Find a vacation rental home in Chesapeake Bay Maryland for your vacation. Stay at one of our rustic cabins, cozy cottages, or authentic condos in Chesapeake Bay Maryland. We have everything from large rental homes to small villas. Rent for a weekend, week, month, or entire season! Vacation rentals are great accommodations for families and large groups. Enjoy the convenience of a full kitchen and save money by eating in. Living like the locals at a vacation rental assures you an authentic travel experience. Browse our vacation rentals in Chesapeake Bay Maryland and plan your vacation today!