The northern Midwest state of Wisconsin has a little something for everyone – forests, lakes, delicious food, and plenty of family-friendly fun. As you travel across this beautiful state, you can learn a lot about local communities by staying in Vrbo properties in unique neighborhoods and wilderness areas. From rugged log cabins to luxurious vacation homes and even tiny houses for a dose of simplicity, here are the coolest Vrbo rentals Wisconsin has to offer.
Retreat with Swimming & Fishing Near Wisconsin Dells – Mauston
There are lots of great vacation rental properties around the Wisconsin Dells to help you check out the local attractions and spend time in nature. Here’s a highly rated Vrbo property for big groups that sleeps up to 16 people. It has four bedrooms, a loft, and three baths. You’ll be in the Glacier Point development on Castle Rock Lake and 20 minutes north of the Dells. This is a quiet getaway spot in the woods that has a deck, private pond, and three spacious acres to spend time on. You can catch and release fish in the pond, play volleyball and horseshoe in the yard, and feel right at home with your family because of all the kid-friendly amenities provided. Just a few miles away, you’ll find jet ski and pontoon boat rentals for some fun on the lake.
Lakefront Home, Minutes From Sister Bay – Rowleys Bay
You’ll be just five minutes from Sister Bay when you stay at this home overlooking Lake Michigan. It sleeps up to 12 people and has four bedrooms and three baths. It also offers a washer and dryer, an updated kitchen, three decks with lake views, and Wi-Fi. It’s ideal for a family vacation home and has games, books, and movies to enjoy. Fun things to do here include kayaking, cross-country skiing, sand volleyball, and boating.
Eaglesnest-Log Home on Lake Chippewa – Hunter
Enjoy 17,000-acre Lake Chippewa in this dog-friendly house that even has an invisible fence to keep pups protected. The hosts have a pontoon boat available for rent too. It has level frontage with no stairs to the lake and everything you’d want in a Northwoods home. The home is just 75 feet from the water’s edge. It has three bedrooms and two bathrooms to accommodate your family of up to six people. Fine dining and a casino are located nearby, and you can snowmobile right from out the back door.
Family-Friendly Log Cabin with Swimming Pond – Sparta
Families also love this charming log cabin that’s 20 minutes from Black River Falls and Sparta, Wisconsin. It’s across the road from the county forest and situated on 40 acres. The home has two bedrooms, one bathroom, and sleeps up to seven people. Wi-Fi is not available because of the location, but there is a sandy beach and swimming pond to enjoy here. Rent a boat about 12 miles away from here at Fort McCoy, and also spend your days hiking, biking, fishing, golfing, and exploring the ATV trails when you book your stay.
House on 7.5 Acres – Caledonia
This is a vacation home that’s perfect for large groups and can sleep up to around 20 people. It has three bedrooms and three bathrooms in 2,500 square feet of space. Children under 12 can stay here for no charge, and pets are allowed for an extra fee. It’s a fun spot for bachelor and bachelorette parties, weddings, family reunions, and corporate retreats. The home is on 7 ½ acres of land and allows campers in tents for extra space beyond the 16 people that the home can accommodate. Fun things to do in this part of Wisconsin include sledding, snowshoeing, boating, and paddleboarding. There’s an in-ground pool that’s open between May and October and a hot tub at the home as well.
Tiny Home with Shared In-Ground Pool & Hot Tub – Bay City
While many Vrbo rentals in Wisconsin are large homes, tiny homes like this one are popular too. This house sleeps four people and has a hot tub and pool. It’s an adorable tiny house that’s in a private place in the woods and offers a full kitchen and bath. The loft has a queen-size bed, there are fire pits for socializing, and the use of the kayak, canoe, and SUP is included with your rental. When you stay here, you’ll be 20 miles from Welch Village and seven miles from downtown Red Wing.
5-Star Sprawling Rock River Lakefront Home – Edgerton
Groups up to 18 people can stay in this seven-bedroom, three-bathroom River Rock home that offers a rustic cabin experience. You can take a 15-minute boat ride to Rock River from here, which flows into the 10,500-acre Lake Koshkonong. Dogs are allowed here for a $100 fee. Stay here to get your own personal access to 220 feet of Wisconsin shoreline that looks out to the nature preserve.
House For Your Favorite Activities – Clinton
Escape from your daily routine at this three-bedroom, two-bathroom house for six people. Dogs are welcome here too for $15 per dog, per night. Pontoon boat, kayak, canoe, and paddleboat rentals are available here to help you make the most of the lake location. The home is along Poskin Lake in Northwest Wisconsin and a great place for fishing and relaxing.
Peaceful Country Atmosphere – Cumberland
This budget-friendly Vrbo house rental sleeps eight people and has four bedrooms and two baths. It’s a farmhouse in a quiet dairy farming community that’s five miles from Cumberland and 10 miles from Rice Lake. You’ll have a spacious kitchen for preparing meals and comfy queen beds in the large bedrooms here. Snowshoeing and cross-country skiing in the woods here is nice in the winter, while boating, fishing, and swimming are popular summer activities. Within a few miles, you can also get to the St. Croix Casino in Turtle Lake and the tourist spots in Hayward.
Large Home with Lake Views – Markesan
When you book this Vrbo vacation home, you can also rent a 16-passenger Hummer limo or 28-passenger bus at a discounted rate for your group. The home sleeps up to 15 people and has five bedrooms and 2.5 baths. It’s 4,800 square feet in size and has a lovely wraparound deck for enjoying some time outdoors. It’s a family-friendly place with a high chair, outdoor games, and other child amenities. Other perks here are the pool table, large yard, and great kitchen with an island for cooking meals. Green Lake center is about eight miles away.
Family Home Near Castle Rock Lake & Wisconsin Dells – Mauston
Located at the southern end of Castle Rock Lake and on seven wooded acres, this Wisconsin vacation home sleeps up to 18 people. It has four bedrooms, a convertible bed, and 3.5 baths in 3,000 square feet of space. You’ll be about 20 minutes from the Dells and three blocks from the lake when you stay here. Guests who book this Vrbo property enjoy the natural light through the large windows and kid-friendly amenities, such as a pack-and-play. The home has a full kitchen with appliances, knotty pine vaulted ceilings, and a great room with a wood-burning fireplace.
Perfect for Large Groups and Families – Madison
Another great house for large groups is this one that has five bedrooms and three baths for up to 16 people. It offers an in-ground pool, year-round hot tub, and large deck with lots of seating and a grill. Guests can use the 72-inch TV, three-car garage, full kitchen, and man cave when they stay here. Wi-Fi is available as well. When you’re here, you’ll be just five minutes from the University Ridge Golf Course and seven minutes from the Hawks Landing Golf Course.
Lakefront Home – Pelican Lake
Huge groups looking for a place to spend a reunion or celebrate a big group can use this 19-bedroom, 4.5-bathroom house that is 9,500 square feet in size. It can sleep up to 39 people and accommodate up to 60 people during the day. You’ll be along a 3,585-acre lake in a 1928 hotel that has been renovated for rentals and be able to use the entire building. The sunsets are lovely when you spend time at the 330 feet of lakefront and look out to Pelican Lake from here. The lake is a great place for boating, fishing, kayaking, and water skiing.
Large Home with Privacy & Scenic Views – Hager City
This highly rated vacation home is massive and can sleep around 28 people if you have a large group. It has four bedrooms and 2.5 baths, and it’s just 45 miles southeast of the Twin Cities. You’ll be on 14 acres here and have lots of privacy along the river. The home spans 3,600 square feet in size and is an A-frame style house with lots of windows. It has a basement rec room with lots of fun games to play and an outdoor deck with water views. Guests also enjoy the swimming pool, ball courts, and being able to ski, canoe, hike, and bike nearby. There’s an infrared sauna available here as well with access on a case-by-case basis. Dogs are allowed for an additional fee.
4-Bedroom Home, Minutes to Skiing – Wausau
When you plan a Wisconsin ski trip, book this vacation rental home for up to 10 people. It has four bedrooms and two bathrooms, and it’s a family-friendly rental with baby amenities. You’ll be in the heart of Wausau in a historic neighborhood when you book this home on Vrbo. Long-term rentals are allowed here, and pets are welcome to stay and use the backyard with a fence.
Pirate Ship Adventure Cabin – Lyndon Station
How cool would it be to stay overnight in a pirate ship? You can do exactly that in Wisconsin when you book this Vrbo rental for up to six people. It’s a themed rental that’s fun for couples and families with kids. You’ll be 10 minutes from the Dells and close to Devil’s Lake here too. Therefore, it’s fun to book guided climbing and kayak tours when you stay here. There are two upper decks for relaxing outside but no Wi-Fi. The bathhouse is shared with other guests and about 150 yards away. The water is turned off in the winter, which means no showers between November and March. Pets are allowed here for a $40 fee for one pet or $55 for two pets.
Castle Rock Lake 3-Bedroom Penthouse Condo – Arkdale
This is a nice condo option that sleeps 10 people on scenic Castle Rock Lake. It’s north of the Dells and in the Northern Bay Resort in Arkdale. The year-round resort has a golf course, restaurant, tiki bar, pools, hot tub, playground for kids, and more amenities. Guests have three bedrooms and two baths here on the third-floor unit. Pets are not allowed in this condo.
Highly Rated Cottage with Perks – Fish Creek
Dogs are welcome to stay with you at this six-person cottage that has two bedrooms and two bathrooms. This Vrbo rental home is a popular option that’s comfortable and has an outdoor patio with Adirondack chairs, a fire, pit, hammock, and grill. The cottage is on main street and walkable from the Blue Horse Beach Café. There are other restaurants in town too and groceries from the Fish Creek Market. It’s fun to rent bikes, kayaks, and canoes to use nearby when you stay here. In the winter, you can go cross-country skiing at nearby Peninsula State Park. The fee for pets at this Door County destination is $75.
