Performance indicators for the Sheboygan short-term rental market based on reliable data.
Listings
Reliable / Active
Cap Rate
Middle-Earners Gross Yield
Revenue
Middle-Earners Revenue
Occupancy
Middle-Earners Occupancy
Home Value
Median Home Sale Price
Top Earners
Top-Earners Revenue
The highest-performing listings in Sheboygan.
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Generally Investor friendly
STRs are explicitly permitted citywide with a clear path to operate, but require layered licensing (state TRH, county lodging, city room tax, plus municipal licenses where applicable), multiple inspections and moderate fees totaling several hundred dollars upfront and annually. The state’s 180‑day minimum is a manageable constraint and there’s no strict local cap, making compliance a known process rather than prohibitive.
Local STR Agent
STR specialist · Sheboygan, WI
Sheboygan () is a city in and the county seat of Sheboygan County, Wisconsin, United States. The population was 49,929 at the 2020 census. It is the principal city of the Sheboygan, Wisconsin Metropolitan Statistical Area, which has a population of 118,034. The city is located on the western shore of Lake Michigan at the mouth of the Sheboygan River, about 50 miles (80 kilometers) north of Milwaukee and 64 mi (103 km) south of Green Bay.