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
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

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.
$714 nightly
The price is $757
Sep 14 - Sep 15
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
$852 nightly
The price is $899
Sep 14 - Sep 15
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.
$872 nightly
The price is $920
Sep 14 - Sep 15
Total with taxes and fees
Salem Vacation Home w/ Dock: Steps to Paddock Lake
A group of people seated around a round table with a fire pit in the center, overlooking a marina with boats and a cityscape in the background.

4. 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, (18 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
$200 nightly
The price is $211
Sep 14 - Sep 15
Total with taxes and fees
Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19
A two-story building with a brick facade and a blue upper section.

5. 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
$222 nightly
The price is $244
Sep 14 - Sep 15
Total with taxes and fees
The Beach Park Retreat
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.
$223 nightly
The price is $236
Sep 14 - Sep 15
Total with taxes and fees
Apartment Attached to a 1900 historic Farm house
A modern living room with a sectional sofa, a coffee table, and a herringbone-patterned hardwood floor.

7. Beach Park Estate: Chef's Kitchen, Nature, Fitness Room, Naval Base, Beach, Lake

Beach Park Estate: Chef's Kitchen, Nature, Fitness Room, Naval Base, Beach, Lake
Beach Park
10.0 out of 10, Exceptional, (18 reviews)
"Great family house felt like a resorts for the kids "
United States
Michael B.
$1,283 nightly
The price is $1,359
Sep 14 - Sep 15
Total with taxes and fees
Beach Park Estate: Chef's Kitchen, Nature, Fitness Room, Naval Base, Beach, Lake
A small kitchenette area with a coffee maker, a toaster, a bottle of champagne, and a sign that reads "Welcome Mr. Cong."

8. 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.
$228 nightly
The price is $241
Sep 14 - Sep 15
Total with taxes and fees
Irish Mist V @ Reefpoint Marina
A living room with a sofa, coffee table, lamp, and a staircase.

9. 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.
$239 nightly
The price is $253
Sep 14 - Sep 15
Total with taxes and fees
Cute & Cozy, 1bd Condo Apartment/townhouse
A swimming pool with a curved edge and a single visible lane.

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
$217 nightly
The price is $229
Sep 14 - Sep 15
Total with taxes and fees
Marina Life II - 28 Carver @ Reef Point Marina
A modern living space with a kitchen, dining area, and a cozy seating area.

11. 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.
$239 nightly
The price is $252
Oct 1 - Oct 2
Total with taxes and fees
Charming 2-bedroom Channel house and kayaks in Paddock Lake
An outdoor patio with a hot tub, wicker chairs, and a table.

12. 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.
$364 nightly
The price is $385
Sep 14 - Sep 15
Total with taxes and fees
Tiny Home Retreat with hot tub
An outdoor patio with a hot tub, wicker chairs, and a table.

13. 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.
$316 nightly
The price is $335
Sep 14 - Sep 15
Total with taxes and fees
Hot Tub Retreats
A glass-enclosed gazebo with a metal roof, wooden deck, and a statue of a person.

14. Wisconsin Treehouse Getaway!

Wisconsin Treehouse Getaway!
Racine
9.6 out of 10, Exceptional, (32 reviews)
"Beautiful atmosphere "
United States
Stephanie
$218 nightly
The price is $247
Sep 15 - Sep 16
Total with taxes and fees
Wisconsin Treehouse Getaway!
A living room with a sectional sofa, a patterned armchair, a coffee table, and a lamp.

15. The Rooftop - Haven!

The Rooftop - Haven!
Waukegan
$232 nightly
The price is $257
Sep 14 - Sep 15
Total with taxes and fees
The Rooftop - Haven!
A modern living room with a grey sofa, a blue armchair, and a dining area with a table and chairs.

16. Greenwood Loft & Rooftop

Greenwood Loft & Rooftop
Waukegan
$223 nightly
The price is $247
Sep 14 - Sep 15
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.

17. Richmond No. 267 Boutique Loft Apartment

Richmond No. 267 Boutique Loft Apartment
Richmond
10.0 out of 10, Exceptional, (16 reviews)
"Very spacious, clean & great location!"
United States
Ernesta T.
$282 nightly
The price is $293
Sep 15 - Sep 16
Total with taxes and fees
Richmond No. 267 Boutique Loft Apartment
A house by a lake with docked boats and a flag.

18. 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, (31 reviews)
"Great location!! Beautiful place!!!"
United States
Jason C.
$313 nightly
The price is $332
Sep 14 - Sep 15
Total with taxes and fees
This is a VACATION spot with a million dollar view!
A spacious living room with a large window, a fireplace, and a television.

19. 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.
$627 nightly
The price is $712
Sep 20 - Sep 21
Total with taxes and fees
Lake Michigan Waterfront Designer Villa
A modern living room with a grey sofa, a grey ottoman, and a coffee table. There are large windows with curtains, a flat-screen TV mounted on the wall, and decorative wall art.

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.
$680 nightly
The price is $721
Oct 13 - Oct 14
Total with taxes and fees
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

10/10 Excellent
"Bien ubicado, el desyuno podria ser mejor, buena atencion y una decoracion bonito, tiene estacionamiento gratis muy cerca y en frente una heladeria y lugares de interes."
Maria Elvia 1-night trip
Posted 1 hour ago
The Stella Hotel & Ballroom

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 $304 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?

The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft: This vacation home rental outside of Pleasant Prairie is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a pool table, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Pleasant Prairie?

With 5 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.