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Oshkosh, WI
Challenging To Investors
Local STR Agent
Local STR Agent

Yes, short-term rentals are explicitly allowed in Oshkosh, Wisconsin with proper licensing and permits. The City of Oshkosh has established a comprehensive regulatory framework that permits short-term rentals while ensuring compliance with health, safety, and community standards.
Under Wisconsin state law and City of Oshkosh ordinances, short-term rentals are defined as residential dwelling units offered for rent for fewer than 29 consecutive days. Property owners must obtain multiple permits and licenses from state, county, and city authorities to operate legally.
Oshkosh hosts earn a median $19,741/year with $229 ADR and 43% occupancy.
Top performers pull in $34,340+ per year.
See the full Oshkosh market breakdownPre-Application Preparation
State-Level Licensing
County Health Requirements
City Applications
Ongoing Compliance
Wisconsin Tourist Rooming House License (TRH)
Wisconsin Seller's Permit
Winnebago County Tourist Rooming House License
Short-Term Rental License
Room Tax Permit
For City Application:
For State DATCP License:
Operational Limits:
Property Standards:
Safety Requirements:
Operational Restrictions:
Management Requirements:
Display Requirements:
Winnebago County Health Department Requirements:
State Definition:
State Licensing:
City of Oshkosh Room Tax:
Sales Tax:
Tax Collection Methods:
Exemptions:
Reporting Requirements:
Note: Town of Oshkosh has separate regulations from City of Oshkosh. Property location determines applicable jurisdiction.
Town Requirements:
Department of Community Development
Finance Department
City of Oshkosh
Winnebago County Health Department
Wisconsin Department of Agriculture, Trade and Consumer Protection (DATCP)
Wisconsin Department of Revenue
City of Oshkosh Police Department
City of Oshkosh Inspection Division
City of Oshkosh Official Documents:
Town of Oshkosh Regulations:
News Coverage:
State Resources:
Annual Renewals:
Record Keeping:
Enforcement:
Professional Recommendations:
This comprehensive regulatory framework ensures short-term rental operations in Oshkosh maintain high standards for guest safety, neighborhood character, and community benefit while providing opportunities for legitimate investment returns.
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Oshkosh is a mid-sized city in eastern Wisconsin, serving as the county seat of Winnebago County. With a population of roughly 66,000 to 70,000, it sits at the point where the Fox River widens into Lake Winnebago, and it carries the easygoing character of a Great Lakes town that mixes industrial heritage with lakefront leisure. Oshkosh is internationally known as the home of EAA AirVenture, the Experimental Aircraft Association's annual fly-in convention that draws hundreds of thousands of aviation enthusiasts every summer, and it is also recognized as the headquarters of the Oshkosh Corporation, the specialty vehicle manufacturer. The city lies about 90 miles northwest of Milwaukee and roughly 200 miles north of Chicago, making it a convenient stopover or base for travelers exploring the broader Fox River Valley and the lake country of east-central Wisconsin.
The EAA Aviation Museum is one of the city's marquee year-round attractions, showcasing more than 200 historic aircraft, exhibits on the history of flight, and a hands-on discovery area for younger visitors. Located right at Wittman Regional Airport on the south side of the city, it is just a few minutes' drive from downtown Oshkosh and operates as the permanent companion to the famous summer fly-in.
Just to the west and north of the city stretches Lake Winnebago, the largest lake entirely within Wisconsin, covering roughly 137,000 acres. The shoreline offers public launches, small sandy beaches, walleye and sturgeon fishing, and miles of boating routes, and the ice-fishing shanties that appear each winter have become a regional tradition in their own right.
Within the city itself, the Paine Art Center and Gardens occupies a Tudor-style mansion and surrounding botanical gardens in a residential neighborhood just a short drive west of downtown. The property hosts rotating art exhibitions, decorative arts displays, and seasonal garden walks that draw both local residents and visitors passing through the Fox Valley.
A short drive north of Oshkosh, the Fox River continues toward the city of Green Bay and the broader Door County peninsula, while heading south along the lake leads to the smaller communities of Fond du Lac and, beyond them, Milwaukee's lakefront attractions.
Oshkosh makes a compelling base for short-term rentals because it offers something for nearly every season: the once-a-year spectacle of EAA AirVenture, year-round aviation and art museums, the open water and ice of Lake Winnebago, and easy road access to both the Green Bay area and the Milwaukee–Chicago corridor, all wrapped in a walkable, mid-sized Midwestern city with a steady rhythm of regional visitors.
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