Pleasant Prairie Holiday Rentals

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Check prices for these dates

In two weeks
3 Apr - 5 Apr
In two months
15 May - 17 May
In three months
12 Jun - 14 Jun
In four months
10 Jul - 12 Jul

Our top choices for Pleasant Prairie holiday rentals

Interior

Cottage in Salem

Salem Vacation Home w/ Dock: Steps to Paddock Lake
3.0 star property
The price is HK$775
HK$5,067 total
includes taxes & fees
8 Apr - 9 Apr
Salem Vacation Home w/ Dock: Steps to Paddock Lake
Outdoor pool, a heated pool

Holiday Home in Caledonia

7 1/2 Acre Estate, Awesome Farm House with Heated Pool, Hot tub, Fishing Pond
9.8 out of 10, Exceptional, (214 reviews)
"Really close to the city and a really unique home and layout with tons and tons of space. Super responsive and helpful host. Would stay again. Hot tub was great. Loved the game room. "
United States
Nicholas R.
The price is HK$2,350
HK$4,719 total
includes taxes & fees
23 Mar - 24 Mar
7 1/2 Acre Estate, Awesome Farm House with Heated Pool, Hot tub, Fishing Pond
Outdoor dining

Cabin in Lake Villa

Tiny Home Retreat with hot tub
9.0 out of 10, Wonderful, (4 reviews)
"Amazing stay, great host! "
United States
Aaron L.
The price is HK$1,245
HK$2,673 total
includes taxes & fees
23 Mar - 24 Mar
Tiny Home Retreat with hot tub
Smart TV, fireplace

Villa in Racine

Lake Michigan Waterfront Designer Villa
9.8 out of 10, Exceptional, (16 reviews)
"The view of Lake Michigan was incredible. Had an amazing "
United States
Lauren O.
The price is HK$2,937
HK$4,479 total
includes taxes & fees
7 Apr - 8 Apr
Lake Michigan Waterfront Designer Villa
Living area

Apartment in Richmond

Richmond No. 267 Boutique Loft Apartment
10.0 out of 10, Exceptional, (13 reviews)
"Fabulous venue, top to bottom. Great communication, spacious, cleanly, well decorated, clean, comfortable."
United States
Lauri M.
The price is HK$1,351
HK$2,272 total
includes taxes & fees
22 Mar - 23 Mar
Richmond No. 267 Boutique Loft Apartment
Exterior

Apartment in Racine

Wisconsin Treehouse Getaway!
9.6 out of 10, Exceptional, (28 reviews)
"Such an amazing stay! Everything was clean, the hosts were so friendly and accommodating. The place is gorgeous; and quiet. Thank you for everything! "
United States
Danielle B.
The price is HK$987
HK$1,912 total
includes taxes & fees
23 Mar - 24 Mar
Wisconsin Treehouse Getaway!
Exterior detail

Holiday Home in Mundelein

Quaint Bungalow, near Great Lakes Naval Base
9.8 out of 10, Exceptional, (69 reviews)
"Really amazing place. Adorable house, plenty of space, conveniently located. Great linens on the beds & amenities in the bathroom. Owner was incredibly flexible and responsive and great to work here. Had three visitors from Europe and they absolutely loved the place and had a great time. Would 100% stay here again the next time we're in the area. "
United States
Erika H.
The price is HK$1,057
HK$2,573 total
includes taxes & fees
22 Mar - 23 Mar
Quaint Bungalow, near Great Lakes Naval Base
Smart TV

Condo in Zion

Cute & Cozy, 1bd Condo Apartment/townhouse
10.0 out of 10, Exceptional, (2 reviews)
"The property was very clean and has a very relaxing feel to it. The owner was very responsive when I had any questions and was very helpful. "
United States
Caleb C.
The price is HK$775
HK$1,818 total
includes taxes & fees
20 Apr - 21 Apr
Cute & Cozy, 1bd Condo Apartment/townhouse
Property grounds

Holiday Home in Kenosha

Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
9.6 out of 10, Exceptional, (89 reviews)
"Beautiful neighborhood homes. The lake is very close with great views. Clean room and a comfortable bed."
United States
Lynette C.
The price is HK$509
HK$862 total
includes taxes & fees
27 Mar - 28 Mar
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
Fridge, microwave, oven, stovetop

Holiday Home in Gages Lake

Navy Family home -Near Lake 4BR Hot Tub
10.0 out of 10, Exceptional, (4 reviews)
"Nice location for our family attending our daughter's graduation from Navy Basic at Great Lakes. "
United States
Judson S.
The price is HK$1,144
HK$5,973 total
includes taxes & fees
22 Mar - 23 Mar
Navy Family home -Near Lake 4BR Hot Tub
Marina

Holiday Home in Fox Lake

Pistakee Marina Boat House
7.2 out of 10, Good, (5 reviews)
"Came with the grandkids to visit Volo from south Indiana, short stay. Exactly what we needed, no more no less. Kids enjoyed and so did the adults. Would definitely stay again if in the area."
United States
Donald C.
The price is HK$793
HK$4,888 total
includes taxes & fees
22 Mar - 23 Mar
Pistakee Marina Boat House
Exterior detail

Holiday Home in Gurnee

Gurnee home with King Queen beds for Vacations,six flags Celebrate Eid, Navy GL
8.4 out of 10, Very good, (7 reviews)
"Excellent location "
United States
Anthony N.
The price is HK$5,640
HK$8,019 total
includes taxes & fees
1 Apr - 2 Apr
Gurnee home with King Queen beds for Vacations,six flags Celebrate Eid, Navy GL
Interior

Apartment in Old Mill Creek

Apartment Attached to a 1900 historic Farm house
8.6 out of 10, Excellent, (18 reviews)
"It was really nice and the host very understanding when my dog got sick and messed in the house "
United States
Ceceilia R.
The price is HK$1,128
HK$2,067 total
includes taxes & fees
25 Mar - 26 Mar
Apartment Attached to a 1900 historic Farm house
Indoor pool, a heated pool

Holiday Home in Spring Grove

Feels like you are on vacation. Comfortable cozy! Like a breath of fresh air.
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful, warm and inviting"
United States
Anne E.
The price is HK$7,062
HK$12,341 total
includes taxes & fees
10 Apr - 11 Apr
Feels like you are on vacation. Comfortable cozy! Like a breath of fresh air.
Outdoor dining

Holiday Home in Racine

3-bedroom vacation home just a short walk to Lake Michigan
9.2 out of 10, Wonderful, (35 reviews)
"Convenient location, comfortable house, thoughtful amenities, easy walk to lake, quick drive for food and various activities. "
United States
Beth S.
The price is HK$1,057
HK$2,116 total
includes taxes & fees
13 Apr - 14 Apr
3-bedroom vacation home just a short walk to Lake Michigan
Smart TV, fireplace, books, music library

Holiday Home in Racine

Mid-Century Modern Dream Getaway
9.8 out of 10, Exceptional, (14 reviews)
"Had a couple glitches but host helped fix right away…..it was just like being at home.We have stayed here before and will hopefully return next year!"
United States
Teresa Y.
The price is HK$1,939
HK$4,227 total
includes taxes & fees
28 Mar - 29 Mar
Mid-Century Modern Dream Getaway
Living area

Holiday Home in Racine

Serene 4-bedroom house with brook and forest in charming Racine
The price is HK$2,143
HK$4,255 total
includes taxes & fees
21 Apr - 22 Apr
Serene 4-bedroom house with brook and forest in charming Racine
Outdoor dining

Holiday Home in Lake Villa

Hot Tub Retreats
The price is HK$1,559
HK$2,208 total
includes taxes & fees
14 Apr - 15 Apr
Hot Tub Retreats
Dining

Holiday Home in Beach Park

Greenbay Paradise-Navy 3 Mile Private Huge outdoor
The price is HK$1,222
HK$6,062 total
includes taxes & fees
22 Mar - 23 Mar
Greenbay Paradise-Navy 3 Mile Private Huge outdoor
Smart TV, fireplace, video games

Holiday Home in Burlington

Comfortable Cabin ON Lake and 20 minutes to Ski Hill and Walk to Beach!
9.6 out of 10, Exceptional, (7 reviews)
"Excellent "
United States
Gloria
The price is HK$1,292
HK$3,595 total
includes taxes & fees
15 Apr - 16 Apr
Comfortable Cabin ON Lake and 20 minutes to Ski Hill and Walk to Beach!
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

Best Western Executive Inn Kenosha/Pleasant Prairie

Best Western Executive Inn Kenosha/Pleasant Prairie

10/10 Excellent
"Great property Nice pool Hot breakfast "
Melissa 1-night trip
Posted 4 hours ago
Best Western Executive Inn Kenosha/Pleasant Prairie

Find out more about Pleasant Prairie

Search for holiday rentals in Pleasant Prairie on Expedia! You can easily find your home rentals, villas, holiday apartments in Pleasant Prairie using one of the methods below:

  • View our selection of featured holiday rentals in Pleasant Prairie
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Look no further and take a look at our great range of rental properties in Pleasant Prairie!

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?

Large Group Retreat w/ secluded party room and private pool: This holiday home rental outside of Pleasant Prairie offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with an arcade/games room and 1 hot tub.

How many holiday rentals are there in Pleasant Prairie?

With 4 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. 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.