
Family-friendly holiday rentals in Wisconsin
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Top-rated family-friendly rentals in Wisconsin
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YurtSimple
YurtSimple is where life slows down and people unplug. It’s forest bathing in nature. It’s getting away from it all to spend time with a partner, by oneself, and sometimes with pets. You’ll be driving past YurtCation (about 300 feet past YurtCation) to get to YurtSimple. YurtCation is 20’ in diameter and YurtSimple is 16’ in diameter. Wood and charcoal are provided. You may cook on the indoor wood stove top, or visit any number of great restaurants 2 miles away. You can even order pizza delivery
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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.
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Driftless Glamping on a Bluff
Rustic camping in the Driftless Region on the top of a bluff in a 20ft Bell Tent ,extra tent with queen air mattress. Relax without having to pack, set up , tear down and put away when you get home, more time to do things you enjoy. Go trout fishing, walk or ride the Omaha Trail Tunnel, Elroy- Sparta Trail, or the 400 Trail. Necedah Wildlife Refuge, Buckhorn, Castle Rock, Wisconsin Dells, Amish scenic drive, and Wildcat State Park with canoeing down the Kickapoo River are all within 30 minutes.
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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!
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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.
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Black swan A-frame with Barrel sauna. New build!
Welcome to Black Swan Cabin, a serene retreat nestled amidst nature's beauty. Perfectly situated for those seeking tranquility and a connection with the great outdoors, this inviting cabin offers a cozy and comfortable stay. With its modern amenities, you'll find the perfect balance of comfort and nature. Whether you're looking to unwind by the fireplace or simply enjoy the peace and quiet, Black Swan Cabin is your ideal getaway. Book your stay today and immerse yourself in a tranquil escape!
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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.
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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
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Secluded Cabin with Sauna
Place yourself in nature. Put down your phone and pick up a book. Clear your mind, focus on your breath, connect with your inner self. Sleep like you’ve never slept before accompanied only by the sound of owls and wind in the pines. The Belden Farm offers land that is a true retreat. Enjoy the privacy and quiet of our cabin in the woods. Extensive, well-maintained trails for hiking, skiing or Fattire biking lead you through towering hardwoods, cathedral white pines, and golden meadows.
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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!
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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. At 700sq ft, it's intended for two adults, with the option of 2 addtl kids. A queen bed in the loft, in-floor heat, full kitchen, gas fireplace, and washer and dryer. Less than 2 mi from Highway 63, 8 mi from Cable, and 10 mi from Hayward. IG: @Seeleyoaks
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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.
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Popular amenities for Wisconsin family-friendly rentals
Family-friendly home rentals with a hot tub

Goat Retreat: Petting Zoo, Barn, Hot Tub & River
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•DRIFTWooD HAVEN• | hot tub |
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Sauna | Hot Tub | EV+ | Luxury | Cozy | Private
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Luxury Cabin on Big McKenzie - Hot Tub & Serenity
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The Loch at WhiskyWood - secluded cabin + hot-tub
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Timber Haven - Cozy A-frame + Hot Tub + Fireplace
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Lakefront Hot Tub | Pet-Friendly + Fire Pit
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Secluded WI River Getaway w/ Hot Tub near Golfing
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Family- and pet-friendly home rentals

Newly Updated Cozy Lakefront Cabin On Private Lake
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Driftless Region Cabin/ Stream and Sauna
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Cozy two bedroom log cabin on a peaceful lake
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Snowshoe Creek & Little Wood Lake Tiny House
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Quiet Seclusion at Trade River Retreat Cabin
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Wolf Creek Luxury Eco-Tiny Home on the Ridge
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Drift House, a peaceful a-frame retreat
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Stunning Views! - Krueger Cabin @HighPointRetreats
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Family-friendly home rentals with a pool

Brown Bear Lodge @ Lake Arrowhead Sand Valley GOLF
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Tall Moon Cabin
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River Run Ridge - HOT TUB- river view - sleeps 16
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Secluded Elkhart Retreat | Pool, Hot Tub & Sunset
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The Landis, spacious condo w/ pool & king bed
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Lake Geneva Cloud 9
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Juniper Motel & Resort: King Cabin
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Luxurious Chula Vista Retreat
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Destinations to explore
- Private suite rentals Wisconsin
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