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How We Ran Our Short-Term Rental Business While Traveling to All 50 States

386 views· 26 likes· 10:09· Mar 11, 2026

We just spent months traveling to all 50 states with our kids… while still running our short-term rental business remotely. In this video we’re breaking down how that actually worked behind the scenes. A lot of people assume you have to be physically present to operate short-term rentals, but the truth is that with the right systems, tools, and team in place, you can run a hospitality business from anywhere. While we were on the road filming our 50-State Family Road Trip series, our properties were still hosting guests, turning over, and operating just like normal. In this video we talk about: • The systems we rely on to manage our rentals remotely • How we handle guest communication while traveling • The automation tools that keep everything running smoothly • Why short-term rentals are not actually passive (and what people get wrong about that) • The mindset shift that allows owners to step away without everything falling apart If you're building a short-term rental business and want the freedom to travel or spend more time with your family, creating strong systems from the start is the key. Short-term rentals will never be completely hands-off - but with the right structure, they can give you a lot more flexibility than most businesses. Subscribe for more behind-the-scenes insights from our short-term rental business and our 50-state travel series. Follow our journey: https://www.youtube.com/playlist?list=PL3COAQX1fgflzyLlcirTAJnCsR8w_cp6R Instagram: https://www.instagram.com/kyleeandsteven

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