Choose from 51 vacation rentals located in Pleasant Prairie, Wisconsin. Top filters in Pleasant Prairie include Parking, Air conditioner, and TV. Prices range from $58 to $9,999 per night. Our most popular vacation rental types near Pleasant Prairie are Apartment and Hotel.

Top vacation rentals in Pleasant Prairie

Property grounds
4.8
Outstanding(78 Reviews)
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
House
 in Kenosha
2 guests · 1 bedroom · 1 bath
Garden · Kitchen or Kitchenette · Air conditioner

House in Pleasant Prairie, for $100 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

$$$$
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Property building
3.4
Average(195 Reviews)
Days Inn by Wyndham Pleasant Prairie Kenosha
Hotel
 in Kenosha
3star
1 king bed
Pets allowed · Kitchen or Kitchenette · Air conditioner

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Pleasant Prairie, at $74 per night for your next great vacation.

$$$$
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Property building
4.3
Excellent(565 Reviews)
Country Inn & Suites by Radisson Kenosha - Pleasant Prairie
Hotel
 in Kenosha
3star
1 king bed, 1 sofa bed
Pool · Kitchen or Kitchenette · Air conditioner
Most favorited

This Hotel for $74 in Pleasant Prairie, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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Bed, Photo of the whole room, Bedroom, On site
Value Inn Kenosha I-94 - Exit 344
Hotel
 in Pleasant Prairie
2star
2 full beds
Pets allowed · Kitchen or Kitchenette · Air conditioner

When traveling to Pleasant Prairie, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $74 per night.

$$$$
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Search by amenity

Explore vacation rentals with the most popular amenities in Pleasant Prairie

Vacation rentals with parking in Pleasant Prairie

Property building
4.0
Good(59 Reviews)
Candlewood Suites Kenosha, an IHG Hotel
Hotel
 in Pleasant Prairie
2star
1 king bed
Pets allowed · Kitchen or Kitchenette · Air conditioner
Most favorited

Looking for the perfect place to call home during your trip to Pleasant Prairie? This Hotel offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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Swimming pool
4.0
Good(96 Reviews)
Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha, an IHG Hotel
Hotel
 in Pleasant Prairie
2star
1 king bed
Pool · Kitchen or Kitchenette · Air conditioner

Looking to create some memories in Pleasant Prairie? Look no further than our Hotel, Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha, an IHG Hotel. Enjoy top-rated amenities including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$
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Property building, On site
4.3
Excellent(445 Reviews)
Best Western Executive Inn Kenosha - Pleasant Prairie
Hotel
 in Kenosha
3star
2 queen beds
Pool · Pets allowed · Kitchen or Kitchenette

When traveling to Pleasant Prairie, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $74 per night.

$$$$
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Property building
4.3
Excellent(117 Reviews)
Doubletree by Hilton Pleasant Prairie Kenosha, WI
Hotel
 in Pleasant Prairie
4star
1 king bed
Pool · Kitchen or Kitchenette · Air conditioner

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Pleasant Prairie, at $76 per night for your next great vacation.

$$$$
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Pleasant Prairie

Pleasant Prairie travel guide

Let us help you plan your perfect Pleasant Prairie vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Pleasant Prairie, and more.

Frequently asked questions

What is the price range for rentals in Pleasant Prairie?

Vacation rentals in Pleasant Prairie have a price range between $58-$9,999. The average price for rentals in Pleasant Prairie is $106 per night.

What are the top things to do in Pleasant Prairie, wi?

Pleasant Prairie, WI is a great place to visit and explore. Here are some of the top things to do in the area:

  • Visit the Pleasant Prairie RecPlex
  • Explore the Jellystone Park
  • Check out the Pleasant Prairie Premium Outlets
  • Go fishing at the Petrifying Springs Park
Pleasant Prairie, WI has something for everyone. Whether you are looking for an outdoor adventure, shopping, or a fun family day out, you can find it here. Spend the day exploring the area and enjoy all that Pleasant Prairie has to offer.

What are the most popular vacation rental amenities in Pleasant Prairie, wi?

The most popular vacation rental amenities in Pleasant Prairie, WI are:

  • High-speed internet access
  • Fully-equipped kitchens
  • Spacious living areas
  • On-site laundry facilities
  • Outdoor activities and attractions

These amenities provide vacationers with the comforts of home, as well as convenient access to the area's many attractions. High-speed internet access allows visitors to stay connected while away from home, while fully-equipped kitchens provide the opportunity to cook meals in the comfort of their rental. Spacious living areas give vacationers plenty of room to relax, while on-site laundry facilities make it easy to keep clothes clean and neat. Outdoor activities and attractions provide plenty of opportunities to explore the area, from biking and hiking trails to local parks and beaches.

Where is Pleasant Prairie, wi?

Pleasant Prairie, WI is located in Kenosha County, about 40 miles south of Milwaukee and 40 miles north of Chicago. It is a village in the southeastern corner of the state, bordered by Lake Michigan to the east and the Illinois state line to the south. Pleasant Prairie is known for its natural beauty, with Lake Andrea and several parks in the area, as well as many shopping and entertainment venues.

What are the best neighborhoods to visit in Pleasant Prairie, wi?

The best neighborhoods to visit in Pleasant Prairie, WI are:

  • The Harbor District
  • Pleasant Prairie Town Center
  • Lake Andrea

The Harbor District offers a variety of shops, restaurants, and attractions. The Pleasant Prairie Town Center has a variety of entertainment options, including a movie theater and bowling alley. Lake Andrea is a great spot for outdoor activities such as fishing, swimming, and kayaking.

What are the popular shopping destinations in Pleasant Prairie, wi?

Pleasant Prairie, WI is home to a variety of popular shopping destinations. Here are a few of the most popular:

  • Pleasant Prairie Premium Outlets
  • Regency Mall
  • The Shoppes at Prairie Ridge

These shopping destinations offer a variety of stores, restaurants, and entertainment options, making them a great place to spend the day.

Is Pleasant Prairie, wi safe to travel to?

Pleasant Prairie, WI is generally considered to be a safe place to travel to. Here are some reasons why:

  • Low crime rate
  • Highly rated police force
  • Well-maintained public spaces

With a little common sense and awareness of your surroundings, you can enjoy a safe and pleasant trip to Pleasant Prairie, WI.

What is the culture like in Pleasant Prairie, wi?

Pleasant Prairie, WI is a vibrant and welcoming community. It is known for its strong sense of community, family-friendly atmosphere, and warm and friendly people. Here are five aspects of the culture in Pleasant Prairie:

  • A strong sense of community
  • Family-friendly atmosphere
  • Warm and friendly people
  • A commitment to the environment and sustainability
  • A variety of cultural and recreational activities

Where can i find affordable accommodation in Pleasant Prairie, wi?

Pleasant Prairie, WI offers a variety of affordable accommodations for visitors. Here are four great options:

  • The Comfort Suites Pleasant Prairie is a great mid-range hotel with free WiFi and a complimentary breakfast.
  • The Country Inn & Suites by Radisson is a budget-friendly option with an indoor pool and free parking.
  • The Holiday Inn Express & Suites Pleasant Prairie is a top-notch hotel with a fitness center and complimentary breakfast.
  • The Hampton Inn & Suites Pleasant Prairie is a great value with free WiFi and a free shuttle service.

How can i get around in Pleasant Prairie, wi?

You can get around in Pleasant Prairie, WI in a few ways:

  • By car
  • By bike
  • By foot

There are also several bus routes that run throughout the city, allowing for easy access to different parts of the city.

What are the must-visit tourist attractions in Pleasant Prairie, wi?

Pleasant Prairie, WI is a great destination for tourists looking for a fun and relaxing getaway. Some of the must-visit tourist attractions in Pleasant Prairie, WI include:

  • Pleasant Prairie Premium Outlets
  • Jellystone Park Camp-Resort
  • Lake Andrea Beach
  • The RecPlex

Whether you're looking for a shopping spree, outdoor adventure, or something to do with the family, Pleasant Prairie has something for everyone to enjoy!

What do i need to know before visiting Pleasant Prairie, wi?

Before visiting Pleasant Prairie, WI, it’s important to know that the city is home to several attractions like the Jelly Belly Visitor Center and the Rec Plex. Additionally, Pleasant Prairie is located in Southeast Wisconsin, close to Lake Michigan and other popular cities like Milwaukee and Kenosha. Here are some other important things to keep in mind when planning a trip to Pleasant Prairie:

  • The city has a variety of restaurants, shopping centers and entertainment options.
  • The weather in Pleasant Prairie can vary from season to season.
  • The city is home to a number of parks and outdoor activities.

What are the most popular vacation rental amenities in Pleasant Prairie?

  • Parking
  • Air conditioner
  • TV

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