Short-Term Rental Rules Tighten in NYC & Chicago—Should You Pivot to 30-Day DSCR Financing?
New enforcement waves are squeezing nightly Airbnb hosts. 30-day “mid-term” rentals—financed with DSCR loans—may be the smarter, regulation-proof play in 2025. 1 | What Just Happened? City 2025 Regulatory Flashpoints Quick Impact on Hosts New York City • Local Law 18 (Short-Term Rental Registration) now fully enforced—platforms must refuse unregistered listings. • “Less-than-30-nights” rule reaffirmed; … Short-Term Rental Rules Tighten in NYC & Chicago—Should You Pivot to 30-Day DSCR Financing?