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Vacation Rentals
Flaneur Vacations
Flaneur’s portfolio includes a diverse range of vacation homes available for discerning travelers looking to join us here on the shore. Each property offers a different experience.Flaneur’s portfolio includes a diverse range of vacation homes available for discerning travelers looking to join us here on the shore. Each property offers a different experience.
Lucky Ducks Rental Studio
Lucky Ducks Studio is a fully renovated furnished studio in the heart of St. Michaels on Talbot Street in the historic 1850?s McMillian House.Lucky Ducks Studio is a fully renovated furnished studio in the heart of St. Michaels on Talbot Street in the historic 1850?s McMillian House.
Grandview Cottages
Charming cottages and 4 bedroom main house on Broad Creek about 5 miles from town. In-ground pool and waterfront access for crabbing with 14' rowboats for guest use. Available all year.Charming cottages and 4 bedroom main house on Broad Creek about 5 miles from town. In-ground pool and waterfront access for crabbing with 14' rowboats for guest use. Available all year.
Log Canoe Inn
Waterfront nineteenth-century inn on the St. Michaels Harbor.Waterfront nineteenth-century inn on the St. Michaels Harbor.
Tremezzo Stay
Tremezzo Stay features three luxury vacation rentals located on Maryland's Eastern Shore. Brandon and Marissa have always shared a passion for travel, home renovation, decor - and Italian food! SoTremezzo Stay features three luxury vacation rentals located on Maryland's Eastern Shore. Brandon and Marissa have always shared a passion for travel, home renovation, decor - and Italian food! So
Tilghman Island Marina & Rentals
Rent Powerboats, Sailboats, Kayaks, Bikes, Fish/Crab Gear. Kayak our scenic inland water trails or checkout the Bay. Boat operation training/certification. Water tours. Just minutes from St. Michaels.Rent Powerboats, Sailboats, Kayaks, Bikes, Fish/Crab Gear. Kayak our scenic inland water trails or checkout the Bay. Boat operation training/certification. Water tours. Just minutes from St. Michaels.
Chesapeake Bay Real Estate -Plus LLC-
Chesapeake Bay Real Estate Plus - Dawn Lednum Owner/Broker. The Biggest, Little Office in St. Michaels! We ARE your local realtors. Let us show you what's for sale! You're Going to Love It Here!Chesapeake Bay Real Estate Plus - Dawn Lednum Owner/Broker. The Biggest, Little Office in St. Michaels! We ARE your local realtors. Let us show you what's for sale! You're Going to Love It Here!
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Upcoming Events
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St. Michaels, Tilghman and the Bay Hundred area have a wide range of lodging options to suit every taste and budget. Find the perfect place to fit your needs here.
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Nothing says Chesapeake Bay like a steaming pile of locally caught Maryland blue crabs, and our restaurants are serving the Chesapeake Bay's bounty, from steamed crabs and crab cakes to sweet soft shell clams and fresh rockfish. Find the perfect restaurant here.
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St. Michaels offers shopping galore, with an eclectic range of shops, including jewelry, clothing and home decor, galleries and more! Stop by one of the many tasting rooms, offering specialty foods and locally made libations. Find our unique shops here.
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Whether you're an experienced kayaker, a day-tripping boater, a sailing novice, a history buff, an avid fisherman, or anyone else who yearns to spend some time on the water, you will find something to do in St. Michaels and Tilghman Island. It's time to get out on the water and enjoy the outdoors! Find your boating options here.