in Churchton, this vacation home is on the waterfront, within a 10-minute drive of Franklin Point State Park and Shadyside Park.
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Island Blue Getaway! Brand new charming family friendly Home on Kent Island MD
With a stay at this vacation home in Chester, you'll be within a 10-minute drive of Chesapeake Exploration Center and Island Dog Park.
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Historic Home with Parking Steps From Capital & USNA
This vacation home is in the heart of Annapolis, within a 5-minute walk of The Colonial Players and U.S. Naval Academy.
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View all propertiesLowest 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.
Hillsmere Shores Vacation Rentals essential information
Accommodation | 611 Vacation Rentals |
---|---|
Lowest Price | $381 |
Highest Price | $381 |
Popular accommodation | Sweet Bamboo Beach Cottage, Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub, The Blue Crab Beach House - Free beach passes , Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! , Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore, 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!, 3-bedroom vacation home in Downtown Annapolis, mins walk to U.S. Naval Academy, Private Waterview Estate with 4 bedroom Suites, game room and Hot Tub, Island Blue Getaway! Brand new charming family friendly Home on Kent Island MD, Historic Home with Parking Steps From Capital & USNA, 240' Private Beachfront @Kent Island Love Point - Great for Large Groups, The Lazy Crab Beach House - Free beach passes |