Where to stay around Southern Wisconsin, US?

Our 2019 property listings offer a large selection of 4,196 vacation rentals near Southern Wisconsin. From 1,649 Hotels to 1,330 Houses, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Southern Wisconsin for a holiday or a weekend are on VRBO.

What are the most popular destinations to visit in Southern Wisconsin?

There are many lovely places to stay for a holiday trip or just for a weekend in Southern Wisconsin. From VRBO travelers, the top most popular destinations to visit are:

  • Minnesota: 4,595 vacation rentals
  • Galena: 278 vacation rentals
  • Lake Geneva: 258 vacation rentals
  • The Galena Territory: 220 vacation rentals
  • Madison: 121 vacation rentals

And VRBO offers you the chance to discover many other popular destinations in Southern Wisconsin! Please use our search bar to access the selection of vacation rentals available in other popular destinations.

What are the main cities to discover in Southern Wisconsin?

Whether you're traveling with family or friends, here are the cities with the largest selection of vacation rentals for a holiday trip or just for a weekend in Southern Wisconsin:

  • Galena: 278 rentals
  • Lake Geneva: 258 rentals
  • Milw: 201 rentals
  • Green Bay: 124 rentals
  • Baraboo: 399 rentals

For other cities, please use our search bar to access the selection of vacation rentals available.

Can I find easy-access vacation rentals when traveling by plane to Southern Wisconsin?

Yes of course. Our owners offer a large selection of vacation rentals near airports. The airports with a large selection of vacation rentals in Southern Wisconsin are:

  • Foster Field (7A4): 266 vacation rentals
  • General Mitchell International Airport (MKE): 211 vacation rentals
  • Austin Straubel International Airport (GRB): 124 vacation rentals

For other airports, please use our search bar to access the selection of vacation rentals available.

Stay in a Charming Southern Wisconsin Vacation Home

From major towns like Milwaukee and Madison to popular vacation spots like Wisconsin Dells, there is much for you to enjoy while you are visiting southern Wisconsin. Some people may prefer to stay in a small hotel room while on vacation, but there are true benefits associated with staying in a large, private vacation home. Many of the vacation homes available in the southern Wisconsin area boast large bedrooms, a full kitchen, a fireplace, a patio or deck, a garage for vehicle parking and more. You will have everything you need to feel right at home in southern Wisconsin when you stay in your vacation home.

Water Parks

It does not need to be a warm summer day to enjoy the thrills of a water or theme park, and this is because there are several indoor and outdoor destinations in Wisconsin Dells that make this the perfect year-round experience for you and your family to enjoy. Some of the water and theme parks that you may explore throughout the year include Noah's Ark, the Mount Olympus Water and Theme Park, Wilderness on the Lake, Zeus Village, Atlantis Water Park, Big Chief Go Karts, the Polynesian Water Park and several others. This is a fun way to spend a few days of your vacation that all ages will enjoy.


Golfing is a popular activity in the southern Wisconsin area as well, and you will enjoy proximity to a number of golf courses near your La Crosse area vacation home and throughout the region. For example, in the Madison area alone, there are more than a dozen golf courses for you to try your skills at, and some of these include the Bridges Golf Course, the University Ridge Golf Course, Vitense Golfland, Yahara Hills Golf Course, Glenway Golf Course, Pleasant View Golf Course and many more.


There are lovely and thrilling attractions for you to explore throughout the region, and the majority of them are concentrated in the larger cities and towns. For example, in Milwaukee, you can explore the Harley-Davidson Museum, the Milwaukee Public Park, the Milwaukee Riverwalk, the Milwaukee Art Museum, the Milwaukee County Zoo and Historic Third Ward. You can also tour Pabst Mansion and catch a Brewers Home Game at Miller Park. Each city and town has its own top attractions for you to enjoy.


The weather in this region may be partially influenced by Lake Michigan, depending on where in southern Michigan you plan to spend time. Generally, this region has long, cold winters with ample snowfall coupled with short, warm and often wet summer months. Milwaukee is the second coldest major city in the United States. The average high in the winter is in the low 30s and 20s, and the average low is in the teens. The average high in the summer months in the 70s and low 80s, and the average low is in the 50s and 60s. The area receives approximately 47 inches of snowfall per year and approximately 35 inches of rainfall.

How to Get There

Getting to southern Wisconsin is easy to do, and this is because there are many direct flights to both Milwaukee and Madison, and there are smaller regional airports in other towns across the region. When flying into the area, many will choose to rent a car to get around and explore the sights at their leisure. If you are driving into the area from the south, the two main Interstate highways to travel on are Interstates 90 and 94, and Highway 61 also travels into the area through Dubuque.