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

Pleasant Prairie Vacation Rentals

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Check prices for these dates

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

Our top choices for Pleasant Prairie vacation rentals

House (4 Bedrooms) | Interior

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 AED 889
AED 3,303 total
includes taxes & fees
23 Sep - 24 Sep
Salem Vacation Home w/ Dock: Steps to Paddock Lake
Smart TV

2. 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 AED 403
AED 922 total
includes taxes & fees
22 Sep - 23 Sep
Cute & Cozy, 1bd Condo Apartment/townhouse
TV

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.
The price is AED 705
AED 3,379 total
includes taxes & fees
23 Sep - 24 Sep
Salem Vacation Home w/ Dock: Steps to Paddock Lake
Exterior

4. 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 AED 400
AED 930 total
includes taxes & fees
22 Sep - 23 Sep
The Beach Park Retreat
Interior

5. 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 AED 1,469
AED 2,779 total
includes taxes & fees
22 Sep - 23 Sep
Beautiful and Cozy With 5 Bedrooms
Smart TV

6. 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 AED 551
AED 926 total
includes taxes & fees
1 Oct - 2 Oct
Charming 2-bedroom Channel house and kayaks in Paddock Lake
TV, books, stereo

7. The Rooftop - Haven!

The Rooftop - Haven!
Waukegan
The price is AED 400
AED 986 total
includes taxes & fees
22 Sep - 23 Sep
The Rooftop - Haven!
Interior

8. 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 AED 463
AED 891 total
includes taxes & fees
27 Sep - 28 Sep
Apartment Attached to a 1900 historic Farm house
TV

9. Greenwood Loft & Rooftop

Greenwood Loft & Rooftop
Waukegan
The price is AED 400
AED 950 total
includes taxes & fees
22 Sep - 23 Sep
Greenwood Loft & Rooftop
Outdoor pool, a heated pool

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

Marina Life II - 28 Carver @ Reef Point Marina
Racine
9.8 out of 10, Exceptional, (57 reviews)
"Very beautiful unique experience. Wonderful clean facilities, would definitely stay again"
United States
Paul
Marina Life II - 28 Carver @ Reef Point Marina
Exterior

11. Wisconsin Treehouse Getaway!

Wisconsin Treehouse Getaway!
Racine
9.6 out of 10, Exceptional, (32 reviews)
"Beautiful atmosphere "
United States
Stephanie
The price is AED 463
AED 871 total
includes taxes & fees
23 Sep - 24 Sep
Wisconsin Treehouse Getaway!
Outdoor dining

12. 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 AED 878
AED 1,230 total
includes taxes & fees
22 Sep - 23 Sep
Hot Tub Retreats
Interior

13. 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.
The price is AED 496
AED 930 total
includes taxes & fees
22 Sep - 23 Sep
Irish Mist V @ Reefpoint Marina
Outdoor dining

14. 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 AED 841
AED 1,553 total
includes taxes & fees
27 Sep - 28 Sep
Tiny Home Retreat with hot tub
3 bedrooms, desk, iron/ironing board, travel crib

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, (27 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 AED 588
AED 1,442 total
includes taxes & fees
28 Sep - 29 Sep
3BR Apartment, Split level house, in Waukegan, 7min. to The Naval Base with WiFi
Beach nearby

16. 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, (14 reviews)
"Nice comfy home. Very relaxing"
United States
linda b.
The price is AED 562
AED 1,116 total
includes taxes & fees
28 Sep - 29 Sep
Deck + Fire Pit, Walk to Browns Lake Private Beach, Game Room, Near Lake Geneva
Living area

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 AED 634
AED 1,077 total
includes taxes & fees
24 Sep - 25 Sep
Richmond No. 267 Boutique Loft Apartment
Exterior detail

18. 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 AED 496
AED 1,253 total
includes taxes & fees
29 Sep - 30 Sep
Quaint Bungalow, near Great Lakes Naval Base
Smart TV

19. 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
The price is AED 496
AED 1,253 total
includes taxes & fees
30 Sep - 1 Oct
6 Beds Ideal for Crews & Insurance I Close to Naval Base and 6 flags
Smart TV, fireplace, foosball, video library

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.
The price is AED 1,634
AED 2,643 total
includes taxes & fees
13 Oct - 14 Oct
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

The Stella Hotel & Ballroom

The Stella Hotel & Ballroom

8/10 Good
"Beds are hard as a rock and pillows were small and foam type."
Andrew 1-night trip
Posted 1 hour ago
The Stella Hotel & Ballroom

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.