Search Vacation Homes in Western Shore of Maryland
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Compare 947 Vacation Homes in Western Shore of Maryland with updated reviews, rates, and availability.

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
10.0 out of 10, Exceptional, (212)

Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore
Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore
9.6 out of 10, Exceptional, (75)

The Blue Crab Beach House - Free beach passes
The Blue Crab Beach House - Free beach passes
10.0 out of 10, Exceptional, (52)

House on the Gwynns Falls
House on the Gwynns Falls
8.6 out of 10, Excellent, (11)
The price is SAR 634
SAR 819 total
includes taxes & fees
27 Apr - 28 Apr

Affordable Luxury Town Home in Federal Hill Baltimore.
Affordable Luxury Town Home in Federal Hill Baltimore.
9.6 out of 10, Exceptional, (40)

Waterfront Wildlife Retreat on the Patuxent River
Waterfront Wildlife Retreat on the Patuxent River
10.0 out of 10, Exceptional, (161)

Modern Waterfront House with amazing views of the ChesapeakeBay!
Modern Waterfront House with amazing views of the ChesapeakeBay!

Historic Annapolis Home 1.5 blocks from center of town.
Historic Annapolis Home 1.5 blocks from center of town.
9.8 out of 10, Exceptional, (35)
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.
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Other property types in Western Shore of Maryland

Fantastic 2 bedrooms apt. Harbor
Fantastic 2 bedrooms apt. Harbor
10.0 out of 10, Exceptional, (1)

Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.
Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.
9.4 out of 10, Exceptional, (23)

One bedroom at Baltimore Covention Ctr
One bedroom at Baltimore Covention Ctr
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.
Recent reviews of Western Shore of Maryland hotels
Recent reviews of Western Shore of Maryland hotels

Historic Inns of Annapolis
5/5 Excellent
From the moment we walked in the door…
"From the moment we walked in the door we were warmly greeted and felt welcome. Once key was in hand we made our way to our beautiful room that was clean ready for us.
The staff gave us excellent dinner recommendations, the walk to the restaurant we chose was lovely, so many fun shops and charming buildings, the location of Historic Inns of Annapolis is perfect.
I highly recommend the Historic Inns of Annapolis and I hope to visit again someday. "
A verified traveler stayed at Historic Inns of Annapolis
Posted 1 day ago
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