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| Chesapeake Bay Vacation Rentals |
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Displaying 1 - 10 of 123 Chesapeake Bay Vacation Rentals
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Beds: 4, Baths: 2 - Nights from: $500 USD (House)
Property ID: 286496
The house is located in an old fashioned charming community called Banks O'Dee, on a creek right off the historic Potomac River. The community is very small and quiet, and the neighbors are very friendly!
The house itself is over 3000 square feet... view vacation rental »
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Beds: 4, Baths: 2 - Nights from: $550 USD (House)
Property ID: 139162
Flag Harbor Marina is just a stone's throw from the front porch of this wonderful four bedroom water view home. Come and experience the best of the Chesapeake Bay's fishing, crabbing and water sports; or, just take a short walk to enjoy the mile... view vacation rental »
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Beds: 3, Baths: 1 - Nights from: $1400 USD (House)
Property ID: 357959
Experience the Chesapeake from a waterfront castle. The living area is 1300 sq feet with an indoor walk up/utility area on the first floor. The third floor is unfinished & locked. The layout is open floor plan with kitchen, dining and living room ... view vacation rental »
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Beds: 3, Baths: 0 - Nights from: $700 USD (House)
Property ID: 102015
This contemporary cedar home is lovingly maintained. It includes a glass front view of Chesapeake Bay; cathedral ceiling and a large wrap around deck. Kitchen and downstairs bathroom remodeled June 2005. The home is situated atop a wooded bluff ov... view vacation rental »
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Beds: 3, Baths: 2 - Nights from: $899 USD (Cottage)
Property ID: 277043
Professionally decorated, magnificently renovated private in-town spot on Jenkins Creek leading right into Choptank River. Quick access to nearby towns like Easton, St. Michaels. Site of Ironman Triathlons, national boat races and the Grand Nati... view vacation rental »
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Beds: 1, Baths: 1 - Nights from: $115 USD (Condo)
Property ID: 7028542
Palm trees frame your view from this conveniently located one-bedroom condo overlooking the Pacific Ocean and Ala Wai Yacht Harbor. Enjoy spectacular sunsets and the Hilton's fireworks display on Friday nights from your small lanai! Central AC, ... view vacation rental »
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Beds: 2, Baths: 2 - Nights from: $780 USD (Cottage)
Property ID: 122453
Enjoy the peace and quiet at Flag Harbor, only 1 hour from Washington, DC, or historic Annapolis. Our cute cottage is a 2 minute stroll along the harbor to the large, private beach where you can enjoy fishing, kayaking, walking, swimming, and hunt... view vacation rental »
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Beds: 3, Baths: 2 - Nights from: $220 USD (House)
Property ID: 317287
NEW free high speed wireless internet
**** November Special 1 free night for 3 or more night stay!*** Nov 17-21 last Fall dates available
***.November 2 night weekend rent and cleaning $310 state and local tax $34 - NovemberClassic Eastern Sho... view vacation rental »
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Beds: 2, Baths: 1 - Contact for Pricing (House)
Property ID: 183195
Enjoy beautiful days on the water, either at 'home' crabbing, fishing or swimming from your private 120' dock, or out on the magnificent Chesapeake in your kayak, canoe or boat.
Crisfield is a quiet town, located right on the gorgeous Chesapeake ... view vacation rental »
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Beds: 3, Baths: 2 - Nights from: $1500 USD (House)
Property ID: 242655
Knapp Shack - Experience the ultimate in relaxation. Located in one of Maryland's oldest fishing villages this gorgeous new home offers broad water views of the Knapps Narrows and Chesapeake Bay. Enjoy breathtaking Sunrises and Spectacular Sunsets... view vacation rental »
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