Holiday rentals in Wisconsin

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Top-rated holiday rentals in Wisconsin

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite

Cabin in Town of Phelps

Lakeside Loft, Roof Deck + Sauna

Wanderloft, designed by architect David Salmela, combines modern Scandinavian design with the natural beauty of Wisconsin's Northwoods. Located on one of Vilas County's highest points, this cabin offers stunning 360-degree views from multiple levels, overlooking Manuel Lake and 9.4 acres of land. Beyond its striking design, Wanderloft is defined by its profound sense of peace and quiet - where natural beauty and thoughtful architecture create space for rest, creativity, inspiration, and renewal.

ValueLocationLong stay

4.99 out of 5 average rating, 156 reviews

Top guest favourite

An A-frame home is featured, showcasing large glass windows that allow natural light to fill the interior. An outdoor deck is furnished with a cozy seating area and a fire pit. A hot tub is positioned nearby, surrounded by trees on the spacious property.

Home in Hancock

Luxury A-Frame | Sauna | Hot & Cold Tub | 7 acres

Welcome to Cedar Sands, our A-Frame resort style oasis 10 miles (13 min drive) to Sand Valley Golf Club on 7 acres of forest. Our year-round outdoor sauna, ice bath, hot tub, and firepit are the perfect amenities to create a wellness spa atmosphere after a long day on the course, trails, or lake. The property nestles up to a trout stream you can fish at the back of the lot. Inside, enjoy our hardwood floors, electric fireplace, coffee bar, and more to make your time away as relaxing as possible.

FamilyLocationAmenities

4.99 out of 5 average rating, 102 reviews

Top guest favourite

The modern black steel exterior of the house contrasts with the surrounding greenery. Large floor-to-ceiling windows reflect vibrant hues, inviting warm light into the interior. An overhang shelters a seating area, providing a welcoming space to enjoy the tranquil natural setting.

Home in Oconto

Riverside Retreat: Where Nature & Luxury Meet

At The Fernweh House, you'll discover a serene riverside retreat with modern Scandinavian design. As you enter, the open great room concept combines your living, dining, and kitchen areas under a soaring 26-foot ceiling, emphasized by massive floor-to-ceiling windows. These windows flood the space with natural light, blurring the line between indoors and lush outdoors. Sleek, minimalist decor complements the surroundings, creating an ideal environment for you to unwind and connect with nature.

ValueFamilyAccess

4.97 out of 5 average rating, 100 reviews

Guest favourite

Castle in Cleveland

Stay in a Real Castle on a Vineyard

Stay at one of the most Wishlisted Airbnbs in the world — a castle on a vineyard. Featured in Men’s Journal and on the cover of Haven magazine, The Castle Vineyard is a 20-acre estate built for unforgettable stays. 🍇 Vineyard estate with spa, sauna & wildlife views 🎬 Theater, arcade, PS5 & golf simulator 🍽️ Chef’s kitchen with Viking appliances 🔥 Fire pit, patio & hot tub 🏰 “Felt like royalty… every detail was magical.” 🎉 Entire estate is yours. Ask about our exclusive Tasting Room.

FamilyValueCheck-in

4.99 out of 5 average rating, 178 reviews

Top guest favourite

The cabin is softly illuminated by warm lights, reflecting gently on the calm surface of the river. Surrounding trees create a natural framing, enhancing the private and tranquil atmosphere of the setting as dusk settles in.

Cabin in Grantsburg

Quiet Seclusion at Trade River Retreat Cabin

Remote, tranquil, quiet and exceedingly private getaway right on the banks of a protected river, only 1.5 hours from the Twin Cities! Even the beautiful drive there is relaxing. Enter a world of peace and calm deep in the woods. Make delicious meals in a well-stocked modern high-end kitchen, play in the river, relax in the sauna or enjoy a bonfire. This is not your typical cabin but a spiritual eco-oasis with a unique eclectic blend of modern, rustic, Native American and Japanese aesthetic.

FamilyValueWifi

4.96 out of 5 average rating, 791 reviews

Top guest favourite

Cabin in Ferryville

Aspenshire Cabin: A Nod to English Charm

Aspenshire Cabin is nestled in a valley overlooking a private stream. The Driftless Region is known for its rolling hills and beautiful landscapes. This newly remodeled cabin stands in striking contrast to the woods surrounding it. Inspired by the cozy + sophisticated vibes of Old English Charm, a nod to this design style is evident throughout. Guests are welcomed into a space curated for rest and relaxation, whether through a quiet retreat for the arts or a getaway with family and friends.

FamilyLocationQuiet

4.99 out of 5 average rating, 111 reviews

Guest favourite

Place to stay in Racine

Wisconsin Treehouse Getaway!

Featured in Timeout Magazine as Chicago's Top 10 Airbnbs, and in other outlets as Wisconsin's most romantic and top 5 Airbnbs, this space has an immersive nature experience, overlooking a creek and woods with all modern comforts. Imagine yourself in a cabin in the woods to unplug and recharge, waking up to chirping birds as if in a Treehouse! 3 miles to Lake Michigan & dwntn. lf we're home, a complimentary Chai! Come, make lifelong memories at Racine's Best Kept Secret No local bookings.

LocationFamilyBreakfast

4.85 out of 5 average rating, 827 reviews

Top guest favourite

A dining table is set on a covered wooden patio, featuring a variety of breakfast items, including eggs, fruit, and beverages. Lush greenery and tree canopies create a natural backdrop, while the expansive view offers a glimpse of the landscape stretching toward the horizon.

Cabin in Mindoro

Stunning Views! - Bunker Hill @HighPointRetreats

Picture perfectly placed atop one of La Crosse counties highest ridges, Bunker Hill offers breathtaking views, in unmatched tranquility. Unwind to the sounds of nature, spectacular sunsets, and find inspiration in pure serenity. Whether you're looking to spend time relaxing with family and friends, enjoy an intimate evening, or simply finding peace in nature, an unforgettable Wisconsin escape awaits at High Point Retreats. We look forward to making your stay as memorable as our views.

LocationValuePets

4.97 out of 5 average rating, 279 reviews

Top guest favourite

Cabin in Cascade

hot tub and sauna on 5 private acres

Looking for a peaceful retreat? Experience 5 acres of tranquil, private woodland paradise. Cool nights are perfect for warming up in the hot tub or infrared sauna which overlook the meadow. Explore hiking trails and lakes that the scenic Kettle Moraine has to offer. Grill a delicious meal and later craft perfect s’mores by campfire as the crickets sing. Unwind at SoLu winery, just a minute down the road. Near Road America, Kettle Moraine State Forest, and Dundee. Your getaway awaits!

ValueLocationHiking

5.0 out of 5 average rating, 286 reviews

Top guest favourite

A modern cabin is set among tall trees, featuring a spacious wooden deck with stairs leading up to it. Large windows offer views into the interior, while warm lighting creates a welcoming atmosphere as dusk approaches.

Cabin in Park Falls

National Forest Lakeside Retreat

Escape to this beautiful cabin nestled in the woods on a serene lake. With its cozy layout and large windows, you'll feel right at home surrounded by nature's beauty. Enjoy breathtaking views of the dark sky at night and wake up to the peaceful sounds of the National Forest. Explore endless adventures with hiking, ATV, and snowmobile trails just steps away. Unwind on the deck and take in the tranquility of this hidden gem. Book your getaway now and experience the ultimate retreat.

ValueFamilyHiking

4.92 out of 5 average rating, 121 reviews

Luxe

A spacious living area is illuminated by natural light, featuring a large stone fireplace at its center. Comfortably arranged sofas are complemented by patterned cushions, while a wooden coffee table holds various magazines. Floor-to-ceiling windows provide views of the surrounding greenery.

Home in Clay Banks

Door County Lake House

We are excited to introduce our Architect-designed modern lake house in the town of Clay Banks! Enjoy serenity, sweeping views of Lake Michigan from a secluded back deck & expansive windows from every room in the house. Embrace slower living, waterfront amenities, neighborhood park with trails and the magic of lake life. You’ll enjoy water fun for the whole family, huge back deck with dining for 8, an outdoor lounge area, and fire pit near the water.

ValueFamilyLayout

4.98 out of 5 average rating, 128 reviews

Top guest favourite

A park model home is positioned on a stone terrace, surrounded by lush greenery. Large windows offer expansive views of the surrounding landscape. A wooden deck with seating is visible, extending the living space outdoors, with a tranquil atmosphere conveyed by the scenic backdrop.

Cabin in De Soto

Paradise Point sleeps 2 Hot Tub

1 bedroom 1 bath with loft. Cozy home where you can see Paradise. This memorable place is anything but ordinary. Views for miles of the Mississippi River, bluff tops and you can soar with the Eagles. What a place to relax in the newly added hot tub while you enjoy the view in what is call "God's Country". This is promised to be a one of a kind view. The Deck with comfortable outdoor seating Located in the heart of WIsconsin's Driftless Region.

FamilyValueCleanliness

4.96 out of 5 average rating, 162 reviews