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Maryland Vacation Rentals: Cottages, Waterfront Houses, and Luxury Homes

Check out the category groups below to find your next Eastern Shore vacation rentals in Maryland! Located in and around the St. Michaels’ area. Our vacation rentals are great opportunities for exploring, adventure and relaxing. Enjoy breathtaking scenic views of the bay, hot tubs, fire pits, and beautifully cared for properties. We offer a complete selection of vacation rentals including Maryland waterfront rentals with breathtaking views cozy cottages, and large family estate properties. Whether you are traveling as a couple, small family or large group we have the perfect vacation rental for your Maryland getaway.

Guests often take advantage of nearby fishing and crabbing holes as well as the area beaches and attractions. Whether you are looking to get outdoors, see the nearby towns, or spend the days on the sand, our wide variety of vacation rentals offer great amenities and features you’ll enjoy during your trip.