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Where To Stay
Old Brick Inn
An elegant 20-room boutique hotel in the heart of St. Michaels. We feature wine tastings, a beautiful courtyard to relax in and a delicious gourmet breakfast to start your day!An elegant 20-room boutique hotel in the heart of St. Michaels. We feature wine tastings, a beautiful courtyard to relax in and a delicious gourmet breakfast to start your day!
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.
The Oaks
Located on an inlet of the Chesapeake Bay, minutes from St. Michaels, The Oaks offers spacious guest rooms, extraordinary waterfront event facilities, renowned cuisine and detail oriented service.Located on an inlet of the Chesapeake Bay, minutes from St. Michaels, The Oaks offers spacious guest rooms, extraordinary waterfront event facilities, renowned cuisine and detail oriented service.
Parsonage Inn
Historic 8 room Victorian B&B Inn across from entrance to Ches. Bay Maritime Museum. Full breakfast plus tea/coffee/cookies 4-5pm. See our web site for more info. Check out our Winter specials!.Historic 8 room Victorian B&B Inn across from entrance to Ches. Bay Maritime Museum. Full breakfast plus tea/coffee/cookies 4-5pm. See our web site for more info. Check out our Winter specials!.
Knapps Narrows Marina & Inn
Full service marina with easy docking on our 1000' floating dock
and 20 room inn overlooking picturesque waterway out to the Chesapeake Bay. Restaurant. Pool. Wifi. Meeting Rooms. Fuel Dock.Full service marina with easy docking on our 1000' floating dock
and 20 room inn overlooking picturesque waterway out to the Chesapeake Bay. Restaurant. Pool. Wifi. Meeting Rooms. Fuel Dock.George Brooks House B&B
The George Brooks House is a comfortable bed and breakfast in St. Michaels, Maryland on 8 acres just 1/2 mile outside of town. The setting is pastoral and much quieter than inns in town.The George Brooks House is a comfortable bed and breakfast in St. Michaels, Maryland on 8 acres just 1/2 mile outside of town. The setting is pastoral and much quieter than inns in town.
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.
Hambleton Inn Bed & Breakfast, LLC
The Waterfront Hambleton Inn Bed & Breakfast is located on the waterfront in the small, quaint, historic town center of St. Michaels, Maryland.The Waterfront Hambleton Inn Bed & Breakfast is located on the waterfront in the small, quaint, historic town center of St. Michaels, Maryland.
Lowes Wharf Marina Inn
Join Lowes Wharf Marina and Inn and enjoy spectacular sunsets on the Chesapeake Bay! Waterfront accommodations, restaurant, marina, kayaks and beach.
Join Lowes Wharf Marina and Inn and enjoy spectacular sunsets on the Chesapeake Bay! Waterfront accommodations, restaurant, marina, kayaks and beach.
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 Inn
The Tilghman Island Inn is a luxurious, boutique hotel with 20 rooms, featuring a gourmet waterfront restaurant, lounge, and private docks – all in a relaxing atmosphere.The Tilghman Island Inn is a luxurious, boutique hotel with 20 rooms, featuring a gourmet waterfront restaurant, lounge, and private docks – all in a relaxing atmosphere.
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.
Wades Point Inn
An historic country waterfront Bed and Breakfast Inn, with sweeping views of both the Chesapeake Bay and the Eastern Bay ~ beautiful Sunrises and Sunsets ~ only 5 minutes from St Michaels.An historic country waterfront Bed and Breakfast Inn, with sweeping views of both the Chesapeake Bay and the Eastern Bay ~ beautiful Sunrises and Sunsets ~ only 5 minutes from St Michaels.
Victoriana Inn
Spectacular water views abound in this grand historic home on the harbor, in the heart of St. Michaels.
7 rooms each individual in character with old world charm, antiques and modern conveniences.Spectacular water views abound in this grand historic home on the harbor, in the heart of St. Michaels.
7 rooms each individual in character with old world charm, antiques and modern conveniences.Black Walnut Point Inn
A secret place of peace, Black Walnut Point Inn is a unique six acres of gardens and lawn surrounded by the Chesapeake Bay. The sanctuary's wind and waves restores what is robbed by everyday life.A secret place of peace, Black Walnut Point Inn is a unique six acres of gardens and lawn surrounded by the Chesapeake Bay. The sanctuary's wind and waves restores what is robbed by everyday life.
Wylder Tilghman Island
The Wylder Hotel Tilghman Island, located on a 3-mile island on the Chesapeake Bay, is a remake of an iconic property. It is an all-season escape that honors hardworking fisherman of yesteryear.The Wylder Hotel Tilghman Island, located on a 3-mile island on the Chesapeake Bay, is a remake of an iconic property. It is an all-season escape that honors hardworking fisherman of yesteryear.
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.
St. Michaels Harbour Inn & Marina
St. Michaels Harbour Inn, Marina & Spa is a full-service resort situated right off the Miles River in the Eastern Shore resort town of St. Michaels, Maryland.St. Michaels Harbour Inn, Marina & Spa is a full-service resort situated right off the Miles River in the Eastern Shore resort town of St. Michaels, Maryland.
Log Canoe Inn
Waterfront nineteenth-century inn on the St. Michaels Harbor.Waterfront nineteenth-century inn on the St. Michaels Harbor.
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!
St. Michaels Inn
Comfortable Rooms, Free Breakfast, Convenient Location and an Affordable Price. Outdoor pool, & pet-friendlyComfortable Rooms, Free Breakfast, Convenient Location and an Affordable Price. Outdoor pool, & pet-friendly
Inn at Perry Cabin
Tucked along a private corner of the Chesapeake Bay, Inn at Perry Cabin and its award-winning restaurant STARS remain the only Forbes-rated destinations on the Eastern Shore.
Tucked along a private corner of the Chesapeake Bay, Inn at Perry Cabin and its award-winning restaurant STARS remain the only Forbes-rated destinations on the Eastern Shore.
The Wildset Hotel
The Wildset Hotel sits on idyllic North Talbot Street in St Michaels on the Chesapeake Bay. Composed of four nineteenth-century renovated buildings, each pays homage to the town?s heritage.The Wildset Hotel sits on idyllic North Talbot Street in St Michaels on the Chesapeake Bay. Composed of four nineteenth-century renovated buildings, each pays homage to the town?s heritage.