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, (57)
"I needed a place to stay for work. Thus lake house was well done! Cute, cozy and great views. The hosts were excellent and responded when needed. I will definitely be staying again when Im in the area!"
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.
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)
"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
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$1,050
HK$2,442 total
includes taxes & fees
24 Dec - 25 Dec
Quaint Bungalow, near Great Lakes Naval Base
Fabulous Lake House near Lake Geneva, 1.5 hours from Chicago!!
Terrace/patio

Fabulous Lake House near Lake Geneva, 1.5 hours from Chicago!!

9.8 out of 10, Exceptional, (74)
"AMAZING PROPERTY!!!"
The price is HK$1,166
HK$4,217 total
includes taxes & fees
5 Jan - 6 Jan 2025
Fabulous Lake House near Lake Geneva, 1.5 hours from Chicago!!
Lakefront Home w/ Game Room, Theater & Dock!
Pool

Lakefront Home w/ Game Room, Theater & Dock!

9.8 out of 10, Exceptional, (20)
"Perfect 4th of July weekend! We loved using the patio and the grill. Great location and great stay, would recommend!"
Lakefront Home w/ Game Room, Theater & Dock!
New Years!! Hot Tub, Fishing Pond, Events! Winter Discounts! Weddings, Pool
Outdoor pool, a heated pool

New Years!! Hot Tub, Fishing Pond, Events! Winter Discounts! Weddings, Pool

9.8 out of 10, Exceptional, (194)
"We stayed here for the weekend and it was wonderful! The kids loved the playset outside and the game room! Definitely would recommend to other groups and families. "
New Years!! Hot Tub, Fishing Pond, Events! Winter Discounts! Weddings, Pool
New Your Home Away From Home! - Near Great Lakes Naval Base!!
TV

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

9.4 out of 10, Exceptional, (17)
"Very clean"
New Your Home Away From Home! - Near Great Lakes Naval Base!!
Serene Lakefront Escape: Boat Dock & Grill!
Property grounds

Serene Lakefront Escape: Boat Dock & Grill!

10.0 out of 10, Exceptional, (18)
"Thank you for letting us stay at this beautiful location. It was comfortable and cozy. Hoping to book this in the future "
Serene Lakefront Escape: Boat Dock & Grill!
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!
Cozy Lakehouse Views on a hill, Hot tub, water activities, pier, & optional boat
Marina

Cozy Lakehouse Views on a hill, Hot tub, water activities, pier, & optional boat

10.0 out of 10, Exceptional, (9)
"Mario and Katie have a beautiful home with all the bells and whistles. We enjoyed the home, the hot tub, multiple patios, the lake and the low key vibe. The introduction to Luke at Luke's Float and Boat for our pontoon was a great add! Enjoy your time at the lake!"
Cozy Lakehouse Views on a hill, Hot tub, water activities, pier, & optional boat
Roxan Corner
Terrace/patio

Roxan Corner

8.4 out of 10, Very good, (29)
"Came to see my son graduate bootcamp"
Roxan Corner
Beautiful Spacious Escape On The Chain O'Lakes
Outdoor dining

Beautiful Spacious Escape On The Chain O'Lakes

9.4 out of 10, Exceptional, (56)
"Everyone enjoyed the view "
Beautiful Spacious Escape On The Chain O'Lakes
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
Enjoy Spectacular Sunset Views ☀️ On True Lakefront
Beach

Enjoy Spectacular Sunset Views ☀️ On True Lakefront

10.0 out of 10, Exceptional, (50)
"Everything was great, from communication to amenities. Would recommend to any of my friends. "
Enjoy Spectacular Sunset Views ☀️ On True Lakefront
Perfectly Cozy! Close to so many places. Pet friendly. Great private backyard.
Private kitchen

Perfectly Cozy! Close to so many places. Pet friendly. Great private backyard.

6.6 out of 10, (7)
"All features needed, it felt like being at home!!!"
Perfectly Cozy! Close to so many places. Pet friendly. Great private backyard.
Pet Friendly Huge Lake Front Home with Stunning Views
Miscellaneous

Pet Friendly Huge Lake Front Home with Stunning Views

9.6 out of 10, Exceptional, (43)
"We stayed only a few days but it was very enjoyable and planning on returning next year."
Pet Friendly Huge Lake Front Home with Stunning Views
Gurnee Getaway: Modern Oasis Near Six Flags & Naval Base!
Fridge, microwave, oven, stovetop

Gurnee Getaway: Modern Oasis Near Six Flags & Naval Base!

9.8 out of 10, Exceptional, (7)
"Overall listing was spot on. Clean overall, a little on the chilly side upon arrival and one trash can was not empty. Couple items it could use are hand towels for rhe bathrooms, additional dish towels and dish cloths in the kitchen. Aybe add some board games? Other then a few additionas it was a great locations and perfect for what we needed. "
Gurnee Getaway: Modern Oasis Near Six Flags & Naval Base!
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...
Indoor Kidquariam, Large Group Equipped, EnglishPrairieBnB
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, (21)
"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 HK$1,361
HK$2,278 total
includes taxes & fees
11 Jan - 12 Jan 2025
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
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

Doubletree by Hilton Pleasant Prairie Kenosha
Reception

Doubletree by Hilton Pleasant Prairie Kenosha

4.0 star property
8.8 out of 10, Excellent, (853)
"Room was clean and warm Restaurant/Bar was well staffed!! "
The price is HK$740
HK$840 total
includes taxes & fees
12 Jan - 13 Jan 2025
Doubletree by Hilton Pleasant Prairie Kenosha
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, (314)
"Great service "
The price is HK$494
HK$561 total
includes taxes & fees
25 Dec - 26 Dec
Days Inn by Wyndham 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, (569)
"Just what you expect from Fairfield. Clean, safe, no suprises."
The price is HK$654
HK$743 total
includes taxes & fees
5 Jan - 6 Jan 2025
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?

The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft: This holiday home rental outside of Pleasant Prairie is located on a lake, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. It offers a garden, a pool table and 1 hot tub 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 North Point Marina Beach 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.