St. Michaels is a beautiful and historic maritime town located in Talbot County, Maryland.  Rich in history and heritage, there is plenty to see and do and even more to experience!  St. Michaels is also known for its fine dining, unique shops and recreational opportunities. 

Welcome to St. Michaels Vacation!

We offer waterfront vacation rentals in St. Michaels, Maryland. We have carefully selected our waterfront vacation rentals in the St. Michaels area to maximize your Eastern Shore experience and bring you the best waterfront views possible! Our properties are great for family vacations, romantic getaways, or for recreational experiences!


Things to Do

Miles River Retreat

Announcing Miles River Retreat! We are now offering for the first time the chance to accommodate large groups and families. Contact us today to learn more about how you and your group can get a true Eastern Shore vacation experience at our Miles River Retreat properties!

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