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 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Pleasant Prairie vacation rentals

A kitchen with wooden cabinets, a black countertop, and a window.

1. 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.
$675 nightly
The price is $715
Sep 28 - Sep 29
Total with taxes and fees
Beautiful and Cozy With 5 Bedrooms
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
3.0 star property
Salem
$773 nightly
The price is $816
Sep 30 - Oct 1
Total with taxes and fees
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.

3. 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.
$744 nightly
The price is $785
Sep 30 - Oct 1
Total with taxes and fees
Salem Vacation Home w/ Dock: Steps to Paddock Lake
A living room with a sofa, coffee table, lamp, and a staircase.

4. 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.
$230 nightly
The price is $244
Sep 28 - Sep 29
Total with taxes and fees
Cute & Cozy, 1bd Condo Apartment/townhouse
A modern living space with a kitchen, dining area, and a cozy seating area.

5. 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.
$230 nightly
The price is $243
Oct 1 - Oct 2
Total with taxes and fees
Charming 2-bedroom Channel house and kayaks in Paddock Lake
A living room with a television on a stand, a potted plant, a glass coffee table, and a window with curtains.

6. 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.
$221 nightly
The price is $234
Oct 2 - Oct 3
Total with taxes and fees
Apartment Attached to a 1900 historic Farm house
An outdoor patio with a hot tub, wicker chairs, and a table.

7. 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.
$298 nightly
The price is $316
Sep 28 - Sep 29
Total with taxes and fees
Hot Tub Retreats
A modern living room with a sofa, a blue armchair, a coffee table, and a TV mounted on the wall.

8. 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
$214 nightly
The price is $236
Sep 28 - Sep 29
Total with taxes and fees
The Beach Park Retreat
A small kitchenette area with a coffee maker, a toaster, a bottle of champagne, and a sign that reads "Welcome Mr. Cong."

9. Irish Mist V @ Reefpoint Marina

Irish Mist V @ Reefpoint Marina
Racine
9.8 out of 10, Exceptional, (40 reviews)
"Nice spot to stay a night!"
United States
Joseph P.
Irish Mist V @ Reefpoint Marina
An outdoor patio with a hot tub, wicker chairs, and a table.

10. 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.
$342 nightly
The price is $362
Sep 28 - Sep 29
Total with taxes and fees
Tiny Home Retreat with hot tub
A house by a lake with docked boats and a flag.

11. 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, (33 reviews)
"Great location!! Beautiful place!!!"
United States
Jason C.
$594 nightly
The price is $630
Oct 8 - Oct 9
Total with taxes and fees
This is a VACATION spot with a million dollar view!
A glass-enclosed gazebo with a metal roof, wooden deck, and a statue of a person.

12. Wisconsin Treehouse Getaway!

Wisconsin Treehouse Getaway!
Racine
9.6 out of 10, Exceptional, (32 reviews)
"Beautiful atmosphere "
United States
Stephanie
$211 nightly
The price is $239
Sep 28 - Sep 29
Total with taxes and fees
Wisconsin Treehouse Getaway!
A bedroom with a large bed, two bedside tables, and decorative wall mirrors.

13. 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
9.4 out of 10, Exceptional, (29 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.
$332 nightly
The price is $370
Sep 28 - Sep 29
Total with taxes and fees
3BR Apartment, Split level house, in Waukegan, 7min. to The Naval Base with WiFi
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
$216 nightly
The price is $240
Sep 28 - Sep 29
Total with taxes and fees
Greenwood Loft & Rooftop
A spacious living area with a grey sofa, wooden flooring, and a kitchen area with a bar.

15. 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.
$268 nightly
The price is $278
Oct 1 - Oct 2
Total with taxes and fees
Richmond No. 267 Boutique Loft Apartment
A spacious living room with a large window, a fireplace, and a television.

16. Lake Michigan Waterfront Designer Villa

Lake Michigan Waterfront Designer Villa
Racine
9.8 out of 10, Exceptional, (16 reviews)
"The host was very nice and attentive."
United States
Eric C.
$586 nightly
The price is $665
Oct 4 - Oct 5
Total with taxes and fees
Lake Michigan Waterfront Designer Villa
A two-story house with a stone chimney, a front porch with steps, and a flag.

17. 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.
$315 nightly
The price is $334
Sep 29 - Sep 30
Total with taxes and fees
Quaint Bungalow, near Great Lakes Naval Base
A well-lit patio area with a brick wall, a door, a bench, and potted plants.

18. The Rooftop - Haven!

The Rooftop - Haven!
Waukegan
$234 nightly
The price is $260
Oct 5 - Oct 6
Total with taxes and fees
The Rooftop - Haven!
A modern living room with dark hardwood floors, white sofas, a round mirror, and a dining area with a table and chairs.

19. Great America Getaway | Sleeps 12 | Near Navy Base

Great America Getaway | Sleeps 12 | Near Navy Base
Gurnee
10.0 out of 10, Exceptional, (1 review)
"Lovely place"
United States
Jack E.
$666 nightly
The price is $741
Sep 28 - Sep 29
Total with taxes and fees
Great America Getaway | Sleeps 12 | Near Navy Base

20. Modern 3-bedroom house in tranquil North Chicago near Great Lakes Navy Base

Modern 3-bedroom house in tranquil North Chicago near Great Lakes Navy Base
North Chicago
7.8 out of 10, Good, (6 reviews)
"Rented this property for my sons navy graduation, Base was only 6 minutes from the home. Tons of places to eat and shop no more then 15 minutes away. The house was super cute, very clean. we flew in at 10am and without even having to ask the host reached out and let us know it was ready for check in a few hours early which was great. left some packaged up congrats grad decor that hopefully didnt get thrown out and the next navy fam can use. "
United States
Linda U.
$515 nightly
The price is $546
Sep 29 - Sep 30
Total with taxes and fees
Modern 3-bedroom house in tranquil North Chicago near Great Lakes Navy Base
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

Motel 6 Libertyville, IL

Motel 6 Libertyville, IL

8/10 Good
"good"
ed 1-night trip
Posted 17 hours ago
Motel 6 Libertyville, IL

Find out more about Pleasant Prairie

Everything you need to know about Pleasant Prairie vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pleasant Prairie vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pleasant Prairie vacation 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 low season months. For more hustle and bustle, you may prefer to visit Pleasant Prairie in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $234 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pleasant Prairie rentals

At Expedia, we put the best Pleasant Prairie vacation 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 vacation.

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.

Explore a world of travel with Expedia

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?

Stylish Great Lakes Getaway • 4 Min to Navy Base • Family-Friendly 2BR: This vacation home rental outside of Pleasant Prairie offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Make the most of the selection of games in this rental home to help you unwind.

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.