Vacation Rentals in Wisconsin

Vacation Rentals in Wisconsin

Start comparing over 7,291 rentals in Wisconsin and book at the best price!

Best Vacation Rentals in Wisconsin

Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation Rental for 4 Guests in Wisconsin, Usa
Vacation Rental for 4 Guests in Wisconsin, Usa, Picture 1
Vacation Rental for 4 Guests in Wisconsin, Usa, Picture 2
Vacation Rental for 4 Guests in Wisconsin, Usa, Picture 3
Vacation Rental for 4 Guests in Wisconsin, Usa, Picture 4
Wisconsin, Usa
Vacation Rental • 4 Guests • 1 Bedroom
(35 reviews)
Our comfortalble one bedroom villa has got you covered on your next getaway! Nearby, you will find a local ski hill, plus canoeing and ziplining outfits. At the resort, you will have access to two championship golf courses, pools, seven on-site restaurants, a spa, and more - all serviced by a local shuttle service. With the additional in-suite washer/dryer and full kitchen, you will be sure to call this property your home away from home!• 1 Bedroom with 1 King bed• Sofa bed for additional guests• In-suite washer and dryer• Air-conditioned living space• Cable flatscreen television• Cook a me...
from $187 / night
Vacation Rental for 2 Guests in Madison, Wisconsin
Vacation Rental for 2 Guests in Madison, Wisconsin, Picture 1
Vacation Rental for 2 Guests in Madison, Wisconsin, Picture 2
Vacation Rental for 2 Guests in Madison, Wisconsin, Picture 3
Vacation Rental for 2 Guests in Madison, Wisconsin, Picture 4
Madison, Wisconsin
Vacation Rental • 2 Guests • 2 Guests
(68 reviews)
Enjoy a wonderful trip to Madison, courtesy of our 1 Bedroom Suite! It's close to the Henry Vilas Zoo, UW-Madison, and American Family Insurance World Headquarters.• FREE Wi-Fi• Complimentary breakfast buffet with delicious options• Air-conditioned living space• Fully-equipped kitchen• FREE parking• Self-serve guest laundryThis is perfect for your next stay in Madison! If you're on vacation, you and your family will love being close to the Henry Vilas Zoo. In the area, you will also find UW-Madison, American Family Insurance World Headquarters, and Kraft & Oscar Meyer.• Studio: a Queen ...
from $199 / night
Vacation Rental for 4 Guests in Milwaukee, Lake Michigan
Vacation Rental for 4 Guests in Milwaukee, Lake Michigan, Picture 1
Vacation Rental for 4 Guests in Milwaukee, Lake Michigan, Picture 2
Vacation Rental for 4 Guests in Milwaukee, Lake Michigan, Picture 3
Vacation Rental for 4 Guests in Milwaukee, Lake Michigan, Picture 4
Milwaukee, Lake Michigan
Vacation Rental • 646 ft² • 1 Bedroom
(49 reviews)
Down the street from the former Pabst Brewery and nestled amongst historic buildings, bars, and restaurants, Kasa Westown Milwaukee is the ideal choice for worry-free travel. Enjoy the comfort of home at our fully furnished apartments while accessing the best of Milton, from theaters, sports arenas, museums, and more! Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text, phone, or chat, and a Virtual Front Desk accessed via mobile device.The Space:SLEEPING ARRANGEMENT:- Bedroom 1: 1 king-size bed (sleeps 2)- Living room: sofa queen (sleeps 2)PARKING:- Limited p...
from $119 / night

Prices and availability

Current Vacation rental prices Wisconsin

$436for 20 Jul - 27 Jul
$353 annual average
Average price per week

Current vacation rental availability Wisconsin

5%for 20 Jul - 27 Jul
55% annual average
Percentage of available rentals

Highlights Wisconsin

  • Water Parks and other family attractions
  • Great food
  • Natural beauty and outdoor activities
  • Iconic sporting venues
  • Architecture and museums

Wisconsin Vacation Rentals

Discover a Wide Range of Great Vacation Rentals in Wisconsin

The Badger State offers a wonderful blend of coastal properties, inner city apartments and rural retreats, with options for everyone’s tastes and budgets. For instance, you could choose a wooden cabin in Wisconsin Dells, to be near the water parks and attractions. Or you might look at destinations on the shores of Lake Michigan like Sheboygan or Cedar Grove.

Stay in A Milwaukee, Madison or Green Bay Vacation Home

Wisconsin also offers plenty of urban properties. If you want to check out the galleries of Milwaukee of catch a Brewers game, there’s no shortage of smart, modern apartments to browse. Pick a period home in Madison if you are visiting college friends, or find a comfortable place to stay when you head to a Packers match in Green Bay. At Holidu, you can find something that meets all of your needs.

Vacationing in Wisconsin

A Beautiful, Laid-Back Northern State

Located on the border with Canada, on the western shore of Lake Michigan, Wisconsin has a population of just under 6 million people and offers a mixture of cosmopolitan cities, rural resorts and wilderness areas. Even better, the state is easily accessible. Milwaukee is around two hours from Chicago by road, and just 90 minutes by plane from New York.

Easy to Get to and Simple to Get Around

Most people fly into Milwaukee, in the southeast of the state, but there are airports at Green Bay, Madison and Appleton too. Amtrak run services into Milwaukee and Wisconsin Dells, while Greyhound and Trailways buses knit together the state’s other major towns and cities.

A Diverse Range of Landscapes and Attractions

Wisconsin’s landscape varies dramatically. In the east, the lakeshore is flat and relatively well populated. The northern regions feature colder temperatures and mountainous forest, while the Central Plain area is filled with dramatic rock formations and river valleys (the “Dells”) that are a big tourist draw.

Wisconsin Countryside
Wisconsin Countryside


1. A Fantastic Outdoor Destination

If you love to get outdoors, Wisconsin is an excellent vacation destination. You can find solitude in the northern forests, go rafting or walking along the Wisconsin Dells, or hike the Ice Age Trail.

2. A Superb Sports Destination

Wisconsinites love sports, and with the Green Bay Packers and the Milwaukee Brewers, the state is a great place to visit for baseball or football fans.

3. Excellent Craft Breweries

If you know the difference between a saison and an APA, cities like Milwaukee and Madison will be paradise – offering an endless array of craft breweries.

Downtown Milwaukee
Downtown Milwaukee

Top 5 things to do in Wisconsin

Top things to do in Wisconsin 1. Visit the Wisconsin Dells

The Dells are one of the most popular tourist destinations in the northern half of the USA, and are famous for their massive water parks and good time atmosphere.

2. Follow the Great River Road

The Mississippi rises in Wisconsin, and motorists can follow its course along the sublime 250 mile long Great River Road. Try some fishing along the way, and enjoy historic downtowns like Genoa or Prairie duChien.

3. Take a Frank Lloyd Wright Tour

America’s most famous architect did plenty of work in Wisconsin, and visitors can tour iconic sights like his studios at Taliesin, or the range of private houses he designed in Delavan, Wisconsin.

4. Watch a Packers Game

Famed for its raucous atmosphere, the Green Bay Packers’ Lambeau Field is a must-visit for all sport fans during their time in Wisconsin. Don't miss the 15,000 square foot Packers Hall of Fame while you are there.

5. Visit the Apostle Islands

The beautiful Apostle Islands lie just off Wisconsin’s coast. Take a ferry from Bayfield and explore some of America’s most unspoiled paths and beaches.

The original inspiration for the Barbie dolls range was named Barbie Millicent Roberts, a resident of Willows, Wisconsin.

Useful Information


Wisconsin’s weather is something that all visitors should bear in mind. If you want to catch a football game and try craft beer, fall and winter are fine times to go, but everyone else should be aware that temperatures plummet after November. If you want the best sightseeing or hiking conditions, book a vacation rental around June or July.


Festivals are a big part of life in Wisconsin, so make sure you research what’s on near your rental homebefore you go. Some of the state’s favorite events include Wisconsin State Fair, which is held near Milwaukee in early August. There are music events like Summerfest, as well as foodie-friendly highlights like October’s Madison Street Festival.

Getting around

If you want to get around the state in general, it makes sense to rent a vehicle. For getting between towns and the Dells, a normal car should be fine, but look at 4x4s if you are interested in exploring the mountains and forests of the north.

FAQs: Vacation Rentals in Wisconsin

On average, how much do vacation rentals in Wisconsin cost?

Last year, rentals in this destination had an annual average cost of around $368 per night.

During which months can you find the best price for vacation rentals in Wisconsin?

Those who want to save as much as possible travel to Wisconsin in March, February, or April, which are the months that offer the most discount, with average prices of $328, $332, and $348 per night, respectively, based on the previous year.

During which months are vacation rentals more expensive in Wisconsin?

Analyzing the data from last year, we found that costs per night for accommodation here are usually higher, on average, during the months of September ($397), October ($390), and August ($389).

Is Wisconsin a good location for a last-minute getaway?

So you don't run out of accommodation options in Wisconsin, we recommend you to plan ahead as 60% of rentals are usually booked, according to last year's data.

When are more vacation rentals available?

Last year, the months with more available accommodation of the year in Wisconsin were June, May and October, with average availabilities of 69%, 52%, and 37%, respectively.

When are fewer rentals available in Wisconsin?

The months with the lowest properties available in Wisconsin are, in order, August, July, and September with respective average availability figures of 3%, 21%, and 22%, based on the previous year. During these three months, the availability is very low (15%). It is therefore preferable to reserve early.

How many vacation rentals are there in Wisconsin?

We have grouped together the offers from 5 different providers in Wisconsin, so we can provide you with around 6,900 properties. You're going to have a hard time choosing your favorite!

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