
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.

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.

Cedar Soaking Hot Tub ~King BED ~No Cleaning Fee
🤩No Cleaning Fees added to end cost! 🌟Licensed by County. Welcome to Sandy Bay LakeHouse. 🌊 Listen to the waves of Lake MI~2 blocks away~in this newly built 2BR/1BA home (2023). The home is conveniently located within walking distance of Neshotah Beach/Park (2 blocks). Ice Age Trail access directly across street ~ Walsh Field across street. Outdoor Cedar Soaking Hot Tub, along with Lava Firetop table & quality outdoor furniture ensures your time at Sandy Bay Lake House is relaxing & memorable

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!

Seeley Oaks A-Frame | Couples Winter Getaway
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

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.

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.

Camp Skywood - Elkhart Lake - Road America
Nestled just minutes from Downtown Elkhart Lake, this custom-built cordwood home offers a secluded sanctuary experience. Perched atop a hill, the unique 16-sided house provides breathtaking views of the state forest and surrounding farmland. Despite its remote feel, you’re only a 5-minute drive from the charming Elkhart Lake business district. Day hikes on the ice age trail are just steps away from the property. Escape to tranquility while staying conveniently close to local attractions.

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

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.

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.

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.

Maple Bluff Escape | Hot Tub A-Frame Getaway
Welcome to Maple Bluff Escape, your modern A-frame oasis tucked among towering pines and riverside beauty 🌲 Soak in the private hot tub under the stars ✨ Gather by the fireplace in a soaring A-frame great room 🔥 Enjoy movie nights in the theater w/ PS5 + surround sound 🎬 Play air hockey & foosball, then rest in 4 cozy bedrooms 🛏️ Minutes to trails, breweries & Granite Peak adventure 🍻 Another unforgettable stay brought to you by Wisconsin Getaways ❤️
Popular amenities for Wisconsin family-friendly rentals
Family-friendly home rentals with a hot tub

Paradise Point sleeps 2 Hot Tub

SevenTwenty: Staying In Never Felt So Good

New Hot Tub Nov 2025, Firepit, Eco-Friendly

The Loch at WhiskyWood, secluded cabin + hot-tub

Adorable Lakefront Cabin with HOT TUB!

Nordic Lake Cabin : Sauna/Hot Tub/Pontoon Rental

Mee Mee's Cabin Retreat- River, nature, Hot Tub

Walnut Creek Cabin: Modern + rustic luxury getaway
Family- and pet-friendly home rentals

Driftless Trout Cabin - Hillsboro, Wisconsin

Romantic Forest Cabin, Sauna, Trail to Beach

Beautifully Restored Historic Victorian

Cozy Cabin Secluded in the Woods-Abundant Nature!

Cozy Lakeside Cabin + Woodstove by Interstate Park

Take Me Back Log Cabin

Drift House, a peaceful a-frame retreat

stylish guesthouse minutes from viroqua
Family-friendly home rentals with a pool

Lake Arrowhead Brown Bear Lodge Sand Valley GOLF

Ohio Street Retreat- hot tub, massage chair, pool

One Minute Walk to Lake Superior. Brookside #11

Amazing Six Bedroom Green Bay Vacation Home!!

Family-Friendly Dells Stay | Sleeps 8 + Jacuzzi

Lakefront condo with magnificent view & fireplace

LG Quaint Condo on Lakeshore Dr.

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




