A pond surrounded by grass and trees, with a wooden bridge in the background.

Pleasant Prairie Vacation Rentals

Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Pleasant Prairie vacation rentals

A spacious living room with a wooden floor, a dining area, and a kitchen in the background.

1. Salem Vacation Home w/ Dock: Steps to Paddock Lake

Salem Vacation Home w/ Dock: Steps to Paddock Lake
3.0 star property
Salem
The price is ￥25,805
￥129,177 total
includes taxes & fees
Oct 17 - Oct 18
Salem Vacation Home w/ Dock: Steps to Paddock Lake
A spacious living room with a wooden floor, a dining area, and a kitchen in the background.

2. Salem Vacation Home w/ Dock: Steps to Paddock Lake

Salem Vacation Home w/ Dock: Steps to Paddock Lake
Salem
9.2 out of 10, Wonderful, (11 reviews)
"Was a nice little get away location. "
United States
Shanna D.
The price is ￥19,156
￥132,112 total
includes taxes & fees
Oct 17 - Oct 18
Salem Vacation Home w/ Dock: Steps to Paddock Lake
A living room with a television on a stand, a potted plant, a glass coffee table, and a window with curtains.

3. Apartment Attached to a 1900 historic Farm house

Apartment Attached to a 1900 historic Farm house
Old Mill Creek
8.6 out of 10, Excellent, (20 reviews)
"The place is very cozy and inviting. There was a smell we thought might have been cat urine on a blanket. Otherwise I'd recommend it."
United States
Matt H.
The price is ￥19,947
￥38,420 total
includes taxes & fees
Oct 12 - Oct 13
Apartment Attached to a 1900 historic Farm house
A modern living space with a kitchen, dining area, and a cozy seating area.

4. Charming 2-bedroom Channel house and kayaks in Paddock Lake

Charming 2-bedroom Channel house and kayaks in Paddock Lake
Salem
10.0 out of 10, Exceptional, (13 reviews)
"Excellent property and location!"
United States
Rod L.
The price is ￥23,747
￥40,085 total
includes taxes & fees
Nov 2 - Nov 3
Charming 2-bedroom Channel house and kayaks in Paddock Lake
A living room with a sofa, coffee table, lamp, and a staircase.

5. Cute & Cozy, 1bd Condo Apartment/townhouse

Cute & Cozy, 1bd Condo Apartment/townhouse
Zion
9.6 out of 10, Exceptional, (4 reviews)
"Great stay was clean and in a great location overall was a good experience!"
United States
Tristan P.
The price is ￥17,382
￥40,232 total
includes taxes & fees
Oct 12 - Oct 13
Cute & Cozy, 1bd Condo Apartment/townhouse
A modern living room with a sofa, a blue armchair, a coffee table, and a TV mounted on the wall.

6. The Beach Park Retreat

The Beach Park Retreat
Beach Park
10.0 out of 10, Exceptional, (1 review)
"The host, Hugo, was friendly and answered questions promptly, the apartment was spacious and well maintained. The kitchen had everything we needed for a weekend trip. I would recommend this property to anyone staying in the area."
United States
Sara
The price is ￥17,256
￥40,429 total
includes taxes & fees
Oct 20 - Oct 21
The Beach Park Retreat
A kitchen with wooden cabinets, a black countertop, and a window.

7. Beautiful and Cozy With 5 Bedrooms

Beautiful and Cozy With 5 Bedrooms
Zion
8.8 out of 10, Excellent, (23 reviews)
"This is a great home with plenty of space!"
United States
randy w.
The price is ￥63,324
￥119,793 total
includes taxes & fees
Oct 17 - Oct 18
Beautiful and Cozy With 5 Bedrooms
A glass-enclosed gazebo with a metal roof, wooden deck, and a statue of a person.

8. Wisconsin Treehouse Getaway!

Wisconsin Treehouse Getaway!
Racine
9.6 out of 10, Exceptional, (32 reviews)
"Beautiful atmosphere "
United States
Stephanie
The price is ￥19,947
￥39,351 total
includes taxes & fees
Oct 12 - Oct 13
Wisconsin Treehouse Getaway!
An outdoor patio with a hot tub, wicker chairs, and a table.

9. Tiny Home Retreat with hot tub

Tiny Home Retreat with hot tub
Lake Villa
9.0 out of 10, Wonderful, (4 reviews)
"Amazing stay, great host! "
United States
Aaron L.
The price is ￥36,253
￥67,446 total
includes taxes & fees
Oct 13 - Oct 14
Tiny Home Retreat with hot tub
A two-story house with a stone chimney, a front porch with steps, and a flag.

10. Quaint Bungalow, near Great Lakes Naval Base

Quaint Bungalow, near Great Lakes Naval Base
Mundelein
9.8 out of 10, Exceptional, (75 reviews)
"Fantastic location. Very clean. Great/quick communication with host. Definitely recommend!"
United States
Jaclyn Z.
The price is ￥21,372
￥56,373 total
includes taxes & fees
Oct 12 - Oct 13
Quaint Bungalow, near Great Lakes Naval Base
A bedroom with a bed, a sofa, a desk, and a window.

11. The Rooftop - Haven!

The Rooftop - Haven!
Waukegan
The price is ￥17,256
￥42,855 total
includes taxes & fees
Oct 18 - Oct 19
The Rooftop - Haven!
An outdoor patio with a hot tub, wicker chairs, and a table.

12. Hot Tub Retreats

Hot Tub Retreats
Lake Villa
6.0 out of 10, (2 reviews)
"Very disgusting wanted us to throw our poop paper in a waste basket and not flush it down the toilet told me that the previous people that rented took off with the key never changed the locks. Just had to deal with it. Very bad poor communication no information prior to arriving worst place ever."
United States
April R.
The price is ￥37,836
￥53,016 total
includes taxes & fees
Oct 13 - Oct 14
Hot Tub Retreats
A beach with a wooden bench, a dock, and calm water.

13. Deck + Fire Pit, Walk to Browns Lake Private Beach, Game Room, Near Lake Geneva

Deck + Fire Pit, Walk to Browns Lake Private Beach, Game Room, Near Lake Geneva
Burlington
9.2 out of 10, Wonderful, (15 reviews)
"Nice comfy home. Very relaxing"
United States
linda b.
The price is ￥27,704
￥52,277 total
includes taxes & fees
Nov 4 - Nov 5
Deck + Fire Pit, Walk to Browns Lake Private Beach, Game Room, Near Lake Geneva
A kitchen counter with a coffee maker, a water dispenser, a knife block, and a Keurig coffee maker.

14. Greenwood Loft & Rooftop

Greenwood Loft & Rooftop
Waukegan
The price is ￥17,256
￥41,105 total
includes taxes & fees
Oct 20 - Oct 21
Greenwood Loft & Rooftop
A bedroom with a large bed, two bedside tables, and decorative wall mirrors.

15. 3BR Apartment, Split level house, in Waukegan, 7min. to The Naval Base with WiFi

3BR Apartment, Split level house, in Waukegan, 7min. to The Naval Base with WiFi
Waukegan
9.6 out of 10, Exceptional, (31 reviews)
"Excellent location for Navy Graduation and clean. 5 minutes to the Metra Train. Property owner is very responsive and flexible. Beds were comfortable and double sink in the 1 bathroom was a plus."
United States
Shannon W.
The price is ￥25,330
￥60,828 total
includes taxes & fees
Nov 1 - Nov 2
3BR Apartment, Split level house, in Waukegan, 7min. to The Naval Base with WiFi
A cozy room with a plaid armchair, a small table with a lamp, and a view of the outdoors through large windows.

16. Lake Access + Lake Views from Deck + GameRoom and Only 20 Minutes to Lake Geneva

Lake Access + Lake Views from Deck + GameRoom and Only 20 Minutes to Lake Geneva
Burlington
9.8 out of 10, Exceptional, (12 reviews)
"We highly enjoyed our stay here. The location on the lake was lovely, the house was well maintained and as described, and communication with the host was easy and efficient. It was an easy drive to downtown Burlington and Lake Geneva. Would definitely recommend to others looking for somewhere to stay in the area. "
United States
Natalie M.
The price is ￥38,802
￥87,941 total
includes taxes & fees
Oct 12 - Oct 13
Lake Access + Lake Views from Deck + GameRoom and Only 20 Minutes to Lake Geneva
A spacious living area with a grey sofa, wooden flooring, and a kitchen area with a bar.

17. Richmond No. 267 Boutique Loft Apartment

Richmond No. 267 Boutique Loft Apartment
Richmond
10.0 out of 10, Exceptional, (17 reviews)
"Very spacious, clean & great location!"
United States
Ernesta T.
The price is ￥27,308
￥46,426 total
includes taxes & fees
Oct 12 - Oct 13
Richmond No. 267 Boutique Loft Apartment
A spacious living area with a large island, modern furniture, and a fireplace.

18. 4Bed 3.5Ba Cozy New Construction! Close to Lake Geneva and Lake Elizabeth!

4Bed 3.5Ba Cozy New Construction! Close to Lake Geneva and Lake Elizabeth!
Twin Lakes
10.0 out of 10, Exceptional, (49 reviews)
"Second time at the home - was clean and comfortable."
United States
Leshonda
The price is ￥27,372
￥69,296 total
includes taxes & fees
Oct 12 - Oct 13
4Bed 3.5Ba Cozy New Construction! Close to Lake Geneva and Lake Elizabeth!
A house by a lake with docked boats and a flag.

19. This is a VACATION spot with a million dollar view!

This is a VACATION spot with a million dollar view!
fox lake
9.8 out of 10, Exceptional, (34 reviews)
"Great location!! Beautiful place!!!"
United States
Jason C.
The price is ￥71,240
￥105,532 total
includes taxes & fees
Oct 12 - Oct 13
This is a VACATION spot with a million dollar view!
A modern living room with a grey sofa, a grey ottoman, and a coffee table. There are large windows with curtains, a flat-screen TV mounted on the wall, and decorative wall art.

20. Navy Graduation ~ 6 Flags ~ Bristol Renaissance Faire ~ Casino ~ Outlet Malls

Navy Graduation ~ 6 Flags ~ Bristol Renaissance Faire ~ Casino ~ Outlet Malls
Gurnee
9.4 out of 10, Exceptional, (43 reviews)
"Great space for the kids and adults.The pool table was very popular. Located close to the Great Lakes Naval Station so it was convenient to pickup/drop off our Sailor during liberty. Host was very accommodating and great in making sure we had a good experience."
United States
Jim L.
Navy Graduation ~ 6 Flags ~ Bristol Renaissance Faire ~ Casino ~ Outlet Malls
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.
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Top Pleasant Prairie Hotel Reviews

Fairfield Inn & Suites Kenosha Pleasant Prairie

Fairfield Inn & Suites Kenosha Pleasant Prairie

10/10 Excellent
"Judy! I have never met such a wonderful person as her! What a joy she is! Huge smile on her face and just the best person we have ever came across traveling. We can’t wait to see her again next time!! Thank you Judy if you see this!! ❤️❤️❤️❤️ Everyone was very nice and friendly!"
Trisha 2-night trip
Posted 9 hours ago
Fairfield Inn & Suites Kenosha Pleasant Prairie

Find out more about Pleasant Prairie

Search for holiday rentals in Pleasant Prairie on Expedia! You can easily find your home rentals, villas, holiday apartments in Pleasant Prairie using one of the methods below:

  • View our selection of featured holiday rentals in Pleasant Prairie
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  • Enter your travel dates to view the best deals on holiday rentals in Pleasant Prairie while they last

Look no further and take a look at our great range of rental properties in Pleasant Prairie!

Frequently asked questions

Can I find vacation rentals in Pleasant Prairie?

Yes, we give you a choice of vacation rentals where you'll be just 12.8 mi (20.6 km) from Six Flags Great America, giving you a more secluded option if you want a quiet place to 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.

What's the top vacation rental that Pleasant Prairie has to offer?

Pleasant 3-bedroom house with occupied basement separate entrance.: This vacation home rental outside of Pleasant Prairie has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

How many vacation rentals are there in Pleasant Prairie?

With 6 Expedia vacation rentals, you're sure to find just the right place for your Pleasant Prairie stay.

What can I see and do in Pleasant Prairie?

Lake Michigan and Spring Bluff Forest Preserve are a couple of lovely local spots to get outside and enjoy nature. While here, Pleasant Prairie RecPlex and Pleasant Prairie Premium Outlets are other places worth a visit.

What are vacation rentals like in Pleasant Prairie?

Vacation rentals are private properties you can stay in for a few days or a quick weekend in Pleasant Prairie. Vacation rentals offer amenities like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.