Some of the Greatest Vacation Rentals in Wisconsin For Families!
Wisconsin is the ultimate destination for family vacations, offering a mix of outdoor adventures, educational experiences, and entertainment that everyone will love. From the stunning shores of Lake Michigan to the rolling hills of the Driftless Area, the state is packed with natural beauty. Families can explore the iconic Wisconsin Dells for thrilling water parks, hike in the breathtaking Devil’s Lake State Park, or visit interactive museums like the Milwaukee Public Museum. Enjoy hands-on learning at local farms or catch a game at Lambeau Field for sports enthusiasts. With cozy cabins, charming small towns, and countless seasonal festivals, Wisconsin provides the perfect backdrop for quality time, creating lasting memories for families of all sizes and ages.
Below, we have put together a list of some of the coolest vacation rental options we have seen for families. There are 14 total places on this list. If you are looking for a specific one, keep scrolling down until you see it. Each listing will include a short description of the place and highlight some of the great amenities that are perfect for families. We will also include how many bedrooms and bathrooms there are, as well as where the listing is located. We will also include a link where you can find more photos and availability and of course book the listing for yourself!
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Modern Lakeside Villa
Pleasant Prairie, Wisconsin. 3 Bedrooms, 2.5 Bathrooms, Sleeps 8.
Wow! This new modern vacation spot is right on the shores of Lake Michigan with over 100’ feet of private frontage. You will love watching the sunset from the hot tub - or waking up to lake views in on of those comfy bedrooms. There is so much to do at this cabin, including some fun stuff you don’t see everywhere else. You have to check out the scrabble game on the wall, the light up Jenga, and the golf putting green rollout. Are you brining a boat? There are two marinas where you can drop in - or rent lake toys! Check out this link to find more photos and availability of this Modern Lakeside Villa!
Charming Lakefront Cabin Near the Dells
Friendship, Wisconsin. 4 Bedrooms, 2.5 Bathrooms, Sleeps 15.
This charming log-cabin style chalet on Big Roche-A-Cri Lake is ideal for family and couples' retreats, offering multiple bedrooms, a wood-burning fireplace, and stunning indoor and outdoor views of the lake. With its spacious entertainment areas, this home guarantees unforgettable memories. The main living area, featuring a cozy wood-burning fireplace and lake views, welcomes you upon entry. Upstairs, the master bedroom loft includes an en-suite bathroom, while a second loft offers floor beds, a sleeper sofa, and a TV area. The lower level boasts a fifth bedroom, a half bathroom, and a second living room with a bar area. Whether relaxing by the fire, enjoying the view, or making use of the entertainment spaces, this chalet provides the perfect setting for a memorable getaway. Check out this link to find more photos and availability of this lakefront cabin!
Malibu Beach House In Wisconsin
Cleveland, Wisconsin. 6 Bedrooms, 6 Bathrooms, Sleeps 12.
Experience luxury at its finest in this private 7,000 sq. ft. beach home, offering unmatched access to Lake Michigan right from your backyard! This stunning retreat boasts an indoor pool, private movie theater, and a top-tier game room, perfect for ultimate entertainment. Ideal for multiple families, the home features six spacious bedrooms, each with a full private ensuite bathroom, including 4 king beds and 6 twin beds, ensuring comfort for everyone. Thoughtfully designed with your getaway in mind, this property promises to exceed your expectations! Located just minutes from Sheboygan and Manitowoc, enjoy boating, water sports, local bars, restaurants, and more. Plus, you're just 6 minutes from the world-renowned Whistling Straits golf course. Book now and get ready to be called the "best ever" by your loved ones! Check out this link to find more photos and availability of the Malibu Beach House in Wisconsin!
Weekender in the Woods
Baraboo, Wisconsin. 3 Bedrooms, 2 Bathrooms, Sleeps 8.
Welcome to the ultimate secluded family retreat, nestled on 5 acres of land surrounded by majestic oaks, pines, and Wisconsin wildlife. This serene getaway offers a cozy sunroom with a vintage fireplace, perfect for spending quality time with family and friends. The back patio is designed for relaxation, featuring a hot tub, grill, smokeless fire pit, and ample seating to enjoy the tranquil wilderness. For added fun, the Game Room will keep everyone entertained. Conveniently located, you're just 9 minutes from Wisconsin Dells, 8 minutes from downtown Baraboo, 17 minutes from Devils Lake, 16 minutes from Cascade Mountain, and 6 minutes from Baraboo Airport. The Weekender in the Woods is the perfect escape for your group adventure! Check out this link to find more photos and availability of the Weekender in the Woods!
Elk Point Lodge
Clam Lake, Wisconsin. 5 Bedrooms, 3 Bathrooms, Sleeps 10.
Escape to a secluded luxury log home in the heart of Wisconsin's Chequamegon National Forest, nestled in the charming community of Clam Lake. Surrounded by towering pines, serene birch trees, and the peaceful shores of Beaver Lake, this hand-hewn log home offers an unforgettable retreat. Set on a private 16-acre peninsula, the property is a haven for waterfowl and wildlife, providing a one-of-a-kind experience in nature. Rustic yet filled with modern comforts, this stunning log cabin is the perfect blend of rugged charm and refined luxury, making it a true gem in the wilderness! Check out this link to find more photos and availability of Elk Point Lodge!
Big Montana Log Cabin
Plymouth, Wisconsin. 7 Bedrooms, 3 Bathrooms, Sleeps 18
Experience the rustic charm of "Big Montana" Log Cabin at Elkhart Lodge, a spacious retreat set on 5 scenic acres near Road America and Elkhart Lake Beach. Perfect for large groups, this inviting cabin comfortably sleeps 18 with 7 bedrooms and 3 bathrooms. The cozy living areas, complete with a fully equipped kitchen and modern amenities, create a welcoming atmosphere for family and friends to gather. Step outside onto the expansive deck, where you can enjoy outdoor seating, a grill, and plenty of space to take in the beauty of the surrounding nature. Located just minutes from Road America, it's ideal for race enthusiasts, while also offering easy access to lakeside relaxation at Elkhart Lake Beach. Check out this link to find more photos and availability of Big Montana!
Riverfront Cabin with Tiki Bar
Black River Falls, Wisconsin. 4 Bedrooms, 3 Bathrooms, Sleeps 13.
Check out this new rustic retreat on the Black River in Jackson County, Wisconsin, perfect for unforgettable family gatherings year-round! This spacious home is designed for fun and relaxation, boasting multiple bedrooms, cozy living areas, and a recreation room complete with a pool and ping pong table, arcade games, and a bar. Enjoy the warmth of the fireplace while taking in the breathtaking indoor and outdoor views of the river. In warmer months, dip your toes in the rare sandy beach, bask in the sun on the expansive deck, or unwind with a cocktail at the lively Tiki bar. Whether you're gathering around the fire, enjoying outdoor adventures, or making memories in the game room, this getaway has everything to create a truly magical experience for family and friends. Check out this link to find more photos and availability of this Riverfront Cabin!
Lake Tower Lodge
Nekoosa, Wisconsin. 6 Bedrooms, 4 Bathrooms, Sleeps 14.
Lake Tower Lodge is an extraordinary luxury property offering a truly immersive experience for families, clients, or colleagues. With over 4,000 square feet, six bedrooms, four full bathrooms, and a unique tower, this spacious retreat features indulgent amenities like a theater, bar, and game room—ideal for golf outings, family vacations, or corporate retreats. Opened in 2024 and designed by its owners, the lodge showcases exceptional craftsmanship, blending sustainability with creativity. LED lighting, high-efficiency mechanicals, and repurposed materials make the property eco-friendly. The fully-equipped kitchen boasts a six-burner gas stove and ample seating for large gatherings. The living room features cozy couches, an electric fireplace, and a smart Frame TV, extending to an elevated deck with stunning views of Lake Arrowhead. Check out this link to find more photos and availability of Lake Tower Lodge!
Walk to Lambeau from this Ex-NFL Player’s Home
Green Bay, Wisconsin. 3 Bedrooms, 2 Bathrooms, Sleeps 12.
Welcome to this cozy Airbnb in Green Bay’s Lombardi neighborhood, just a 10-minute walk from Lambeau Field. Immerse yourself in football with an arcade cabinet featuring 2500+ games, a game room garage, and a cinema setup boasting a 100" projection screen. Step into the backyard oasis with a 7-seat hot tub, smokeless fire pit, and custom Cornhole boards. The host, who portrayed Brett Favre in American Underdog and was a stunt double in Friday Night Lights, has curated a unique football experience with a Jersey Wall showcasing 26 jerseys from his incredible pigskin journey. Enjoy a KING size bed with a memory foam mattress, a coffee station, blackout curtains, and a rain-flow shower. The home also features a snack bar, gas grill, and sports equipment for the park across the street. Check out this link to find more photos and availability of this Lambeau retreat!
The Nest On Bird Lake
Lake Tomahawk, Wisconsin. 3 Bedrooms, 2 Bathrooms, Sleeps 6-8.
The stunning view and proximity to pristine Bird Lake is what you’ll love most about this rustic 1960s fishing camp cabin. Perfect for families, it comfortably accommodates 6-8 guests. The cabin features a combined living space, dining area, and fully furnished kitchen, all overlooking the lake, as well as a game/rec room shed. The lake is full recreation, so bring your boat and enjoy our kayaks, stand-up paddleboards, and pedal boat. Located just 15 minutes south of Minocqua, this dog-friendly retreat offers ROKU TV, Wi-Fi, and more! Though the cabin has charming imperfections from its 1960s build—like unlevel flooring and rustic cabinetry—it exudes authentic Northwoods nostalgia. Recent updates keep it comfortable for family vacations or group fishing trips, but if you're seeking a modern cabin, this may not be for you. Check out this link to find more photos and availability of the Nest on Bird Lake!
Parker Lake Chalet
Oxford, Wisconsin. 3 Bedrooms, 1 Bathroom. Sleeps 6.
Parker Lake, a 57-acre gem with a max depth of 36 feet, is renowned for its crystal-clear waters and excellent fishing. A short walk down a hill brings you to the sandy shoreline and floating dock, perfect for soaking up the sunrise, paddling, or fishing. Kayaks, a stand-up paddleboard, and a pedal boat are provided for your enjoyment. Inside, the chalet is stylishly decorated with modern furnishings and offers all the amenities for a relaxing stay. Large windows bring stunning lake views indoors. The main floor features a fully stocked kitchen, dining area, open living room with high ceilings, and a remodeled modern bathroom. Two bedrooms with king beds and a laundry area complete the main level. The lake-themed loft is a cozy retreat for kids, with a sitting area for reading or watching shows, a desk for checking emails, and a bedroom with two full memory foam beds. Check out this link to find more photos and availability of Parker Lake Chalet!
Secluded Lake House With Dock
Merrimac, Wisconsin. 4 Bedrooms, 2 Bathrooms, Sleeps 8.
Check out this serene lake house on a private lot on Lake Wisconsin, complete with a dock and stunning A-frame design. Enjoy the natural light streaming through a wall of windows, cozy up by two wood-burning fireplaces, or challenge your family to a game of pool. Located at the end of a secluded dead-end road, this retreat offers privacy and convenience—just 15 minutes from Devil’s Head Ski Resort, 20 minutes from Devil’s Lake State Park, and 45 minutes from Madison or the Wisconsin Dells. Amenities include a fully stocked kitchen, fast Wi-Fi, Roku-equipped smart TVs, and Sonos speakers. With a lofted king bedroom, kids' twin rooms, and additional queen accommodations, it's perfect for families. Outdoor highlights include a deck with lake views, a patio, and summer access to a kayak, canoe, and paddleboard. Check out this link to find more photos and availability of this awesome Lake House!
The Grand on Longtail
Suamico, Wisconsin. 6 Bedrooms, 5.5 Bathrooms, Sleeps 12.
Welcome to The Grand on Longtail, a 10,400 sq. ft. luxury retreat on the Bay of Green Bay, perfect for unforgettable escapes! This spectacular estate features 6 spacious bedrooms (5 king, 1 trundle), 7 baths, a private Lazy River, sauna, heated pool (June–Oct), and stunning lakefront views. Entertain in style with a gourmet kitchen, sports bar, rec room, and theater, or relax in the grand family room with 32-ft ceilings. Just 15 minutes from Lambeau Field, the home also offers an elevator, EV charger, and endless amenities like PlayStation 5, GoldenTee golf arcade, and foosball. Explore the water with provided kayaks and paddleboards or indulge with add-ons like a private chef or massage therapist. Check out this link to find more photos and availability of the Grand on Longtail!
Chain of Lakes Private Retreat
Eagle River, Wisconsin. 4 Bedrooms, 2 Bathrooms, Sleeps 10.
Escape to a serene Chain of Lakes retreat, boasting 150 feet of lakefront and breathtaking views framed by towering pines. Located just half a mile from downtown Eagle River, this private getaway offers peaceful seclusion with easy access to town amenities. Perfect for every season, enjoy activities like boating, fishing, hiking, biking, swimming, or snowmobiling. The home is fully stocked with essentials, so you can focus on relaxation. Use the two kayaks and canoe provided, and take advantage of the spacious layout, including a lower-level private suite with a twin bedroom and futon family room. Whether soaking in the views or exploring the great outdoors, this retreat ensures a memorable Northwoods escape where you’ll truly feel at home. Check out this link to find more photos and availability of this private retreat!
Thanks so much for reading our article about some of the greatest family options in Wisconsin! If you liked this article, we have put together some other great options in and around Wisconsin that you might enjoy, check them out below!
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