TGIF ... Escape to happiness, laughter, and unforgettable moments at The Weekender! This bright and airy 2-bedroom, 2.5-bath vacation farmhouse minutes from Downtown St. Michaels is your haven for...
STRN-23-22Book with us and receive 2 dozen crabs!Come enjoy the quaintness of Claiborne, MD, just 5 minutes from historic St. Michaels, on the beautiful Eastern Shore of MD. Slow your pace and...
Welcome to Sail Cove, a magnificent waterfront retreat nestled on Maryland's Eastern Shore near Easton, where the peaceful Chesapeake Bay region meets luxurious comfort and endless entertainment...
Welcome to the idyllic Skipjack House, your perfect vacation rental retreat nestled in the charming town of St. Michaels. This cozy, single-level home comfortably sleeps six, making it ideal for...
Welcome to an idyllic retreat, nestled in the peaceful town of Neavitt, just a short drive from the charming village of St. Michaels, Maryland. This comfortable 3-bedroom, 2-bathroom renovated...
Cranford on the Miles is an historic waterfront home located on 3+ acres, in St. Michaels, and 1+ mile from the beginning of town. Fully renovated, with WI-Fi, there is a Master Bedroom with king...
Ahoy there, mateys! Prepare to be captivated by this newly renovated 3-bedroom, 2-bathroom vacation rental in Oxford, a true treasure chest of comfort and relaxation. Picture yourself in a...
Summary:Gather your favorite people and escape to a spacious waterfront haven in Royal Oak. From coffee at sunrise on the private dock to evening swims under pastel skies, this home blends...
Charming Waterfront Cottage in St MichaelsBegin your day at Riverview Retreat with a beautiful sunrise and be amazed with a stunning sky at sunset. As soon as you enter this charming cottage you...
TREMEZZO STAY - CHEASAPEAKE MANSIONOur properties are owned, managed, and hosted by us. We deliver personally hosted luxury rentals in St. Michaels, MD. We also own Tilghman Island Inn, a...
The Tilghman Island Point of View is a waterfront property located on Tilghman Island, with a 270-degree water view overlooking both Dogwood Harbor and Harris Creek. Step back in time to experience...
Retreat with family to this quiet and peaceful, 4-bedroom, 2.5-bathroom vacation rental in Trappe, Maryland. Relax on Oxford Beach in the summer or make day trips to Cambridge or St. Michaels....
Relax and absorb the beauty of living on the water at our 23 acre waterfront property on Harris Creek, in between historic St. Michaels and charming Tilghman Island. Our family has lived on this...
Wye Mills is waiting for you at this awesome 1-bedroom cottage. With WiFi, heating, a washing machine, and more, guests can relax in this tranquil space. The cozy atmosphere and convenient...
