Wisconsin Cabins and Lodging Options for Big Groups

Special occasions like family reunions, weddings and anniversaries call for extra-special lodging, and Wisconsin’s got your crew covered. Finding a luxurious place with enough beds and pillows for a big group isn’t as hard as you think.

From woodsy resorts to a historic log lodge, we’ve got some ideas to get you started. Your lasting memories will soon follow!

Northwest Wisconsin

Legacy Lodge – Winter

Take a trip back in time at this legendary log lodge built in 1929 as a prohibition gangster hideaway for Chicago beer baron Joe Saltis.

The impressive 6,000-square-foot, 10-bedroom, 5-bath lodge features rustic décor, a large fireplace, billiards room, remodeled kitchen, bar and intriguing roaring twenties history. It accommodates up to 26 guests, so you can bring extended family and friends.

Fish on the Grade A muskie lake and play golf at the resort’s historic Barker Lake Golf Course for extra fun. With a mix of charming lodging and outdoor activities, Legacy Lodge makes for a memorable getaway with loved ones.

Treeland Resort - Hayward

Stay with the whole family on the beautiful Chippewa Flowage in one of these roomy cabins with up to five bedrooms. In summer, enjoy a pool, a marina, tennis and pickleball courts and much more right outside your door. And in winter, the Hayward area offers endless opportunities for snowmobiling, cross-country skiing and ice fishing–with a cozy fireplace to come back to in your cabin each night. No matter the season, this is the perfect spot to spend quality time up north with your favorite people.

Wild Rice Retreat - Bayfield

For an awe-inspiring group getaway that blends immersion in nature with sleek, modern amenities, look no further than Wild Rice Retreat in Bayfield. The Scandinavian-inspired lodgings draw from the surrounding landscape and include large windows, luxury linens, kitchenettes and patios. 

Whether your group is looking to join a guided yoga or wellness retreat, celebrate a marriage or just relax and reconnect, this retreat can be tailored to your dream experience. And with large, stunning gathering spaces throughout as well as the option to include meals, this is truly the perfect place to escape together.

Northeast Wisconsin

Big Pine Lodge, Holiday Acres – Rhinelander

Located at the popular Holiday Acres Resort on Lake Thompson, this lodge offers two spacious levels for a relaxing family stay. Six bedrooms and four baths accommodate up to 15 guests, and multiple fireplaces will keep you cozy in every season. The large upper-level living room with a walkout-covered deck overlooks 200 feet of stunning private lakefront. The lower-level family room includes a private sauna, a pool table and a bar, with a walkout patio leading to the lake.

Grab a bite to eat at the on-site restaurant/lounge and swim together in the indoor pool. With sports courts, paddleboats and swimming rafts, you’re sure to find fun for the whole family here.

Door County

“On the Rocks” Cliffside Lodge – Gills Rock

Nestled into the woods at the northernmost tip of the Door County Peninsula, this impressive modified A-frame lodge is 3,400-plus square feet with three levels of living space, including five bedrooms, three baths, a sunken living room with a fireplace and a modern kitchen.

Enjoy a beautiful bayside deck for relaxing together in the fresh air. Facing due north and sitting 60 feet above the water, the lodge affords stunning views of Washington Island and even Michigan’s Upper Peninsula.

Wisconsin Dells/Baraboo

Spring Brook Resort – Wisconsin Dells

Set on 360 wooded acres, this family-friendly resort offers luxurious vacation homes for parties of all sizes. Many sleep 14 or more guests and are close to the resort’s golf course, clubhouse, fishing lakes and walking trails.

With its proximity to Wisconsin Dells attractions and its own full-service restaurant, the resort is a popular spot for outdoor weddings, family reunions and other life celebrations.

Devil’s Lodge – Baraboo

Minutes from Devil’s Lake State Park and Ho-Chunk Gaming, Devil’s Lodge is the perfect headquarters for an active, fun-filled getaway with your group.

Sitting on a park-like three acres, this custom-designed, recently built lodge is nearly 4,000 square feet with five bedrooms and four baths. From a gourmet kitchen, imported stone floors and king-size pillow-top beds to ping-pong and pool tables and an outdoor fireplace, the amenities here are top-notch and serve as a perfect home base for more adventures.

Keep the group fun going and find more places to stay in our directory.