Colling’s Log House may have earned its moment on the big screen, but it’s just one of the many character-rich homes we manage throughout Door County. Simple Life Rentals offers a selection of warm, welcoming properties perfect for a winter escape whether you’re visiting for the Christkindl Market, the movie excitement, or simply to enjoy the peaceful beauty of the season.
Read MoreStay & Play Wisconsin Blog
At Simple Life Rentals, we know that planning the perfect getaway is about more than just finding a great place to stay—it’s about discovering all the experiences that make your trip memorable. That’s why we created our Wisconsin vacation blog, your go-to resource for local recommendations, travel tips, and insider guides to the best things to do across the Badger State.
Whether you’re visiting the Northwoods for a lakeside retreat, heading to Door County for a romantic weekend, or exploring the adventure-filled Wisconsin Dells, our blog is packed with helpful content to enhance your stay. From scenic hiking trails and hidden fishing spots to seasonal events, brewery tours, and family-friendly attractions, we highlight what makes each destination unique—so you can travel like a local.
As a Wisconsin-based team, we’re proud to share our local knowledge with travelers who want more than just a place to stay—they want an experience. Our blog is written with care, updated regularly, and designed to inspire your next trip, no matter the season.
Start exploring today and let our blog help you uncover the best of Wisconsin. Because with the right local insight, every getaway becomes something unforgettable.
Posted on 10/2/2025
Spooky Fun Awaits: Top Halloween Events & Activities in Door County 2025
Halloween in Door County blends crisp fall charm with spooky fun. From haunted trolley tours to pumpkin walks and festive parades, discover the top events and activities to make your October getaway unforgettable.
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Posted on 8/13/2025
The Simple Life Rentals Makes the Inc. 5000 List for the Third Time
This achievement belongs to our entire Simple Life Rentals family — our team, our property owners, and our guests. Thank you for being part of our journey.
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Posted on 7/25/2025
Big News: Door County’s First-Ever Jazz Festival Debuts This August
Whether you're a lifelong jazz lover or just looking for something new to do on a warm summer night, this week-long event is shaping up to be something special.
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Posted on 5/26/2025
Door County Wine Trail: Where to Sip, Stay, and Savor
A trip along the Door County Wine Trail isn’t just about what’s in the glass—it’s about the journey. Sip slowly, stay comfortably, and savor every moment.
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Posted on 5/26/2025
3-Day Door County Itinerary: Food, Fun & Relaxation
Whether you're planning a romantic escape, a family adventure, or a solo retreat, this 3-day itinerary will help you experience the best of Door County’s food, fun, and relaxation
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Posted on 11/30/2024
Small Businesses Saturday – Door County & Green Bay
Small Businesses Saturday – Door County & Green Bay Small Business Saturday is the perfect opportunity to celebrate the unique and diverse small businesses that make Door County and Green Bay special. Whether you’re exploring the beautiful peninsula of Door County or experiencing the energy of Green Bay, these local
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Posted on 4/14/2021
[Video] 5 Things You Should Do Before Purchasing a Vacation Rental
Thinking of purchasing a vacation rental? Here Wendy Schultz goes over five things you should do before you make a purchase.
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Posted on 4/14/2021
Inspection Checklist
The inspection is one of the last steps to getting your property set up and ready for renters. This isn’t like your typical building inspection that most people can relate to, but instead, it’s a health inspection. The inspector looks for several key things when going through the property.
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