Vacation Rentals

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$1,400 Single-Family Home , 3 Beds 2.5 Baths 1400 Sq. Ft.
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5887 Tilghman Island Rd
MD, 21671


Dogwood Harbor is the last working 'Waterman's Harbor' on the Chesapeake Bay where the watermen go out daily for crabs, oysters and the bounty of the Bay. View the last remaining 100 yr old oyster sailing fleet, "Skipjack" from your many balconies.  From the 900 sq. feet of decks on two levels you can see broad expanses of Harris Creek and the Choptank River. Fishing, sailing and lighthouse touring trips are available. Many activities from fine dining, to shopping, to crabbing ,kyaking, biking nearby or just relax & watch the boats go by. There are boats readily available for touring & fishing. The sailing Skipjack, the Rebecca Ruark, and her Capt provide extraordinary tours from the Harbor.  At Harrison Chesapeake House, 300 yards away, you can go charter fishing  for striped bass (rock fish), blue fish & more. Dogwood Harbor has been designated a Scenic Gateway by Talbot County, Maryland and the US Park Service.

We are Pet Friendly, with a dog run, accessed from all decks. (Small non-refundable pet deposit required.)  A dock is available and WIFI.


Last Updated:September 6, 2011

$1,650 Single-Family Home , 2 Beds 2 Baths
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6747 Holly Woods Road
Sherwood, MD 21665


Overlooking Dun's Cove with 220 ft of bulkheaded shoreline is this sophisticated, comfortable, custom-built home tucked away on an exceptionally private. 2.7 wooded acres.  Enjoy its wrap around deck that's great for relaxing and savoring the spectacular view.  Dock your boat with confidence in the fully equipped guest slip of this property's new pier (6' MLW).  The house is decorated in a smart and harmonious blend of contemporary and local antique furnishings.  High speed internet access, fax and printer provided.  Pets upon approval.  $100 pet fee.


Last Updated:July 31, 2009

$1,500 Single-Family Home , 3 Beds 2 Baths
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21320 Sinclair Ave
Tilghman, MD 21671


Recently updated 3 bedroom, 2 bath home sitting along the Chesapeake Bay.  Air conditioning, color TV, VCR and modern fully equipped kitchen make it complete.  Great room with massive stone fireplace opens to a roomy enclosed porch overlooking the Bay.  A large yard for the kids or family pet to roam in leading down to the dock.  Sailing, boating, golf and bicycling facilities nearby.  Bayshore fishing form your front yard or charter fishing with 1/2 mile.  Fantastic sunsets.  Gourmet restaurant within walking distance.

Pets Accepted on case by case basis.  Pet fee required.


Last Updated:November 15, 2010

$1,600 Single-Family Home , 3 Beds 2 Baths
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5816 Tilghman Beach Drive
Tilghman, MD


Enjoy the open floor plan of this 2 story Dutch Colonial overlooking the Chesapeake Bay.  Waterside deck, enclosed sun porch and a screened gazebo offer enjoyable retreats for extra fine relaxing.  Watch the Bay's activities by day and witness magnificent sunsets in the evening.  Step out of the door to fish or crab from our new dock.  Pets allowed upon approval.  $100 pet fee.


Last Updated:March 21, 2011

We found 4 matching listings.