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Your Perfect Getaway Starts Here

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Book beautiful, fully equipped vacation rentals in Wisconsin & Northern Michigan — where comfort, cleanliness, and convenience meet.

We are only satisfied with the best. From unbeatable locations to astonishing interior design, we consider every detail when it comes to selecting our luxury vacation rentals.

More Than a Stay — It’s a Clear Trail Experience!

At Clear Trail Properties, we believe every trip should feel effortless. That’s why our homes are clean, thoughtfully stocked, and located in stunning destinations across Wisconsin and Northern Michigan. Whether you’re escaping for a weekend or settling in for a longer stay, we’ve got your comfort covered.

Golf Lover?

Want to be minutes from the famous Sand Valley Golf Course?

Is the Lake calling your name?

If the lake is calling you, come stay with us!

Northwoods Adventures

The northwoods of Wisconsin and northern Michigan are breath taking.

What Guests Love About Us

Very happy with our visit. Had a great weekend skiing at Granite Peak which was 7 min away and we could see the ski trails lit up at night from the chalet. We all fit comfortably and were able to make some meals while there as well. Clean and modern home. Layout is nice for our two families traveling together. Easy to check in and felt like a peaceful street. Would recommend!

Aleah S.

Wausau Chalet,

Fully equipped kitchen with modern appliances - perfect for home-cooked meals during your stay.

Great cozy spot. Dog friendly which was fantastic for our sweet pup. No complaints. The grocery store is 1 minute away so easy to pick up food for our stay. Thank you!

Jennifer H.

Tiny Pines Cottage Getaway,

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We enjoyed the SISU shack very roomy quiet and clean. Well worth the value.

Michael H.

The SISU Shack-Traveling Professionals,

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House was as described with basics provided for use. House could fit 8 people, but the driveway in the winter time with the snow was tight for 2 trucks with snowmobile trailers. It was a very icy weekend, but salt and a shovel were provided on the porch for use. Everything was clean when we arrived, and looked just like the photos. We had close enough access to the trails to ride our snowmobiles from the house without issue.

Gary J.

Tiny Pines Cottage Getaway,

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Our family loved staying here and it was convenient being located close to the arenas. Super clean and decorated so cute with an extra bonus of playing pool. Communication was fast and easy so it made the trip stress free.

Jeanne S.

Diamondback Ranch,

Tranquil and welcoming—relax and unwind in a home designed for comfort and peace

This house was very clean, comfortable, and cozy. It was close to Snow River and Big Powderhorn for skiing. It was also close to hiking trails and the brewery in Ironwood. It was perfect for my family’s winter get away. I would stay here again.

Andrea F.

Whitehouse Cottage Getaway-prime location,

Tranquil and welcoming—enjoy ultimate comfort in our carefully curated bedroom.

She was very friendly and attentive. Checked in with us. Took the time to set up a small tree seeing as it was the holidays. By far the best place we stayed so far. Ashley was great and the home is beautiful!!

Bret A.

Brown Bear Cabin,

Elegant and cozy—relax in this stylish living space after a day of adventure.

The space was perfect for adults and a few young adults, the basement gave the kids a space to getaway from the grownups and the kitchen was perfect for making meals. Plenty of space for people to sleep without feeling crowded, this was a great Airbnb! The hot tub was a nice bonus as well.

Edward C.

Blue Heron Oar'asis,

Unwind under the stars — the perfect place to relax, reconnect, and make memories.

Great place to stay! My husband and I booked with Clear Trail Properties last minute and felt right at home. The room, bathroom, and kitchen were spacious, well maintained, and accommodating. Maria and Ashley, who were quick to reach out and make sure everything was going smoothly, were great as well and were easy to get in touch with if any problems or questions arose. I will definitely be booking again in the future and I definitely recommend booking with Clear Trail Properties.

Erika O.

Washington Manor Room #8 w/ Private Bathroom,

Bedroom 8

Great clean place in a solid location. If I had a question or concern I emailed, and while it gave a response time of considerably higher, I usually hear back in under 10 minutes even on the weekend. The space is clean, everything I needed was available and there were enough amenities to keep me settled in as my home away from home. I'll be back!

Anderson M.

Washington Manor Room #7,

Your private sanctuary awaits – enjoy a restful night's sleep in our cozy bedroom.

King size bed
Television
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Trusted by Hundreds of Happy Travelers


  • Immaculately Clean Homes
  • Fully Stocked with Essentials
  • Fast, Friendly Communication
  • Great Locations for Nature, Relaxation & Fun

Interested in Cohosting with us?

Take your second home or investment property to the highest potential! Let us help you manage your home and take all your stresses away. We meet with you for a free consultation to discuss how best to manage your property. We are experts in design, marketing and pricing strategies to help enhance every detail so your property stands out. We've owned short term rentals since 2018 and we can bring our experience and knowledge to you to help make your rental business a success!

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