
Family-friendly holiday 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.

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

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.

Lakefront Cabin | Amazing Views | Kayaks Wildlife
Welcome to The Backwater, a newly built architect designed year-round getaway on Pike Lake in Amery, WI. Nestled in the back of a quiet, lilypad-filled bay teeming with wildlife, our cabin is the perfect destination for guests who appreciate original design and crave a unique experience. Our amenities are luxurious, but our attitude is chill inside our comfy, creative digs full of nostalgic, vintage vibes. Come stay and play on the bay while enjoying Polk Co.! Follow along @thebackwater_wi on IG

Wolf Creek Luxury Eco-Tiny Home on the Ridge
Experience our custom-built eco-friendly tiny home perched on the top of the ridge above the majestic St Croix River Valley. Enjoy expansive views from the deck, loft or many windows looking over the valley. Enjoy our private barrel-sauna, fire-pit, gas grill, pond with canoes and kayak or Wolf Creek with a private crystal-clear swimming hole! Or just chill on the ridge watching the many birds and wildlife. Just over an hour drive from the Twin Cities, a romantic and memorable stay awaits you!

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.

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!

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.

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

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.

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

sauna and hot tub 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!

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.
Popular amenities for Wisconsin family-friendly rentals
Family-friendly home rentals with a hot tub

•DRIFTWooD HAVEN• | hot tub |

Exquisite Modern A-frame all WithInnReach

Snowshoe Creek & Little Wood Lake Tiny House

Cedar Soaking Hot Tub~King BED~No Cleaning Fee

Big R's Retreat Secluded and located in Nature

Hot Tub in the Forest Cozy Home on Peaceful Lake

Secluded w/Game Room & Hot Tub! Dells/Baraboo!

Nordic Lake Cabin : Sauna/Hot Tub/Pontoon Rental
Family- and pet-friendly home rentals

On River’s Bend | Apple River | Hiking | Bonfire

Cozy Cabin Retreat | Fireplace & Movie Nights

Historic Randall Schoolhouse

Quiet Seclusion at Trade River Retreat Cabin

stylish guesthouse minutes from viroqua

Drift House, a peaceful a-frame retreat

Secluded Cabin with Sauna - Discounted till 6/1

BL2 Cottage - Firepit, Lake Access, Scandinavian
Family-friendly home rentals with a pool

Lake Arrowhead Brown Bear Lodge Sand Valley GOLF

Tall Moon Cabin

Dells Retreat | Family Friendly Sleeps 8 + Jacuzzi

Lakefront condo with magnificent view & fireplace

Wooded Hills/Indoor Pool/Hot Tub/Arcade

Relaxing Villa with Amazing Amenities!

The Wanderlust at the Sunset Cove

Luxurious Chula Vista Retreat
Destinations to explore
- Private suite rentals Wisconsin
- Villa rentals Wisconsin
- Rentals with an accessible-height toilet Wisconsin
- Rentals with an EV charger Wisconsin
- Rentals with a cinema Wisconsin
- Lakehouse rentals Wisconsin
- Rentals with pools Wisconsin
- Rentals with a sauna Wisconsin
- Waterfront rentals Wisconsin
- Nature eco lodge rentals Wisconsin
- Guest house rentals Wisconsin
- Hotel rooms Wisconsin
- Campsite rentals Wisconsin
- Apartment rentals Wisconsin
- Boutique hotels Wisconsin
- Beach house rentals Wisconsin
- Rentals with a kayak Wisconsin
- Resort rentals Wisconsin
- Pet-friendly rentals Wisconsin
- House rentals Wisconsin
- Loft rentals Wisconsin
- Barn rentals Wisconsin
- Bed and breakfasts Wisconsin
- Rentals with a patio Wisconsin
- Rentals with breakfast Wisconsin
- Serviced apartment rentals Wisconsin
- Cottage rentals Wisconsin
- Smoking-friendly rentals Wisconsin
- Dome rentals Wisconsin
- Fitness-friendly rentals Wisconsin
- Ski-in/ski-out rentals Wisconsin
- Flat rentals Wisconsin
- Tiny house rentals Wisconsin
- Rentals with outdoor seating Wisconsin
- Beachfront rentals Wisconsin
- Motorhome rentals Wisconsin
- Townhouse rentals Wisconsin
- Boat rentals Wisconsin
- Rentals with a hot tub Wisconsin
- Rentals with beach access Wisconsin
- Rentals with an accessible-height bed Wisconsin
- Rentals with a washing machine and dryer Wisconsin
- Chalet rentals Wisconsin
- Farm stay rentals Wisconsin
- Tent rentals Wisconsin
- Holiday home rentals Wisconsin
- Yurt rentals Wisconsin
- Cabin rentals Wisconsin
- Rentals with a firepit Wisconsin
- Rentals with a fireplace Wisconsin
- Rentals with lake access Wisconsin
- Family-friendly rentals United States




