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Vacation rentals in Wisconsin

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Top-rated vacation rentals in Wisconsin

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Top guest favorite
The cabin is shown from a distance, surrounded by trees and greenery. A spacious deck wraps around the structure, providing multiple entry points. Stairs lead up to the deck from the ground level, showcasing a clear blue sky overhead.
Cabin in Westby
4.99 out of 5 average rating, 119 reviews

Nature's Nest

Unwind and immerse yourself in nature at this cozy cabin overlooking Timber Coulee Creek. Large living room windows and a spacious deck provide you with a bird’s eye view of the rippling river and many types of wild life. Deer amble through the property; eagles soar and keep an eagle eye on everything. Turkeys, squirrels, coons, and myriad of birds go about their business in this serene environment. Trout fishing is an excellent pastime for those who care to cast a line. Rest, at Nature’s Nest.

Top guest favorite
An aerial view of Wanderloft reveals its modern architectural design set against a lush green landscape. The cabin features large windows, a rooftop deck with seating, and a path leading down to the natural surroundings by Manuel Lake.
Cabin in Phelps
4.98 out of 5 average rating, 106 reviews

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 provides stunning 360-degree views from various 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.

Top guest favorite
A hot tub is positioned on a wooden deck, offering panoramic views of the Mississippi River below. Trees frame the scene, with the sun illuminating the cloudy sky while water bubbles invitingly in the tub.
Cabin in De Soto
4.96 out of 5 average rating, 114 reviews

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. New workout center for all our guest to use.

Top guest favorite
A cozy log cabin is surrounded by a winter landscape, with a blanket of snow covering the ground. Several outdoor seating options, including a picnic table and benches, are visible amidst the snow. Firewood is stacked nearby, contributing to the inviting atmosphere.
Cabin in Adams
4.94 out of 5 average rating, 472 reviews

Cozy Log Cabin in the Woods

Adams County TRH License #7333 Welcome to the Lucky Dog Cabin! Nestled in the trees, our charming log cabin is located 25 minutes North of the Wisconsin Dells and less than 10 minutes from Castle Rock Lake, Wisconsin River, and Quincy Bluff State Park. Come relax, unplug, and get away from it all. Enjoy the fresh air, starry nights, and peaceful nature sounds. Our 9 acre property offers a beautiful trail that leads to gorgeous sunset views, through the forest. A true nature-lover's paradise!

Top guest favorite
The A-frame cabin features a distinctive triangular roof with a green metal finish. Large windows reflect the surrounding trees, inviting natural light inside. A spacious wooden deck holds a small table and chairs, providing a serene outdoor seating area amidst the forest.
Cabin in Hayward
4.99 out of 5 average rating, 134 reviews

Seeley Oaks A-Frame | Secluded Retreat on 40 Acres

This is a cabin-in-the-woods experience! The Seeley Oaks A-Frame is our slice of the peaceful Northwoods experience. It's on 40 private, tranquil acres (no neighbors!) with great access to all the Hayward-Cable area has to offer. It's small - intended for two adults, with the option of 2 addtl kids. It's a total of 700 sq ft, with a queen bed in the loft, in-floor heat, full kitchen, and washer and dryer. Less than 2 mi from Highway 63, 8 mi from Cable, and 10 mi from Hayward. IG: @Seeleyoaks

Top guest favorite
A cozy cabin is perched on large boulders, surrounded by lush greenery. It features a spacious deck with railing and multiple seating areas, offering a serene view of the wooded area. The stone chimney adds character to the rustic design of the cabin.
Cabin in Avoca
5 out of 5 average rating, 221 reviews

Cool quiet country cabin on boulders and 120 acres

Funky, tidy 23 year old country cabin on 120 acres of farmland & woods in a private, quiet rural setting. It's cozy, 950 sq ft, built with stone and wood. Open concept with a two story fireplace, porch fireplace, firepit, and open loft for sleeping (1 bed), with spiral stairs, lots of windows, walnut floors and trim, oak beams and pine kitchen tops. Shower is big and open, with doors opening to a back deck for outdoor showering. Beautiful covered porch overlooking rolling meadows and woods.

Top guest favorite
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
4.95 out of 5 average rating, 737 reviews

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.

Top guest favorite
Chalet in Hayward
4.96 out of 5 average rating, 105 reviews

Sylvan Chalet, Modern, Lakefront, Close to Trails

Built as a winter or summer escape for a couple or small group, this beautiful four season cabin is a great way to experience the Northwoods of Wisconsin in a modern, well-appointed, aesthetically rich space designed with relaxation in mind. Cabin is brand new as of January 2024. Host is 14 year "superhost" This is a default "no pets" cabin, however certain sizes and breeds are allowed by permission only. We have a NEMA 15-40R outlet for level 2 EV charging. You bring chord and adapter

Top guest favorite
The exterior of a cozy cabin is framed by lush greenery, with a rustic red façade and a stone chimney. A pathway leads to the entrance, while the serene Grass Lake glimmers in the background, surrounded by trees and natural landscaping.
Cabin in Crivitz
4.97 out of 5 average rating, 234 reviews

Scenic, Serene Lakefront Cabin — Wood Stove

Nestled on the tranquil Grass Lake, your cozy cabin retreat awaits! Whether enjoying yard games, the crackling bonfire, or the snug embrace of the wood stove, this space is thoughtfully crafted for your next family getaway or peaceful solo escape. Bask in the breathtaking lakefront views from the dock, deck, or four-seasons room. Immerse yourself in a space designed to foster connections and spark creativity. We welcome you to join us and create your own beautiful memories at the cabin.

Top guest favorite
The exterior of a modern house is shown, featuring a metal roof and wooden accents. A small porch with two chairs and a table is visible, surrounded by a landscaped yard with large stones and planting areas. Dense greenery completes the natural setting.
Tiny home in Grantsburg
4.97 out of 5 average rating, 649 reviews

Snowshoe Creek & Little Wood Lake Tiny House

New 520 sf 'not too tiny' house on 20 wilderness acres. Year 'round fun. Dog friendly. RV & EV plug. Firepit. Your Snowshoe Creek and Little Wood Lake trails. Free canoe, kayak, paddleboat. $40/day mini-pontoon boat. Fishing. Internet. WiFi. AC. Gas Fireplace. Sleep by Number. Lovely bathroom. New gas stove. Ice maker. 2 TVs. 3 towns + Burnett Dairy/Bistro, 4 golf courses, DQ to fine dining, mini-golf, antiquing, multi-theater, Siren beach & 'Music in Park'. Wildlife! You'll return.

Guest favorite
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
4.9 out of 5 average rating, 101 reviews

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.

Top guest favorite
Cabin in Cascade
5 out of 5 average rating, 225 reviews

hot tub and sauna on 5 private acres

Looking for a cozy winter retreat? Experience the Bird House, a tranquil Scandinavian-inspired private woodland paradise. Melt away stress in the hot tub and infrared sauna as you take in peaceful views of the meadow. Explore snowshoe and cross-country ski trails nearby in the scenic Kettle Moraine. Stream your favorite movie on the projector near the fireplace or unwind at SoLu winery, just a minute down the road. Near Road America, Kettle Moraine State Forest, and Dundee.

Popular amenities for Wisconsin vacation rentals

All about Wisconsin

Wisconsin offers some of the most varied and beautiful terrain in the Midwest. People from outside the Great Lakes states are always surprised to discover that the eastern edge of Wisconsin is America’s third coast, with dramatic bluffs over Lakes Superior and Michigan, massive ships docked at the ports, and placid beaches. The Northwoods, a region stretching across the top third of the state, is a stunning expanse of pines and maples riddled with freshwater lakes. In the southwest, rocky buttes and rolling hills cover the Driftless Area. There’s a reason outdoor activities such as hiking, fishing, ATV riding, and cross-country skiing are so big here.

But the landscape isn’t the only appeal. Milwaukee buzzes with energy and creativity. In Madison, the state’s food-obsessed capital, the glorious farmers’ market supplies world-caliber restaurants. Whether you’re passing through tiny towns tucked amid the cornfields or eating Friday night fish fry at a lakeside supper club, it’s hard not to fall in love with Wisconsin.

What are the top things to do in Wisconsin?

Milwaukee

Milwaukee has spectacular views of Lake Michigan, ornate factories and churches, and a thrumming nightlife scene. With a new symphony hall, improvements to the Milwaukee Art Museum and America’s Black Holocaust Museum, and a patio-lined Riverwalk through the heart of town, the city grows more charming every year. You can stroll along the shore at Lakeside Park, kayak on the Milwaukee River, tour houses designed by famous architects, or spend the day boutique-hopping. Milwaukee’s old nickname, Brew City, endures in the dozens of microbreweries and pubs all over town.

Door County

Just north of Green Bay, a pointy little finger of land juts into Lake Michigan. That’s Door County, whose rugged coasts and 35 islands are a popular summer destination for city-dwelling Wisconsinites. The area is rural enough to have preserved the architecture and culture of its Belgian and Scandinavian settlers. Check out the Sturgeon Bay lighthouse, the Belgian roadside chapels (and rice pie) surrounding Brussels, the old harbor at Ephraim, and the Stavkirke, a breathtaking recreation of a Nordic church, on Washington Island.

Driftless Area

If you’re accustomed to the Midwestern plains, the limestone towers and undulating hills of the Driftless Area may cause a shock: The glaciers that flattened the center of North America missed this 24,000-square-mile region. In the Wisconsin stretch, the winding Kickapoo River and the wide Mississippi have carved out their own valleys. Tucked amid the bluffs are thousands of farms, settled by the Amish and hippie back-to-the-landers. You can spend days meandering around towns such as Viroqua and Prairie du Chien, hiking and fishing for trout on the streams, and stopping to taste local wines and cheeses.

Destinations to explore