Family-friendly vacation rentals in Wisconsin

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Top-rated family-friendly rentals in Wisconsin

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
A rustic cabin is surrounded by lush greenery, showcasing a spacious front porch with multiple wooden chairs and a swing. An outdoor fire pit is surrounded by seating, creating an inviting space for gatherings. A shaded gazebo adds to the outdoor comforts.
Cabin in Hill Point
4.97 out of 5 average rating, 578 reviews

Big R's Retreat Secluded and located in Nature

Welcome to our home: where we have found peace and relaxation for over 20 years. A German native, Big R fell in love with the open land and rolling hills of Wisconsin, becoming a US citizen in the 80s. He met Curly, a Chicago city girl, who brought a little city to his country life. They enjoy raising buffalo and spending warmer days on their porch enjoying the fresh air and beautiful views (with no mosquitos!). Now they want to share their idyllic and peaceful home with you. Drive down a dead-end road and pull up to a rustic cabin filled with high-tech and cozy amenities. We have something for everyone with a gas fireplace, tv (complete with dish, Cinemax, HBO and a Bluetooth sound system), board games and a full kitchen. Take a drink outside to soak in the hot tub or sit around the campfire. When the day is done, you will fall asleep instantly on the memory foam bed, either in the loft or the bedroom, and wake up to a beautiful sunrise looking out over your little getaway.

Top guest favorite
Place to stay in Saint Croix Falls
4.95 out of 5 average rating, 387 reviews

The Wissahickon Inn - The Cozy Cabin In The Woods

You'll love our cabin in the woods! Once a historic mercantile, the Wissahickon Cabin has been transformed into a cozy cabin for 2 - 4 guests. The cabin is situated in the forest and visible from the Gandy Dancer Trail. The front porch boasts an access path directly to the popular Woolly Bike Trail. Our cabin is secluded in the woods, but it's less than a 5-minute drive to downtown St Croix Falls, Interstate Park, dining, shopping, and entertainment. Enjoy a peaceful getaway in the north woods!

Top guest favorite
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
4.96 out of 5 average rating, 110 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
Cabin in Comstock
4.96 out of 5 average rating, 228 reviews

Nordic Lake Cabin : Sauna/Hot Tub/Pontoon Rental

We finished building this modern Scandinavian cabin in spring 2020. It’s been featured in Vogue and on Magnolia Network. The cabin sits at the end of the road on a private lot with a perfect view of sunsets over the nature side of the lake. Drive past farm fields, into the woods, and onto our private gravel road, arriving at the driveway. Watch loons, tundra swans, eagles, beavers and deer while you relax by the lake. Pontoon boat rental is available as an add on! Pets welcome for a $90 fee!

Top guest favorite
The logo for Witt's End Weekend Retreat features a stylized silhouette of a cottage surrounded by tall pine trees and a rising sun. The design incorporates earthy orange and green hues, conveying a sense of tranquility amidst nature, with the text prominently displayed.
Cottage in Mountain
4.97 out of 5 average rating, 195 reviews

Witt's End, a relaxing Northwoods Lakeside Retreat

Our property on Little Gillett Lake is a special place. The cottage is new, but exudes the charm and character of classic Northwoods Americana. The clear, beautiful lake allows access to Big Gillett Lake and a tributary of the Oconto River by paddle. The Nicolet National Forest offers trails while nearby larger lakes provide beaches and access for motor boats. Swim, paddle, fish, snowshoe, ATV, snowmobile, hike, eat, chill... come enjoy some worry free relaxation or step away for an adventure!

Top guest favorite
A rustic cabin features wood siding and large windows, providing natural light. A welcoming porch with railings extends across the front, overlooking a grassy area. The surrounding landscape includes blooming trees and a hint of outdoor equipment nearby.
Farm stay in Ontario
4.94 out of 5 average rating, 272 reviews

Rustic cabin in an orchard at Echo Valley Farm

Rustic cabin near Wildcat Mountain State Park and Kickapoo Valley Reserve. A quiet place to disconnect, hike, and enjoy the Driftless. The cabin has electricity, supplied water and a non chemical port-o-let, a heater, wood stove (we supply all indoor wood), fire pit and charcoal grill. Our Bakery is open Saturday-Sunday 9-4, May -October or order in advance off season. Short walk from parking to the cabin; we will transport your gear if needed. Enjoy our trails! LGBTQ owned. BIPOC welcome.

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, 219 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
A serene entrance is framed by snow-covered trees, with soft light emanating from the cabin's interior. A stone path leads to the door, complemented by a decorative lantern and a stone statue. A blanket of fresh snow creates a tranquil winter ambiance.
Cabin in Grantsburg
4.95 out of 5 average rating, 728 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
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, 223 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
A friendly sheep stands in a green pasture, its fluffy wool coat visibly soft and light-colored. The sheep's gentle expression is captured as it gazes directly at the viewer, with trees and a cloudy sky in the background.
Farm stay in Argyle
4.98 out of 5 average rating, 306 reviews

Rustic Barn Loft at Oak Springs Farm

Unplug in our gorgeous barn loft above our working barn. Sleep to the sound of crickets and frogs in the pond, then wake up and pet the sheep, goats, rabbits, cats, ducks & chickens. Open floor plan, cathedral ceiling, farm decor, fire pole, sliding barn doors. Full kitchen, jetted tub, rain shower, laundry. Stone patio, fire pit. 2 bedrooms, sleeper sofa, air mattresses. Juice, coffee, and fresh eggs provided when the hens are laying. NO A/C. ABSOLUTELY NO PETS Facebook oakspringsfarmwi

Top guest favorite
A new house with a modern design is set among lush greenery, featuring a metal roof and large windows. The surrounding area includes neatly arranged evergreen trees and natural stone accents. A gravel driveway leads to the entrance, blending harmoniously with the outdoor landscape.
Tiny home in Grantsburg
4.97 out of 5 average rating, 636 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.

Top guest favorite
Cabin in Cascade
5 out of 5 average rating, 205 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.

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