Pleasant Prairie Vacation Rentals

Vacation Rentals in Pleasant Prairie

Terrace/patio
Modern Lakeside Villa
10.0 out of 10, Exceptional, (11)
"We (wife and I) spent 2 nights here as a get-away/Christmas gift to each other, and it was beyond expectations! The location is in a quiet area and close to Kenosha for the shops and restaurants. The views are stunning, and we spent most of our time watching the waves and enjoying “unplugged” time. The house is beautifully decorated and spacious for two people."
Modern Lakeside Villa
Property grounds
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.
10.0 out of 10, Exceptional, (41)
"We loved our stay at Cora Cottage. Everything was so beautifully decorated and clean. My husband and I appreciated all the small touches that welcomed us during our stay. We will definitely be coming back"
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.
Property grounds
Unique and Charming Private Quarters
10.0 out of 10, Exceptional, (34)
"Sandy does a nice job of welcoming you, with her friendliness and her creative expression seen in every detail of her home. It was a very comfortable stay in all aspects. My one caution, which she has stated, is it is an upstairs apartment, so it is not handicap accessible in any way."
The price is $55
$107 total
includes taxes & fees
Jun 2 - Jun 3
Unique and Charming Private Quarters
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Terrace/patio
Get lost from the hustle. Peaceful nature, country living at its finest.
10.0 out of 10, Exceptional, (16)
"Owners make sure you have everything necessary!"
Get lost from the hustle. Peaceful nature, country living at its finest.
Outdoor pool, a heated pool
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events Allowed! Read Description
9.8 out of 10, Exceptional, (180)
"Beautiful sprawling property Good Fishing Swimming - Hot Tubbing - Games Super Cool half modern retro home Good Times for all - We highly recommend!"
The price is $535
$942 total
includes taxes & fees
Jun 20 - Jun 21
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events Allowed! Read Description
Smart TV, stereo
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
9.6 out of 10, Exceptional, (8)
"The proximity to Great Lakes Recruitment Center, Sarge’s Meet & Greet, restaurants, etc. is perfect. We were in town for our son’s boot camp graduation and knew we wanted more room to hang out than a typical hotel room would offer. It was great to be able to relax, watch movies, just hang out with our sailor for the precious two days we had. This place has location, location, location if you’re coming in for boot camp graduation."
The price is $125
$240 total
includes taxes & fees
Jun 3 - Jun 4
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
Terrace/patio
Roxan Corner
9.0 out of 10, Wonderful, (18)
"This duplex was perfect for my three sons and myself. We stayed five days to attend one of my son’s Navy Graduation! House was very clean and modern. Had everything we needed, was a nice neighborhood, quiet neighbors? Close to everywhere we needed to go. Only suggestion would be to have the owners secure the rugs, they are very slippery. "
Roxan Corner
Property grounds
House with great location!
10.0 out of 10, Exceptional, (11)
"Very cute house. Warm welcoming hostess who helped us tremendously when we had questions about the door code and the TV. Our dog was so happy to have a fenced yard to explore. Thank you for a wonderful stay!"
The price is $170
$263 total
includes taxes & fees
May 30 - May 31
House with great location!
View from property
Beautiful and spacious lakefront home! Close to everything!
9.8 out of 10, Exceptional, (24)
"It was so much fun we had a great time!"
Beautiful and spacious lakefront home! Close to everything!
Property grounds
The Beach Life!— Newly Renovated Beach Home awaits you!
10.0 out of 10, Exceptional, (15)
"Don’t be fooled by the modest exterior—the renovated interior of this house is charming and cozy. The owners have gone out of their way to provide the most comfortable bedrooms and fully equipped kitchen. There was autumn decor, new fleece blankets for snuggling, and 3 big TVs. Just a few hundred feet from a huge, clean beach, we also enjoyed the Racine Zoo, giant playground, board games, nearby haunted houses, and local eats. A friendly, diverse neighborhood great for a quiet but enjoyable...
The Beach Life!— Newly Renovated Beach Home awaits you!
TV
New Your Home Away From Home! - Near Great Lakes Naval Base!!
9.4 out of 10, Exceptional, (11)
"We really enjoyed the house, its very confortable, clean and the rooms are big. The house is very close to the base. Thanks."
New Your Home Away From Home! - Near Great Lakes Naval Base!!
Fridge, microwave, oven, stovetop
Pets are welcome! Outdoor BBQ Grill, Near Independence Grove Dog Park!
4.0 out of 10, (1)
"I left early to get another hotel."
The price is $93
$123 total
includes taxes & fees
May 28 - May 29
Pets are welcome! Outdoor BBQ Grill, Near Independence Grove Dog Park!
Interior
Indoor Kidquariam, Large Group Equipped, EnglishPrairieBnB
10.0 out of 10, Exceptional, (32)
"This house has everything you need for a great getaway! It was clean, very well-appointed, and had lots of space to spread out. The beds were comfy, the coffee bar was well stocked, and there was even a station set up with waffle mix, makers, and fixins'. Mike (property owner) responded quickly to our questions and Carrie (property manager) was delightful! There is a reason this place has so many glowing reviews...HIGHLY RECOMMEND!"
Indoor Kidquariam, Large Group Equipped, EnglishPrairieBnB
Property grounds
Luxury Lake House Steps from Browns Lake w. Arcade Room + Private Beach
9.8 out of 10, Exceptional, (31)
"House was great. Had everything we could ask for!!"
Luxury Lake House Steps from Browns Lake w. Arcade Room + Private Beach
TV, books
Quaint Bungalow, near Great Lakes Naval Base
10.0 out of 10, Exceptional, (46)
"Great location, floor plan, water pressure, all the things were well thought out and convenient. Will stay again."
The price is $135
$313 total
includes taxes & fees
May 28 - May 29
Quaint Bungalow, near Great Lakes Naval Base
Outdoor dining
SPACIOUS and Stylish Lakefront Retreat with VIEWS!
9.4 out of 10, Exceptional, (23)
"We booked this home for a long weekend for our book club. Honestly, we are all counting down the days until we have an excuse to do it again! The house is beautiful, well cared for and the hosts were super responsive. The layout is great for multiple couples, offering nice sized bedrooms and multiple full bathrooms. The fire pit on the water was a fan favorite as well, a perfect setting for sunset views. We can’t say enough about our experience and will definitely be returning yearly!"
SPACIOUS and Stylish Lakefront Retreat with VIEWS!
Property grounds
Stunning Lakefront Home on the Chain O'Lakes! ★ Amazing Views & Newly Rehabbed
10.0 out of 10, Exceptional, (62)
"Beautiful, spectacular mornings with the sunrise and the view of the lake. The house is very comfortable. The kitchen is very nice. We were able to prepare all our family meals."
Stunning Lakefront Home on the Chain O'Lakes! ★ Amazing Views & Newly Rehabbed
Private kitchen
Fully Updated home. Great for the entire family!
7.6 out of 10, Good, (10)
"My impression of the inside was good. However the outside needs some work. Maybe some up grades in the furniture would be beneficial. Other then that it was an enjoyable experience Thank u"
Fully Updated home. Great for the entire family!
Exterior
Family Townhome available - 2 Bedroom, 1.5 bath, tv, kitchen, appliances, I94
8.0 out of 10, Very Good, (10)
"I've rented 26 homes in three years since I started using short term rentals. This is the worst I've ever had. Starting with check-in. NOT mentioned in the ad is the fact that you have to download a separate app to open the doors. This is a full-on registration...email/phone/etc. Shouldn't be needed and now I'm already getting fresh new spam! Yay! House rules: Don't use laundry room, it's unsafe. Oh but if you need to clean something, go ahead and use the laundry! OK, now the house. I WISH I...
The price is $150
$245 total
includes taxes & fees
May 28 - May 29
Family Townhome available - 2 Bedroom, 1.5 bath, tv, kitchen, appliances, I94
Property grounds
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft
10.0 out of 10, Exceptional, (218)
"We stayed here for our family vacation in Kenosha - 7 adults and a 5 year old. The house was a well-appointed and had lots of room for us all to gather in one place or spread out if we wanted to. Good location near restaurants, groceries, etc. Loved the view of Lake Michigan and we were just a short drive to an accessible beach. Owner Dan was easy to work with and responsive. Everyone had a great time!"
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft
Don't see what you're looking for?
See all available properties in Pleasant Prairie
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.

Pleasant Prairie Vacation Rental Travel Info

Number of vacation rentals
2
Popular accommodation
Pleasant Prairie private vacation homes
Known landmarks
Kenosha Public Museum, Simmons Island Beach and America's Action Territory Family Fun Park
International airports
Chicago, IL (ORD-O'Hare Intl.) and Milwaukee, WI (MKE-General Mitchell Intl.)

Other types of properties in Pleasant Prairie you may be interested in

Premium bedding, desk, laptop workspace, iron/ironing board
Days Inn by Wyndham Pleasant Prairie Kenosha
2.5 star property
7.4 out of 10, Good, (131)
"Nice"
The price is $61
$69 total
includes taxes & fees
Jun 9 - Jun 10
Days Inn by Wyndham Pleasant Prairie Kenosha
Bar (on property)
Doubletree by Hilton Pleasant Prairie Kenosha
4.0 star property
8.8 out of 10, Excellent, (796)
"Nice location near outlet mall, the interstate and the business I had an appointment with"
The price is $114
$129 total
includes taxes & fees
Jun 17 - Jun 18
Doubletree by Hilton Pleasant Prairie Kenosha
Exterior
Fairfield Inn & Suites Kenosha Pleasant Prairie
2.5 star property
9.2 out of 10, Wonderful, (513)
"Favorite place when we’re in the area"
The price is $104
$118 total
includes taxes & fees
May 30 - May 31
Fairfield Inn & Suites Kenosha Pleasant Prairie
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.

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 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 in Pleasant Prairie close to Jelly Belly Center, or you can select a more remote option if you want a relaxing 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?

Unique and Charming Private Quarters: This vacation home rental outside of Pleasant Prairie is equipped with a garden, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a fridge, a microwave, and a coffee maker.

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 enjoy the outdoors, whereas family-friendly attractions include Jelly Belly Center. In the larger area, you’ll find popular places like Six Flags Great America and Naval Base Great Lakes.

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.

Recent reviews of Pleasant Prairie properties
Expedia verified reviews

The Stella Hotel & Ballroom

The Stella Hotel & Ballroom

5/5 Excellent
"Clean, beautiful, excellent customer service"
A verified traveler stayed at The Stella Hotel & Ballroom
Posted 1 day ago
The Stella Hotel & Ballroom