Oxford Vacation Rentals


Oxford is a former colonial port and one of the oldest towns in America. Located near the mouth of the Tred Avon River, Oxford is a charming tree-lined waterfront village with a long maritime history and has maintained its quiet historic charm. With several marinas, you can relax and enjoy the fresh air and summer breezes while watching the sailboats coming and going.

Step back in time

Morris Street is a scenic street that runs through the center of town, lined with original homes with white picket fences. The village park displays beautiful sunsets over the Tred Avon River. Across from the park is the Oxford Museum. Step back in time to the 1600’s and learn about the historic life of the town. Oxford Custom House is an exact replica of the first customs house in the US. A tiny one-room building steeped in history of the colonial days past. The Scottish Highland Creamery is a must for ice-cream lovers. Located in a historic building, with over 600 flavors to choose from, there is a treat for every visitor. Stop by the nearby Robert Morris Inn, built in the 1700’s by ships’ carpenters with wooden pegged panelling and hand hewn beams. Step back 300 years as this historic building welcomes you. The Oxford Cemetery sits on the outskirts of town and is worth a visit if only for the view.

Explore the Outdoors

Oxford is not known as a beach town but there are two small beaches, perfect for watching the beautiful sunsets across Chesapeake Bay. The terrain is excellent for cycling. The triangle of the three towns Easton, Oxford and St Michaels is a popular cycling route for both novice and advanced cyclists. There are plenty of outdoor sports to enjoy, cycling, kayaking, hunting and fishing.

A must do is the short ferry ride across the water to explore the town of St Michaels. Nearby Tilghman Island is worth a visit, off the beaten path at the end of the peninsula near St Michaels.