Tax planning for short-term rental owners is becoming more complex, and the decisions made in 2025 and 2026 can have long-lasting financial consequences. In this recent member-only Zoom session, John Woerful, CFP®, of Northwestern Mutual, and Jake Calawerts, CPA, of CliftonLarsonAllen, provide practical guidance…
HomeHosts.org Door County’s strength lies in its ability to welcome people in every season while remaining true to itself. Visitors come for the shoreline, the seasons, and the sense of space that is harder to find elsewhere. Short-term rentals play…
“During the next six months, how is your personal financial situation impacting your travel plans?” 🌟 Thank You for Joining Our Webinar with Julie Gilbert Home Hosts experienced record attendance at our most recent Members-Only Forum, featuring Julie Gilbert, President…
On Tuesday, September 16, 2025, at 5 PM CT, members of Home Hosts had the opportunity to engage in an insightful Zoom discussion with Julie Gilbert, President & CEO of Destination Door County (DDC). To learn more about proven methods…
Home Hosts News September Home Hosts Webinar: Impact of Projected Economic Trends on your Bookings Tuesday, Sept. 16, 2025, at 6 PM CT, Julie Gilbert, President & CEO of Destination Door County (DDC), will join Home Hosts members for an interactive Zoom discussion about:…
Home Hosts News Your STR Journey Doesn’t Have to Be Solo Short-term rentals are more than properties—they’re homes, stories, and part of what makes Door County thrive. As towns across the peninsula revisit policies, having a steady, informed voice at…
Home Hosts News ☀️ Significant Win for STRs in Door County! Thank you to the many Home Hosts members who have been active in promoting the fair application of STR regulations and challenging towns when licensing has been inappropriately denied. …
Home Hosts News Welcome Spring with a Stronger Hosting Community! Good Morning Friend, We hope this message finds you well and that you’re enjoying a fresh start to spring! As the season of renewal begins, it’s the perfect time to…
In this newsletter, we cover permit reminders and FAQs, tax savings, local regulatory updates, tips for hosting around big events like the NFL draft, and more.
Several property owners are challenging the village’s strict short-term rental regulations in court—and a recent decision means the case will move forward.