At Clear Trail Properties, we’re more than just property managers, we’re your neighbors, guides, and go-to people for an unforgettable stay.
We’re a small, dedicated team based in Wisconsin and Northern Michigan who live in — and love — the same communities you’re here to explore. We’ve walked the trails, paddled the lakes, and sipped coffee at the local spots. So when we say we know the area, we mean it.
We started Clear Trail with a simple mission:
"To deliver exceptional property care and guest experiences through meticulous attention to detail, ensuring every stay feels effortless and every property is protected, maintained, and elevated."
That means no cut corners, no corporate coldness, and no guesswork. Just real homes, real care, and real people behind every stay.
Founders of Clear Trail Properties, Buck and Ashley are passionate about creating vacation homes that are warm, welcoming, and worry-free.
What started as a personal investment in 2018, quickly grew into a mission: deliver better stays through better hospitality. They’re proud to lead a team that cares about every guest, every home, and every experience.
Today they have grown to more than 40 units across 5 different markets. "We are so incredibly proud of the amazing company we have built."
Sheena ensures that every stay runs smoothly — from your check-in to your final day. She’s the friendly voice behind guest messages and the detail-driven force that helps deliver the 5-star experience Clear Trail is known for.
Cleanliness is the foundation of trust. Roxette leads our cleaning operations with consistency, care, and high standards. Thanks to her, our homes are spotless, fully stocked, and always guest-ready.
Chantel brings visual life to our properties — from listing photos to online presence. Her creative touch helps each Clear Trail rental shine and stand out to future guests.
Uros monitors the data so you don’t have to. With a keen eye on market trends, pricing, and availability, he ensures our homes are competitively priced and fully booked — without sacrificing guest experience.
Katelyn helps bring new cohosts and properties into the Clear Trail family. Her onboarding process ensures each home meets our standards and that cohosts feel supported, informed, and ready for success from day one.
“We love what we do because it brings people together — families reconnecting, couples unwinding, friends making memories. If we can make your trip a little smoother, a little cozier, or a little more special — we’ve done our job.”
We can’t wait to host you.
– The Clear Trail Properties Team
CraftedStays
