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Freeport, IL
Generally Investor Friendly
Local STR Agent

Short-term rentals are currently allowed in Freeport, Illinois. The city has an established licensing and registration framework in place for vacation rentals. Most recently, in October 2025, the Freeport City Council rejected a proposed ordinance (2025-58) that would have eliminated short-term rental operations from single-family residential zones (R-1 through R-4), preserving the ability to operate STRs in these traditionally residential areas.
The city operates under a licensing-based system that requires registration, with regulations focused on owner accountability and basic operational standards. While recent incidents have prompted discussions about enhanced safety measures, Freeport currently maintains a permissive regulatory environment compared to many other municipalities.
Complete the City Application
Submit Required Documentation
Obtain Approval
Ongoing Compliance
Licensing Documents:
Permits and Approvals:
Compliance Documentation:
Airbnb Requirements:
Vrbo Requirements:
Platform Contact Information:
Current Licensing Framework:
Recent Regulatory Activity (2025):
Failed Restriction Ordinance:
Amendments to STR Ordinance (Previous):
Operational Standards:
Current Status:
Safety and Public Safety Context:
General Business Framework:
State-Level Considerations:
City Clerk's Office (STR Licensing)
City Hall General Contact
Community Development Department
Emergency Contact:
Non-Emergency Contact:
Chief Chris Shenberger:
County Board Member (District E) - Lynette Williams
County Board:
Primary Application and Documentation:
City Council Meeting Documentation:
News Coverage:
State Framework:
Platform Background Check Policies:
Permissive Environment: Freeport currently maintains a business-friendly approach to short-term rentals, with recent council action rejecting attempts to restrict STR operations in residential zones.
Established Process: The city has a functioning licensing framework with clear application requirements, making the regulatory environment predictable for new entrants.
Growth Opportunity: Limited existing STR inventory suggests potential market opportunity, though recent safety incidents may prompt future regulatory changes.
Community Relations: Given active council discussions and recent safety concerns, maintaining positive community relationships and exceeding minimum standards is advisable for long-term success.
Regulatory Monitoring: Stay informed about council meetings and proposed amendments, as the regulatory environment may evolve in response to community concerns or safety incidents.
Compliance Priority: Ensure full compliance with existing licensing requirements, insurance matching ownership, and all city ordinances to avoid enforcement issues and maintain operation status.
This guide represents current regulations as of late 2025. Given the active legislative environment around STRs in Freeport, investors should regularly monitor city council meetings and regulatory updates to remain compliant with evolving requirements.

Freeport is the county seat and largest city of Stephenson County, Illinois, United States. The population was 23,973 at the 2020 census, and the mayor of Freeport is Jodi Miller, elected in 2017. Freeport is known for hosting the second Lincoln-Douglas debate of 1858, and as "Pretzel City, USA", due to a popular local German bakery that became well known for its prolific pretzel production after it opened in 1869. Freeport High School's mascot is the Pretzel to honor its heritage.
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