Pleasant Prairie Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Pleasant Prairie vacation rentals

A house with a front porch, steps, and a small garden area.

1. Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View

Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
Kenosha
9.4 out of 10, Exceptional, (96 reviews)
"Comfy, cozy, and clean place to stay!!"
United States
Erin
$71 nightly
The price is $80
Nov 15 - Nov 16
Total with taxes and fees
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
A modern living room with a flat-screen TV, a coffee table, a blue armchair, and a gray sofa.

2. 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
$231 nightly
The price is $254
Dec 8 - Dec 9
Total with taxes and fees
The Beach Park Retreat
A living room with a sofa, coffee table, lamp, and a staircase.

3. 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.
$228 nightly
The price is $241
Nov 15 - Nov 16
Total with taxes and fees
Cute & Cozy, 1bd Condo Apartment/townhouse
A wooden deck with a metal bench and a stone stack, overlooking a lake with a dock and chairs along the edge.

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.
$238 nightly
The price is $251
Nov 15 - Nov 16
Total with taxes and fees
Charming 2-bedroom Channel house and kayaks in Paddock Lake
A sandy beach with a row of red benches along the water's edge.

5. 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, (12 reviews)
"Was a nice little get away location. "
United States
Shanna D.
$731 nightly
The price is $771
Dec 2 - Dec 3
Total with taxes and fees
Salem Vacation Home w/ Dock: Steps to Paddock Lake
A sandy beach with a row of red benches along the water's edge.

6. 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
Dec 2 - Dec 3
Total with taxes and fees
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.

7. Apartment Attached to a 1900 historic Farm house

Apartment Attached to a 1900 historic Farm house
Old Mill Creek
8.8 out of 10, Excellent, (22 reviews)
"Good community"
United States
jennifer c.
$218 nightly
The price is $231
Nov 15 - Nov 16
Total with taxes and fees
Apartment Attached to a 1900 historic Farm house
A covered porch with wicker furniture, a small table, and a lantern.

8. 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.
$431 nightly
The price is $457
Nov 15 - Nov 16
Total with taxes and fees
Beautiful and Cozy With 5 Bedrooms
Elegant feature wall with a statement mirror, enhancing depth and style.

9. Peaceful Family & Fur-Friendly home near Navy Base, Gurnee Mills, Six Flags.

Peaceful Family & Fur-Friendly home near Navy Base, Gurnee Mills, Six Flags.
Lindenhurst
9.4 out of 10, Exceptional, (3 reviews)
"Great house! Great stay! Thanks!"
United States
ks778681
$163 nightly
The price is $173
Dec 6 - Dec 7
Total with taxes and fees
Peaceful Family & Fur-Friendly home near Navy Base, Gurnee Mills, Six Flags.
A forested area with a wooden deck and stairs leading up a hill.

10. Wisconsin Treehouse Getaway!

Wisconsin Treehouse Getaway!
Racine
9.6 out of 10, Exceptional, (32 reviews)
"The hosts were very nice and checked in with me to make sure my day was enjoyable. They also let me use their laundry facility. I was very happy about that. All in all I’m very happy."
United States
Scottyj
$198 nightly
The price is $225
Nov 16 - Nov 17
Total with taxes and fees
Wisconsin Treehouse Getaway!
A two-story house with a stone chimney, a front porch with steps, and a flag.

11. Quaint Bungalow, near Great Lakes Naval Base

Quaint Bungalow, near Great Lakes Naval Base
Mundelein
9.8 out of 10, Exceptional, (77 reviews)
"House was clean. Nice layout. Woodwork is very charming. Fenced in backyard was a lovely place to toss around a frisbee and kick a soccer ball. House was close to a grocery store and other amenities. Kitchen was stocked with everything one needs. Recommend others staying here if you need to be in the area."
United States
Benjamin O.
$319 nightly
The price is $338
Nov 23 - Nov 24
Total with taxes and fees
Quaint Bungalow, near Great Lakes Naval Base
A kitchen counter with a blender, a potted plant, and a utensil holder.

12. 6 Beds Ideal for Crews & Insurance I Close to Naval Base and 6 flags

6 Beds Ideal for Crews & Insurance I Close to Naval Base and 6 flags
Waukegan
9.6 out of 10, Exceptional, (4 reviews)
"Great place for overnight stay. Plenty of room for family of 7. Way better than staying at a hotel."
United States
Kim K.
$414 nightly
The price is $439
Nov 15 - Nov 16
Total with taxes and fees
6 Beds Ideal for Crews & Insurance I Close to Naval Base and 6 flags
An outdoor patio with a hot tub, wicker chairs, and a table.

13. 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.
$381 nightly
The price is $404
Nov 15 - Nov 16
Total with taxes and fees
Tiny Home Retreat with hot tub
An outdoor patio with a pergola, seating area, and a brick floor.

14. The Rooftop - Haven!

The Rooftop - Haven!
Waukegan
$219 nightly
The price is $244
Nov 16 - Nov 17
Total with taxes and fees
The Rooftop - Haven!
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, (18 reviews)
"Very spacious, clean & great location!"
United States
Ernesta T.
$256 nightly
The price is $266
Nov 14 - Nov 15
Total with taxes and fees
Richmond No. 267 Boutique Loft Apartment
A patio with a circular fire pit and four Adirondack chairs.

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

Great America Getaway | Sleeps 12 | Near Navy Base
Gurnee
10.0 out of 10, Exceptional, (4 reviews)
"Great stay. Loved property"
United States
Jennifer R.
$732 nightly
The price is $814
Nov 14 - Nov 15
Total with taxes and fees
Great America Getaway | Sleeps 12 | Near Navy Base
An outdoor patio area with a large umbrella, wicker furniture, and a grill station.

17. Greenwood Loft & Rooftop

Greenwood Loft & Rooftop
Waukegan
$220 nightly
The price is $245
Nov 15 - Nov 16
Total with taxes and fees
Greenwood Loft & Rooftop
An outdoor patio with a hot tub, wicker chairs, and a table.

18. 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.
$300 nightly
The price is $318
Nov 15 - Nov 16
Total with taxes and fees
Hot Tub Retreats
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)
"This was an amazing property right on the water. It was clean, the host was very helpful and answered questions in a timely manner. We came when it rained which was unfortunate but we still enjoyed our time there!"
United States
Christina C.
$285 nightly
The price is $302
Nov 15 - Nov 16
Total with taxes and fees
This is a VACATION spot with a million dollar view!
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.
View all properties

Find vacation rentals that suit your style

Apartment image
Apartments
Apartments
Condo image
Condos
Condos

Top Pleasant Prairie Hotel Reviews

A modern hotel with a flat roof and a large entrance area.
SpringHill Suites by Marriott Kenosha

SpringHill Suites by Marriott Kenosha

SpringHill Suites by Marriott Kenosha
Kenosha

10/10 Excellent

What a unique and beautiful hotel, very peaceful and so clean, my children don't want to leave. The staff are so friendly and helpful. We're going back soon.
United States
bukola
Reviewed July 16, 2023
SpringHill Suites by Marriott Kenosha

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 $80 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.

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.

Explore a world of travel with Expedia