Maryland Vacation Rentals by Owner.These resources should help you find the perfect vacation rental in Maryland that suits your preferences.Specializing in Maryland's Eastern Shore, they offer a curated selection of properties, from historic cottages to waterfront homes.This platform offers over 300 vacation rental homes and condos throughout Annapolis and Ocean City, MD, including pet-friendly options.Airbnb features unique stays hosted by local owners, ranging from cottages to cabins.Vacasa provides professionally managed vacation rentals in Maryland, including lakefront homes and cabins with amenities like hot tubs and fireplaces.Maryland Vacation Rentals by Owner.