Pleasant Prairie Holiday Rentals

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Check prices for these dates

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

Our top choices for Pleasant Prairie holiday 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
The price is NZ$158
includes taxes & fees
11 Nov - 12 Nov
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
The price is NZ$445
includes taxes & fees
10 Nov - 11 Nov
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.
The price is NZ$434
includes taxes & fees
10 Nov - 11 Nov
Cute & Cozy, 1bd Condo Apartment/townhouse
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 NZ$432
includes taxes & fees
10 Nov - 11 Nov
Charming 2-bedroom Channel house and kayaks in Paddock Lake
A spacious living room with a wooden floor, a dining area, and a kitchen in the background.

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.
The price is NZ$1,406
includes taxes & fees
10 Nov - 11 Nov
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.

6. 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 NZ$1,472
includes taxes & fees
10 Nov - 11 Nov
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.
The price is NZ$415
includes taxes & fees
10 Nov - 11 Nov
Apartment Attached to a 1900 historic Farm house
A kitchen with wooden cabinets, a black countertop, and a window.

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.
The price is NZ$1,275
includes taxes & fees
10 Nov - 11 Nov
Beautiful and Cozy With 5 Bedrooms
Unleash your inner chef in our meticulously stocked kitchen with a coffee bar.

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
The price is NZ$310
includes taxes & fees
6 Dec - 7 Dec
Peaceful Family & Fur-Friendly home near Navy Base, Gurnee Mills, Six Flags.
A glass-enclosed gazebo with a metal roof, wooden deck, and a statue of a person.

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
The price is NZ$405
includes taxes & fees
10 Nov - 11 Nov
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.
The price is NZ$585
includes taxes & fees
10 Nov - 11 Nov
Quaint Bungalow, near Great Lakes Naval Base
A modern living room with a sofa set, a dining table with placemats, a coffee table, and a television.

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.
The price is NZ$782
includes taxes & fees
10 Nov - 11 Nov
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.
The price is NZ$721
includes taxes & fees
10 Nov - 11 Nov
Tiny Home Retreat with hot tub
A backyard with a barbecue area, outdoor seating, and a pool.

14. The Rooftop - Haven!

The Rooftop - Haven!
Waukegan
The price is NZ$464
includes taxes & fees
16 Nov - 17 Nov
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.
The price is NZ$481
includes taxes & fees
10 Nov - 11 Nov
Richmond No. 267 Boutique Loft Apartment
A dining area with a wooden table set for four, a kitchen with white cabinets, and a living area with a sofa and 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.
The price is NZ$1,140
includes taxes & fees
10 Nov - 11 Nov
Great America Getaway | Sleeps 12 | Near Navy Base
A bedroom with a bed, bedside tables, a dresser, a mirror, and a painting on the wall.

17. Greenwood Loft & Rooftop

Greenwood Loft & Rooftop
Waukegan
The price is NZ$424
includes taxes & fees
20 Nov - 21 Nov
Greenwood Loft & Rooftop
A modern living room with a sofa, a TV, and a kitchen area with a fridge and bar stools.

18. Peaceful and Cozy Place to Stay

Peaceful and Cozy Place to Stay
Waukegan
The price is NZ$436
includes taxes & fees
18 Nov - 19 Nov
Peaceful and Cozy Place to Stay
An outdoor patio with a hot tub, wicker chairs, and a table.

19. 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 NZ$551
includes taxes & fees
10 Nov - 11 Nov
Hot Tub Retreats
A house by a lake with docked boats and a flag.

20. 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 NZ$564
includes taxes & fees
11 Nov - 12 Nov
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.
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Find holiday rentals that suit your style

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Apartments
Apartments
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Cabins
Cabins

Top Pleasant Prairie Hotel Reviews

A bar area with multiple seating options, a television screen, and a variety of bottles and glasses on shelves.
The Stella Hotel & Ballroom

The Stella Hotel & Ballroom

The Stella Hotel & Ballroom
Downtown Kenosha

10/10 Excellent

Beautiful decor
Australia
Melissa
Reviewed June 18, 2024
The Stella Hotel & Ballroom

Find out more about Pleasant Prairie

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 favorite 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 depends 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 NZ$157 per night. Entering your travel dates in the search wizard you might find 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 where you'll be just 12.8 mi (20.6 km) from Six Flags Great America, providing a secluded option if you want peace and quiet. 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 are some of the best holiday rentals that Pleasant Prairie has to offer?

Pleasant 3-bedroom house with occupied basement separate entrance.: This holiday 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 holiday rentals are there in Pleasant Prairie?

With 6 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 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 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.