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

Pleasant Prairie Holiday Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Pleasant Prairie holiday rentals

Property grounds

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, (95 reviews)
"Comfy, cozy, and clean place to stay!!"
United States
Erin
The price is HK$588
HK$953 total
includes taxes & fees
10 Aug - 11 Aug
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
Interior

2. 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 HK$1,177
HK$3,542 total
includes taxes & fees
10 Aug - 11 Aug
Beautiful and Cozy With 5 Bedrooms
Interior

3. 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 HK$1,898
HK$7,055 total
includes taxes & fees
10 Aug - 11 Aug
Salem Vacation Home w/ Dock: Steps to Paddock Lake
1 bedroom, in-room safe, free WiFi, bed sheets

4. Spacious 27’ RV on horse farm

Spacious 27’ RV on horse farm
Bristol
8.8 out of 10, Excellent, (10 reviews)
"Beautiful property and very nice and friendly people "
United States
Jeff K.
The price is HK$706
HK$910 total
includes taxes & fees
16 Aug - 17 Aug
Spacious 27’ RV on horse farm
TV

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, (11 reviews)
"Was a nice little get away location. "
United States
Shanna D.
The price is HK$1,506
HK$7,217 total
includes taxes & fees
10 Aug - 11 Aug
Salem Vacation Home w/ Dock: Steps to Paddock Lake
Smart TV

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

Cute & Cozy, 1bd Condo Apartment/townhouse
Zion
10.0 out of 10, Exceptional, (3 reviews)
"Great stay was clean and in a great location overall was a good experience!"
United States
Tristan P.
The price is HK$957
HK$2,103 total
includes taxes & fees
12 Aug - 13 Aug
Cute & Cozy, 1bd Condo Apartment/townhouse
Outdoor dining

7. 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 HK$1,796
HK$3,342 total
includes taxes & fees
10 Aug - 11 Aug
Tiny Home Retreat with hot tub
Outdoor dining

8. Hot Tub Retreats

Hot Tub Retreats
Lake Villa
10.0 out of 10, Exceptional, (1 review)
"Very clean and cozy I loved my stay"
United States
Rosilynn B.
The price is HK$1,875
HK$2,627 total
includes taxes & fees
17 Aug - 18 Aug
Hot Tub Retreats
Interior

9. Irish Mist V @ Reefpoint Marina

Irish Mist V @ Reefpoint Marina
Racine
9.8 out of 10, Exceptional, (35 reviews)
"Nice spot to stay a night!"
United States
Joseph P.
The price is HK$1,177
HK$2,127 total
includes taxes & fees
24 Aug - 25 Aug
Irish Mist V @ Reefpoint Marina
Marina

10. 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, (27 reviews)
"Great location!! Beautiful place!!!"
United States
Jason C.
The price is HK$1,373
HK$2,602 total
includes taxes & fees
10 Aug - 11 Aug
This is a VACATION spot with a million dollar view!
Interior

11. 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 HK$988
HK$1,904 total
includes taxes & fees
10 Aug - 11 Aug
Apartment Attached to a 1900 historic Farm house
Outdoor dining

12. Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19

Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19
Racine
9.6 out of 10, Exceptional, (17 reviews)
"Very nice stay. Bed was comfortable and clean. Liked the experience of being on a boat. Amenities were great. Had a little trouble with the on board toilet but otherwise it was a great stay."
United States
Carrie
The price is HK$1,177
HK$1,887 total
includes taxes & fees
30 Aug - 31 Aug
Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19
Exterior

13. Wisconsin Treehouse Getaway!

Wisconsin Treehouse Getaway!
Racine
9.6 out of 10, Exceptional, (31 reviews)
"Beautiful atmosphere "
United States
Stephanie
The price is HK$988
HK$1,941 total
includes taxes & fees
20 Aug - 21 Aug
Wisconsin Treehouse Getaway!
Outdoor pool, a heated pool

14. Marina Life II - 28 Carver @ Reef Point Marina

Marina Life II - 28 Carver @ Reef Point Marina
Racine
9.6 out of 10, Exceptional, (54 reviews)
"Great value for an amazing location!"
United States
Douglas E.
The price is HK$1,177
HK$1,895 total
includes taxes & fees
13 Aug - 14 Aug
Marina Life II - 28 Carver @ Reef Point Marina
Outdoor dining

15. 3-bedroom vacation home just a short walk to Lake Michigan

3-bedroom vacation home just a short walk to Lake Michigan
Racine
9.2 out of 10, Wonderful, (37 reviews)
"Amazing location. Easy parking and entrance. Wish i was there in the summer. Would definitely stay again"
United States
Michelle C.
The price is HK$1,177
HK$2,288 total
includes taxes & fees
26 Aug - 27 Aug
3-bedroom vacation home just a short walk to Lake Michigan
Interior

16. 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, (46 reviews)
"Second time at the home - was clean and comfortable."
United States
Leshonda
The price is HK$1,310
HK$3,286 total
includes taxes & fees
11 Aug - 12 Aug
4Bed 3.5Ba Cozy New Construction! Close to Lake Geneva and Lake Elizabeth!
Interior

17. 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.
The price is HK$2,016
HK$4,814 total
includes taxes & fees
9 Sept - 10 Sept
Modern 3-bedroom house in tranquil North Chicago near Great Lakes Navy Base
Smart TV, fireplace, video games

18. 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
9.6 out of 10, Exceptional, (9 reviews)
"Wonderful property right on the lake with gorgeous views. Everything was clean, cozy & inviting. Host was friendly & helpful in all our communications. Highly recommend & if we’re back in the area we would love to stay again!"
United States
Jenn W.
The price is HK$1,789
HK$4,199 total
includes taxes & fees
17 Aug - 18 Aug
Lake Access + Lake Views from Deck + GameRoom and Only 20 Minutes to Lake Geneva
Marina

19. Pistakee Marina Boat House

Pistakee Marina Boat House
Fox Lake
7.2 out of 10, Good, (5 reviews)
"Came with the grandkids to visit Volo from south Indiana, short stay. Exactly what we needed, no more no less. Kids enjoyed and so did the adults. Would definitely stay again if in the area."
United States
Donald C.
The price is HK$1,048
HK$5,234 total
includes taxes & fees
10 Aug - 11 Aug
Pistakee Marina Boat House
Living area

20. Richmond No. 267 Boutique Loft Apartment

Richmond No. 267 Boutique Loft Apartment
Richmond
10.0 out of 10, Exceptional, (15 reviews)
"Very spacious, clean & great location!"
United States
Ernesta T.
The price is HK$1,516
HK$2,489 total
includes taxes & fees
1 Sept - 2 Sept
Richmond No. 267 Boutique Loft Apartment
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

Sonesta ES Suites Chicago Waukegan Gurnee

Sonesta ES Suites Chicago Waukegan Gurnee

10/10 Excellent
"todo estuvo al cien lo recomiendo"
Jesús 3-night trip
Posted less than an hour ago
Sonesta ES Suites Chicago Waukegan Gurnee

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:

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

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 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 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.