Pleasant Prairie Holiday Rentals

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Holiday Rentals in Pleasant Prairie

Modern Lakeside Villa
Outdoor spa tub
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.
Miscellaneous
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
Outdoor pool, a heated pool
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
Terrace/patio
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☀️🌲
Terrace/patio
🌲☀️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
Property grounds
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft
10.0 out of 10, Exceptional, (231)
"Lovely well appointed home. Very functional kitchen. Great lakefront outdoor area w commanding views"
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft
Beautiful and spacious lakefront home! Close to everything!
Terrace/patio
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!
Property grounds
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!
Property grounds
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!!
TV
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
Property grounds
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
Dining
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 HK$7,775
HK$9,369 total
includes taxes & fees
3 Dec - 4 Dec
Indoor Kidquariam, Large Group Equipped, EnglishPrairieBnB
Quaint Bungalow, near Great Lakes Naval Base
TV, books
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 HK$1,051
HK$2,436 total
includes taxes & fees
27 Nov - 28 Nov
Quaint Bungalow, near Great Lakes Naval Base
Beautiful Spacious Escape On The Chain O'Lakes
Outdoor dining
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)
Property grounds
Lake/Beach Getaway (Remodeled)
9.8 out of 10, Exceptional, (26)
"Great location. Great view. Nice to be close to the park."
The price is HK$1,557
HK$2,561 total
includes taxes & fees
24 Nov - 25 Nov
Lake/Beach Getaway (Remodeled)
Lakefront Cottage with Gorgeous Sunsets
Pool
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
Smart TV, stereo
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
9.0 out of 10, Wonderful, (20)
"The home is exactly as described…VERY comfortable beds and living room. Bed linens and towels are a great quality. Clean all around. I can tell great effort has been made to make our stay comfortable. Great location, as the home is just minutes away from the Great Lakes Navy Base where we attended Bootcamp Graduation for my daughter, as well as taking her back and forth from Base for her Liberty time. Close to shopping and dining.Only 35 minutes to O’Hare Airport, which was an easy commute. The...
The price is HK$1,245
HK$2,156 total
includes taxes & fees
21 Dec - 22 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
Property grounds
Stunning Lakefront Home on the Chain O'Lakes! ★ Amazing Views & Newly Rehabbed
10.0 out of 10, Exceptional, (73)
"We were looking for a spot for our family of 5 (all adults) to stay while in the area for our youngest son’s graduation from boot camp. This was the perfect spot. It was serene and peaceful. Plenty of room to spread out. Kitchen had everything we needed (important, as our boy was anticipating some good home cooking). Neighbors were friendly. Best of all, communication with the host was amazing. Very clear check in instructions, and very responsive. Would 100% recommend this spot, and would love...
Stunning Lakefront Home on the Chain O'Lakes! ★ Amazing Views & Newly Rehabbed
Fully Updated home. Great for the entire family!
Fridge, microwave, oven, stovetop
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
Beach
Enjoy Spectacular Sunset Views ☀️ On True Lakefront
10.0 out of 10, Exceptional, (48)
"We truly enjoyed our five night stay at this Chain O'Lakes jewel. Everything was perfect, from the well-appointed kitchen to the corn hole pitch and the lovely outdoor living room complete with net curtains to keep the bugs at bay. There were so many little extra touches that made the stay even more memorable. Plus we had a blast puttering around in the TriToon. Five stars all the way!"
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
Premium bedding, desk, laptop workspace, iron/ironing board
Days Inn by Wyndham Pleasant Prairie Kenosha
2.5 star property
7.2 out of 10, Good, (282)
"Great stay"
The price is HK$488
HK$553 total
includes taxes & fees
24 Nov - 25 Nov
Days Inn by Wyndham Pleasant Prairie Kenosha
Doubletree by Hilton Pleasant Prairie Kenosha
Reception
Doubletree by Hilton Pleasant Prairie Kenosha
4.0 star property
8.8 out of 10, Excellent, (840)
"We really enjoy the pool. We would have liked the air temperature in the pool area to be warmer. The kids got cold fast. "
The price is HK$772
HK$876 total
includes taxes & fees
22 Dec - 23 Dec
Doubletree by Hilton Pleasant Prairie Kenosha
Fairfield Inn & Suites Kenosha Pleasant Prairie
Exterior
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 HK$809
HK$919 total
includes taxes & fees
1 Dec - 2 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.
Beautiful view of the beach with palm trees

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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. In the wider area, you’ll find popular places such as Naval Base Great Lakes and Six Flags Great America.

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.