Performance indicators for the Leonardtown short-term rental market based on reliable data.
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The highest-performing listings in Leonardtown.
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Generally Investor friendly
Short-term rentals are permitted in Leonardtown with a clear multi-step licensing path that includes multiple permits and safety inspections; the process is moderately complex but supported by an established framework and straightforward taxes, with no explicit caps identified.
Local STR Agent
STR specialist · Leonardtown, MD
Leonardtown is a town in and the county seat of St. Mary's County, Maryland, United States. The population was 4,563 at the 2020 census. Historic Leonardtown includes both a large public high school and a public middle school Leonardtown Middle School as well as a Catholic high school and an elementary school Leonardtown Elementary School, offices of the county government, and St. Mary's Hospital which serves the healthcare needs of the county. The College of Southern Maryland maintains a growing satellite campus within city limits, including an aquatic center. An upscale home development located in the Breton Bay area is just outside town, notable for both its country club golf course and swimming pool. Leonardtown's population has grown significantly since 1990 as a result of the town's proximity to Patuxent River Naval Air Station and the Washington metro area.