When I moved one of our short-term listings to a mid-term rental to stay compliant, I focused on attracting travel nurses by partnering with a local hospital's housing coordinator. I added blackout curtains and a dedicated workspace--small touches, but it made the property feel more like home for longer stays. That allowed us to increase occupancy quickly, even at 30+ nights, and avoid a drop in cash flow.
When faced with the short-term rental restrictions, I pivoted by marketing specifically to corporate relocations and targeting professionals on extended work assignments. I adjusted my marketing to emphasize 'executive temporary housing' rather than vacation rentals, and added a flexible lease clause allowing month-to-month extensions after the initial 30 days. This strategy maintained our cash flow because these tenants typically pay premium rates for furnished properties with utilities included, and they tend to extend their stays when properly accommodated.