Pleasant Prairie Holiday Rentals

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Holiday Rentals in Pleasant Prairie

Property grounds
Modern Lakeside Villa
10.0 out of 10, Exceptional, (11)
"We (wife and I) spent 2 nights here as a get-away/Christmas gift to each other, and it was beyond expectations! The location is in a quiet area and close to Kenosha for the shops and restaurants. The views are stunning, and we spent most of our time watching the waves and enjoying “unplugged” time. The house is beautifully decorated and spacious for two people."
Modern Lakeside Villa
Property grounds
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.
10.0 out of 10, Exceptional, (36)
"Home is exactly as listed and pictures are accurate for a peaceful getaway. Great view and quiet. Very clean, comfy bed. Owner was kind enough to mail back an item I had left behind."
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.
Property grounds
Unique and Charming Private Quarters
10.0 out of 10, Exceptional, (33)
"Had a wonderful stay, host was very nice , her home was beautiful. Priced great, good communication and easy to reserve.....highly recommend!!!"
The price is AU$165
per night
7 May - 8 May
Unique and Charming Private Quarters
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Terrace/patio
Get lost from the hustle. Peaceful nature, country living at its finest.
10.0 out of 10, Exceptional, (16)
"Owners make sure you have everything necessary!"
Get lost from the hustle. Peaceful nature, country living at its finest.
TV, books
Quaint Bungalow, near Great Lakes Naval Base
10.0 out of 10, Exceptional, (45)
"This is one of the most charming vrbo that i have stayed at. the house is just as 1 described My son graduated Navy Bootcamp and it was so nice to have the comfort of this home vs sharing 3 hotel rooms."
The price is AU$473
per night
8 May - 9 May
Quaint Bungalow, near Great Lakes Naval Base
Property grounds
The Beach Life!— Newly Renovated Beach Home awaits you!
10.0 out of 10, Exceptional, (14)
"Don’t be fooled by the modest exterior—the renovated interior of this house is charming and cozy. The owners have gone out of their way to provide the most comfortable bedrooms and fully equipped kitchen. There was autumn decor, new fleece blankets for snuggling, and 3 big TVs. Just a few hundred feet from a huge, clean beach, we also enjoyed the Racine Zoo, giant playground, board games, nearby haunted houses, and local eats. A friendly, diverse neighborhood great for a quiet but enjoyable...
The Beach Life!— Newly Renovated Beach Home awaits you!
Property grounds
Stunning Lakefront Home on the Chain O'Lakes! ★ Amazing Views & Newly Rehabbed
10.0 out of 10, Exceptional, (62)
"Beautiful, spectacular mornings with the sunrise and the view of the lake. The house is very comfortable. The kitchen is very nice. We were able to prepare all our family meals."
Stunning Lakefront Home on the Chain O'Lakes! ★ Amazing Views & Newly Rehabbed
Interior
Indoor Kidquariam, Large Group Equipped, EnglishPrairieBnB
10.0 out of 10, Exceptional, (32)
"This house has everything you need for a great getaway! It was clean, very well-appointed, and had lots of space to spread out. The beds were comfy, the coffee bar was well stocked, and there was even a station set up with waffle mix, makers, and fixins'. Mike (property owner) responded quickly to our questions and Carrie (property manager) was delightful! There is a reason this place has so many glowing reviews...HIGHLY RECOMMEND!"
Indoor Kidquariam, Large Group Equipped, EnglishPrairieBnB
Property grounds
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft
10.0 out of 10, Exceptional, (217)
"We had a great time! The house provided lots of space, loads of entertainment and opportunity for family fun. The weather was conducive for outdoor activities. All our needs and wants were met! We'll be back! Thank you!"
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft
Property grounds
Serene Lakefront Escape: Boat Dock & Grill!
10.0 out of 10, Exceptional, (12)
"Perfect location, just an hour from Milwaukee. The property is gorgeous, and there is a lot to do even in November."
Serene Lakefront Escape: Boat Dock & Grill!
Property grounds
House with great location!
10.0 out of 10, Exceptional, (11)
"Very cute house. Warm welcoming hostess who helped us tremendously when we had questions about the door code and the TV. Our dog was so happy to have a fenced yard to explore. Thank you for a wonderful stay!"
The price is AU$398
per night
12 May - 13 May
House with great location!
Property grounds
Luxury lake home with dock, patio, and deck!
10.0 out of 10, Exceptional, (23)
"Beautiful house. Clean"
Luxury lake home with dock, patio, and deck!
Property grounds
Lake Retreat near Great Lakes Naval, Lake Geneva, Fox Lake & Great America.
10.0 out of 10, Exceptional, (3)
"Really enjoyed the short stay. The house is great, with a wonderful deck overlooking the lake. The interior is modern and clean. Communications with Larry were helpful and prompt. Couldn’t recommend the property more!"
The price is AU$632
per night
12 May - 13 May
Lake Retreat near Great Lakes Naval, Lake Geneva, Fox Lake & Great America.
Beach
Enjoy Spectacular Sunset Views ☀️ On True Lakefront
10.0 out of 10, Exceptional, (38)
"Property is better than described in listing - there is nothing that needs to be added or improved. It’s a perfect location on the lake and close to many restaurants and bars. Also, great for children and pets. Kirk and Laura were very responsive and communicative which we appreciated. We look forward to returning when the weather warms up."
Enjoy Spectacular Sunset Views ☀️ On True Lakefront
Smart TV, stereo
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
9.8 out of 10, Exceptional, (7)
"It was a little dated but cozy"
The price is AU$321
per night
7 May - 8 May
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
View from property
Beautiful and spacious lakefront home! Close to everything!
9.8 out of 10, Exceptional, (24)
"It was so much fun we had a great time!"
Beautiful and spacious lakefront home! Close to everything!
Property grounds
Pet Friendly Huge Lake Front Home with Stunning Views
9.8 out of 10, Exceptional, (39)
"Our stay was quiet and cozy for our new Navy graduate fresh from bootcamp. It was important to her to have a nice low key stay without a lot of activity surrounding her. We were even able to extend one more day to be able to spend extra time with her."
Pet Friendly Huge Lake Front Home with Stunning Views
Property grounds
Luxury Lake House Steps from Browns Lake w. Arcade Room + Private Beach
9.8 out of 10, Exceptional, (31)
"House was great. Had everything we could ask for!!"
Luxury Lake House Steps from Browns Lake w. Arcade Room + Private Beach
Property grounds
Fox Lake "Funcation" ★ 3 King Beds ★ Chain O Lakes
9.6 out of 10, Exceptional, (50)
"This was a cute property and had an open and spacious feel inside. We really loved that all three rooms had a king sized bed and they were very comfortable! It was also a huge bonus that there was a second bathroom with a shower as we had to be somewhere fairly early on Saturday and everyone was able to get ready fast. The house also felt really solid and well insulated so each room felt like it had enough privacy. We would definitely stay here again!"
Fox Lake "Funcation" ★ 3 King Beds ★ Chain O Lakes
Outdoor dining
SPACIOUS and Stylish Lakefront Retreat with VIEWS!
9.4 out of 10, Exceptional, (23)
"We booked this home for a long weekend for our book club. Honestly, we are all counting down the days until we have an excuse to do it again! The house is beautiful, well cared for and the hosts were super responsive. The layout is great for multiple couples, offering nice sized bedrooms and multiple full bathrooms. The fire pit on the water was a fan favorite as well, a perfect setting for sunset views. We can’t say enough about our experience and will definitely be returning yearly!"
SPACIOUS and Stylish Lakefront Retreat with VIEWS!
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See all available properties in Pleasant Prairie
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Pleasant Prairie Holiday Home Travel Info

Number of holiday homes
2
Popular accommodation
Pleasant Prairie private holiday homes
Known landmarks
Kenosha Public Museum, Simmons Island Beach and America's Action Territory Family Fun Park
International airports
Chicago, IL (ORD-O'Hare Intl.) and Milwaukee, WI (MKE-General Mitchell Intl.)

Other types of properties in Pleasant Prairie you may be interested in

Exterior
Fairfield Inn & Suites Kenosha Pleasant Prairie
2.5 star property
9.2 out of 10, Wonderful, (508)
"Favorite place when we’re in the area"
The price is AU$187
per night
15 May - 16 May
Fairfield Inn & Suites Kenosha Pleasant Prairie
Bar (on property)
Doubletree by Hilton Pleasant Prairie Kenosha
4.0 star property
8.8 out of 10, Excellent, (794)
"I made a last minute reservation in a snowstorm; the desk staff was friendly and the wait staff in the next door restaurant excellent. The food was surprisingly good. It’s in the middle of an outlet mall by the highway but in driving distance of other attractions. Pleasant Prairie is just over the WI state line on I-94 "
The price is AU$166
per night
20 May - 21 May
Doubletree by Hilton Pleasant Prairie Kenosha
Premium bedding, desk, laptop workspace, iron/ironing board
Days Inn by Wyndham Pleasant Prairie Kenosha
2.5 star property
7.6 out of 10, Good, (120)
"Great hotel! Staff is attentive and accommodating. Rooms are big and clean. Would recommend. "
The price is AU$98
per night
27 May - 28 May
Days Inn by Wyndham Pleasant Prairie Kenosha
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Everything you need to know about Pleasant Prairie holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pleasant Prairie holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pleasant Prairie holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Pleasant Prairie holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pleasant Prairie. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pleasant Prairie holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pleasant Prairie holiday rentals we have selected for you start as low as AU$165 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Pleasant Prairie rentals

At Expedia, we put the best Pleasant Prairie holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Pleasant Prairie rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pleasant Prairie holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pleasant Prairie. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Pleasant Prairie?

Yes, there are holiday rentals in Pleasant Prairie close to Jelly Belly Center, or you can select a more secluded option if you're looking for a relaxing stay. The shops and restaurants are several reasons why visitors like Pleasant Prairie. Make sure you have time to check out the lake views and temples during your trip.

How many holiday rentals are there in Pleasant Prairie?

With 5 Expedia holiday rentals, you're guaranteed to find just the right place for your Pleasant Prairie stay.

What can I see and do in Pleasant Prairie?

Lake Michigan and North Point Marina Beach are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Jelly Belly Center. In the wider area, you’ll find popular places such as Six Flags Great America and Naval Base Great Lakes.

What are holiday rentals like in Pleasant Prairie?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pleasant Prairie. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for family trips.

Recent reviews of Pleasant Prairie properties
Expedia verified reviews

Sonesta ES Suites Chicago Waukegan Gurnee

Sonesta ES Suites Chicago Waukegan Gurnee

5/5 Excellent
"Staff was very friendly and helpful. Everything was nice and cleaned."
A verified traveller stayed at Sonesta ES Suites Chicago Waukegan Gurnee
Posted 2 days ago
Sonesta ES Suites Chicago Waukegan Gurnee