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Luxury Vacation Rentals in Wisconsin

Book a Wander with inspiring views, hotel-grade amenities, modern workstations, top-tier cleaning, and 24/7 concierge service. It’s a vacation home, but better.

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Top-rated vacation rentals in Wisconsin

Our collection of luxury vacation rentals in Wisconsin combines the natural beauty of the state with the luxury and convenience of a high-end getaway. From modern lake houses to expansive private estates, our properties offer a diverse range of options, perfect for every type of traveler. From the moment you arrive, you’ll experience the tranquility and sophistication that Wisconsin’s natural landscape offers, combined with the convenience of modern luxury.

IT'S A VACATION HOME, BUT BETTER

The Wander difference

Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Only the top 1% of vacation homes are available on our platform.

Only the top 1% of homes

Only the top 1% of homes

We’ll never not look like the pictures. We select homes in the most beautiful destinations and pour our hearts into making them magical so you can leave your stress at the door.

Hotel-grade amenities

Hotel-grade amenities

We’ll never leave you with nothing to do. From workstations with super fast WiFi to gyms, pools, and saunas, our locations are set up for you to effortlessly blend work and play.

24/7 Concierge service

24/7 Concierge service

We’ll never leave you hanging. Our text-based Concierge is always available to help make your trip the best ever – from questions about the house to activity recommendations and more.

Inspiring and stunning views

Inspiring and stunning views

We’ll never leave you uninspired. Every Wander is located in an incredible setting with stunning views that will have you feeling inspired and refreshed in no time. Adventure awaits.

Meticulous cleaning

Meticulous cleaning

We’ll never have you check in to a dirty house with crusty ketchup in the fridge. Our cleaning teams are meticulous about quality. We won't leave you a list of chores at check out either.

Safety and security

Safety and security

We’ll never pass you off to a stranger. All of the Wander locations on our platform are hand-picked by us and managed to our incredibly high, industry-leading safety standards.

A Guide to Luxury Travel in Wisconsin

Whether you’re exploring the scenic lakeshores, hiking through lush forests, or discovering charming small towns, Wisconsin is a haven for both relaxation and adventure.

Our luxury vacation rentals place you in the heart of this beautiful state, offering convenient access to everything Wisconsin has to offer. Imagine waking up to the sight of Lake Michigan glistening in the morning light, enjoying a quiet cup of coffee on a private deck, and later exploring the charming local towns or embarking on a day of hiking, boating, or wine tasting. No matter how you choose to spend your time, our properties offer a peaceful retreat when you’re ready to unwind after a day of adventure.

Wisconsin Weather: When Should You Visit?

Wisconsin’s four distinct seasons make it an ideal destination year-round, with each season offering its own unique charm.

  • Spring: This is the perfect time for outdoor enthusiasts to explore hiking trails and witness blooming wildflowers. The mild temperatures and fresh air make it a lovely time for lakefront walks and scenic drives.
  • Summer: Summers in Wisconsin are all about outdoor activities. Whether it’s spending the day at the beach, kayaking on the lake, or hosting an outdoor BBQ, warm weather and long days make this the best time for family vacations and water sports.
  • Fall: With its breathtaking fall foliage, Wisconsin shines in autumn. The cooler weather is perfect for hiking, visiting apple orchards, or exploring the local art festivals that often pop up in small towns across the state.
  • Winter: Wisconsin’s snowy winters offer plenty of opportunities for skiing, snowshoeing, and cozying up by a fire. If you’re a fan of winter sports or simply enjoy the peaceful beauty of snow-covered landscapes, this is the time for you.

Food and Drink in Wisconsin

Wisconsin’s food scene is as rich and varied as its landscapes. Whether you’re a fan of farm-to-table dining, craft beers, or artisanal cheeses, the state offers something to satisfy every palate.

  • Cheese and Dairy: Wisconsin is known as America’s Dairyland, and no visit is complete without sampling its world-famous cheese. Visit one of the many local creameries or cheese shops where you can taste everything from fresh curds to aged cheddar.
  • Farm-to-Table Dining: Wisconsin’s fertile lands and vibrant farming community have fostered a robust farm-to-table movement. Restaurants across the state, particularly in Door County and around Madison, serve fresh, locally sourced meals that highlight the best of each season. Be sure to try some of the state’s signature dishes, like butter burgers or a Friday fish fry.
  • Craft Breweries and Wineries: Beer lovers will appreciate Wisconsin’s thriving craft beer scene, with breweries like New Glarus Brewing Company and Lakefront Brewery offering a taste of locally crafted brews. For wine lovers, a visit to Door County’s wineries is a must. Many offer tastings of locally produced wines made from cold-hardy grape varieties grown in Wisconsin’s unique climate.
  • Supper Clubs: For a truly classic Wisconsin experience, visit one of the state’s famous supper clubs. These nostalgic, family-owned establishments serve hearty meals, often featuring prime rib, walleye, or fried perch, paired with an Old Fashioned cocktail.

Check out our guides to the best restaurants near Wander Door County and the best restaurants near Wander Newton Lakefront for more foodie inspiration.

Points of Interest in Wisconsin

From cultural landmarks to natural wonders, there’s something for everyone to enjoy.

  • Door County: Often referred to as the “Cape Cod of the Midwest,” Door County is known for its picturesque shorelines, charming small towns, and abundant outdoor activities. Explore the local art galleries, take a scenic boat tour, or visit one of the many state parks in the area.
  • Lake Michigan: One of the largest freshwater lakes in the world, Lake Michigan offers countless opportunities for outdoor adventures. Whether you enjoy kayaking, fishing, or simply relaxing by the water, this lake is an iconic part of Wisconsin’s natural beauty.
  • Devil’s Lake State Park: If you’re a fan of hiking and breathtaking views, Devil’s Lake State Park is a must-visit. The park features stunning cliffs, crystal-clear waters, and over 29 miles of hiking trails.
  • Frank Lloyd Wright’s Taliesin: For those interested in architecture, a visit to Frank Lloyd Wright’s home and studio, Taliesin, is a must. Located near Spring Green, this historic site offers tours of Wright’s iconic work and provides insight into his life and design philosophy.
  • Wisconsin Dells: Known as the “Waterpark Capital of the World,” Wisconsin Dells is a popular destination for families. With its many waterparks, amusement parks, and outdoor attractions, it’s a great spot for a fun-filled day trip.
  • Milwaukee: For a dose of city culture, head to Milwaukee. This vibrant city offers a mix of museums, art galleries, and a thriving food and drink scene. Be sure to visit the Milwaukee Art Museum and take a stroll along the scenic lakefront.

Incredible Activities in and Around Wisconsin

Wisconsin is renowned for its outdoor activities, making it an ideal destination for adventure seekers and nature lovers alike.

  • Water Sports: With its countless lakes, including the expansive Lake Michigan, Wisconsin offers endless opportunities for water activities like kayaking, paddleboarding, and boating. Many of our luxury rentals come equipped with kayaks and other water sports gear, so you can fully embrace lake life.
  • Hiking and Biking: From the Ice Age National Scenic Trail to the lush forests of Door County, hiking and biking enthusiasts will find no shortage of trails to explore. These scenic routes offer breathtaking views and an up-close look at Wisconsin’s natural beauty.
  • Wine Tasting and Culinary Experiences: Wisconsin is home to several wineries and craft breweries, perfect for indulging in local flavors. Visit charming towns like Egg Harbor or Sister Bay in Door County to enjoy locally produced wines, artisanal cheeses, and fresh farm-to-table dining experiences.

Choosing Where to Stay in Wisconsin

When it comes to choosing the perfect luxury vacation rental in Wisconsin, our properties stand out for their unmatched quality and unique locations. Each home provides a private, serene setting while still being close to the best that Wisconsin has to offer.

Wander Door County

Nestled in the town of Clay Banks, Wander Door County offers a serene lakeside retreat with breathtaking views of Lake Michigan. This architect-designed modern lake house has expansive windows in every room, bringing the beauty of the outdoors inside. Perfect for families or small groups, the house features three bedrooms, three baths, and sleeps up to eight guests.

The property’s huge back deck is ideal for outdoor dining and lounging, while the private beach and fire pit near the water provide the perfect setting for relaxation. Additional amenities include a hot tub, a charcoal grill, kayaks, and a ping pong table, making it easy to enjoy both relaxation and recreation during your stay.

Wander Newton Lakefront

For larger groups or family reunions, Wander Newton Lakefront is a true masterpiece of luxury and privacy. Set on 10 acres of both wooded and open spaces, this estate offers eight bedrooms, five baths, and can comfortably accommodate up to 16 guests. The home’s modern amenities include a private pool, hot tub, elevator, movie room, grand piano, and even a private gym.

Whether you’re soaking in the hot tub after a day of outdoor activities or enjoying a movie night in the cinema room, Wander Newton Lakefront provides the perfect balance of luxurious comfort and natural beauty.

Getting Around

Getting to and around Wisconsin is easy. Most travelers fly into General Mitchell International Airport in Milwaukee, though Madison and Green Bay also have well-connected regional airports. Once in Wisconsin, renting a car is the best option for exploring the state’s diverse landscapes, from its charming small towns to its picturesque lakeshores.

For those staying in our lakefront properties, access to local parks, wineries, and outdoor adventures is just a short drive away, making it easy to explore all that Wisconsin has to offer while enjoying the peace and privacy of your luxury retreat.

FAQs

What amenities can I expect in Wander's Wisconsin vacation rentals?

All of our Wisconsin vacation rentals feature high-end amenities such as private pools, hot tubs, fully equipped kitchens, smart home technology, and outdoor entertainment areas. Whether you’re looking for a cozy lakeside retreat or a spacious estate for a larger group, you’ll find everything you need to make your stay comfortable and memorable.

Are your Wisconsin vacation homes suitable for families?

Yes, our properties are perfect for families. With spacious living areas, outdoor activities, and family-friendly amenities like kayaks and game rooms, our homes offer plenty of space and entertainment for guests of all ages.

Can I book a last-minute getaway to Wisconsin with Wander?

Absolutely! Wander accommodates last-minute bookings based on availability. Check our website for the most up-to-date availability and book your luxury Wisconsin getaway today.

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