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- Cozy Retrreat Near the BayAnnapolis
- Adorable 2-bedroom bungalow near Easton, DentonDenton9.5
- Riverfront Denton Estate on 7 Acres with Fire Pit!Denton
- Rock Hall Retreat with Balcony Near Park and Marina!Rock Hall
- Seize the Bay - iTrip AnnapolisStevensville
- BeachcomberStevensville
- Winchester Creek EstateGrasonville
- Pier Pleasure Retreat- Waterfront & Private Pier
- Brampton 1860Chestertown9.6
- Haven Point InnRock Hall9.3
- 2 Mi to Sandy Point State Park Home with Deck!Annapolis
- Twin Ponds LodgeCentreville
- Peaceful Queenstown Home with Deck and Grill!Grasonville9.5
- Blake House Historic Estate with Private InnCentreville10.0
- Annapolis Charm Waterfront Getaway Near USNA - FISH & CRAB from your PRIVATE PIER!Annapolis9.8
- Caribbean Themed Pool Home - 25 min to USNAStevensville
- Captain’s Quarters - unique home on Corsica River!Centreville9.4
- Hyatt Place Kent Narrows And MarinaGrasonville9.1
- Bayside cottage steps from the harborRock Hall5.0
- Waterfront Millington Vacation Rental with Hot Tub!
- Pet-Friendly Home on Chester River with Dock!Chestertown
- Inn at Osprey PointRock Hall9.4
- Wades Point Inn on the BaySaint Michaels9.0
- Carriage House Hideaway In Center of ChestertownChestertown9.7
- Best Western Denton Inn9.4Denton
- Grasonville Home with Private Pool on the WaterGrasonville9.4
- A Shore Thing
- Comfort Inn & Suites Chestertown7.9Chestertown
- Hilton Garden Inn Kent Island Marina8.2Grasonville
- Driftwood Inn5.1Chestertown
- Quality Inn7.6Grasonville
- Waterfront Annapolis Home Fire Pit and Fishing PierAnnapolis9.8
- Gorgeous Creek Side Ranch-Style Estate With DockGrasonville
- Walk to Lake and Boat Ramp Central Gem in AnnapolisAnnapolis
- Relaxation Haven near Choptank River - Self CateringGreensboro
- Best Western Kent Narrows Inn7.8Grasonville
- The Inn at Chesapeake Bay Beach Club8.9Stevensville
- Inn at Huntingfield Creek9.4Rock Hall
- Holiday Inn Express Annapolis East-Kent Island by IHG8.9Grasonville
- Kent Island ResortStevensville8.9
