Holiday Rentals in Pleasant Prairie

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Holiday Rentals in Pleasant Prairie

Modern Lakeside Villa

10.0 out of 10, Exceptional, (15)
"Great home and beautiful location. Thank you!"
Modern Lakeside Villa

Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.

10.0 out of 10, Exceptional, (56)
"Our dream is to one day own a home near a lake. We got a taste of it and definitely would like more of it. Cora Cottage on Fox Lake is just magical and magnificent. The moment we stepped in, we were mesmerized by the view and sounds of the water. In the house itself, you'll find yourself saying that it feels like home; clean, beautiful, and wonderful."
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.

Heated Pool, Hot Tub, Fishing Pond, Game Room, Events!! Fall Discounts! Weddings

9.8 out of 10, Exceptional, (193)
"Me and 9 of my friends rented this space it was very affordable for all the amenities that it came with. Robert was very responsive to messaging before and during our stay. The property is huge and built for all kinds of activities. Can’t wait to book again! "
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events!! Fall Discounts! Weddings

Roxan Corner

8.4 out of 10, Very good, (28)
"Just what I needed. The property was clean and the neighborhood is quiet. I would definitely stay again."
Roxan Corner

🌲☀️Private Lakefront prop. With Kayaks And Paddleboard Boat Rental Optional☀️🌲

9.4 out of 10, Exceptional, (95)
"We had a family crew of close to 20 people. We really enjoyed fishing off the pier, playing baseball in the big yard, kayaking out to the open lake, and just hanging out in the open kitchen/living room. Would recommend for big groups. Great host, quick responses."
🌲☀️Private Lakefront prop. With Kayaks And Paddleboard Boat Rental Optional☀️🌲

The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft

10.0 out of 10, Exceptional, (231)
"I booked this property for a reunion with some old friends, with the intention that we would be spending a lot of time hanging out. This property was perfect for that -- lots of beds and bathrooms. A beautiful view of the lake from the main living area and two of the bedrooms. Lots of amenities/activities including a pool table, ping pong, a fire pit, etc. But perhaps the best feature was the openness of the kitchen/dining room/pool table/family room, which meant that you feel connected to...
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft

Beautiful and spacious lakefront home! Close to everything!

9.6 out of 10, Exceptional, (36)
"This was an amazing property! We kept commenting how the house was so well designed to fully appreciate the beautiful lake. It was amazing! The living room, sun room, kitchen and dining room all took advantage of fantastic views. Though in a neighborhood, we felt like it was in the country. Everything was wonderful - from the beds to the space, to the views, to the quiet setting. Couldn't have been better! "
Beautiful and spacious lakefront home! Close to everything!

Serene Lakefront Escape: Boat Dock & Grill!

10.0 out of 10, Exceptional, (17)
"Great vacation getaway"
Serene Lakefront Escape: Boat Dock & Grill!

The Beach Life!— Newly Renovated Beach Home awaits you!

10.0 out of 10, Exceptional, (27)
"Very clean and nicely furnished. Great supplies in kitchen and bath. Very responsive host "
The Beach Life!— Newly Renovated Beach Home awaits you!

New Your Home Away From Home! - Near Great Lakes Naval Base!!

9.2 out of 10, Wonderful, (15)
"Close to everything for My Son Graduation . We where less then 5 Miles from the Navy Station. I like that We had 6 Beds for everyone could sleep. The Kitchen was perfect for cooking meals. "
New Your Home Away From Home! - Near Great Lakes Naval Base!!

Dog-friendly lakefront home with water toys, firepit, 2 kitchens, & 2 W/Ds

9.2 out of 10, Wonderful, (7)
"Perfect location and weather. "
Dog-friendly lakefront home with water toys, firepit, 2 kitchens, & 2 W/Ds

Indoor Kidquariam, Large Group Equipped, EnglishPrairieBnB

10.0 out of 10, Exceptional, (35)
"Our family had a blast! Everyone from ages 4 months to 64 years old had a great time. This house was perfect for hosting a large multi-family gathering. Rainy weather did not ruin our trip since there was so much to do inside. The kids enjoyed the bounce house, the digital game table, board games, and of course the pool! The host went above and beyond with special touches including having burp cloths, a soothing noise machine, and a nursery room set up! They even had an extra place to put the...
The price is €1,171
includes taxes & fees
2 Dec - 3 Dec
Indoor Kidquariam, Large Group Equipped, EnglishPrairieBnB

Quaint Bungalow, near Great Lakes Naval Base

10.0 out of 10, Exceptional, (56)
"Got to stay in this wonderful home while visiting my son and his family. I loved it!"
The price is €301
includes taxes & fees
2 Dec - 3 Dec
Quaint Bungalow, near Great Lakes Naval Base

Beautiful Spacious Escape On The Chain O'Lakes

9.4 out of 10, Exceptional, (55)
"Everyone enjoyed the view "
Beautiful Spacious Escape On The Chain O'Lakes

Lake/Beach Getaway (Remodeled)

9.8 out of 10, Exceptional, (26)
"The property was great. It was exactly as described and the owner was available to answer any questions quickly. I stayed with my husband and 2 year old for the Fourth of July and the location was perfect for us. Right across the street from park and beach. Only problem we had was the grill wasn’t clean. We couldn’t use it, which was kind of a bummer since it was the 4th of July but not the end of the world. Would definitely stay here again. "
The price is €322
includes taxes & fees
1 Dec - 2 Dec
Lake/Beach Getaway (Remodeled)

Lakefront Cottage with Gorgeous Sunsets

9.2 out of 10, Wonderful, (5)
"Simple, minimal, quaint cozy lake cottage with stunning views both day and night. Owner was very responsive and accommodating! Thanks for helping make our Christmas trip great."
Lakefront Cottage with Gorgeous Sunsets

Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families

9.0 out of 10, Wonderful, (20)
"There is a reason this property is so highly rated. First of all, from the time I reserved it, the owner was constantly in communication with me. Her directions were clear and she made herself available. When I arrived she was there making sure everything was in order. Her demeaner was kind and professional. The house is spacious and yes it is an older house, but the owner has done so many things to update it, we were very pleased. Finally, the cost was entirely reasonable. This was an all...
The price is €268
includes taxes & fees
8 Dec - 9 Dec
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families

Stunning Lakefront Home on the Chain O'Lakes! ★ Amazing Views & Newly Rehabbed

10.0 out of 10, Exceptional, (73)
"First of all this lakeside home was breath taking and so very cozy. Everything we could have possibly needed we had available, beds were comfortable and the space was perfect for my small family visiting our son for his Naval boot camp graduation. Thank you Josh for opening your doors to us and allowing us to visit your home. It was perfect. "
Stunning Lakefront Home on the Chain O'Lakes! ★ Amazing Views & Newly Rehabbed

Fully Updated home. Great for the entire family!

8.0 out of 10, Very good, (14)
"Everything was as advertised. Had a small problem with the tv and Brandon fixed it immediately. Highly recommend this house!"
Fully Updated home. Great for the entire family!

Enjoy Spectacular Sunset Views ☀️ On True Lakefront

10.0 out of 10, Exceptional, (48)
"This place "
Enjoy Spectacular Sunset Views ☀️ On True Lakefront
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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Other types of properties in Pleasant Prairie you may be interested in

Days Inn by Wyndham Pleasant Prairie Kenosha

2.5 star property
7.2 out of 10, Good, (282)
"Great stay"
The price is €69
includes taxes & fees
1 Dec - 2 Dec
Days Inn by Wyndham Pleasant Prairie Kenosha

Doubletree by Hilton Pleasant Prairie Kenosha

4.0 star property
8.8 out of 10, Excellent, (840)
"There is quite a bit of road noise and the restaurant wasn't open one morning. We enjoyed the bar and restaurant when we did go. Food was very good, friendly staff."
The price is €107
includes taxes & fees
15 Dec - 16 Dec
Doubletree by Hilton Pleasant Prairie Kenosha

Fairfield Inn & Suites Kenosha Pleasant Prairie

2.5 star property
9.2 out of 10, Wonderful, (561)
"The hotel was clean, up to date, and had great amenities. At check in and check out, the staff was friendly and helpful. The breakfast area was nice with fully stocked items."
The price is €95
includes taxes & fees
15 Dec - 16 Dec
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.

Frequently asked questions

Can I find holiday rentals in Pleasant Prairie?

Yes, there are holiday rentals in Pleasant Prairie close to Jelly Belly Center, or you can select a more secluded option if you're looking for 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 are some of the best holiday rentals that Pleasant Prairie has to offer?

Heated Pool, Hot Tub, Fishing Pond, Game Room, Events!! Fall Discounts! Weddings: This holiday home rental outside of Pleasant Prairie is located on the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

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 Spring Bluff Forest Preserve are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Jelly Belly Center. 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.