
Family-friendly holiday rentals in Wisconsin
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Wisconsin
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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.

Cozy two bedroom log cabin on a peaceful lake
Relax with the whole family or some friends at this peaceful place to stay. Kayak, fish, and swim in the lakes. Sit around the fire, play yard games, rest in the hammock, or watch a movie. There are plenty of ways to keep the kids active inside and outside. This cabin includes a game table, sandbox, board/card games, art supplies, kayaks, row boat, and fishing poles. Make many memories together skipping rocks, catching fireflies, eating smores, taking in the beautiful views, and sharing laughs.

Eagle View Lodge - 1850's Log Cabin w/ Hot Tub
In the heart of the Driftless, atop the Mississippi , enjoy the tranquility of a centuries-old Appalachian cabin. Relax on the deck & take in dramatic sunsets, soaring eagles & glistening stars. Soak in the hot tub & gaze at the majestic Mississippi. Host unforgettable dinners in the screened deck & share stories by the fireplace. Only 30 mins from Viroqua & Prairie du Chien, experience the natural beauty of the driftless region - hiking, fishing, hunting, biking - whatever inspires you.

Sasquatch Hideaway A-Frame |Sauna| Lake-ATV Access
Tucked away in the woods, and steps away from the national forest, this tiny home offers the tranquility you need to completely decompress. The Sasquatch hideaway offers you direct access to the ATV trail, a 600ft walk to the crystal clear waters of Paya lake. New for 2025 is a Wood fired barrel sauna for to decompress. The main offers a queen sized bed and the guest room offers a Full/Twin Loft bed, as well as a twin Murphy bed. There is also a massive sectional couch as a sleeping option.

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!

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.

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!
LocationHospitalityComfort

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.

Lakeview Cabin> Unique Mid-Century Tucked in Bluff
Nestled in the bluffs of Caledonia, this cabin offers a true Wisconsin experience! Floor to ceiling windows boast amazing water views of Lake Wisconsin, all while you reside in the charm of the mid-century architecture of this cabin. Minutes from the bluffs of Devil's Lake which offer some of Wisconsin's best hiking, biking, walking trails, and swimming! Plus, a short drive from Baraboo or Wisconsin Dells, where you can check out shops, restaurants and local attractions!

Stay in a piece of History! 1941 WWII Douglas DC-3
1941 WWII Douglas DC-3 Airliner. Flown by the United States Marines for military transport services between Guam, Midway, and Pearl Harbor. Retrofit for overnight comfort with A/C, heat, bathroom, shower, kitchen with outside deck and grilling area, and campfire pit set amongst the trees alongside a private lake with dock. Sleeps four comfortably. Sit in the fully restored, lit cockpit, and feel what it was like to fly one of the most iconic aircraft ever built!

Door County Lake House 50 min from Lambeau Field
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.

Lakefront Chalet, Dock, Fire Pit, 20 Mins to Dells
Welcome to Parker Lake Chalet! Your perfect lakeside getaway awaits at this modern 3-bedroom lake house in Oxford, WI—just 20 minutes from the Dells and an hour from Madison. Enjoy stunning lake views from huge windows, paddle the crystal-clear waters, or kick back on the deck, dock, or around the fire. Inside, we've thought of everything to make your stay effortless and fun. In winter? Hit the slopes at Cascade Mountain, just 30 minutes away.
Popular amenities for Wisconsin family-friendly rentals
Family-friendly home rentals with a hot tub

Nordic Lake Cabin : Sauna/Hot Tub/Pontoon Rental

Aspenshire Cabin: A Nod to English Charm
Indoor spacesHot tubDecor

Sauna | Hot Tub | EV+ | Luxury | Cozy | Private
Hot tubSleep qualityCleanliness

Rustic Barn Loft at Oak Springs Farm

Maple Bluff Escape | A-Frame w/ Hot Tub + Theater

Lakefront Hot Tub | Pet-Friendly + Fire Pit
CleanlinessComfortCondition

Paradise Point sleeps 2 Hot Tub

Snowshoe Creek & Little Wood Lake Tiny House
Family- and pet-friendly home rentals

BL2 Cottage - Firepit, Lake Access, Scandinavian

Haven on the Lake

Cozy 2 bedroom cottage on lake!

Driftless Glamping on a Bluff

Stunning Log Cabin on 8 acres near Sand Valley

Quiet Seclusion at Trade River Retreat Cabin

Stunning Lakefront Home-Private Beach & Much More!

Lakefront Log Cabin w/Loft, Kayaks, Canoe, EV
Family-friendly home rentals with a pool

Secluded Elkhart Retreat | Pool, Hot Tub & Sunset

Brown Bear Lodge @ Lake Arrowhead Sand Valley GOLF

River Run Ridge - HOT TUB- river view - sleeps 16

Spacious Sailboat, “Kelly Day” sleeps 4
View

Tall Moon Cabin

Wooded Hills/Indoor Pool/Hot Tub/Arcade

Luxurious Chula Vista Retreat

*Family Retreat* *Indoor Pool* *Arcade*
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