Pleasant Prairie vacation rentals

We found 105 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 5 homes and other vacation rentals in Pleasant Prairie that are perfect for your trip. Whether you’re staying in a vacation home with family or friends, you'll have the amenities you expect and more, which might include a garden and pool. Whatever you're looking for, you'll be sure to find a rental to meet everyone's needs, including accessible or non-smoking choices.

Get rewards you won't find with any other major vacation rental platform

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value
  • A place for everyone
    We stand for diversity, inclusion and families everywhere.
    Learn more

The lakeside setting of Pleasant Prairie is ready to explore

Enjoy the temples and other features of Pleasant Prairie. This city's shopping, restaurants and lake draw many visitors. Naval Base Great Lakes and Six Flags Great America are just a couple of the must-sees in the area. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Pleasant Prairie

Are you looking for attractions to see during your stay? Venture out of your cozy vacation rental and experience everything that makes Pleasant Prairie a fun place to get away. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Six Flags Great America (12.8 mi / 20.6 km)
  • Great Wolf Lodge Water Park (11.7 mi / 18.9 km)
  • America's Action Territory Family Fun Park (1.6 mi / 2.5 km)
  • Jelly Belly Center (2.8 mi / 4.4 km)
  • Encore Events North Shore (9.7 mi / 15.6 km)
  • Bonnie Brook Golf Course (11 mi / 17.7 km)

Exploring the natural features in Pleasant Prairie

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Pleasant Prairie is a great place to spend some time outside. These are some of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • Simmons Island Beach (6.7 mi / 10.7 km)
  • Waukegan SportsPark (9.5 mi / 15.3 km)
  • Illinois Beach State Park (10.4 mi / 16.7 km)
  • Wilmot Mountain (13.8 mi / 22.2 km)
  • Chain 'O Lakes State Park (14.3 mi / 23.1 km)
  • North Beach Park (15 mi / 24.2 km)

Transportation to and around Pleasant Prairie

The nearest airport is in Kenosha, WI (ENW-Kenosha Regional), located 2.9 mi (4.6 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into General Mitchell Intl. Airport (MKE), which is 27.4 mi (44 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Pleasant Prairie?

According to our research, houses are the most popular vacation rental type in Pleasant Prairie. But as you might expect, everyone's idea of an awesome stay isn't the same. Vrbo has vacation rentals of all shapes and sizes, and we'll help you locate the perfect fit for you.

How much does it cost to rent a vacation rental in Pleasant Prairie?

The average price for a vacation rental in Pleasant Prairie depends on a number of factors, such as season, length of stay and property type. Whether you're dreaming about a sprawling house with room for friends and family or a comfy cabin that's perfect for two, just add your travel dates to view stays with terrific value.

How much does it cost to rent a beach house in Pleasant Prairie?

Prices for beach houses in Pleasant Prairie can differ depending on the type and size of the property and when you plan to travel. Just enter your travel dates into Vrbo and the number of guests to see your rental options and prices. From there you can use our filters to narrow your search results by amenities, ratings, nearby activities and more.

Are there pet-friendly vacation rentals in Pleasant Prairie?

Pack a squeezy toy and a bone for your canine companion because Pleasant Prairie has five vacation rentals that open their doors to pets. Let your happy hound get in on the family fun at one of our pet-friendly vacation rentals on Vrbo. Simply enter your travel dates then check our "Pets allowed" filter box.

What are popular rental amenities in Pleasant Prairie?

When it comes to rental amenities that people prefer in Pleasant Prairie, a barbecue grill, a firepit and a garden rank the highest. With Vrbo vacation rentals, you'll have options to fit your taste and style, whether you're going away with your partner, your friends or even pets.

Are there large group vacation rentals in Pleasant Prairie?

Take your pick of two vacation rentals in Pleasant Prairie that can accommodate 10 or more guests. Whether you're organizing a family trip or some kind of special event, there's enough room to get your loved ones together under one roof.

Are there vacation rentals in Pleasant Prairie that welcome kids?

With five family-friendly vacation homes to pick from in Pleasant Prairie, there's never been a better time to introduce the kiddos to the thrills of travel. Just check our "Properties good for families" filter box to browse stays loaded with amenities ideal for vacationing families, like multiple bedrooms, private pools, hot tubs and entertainment areas.

What are the top attractions for families in Pleasant Prairie?

Keeping the kids occupied during your vacation in Pleasant Prairie is child's play with these top family-friendly attractions:

  • Simmons Island Beach
  • Kenosha Public Museum
  • Americas Action Territory Family Fun Park

Are there vacation rentals with WiFi in Pleasant Prairie?

Pleasant Prairie has three vacation rentals with WiFi, so you can stay connected while you're traveling. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movies with your family to catching up on social media, these Vrbo homes make it a cinch to go online.

How can I find vacation rentals with air conditioning in Pleasant Prairie?

Choose from five Vrbo vacation rentals with air conditioning in Pleasant Prairie providing that cool, cool breeze and extra bit of comfort. Just enter your preferred dates of travel and then take advantage of our filter tool to look for properties with air conditioning.

How old do you have to be to rent a vacation rental in Pleasant Prairie?

The age limit can differ between properties on Vrbo, so be sure to look at the rules of the vacation home in Pleasant Prairie you want. But in general, it's 16, 18 or 21.

How long can I rent a vacation rental in Pleasant Prairie for?

The length of time you can book a vacation rental in Pleasant Prairie differs according to the property. Simply enter your preferred travel dates to see a list of options offering extended stays. With plenty of creature comforts such as laundries and air conditioning, as well as some offering discounted weekly or monthly prices, you're sure to get the perfect place to call your home away from home in Pleasant Prairie.

More Vacation Rentals ideas

People also search for