Pleasant Prairie Holiday Homes from €214: Search Top House Rentals

A pond surrounded by grass and trees, with a wooden bridge in the background.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Pleasant Prairie holiday homes

1. 3-bedroom vacation home just a short walk to Lake Michigan

Racine

Michelle C.

includes taxes & fees

13 Sept - 14 Sept

2. Salem Vacation Home w/ Dock: Steps to Paddock Lake

Salem

Shanna D.

includes taxes & fees

8 Sept - 9 Sept

3. Beautiful and Cozy With 5 Bedrooms

Zion

randy w.

includes taxes & fees

7 Oct - 8 Oct

4. Charming 2-bedroom Channel house and kayaks in Paddock Lake

Salem

Rod L.

includes taxes & fees

1 Oct - 2 Oct

Smart TV, fireplace, books, music library

5. Mid-Century Modern Dream Getaway

Racine

John N.

6. Hot Tub Retreats

Lake Villa

Rosilynn B.

includes taxes & fees

8 Sept - 9 Sept

7. Deck + Fire Pit, Walk to Browns Lake Private Beach, Game Room, Near Lake Geneva

Burlington

Thomas L.

includes taxes & fees

13 Sept - 14 Sept

8. Quaint Bungalow, near Great Lakes Naval Base

Mundelein

Jaclyn Z.

includes taxes & fees

8 Sept - 9 Sept

9. Great America Getaway | Sleeps 12 | Near Navy Base

Gurnee

includes taxes & fees

12 Sept - 13 Sept

Coffee/tea maker, fridge, microwave, oven

10. Family Stay with Game Garage, Fire Pit, Streaming TVs and Private Yard

Libertyville

includes taxes & fees

8 Sept - 9 Sept

11. Modern 3-bedroom house in tranquil North Chicago near Great Lakes Navy Base

North Chicago

"Rented this property for my sons navy graduation, Base was only 6 minutes from the home. Tons of places to eat and shop no more then 15 minutes away. The house was super cute, very clean. we flew in at 10am and without even having to ask the host reached out and let us know it was ready for check in a few hours early which was great. left some packaged up congrats grad decor that hopefully didnt get thrown out and the next navy fam can use. "

Linda U.