Places to Stay

A Historic St. Michaels Vacation

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.

  • 703-732-2073
  • St. Michaels 21663

Eastern Shore Vacations, LLC

Discover the quiet side of Maryland’s Eastern Shore and escape the hustle and bustle of a beach vacation! Sunrises and sunsets, miles of pristine shoreline, sophisticated small town charm and family friendly fun. With an Eastern Shore Vacation, you can enjoy it all from the comfort of your very own private Chesapeake Bay waterfront retreat. Here, where the pace is peaceful and nature abounds, you can experience simple pleasures with family and friends.

  • 410-770-9093
  • Easton, MD 21601

Tidewater Vacations

Tidewater Vacations has taken “vacation rental homes” to the next level.

Offering full concierge service while you are staying in one of our waterfront vacation rental homes, which are located near St. Michaels, in Talbot County on the Eastern Shore of the Chesapeake Bay.

  • 443-786-7220 or 410-745-5255
  • St. Michaels, MD 21663