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Captain's Watch Vacation Cottage
Waterfront cozy 2 bedroom cottage, screened porch, full kitchen, hot tub, kayak launch, all amenities in the quaint fishing village of Tilghman Island. Free WiFi, gas grill, fish and crab off the doc
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!
Eastern Shore Vacation Rentals
Largest selection of vacation homes in St. Michaels and surrounding areas. Weekly and Weekend vacations, year round. Waterfront homes, private pools and docks, cottages and pet friendly homes.
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.
Tidewater Vacations - Waterfront Rental Homes
Our inventory of vacation homes is on a par with the luxury and comfort offered in the Hamptons. All our exclusive, prestigious waterfront homes have private pools, docks, and some have tennis courts.
Tilghman Island Marina & Rentals
Rent WaveRunners/Jet-Skis, Power Boats, Sailboats, Kayaks, Stand-up Paddleboards, Bikes, Fish/Crabbing Gear. Kayak our scenic nature trails. Free training/certification. Just minutes from St. Michaels
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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.
