
Places to stay in Pleasant Prairie
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Top-rated places to stay in Pleasant Prairie
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Vacation rentals for every style
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Popular amenities for Pleasant Prairie places to stay
Other great vacation rentals in Pleasant Prairie

Lakefront Paradise
Nick’s home was amazing. It was right on the lake and had great views. Perfect scenery. Home was clean, comfy, and more spacious than imagined. Overall, great location and great host.

Where Family & Friends Gather to Create & Remember
We had an amazing stay! The place is beautiful & looked exactly like the pictures. We would highly recommend staying here.

★Cozy Beach Themed Home★2 Beds★Spacious Parking★
Tiare’s place was per the description and comfortable. The driveway was well shoveled/cleared after the snow. Place is conveniently located for our trip purpose.

Entertain on The Chain! water sports and sauna.
Wonderful place to stay, even in cold weather like we encountered over Thanksgiving. The house is spacious enough for multiple people to have their own space or enjoy the large living room area together. Very enjoyable!

Lake Geneva cottage with private beach access
This cottage is so cute. Everything was neat when we walked in and we felt like it was a home away from home. We found a great restaurant within an easy drive of the cottage. It was also an easy drive to the conference I attended in Lake Geneva the next day. And the beds afforded a great night of sleep for both of us. Thank you, Jennifer!

The Cozy Lake House/ Perfect Winter Getaway!DM ?s
This was our second time staying at Steve’s place. Beautifully decorated, comfortable beds, and most importantly, very clean. There was plenty of space for our group of six, including three kids and the basement space was perfect for them!

Living the Lakehouse Dream
This was the cabin of our dreams! My friends and I came here for a girls weekend and fell in love! The owners provided firewood for us and left detailed instructions about all parts of the property. The pictures don’t do this place justice - such a beautiful area and cozily decorated cabin! 10/10 would love to come back!

beach access, pet friendly yard, hot tub, 5 bedrms
Great place for our family to hang out and relax. The hot tub was great. Lots of space for everyone. The fenced in yard was great for our dog. The large gathering spaces were perfect for our kids to play games and for the adults to hang out.
Quick stats about vacation rentals in Pleasant Prairie
Total rentals
30 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
1.7K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
Frequently Asked Questions
How much does it cost to stay in house rentals in Pleasant Prairie?
Experience the best of Pleasant Prairie with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there house rentals with a dedicated workspace in Pleasant Prairie?
Yes! Work meets play with ease at over 10 house rentals in Pleasant Prairie featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Pleasant Prairie have wifi?
Absolutely! We offer over 10 house rentals with wifi in Pleasant Prairie. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Pleasant Prairie?
Pleasant Prairie has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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- Millennium Park
- Wrigley Field
- United Center
- Milwaukee Public Museum
- Navy Pier
- Wilmot Mountain Ski Resort
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- Lincoln Park Zoo
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- 875 North Michigan Avenue
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