The house and cottages of A Historic St. Michaels Vacation are a group of five fully restored houses of various sizes clustered around the harbor in the heart of St. Michaels. The houses are available year round and can be rented individually.

This 1875 Historic Bed & Breakfast on the harbor in the heart of St. Michaels is nestled on an acre of groundswhere guest can enjoy our tranquil harbor-side ambiance. We invite you to relax and unwind in our beautiful home.

Comfortably designed and furnished, you are sure to be able to unwind and relax throughout your entire stay, from the lobby to the indoor pool to your guest room.

Circa 1880 in-town home, furnished in period style, offers guests the charm of a by-gone Victorian era with 21st Century comfort.

Located on a 58-acre bird sanctuary, this private estate has broad porches, rocking chairs and a pool nestled in six acres of gardens and lawn.

We offer a fully furnished, pet-friendly, two-bedroom waterfront vacation cottage with a full kitchen. Rent by the day, week or month.

Combsberry is a historic 1730 English Country Manor home complete with a Carriage House and Cottage. The 30 acre waterfront Inn is an exclusive lifestyle destination located on the outskirts of Oxford, near St. Michaels and Easton, MD. Combsberry is a picturesque drive from Washington, D.C. and less than two hours from Baltimore and Philadelphia.

Our Cygnet Cottage vacation rental is a charming two and one half bedroom cottage (2 full beds, and one twin) with a working fireplace, full kitchen and screened front porch.

Welcome to Days Inn Easton hotel. Our pet-friendly hotel near the Chesapeake Bay Maritime Museum blends great value with all the comforts of home.

The Dr. Dodson House B&B is a circa 1799 historic home in the heart of the residential historic district in St. Michaels, one house from the harbor and five houses off the main street. Each guest room is beautifully appointed, some with working wood burning fireplaces.