Pleasant Prairie Holiday House Rentals from AU$96: Search Holiday Homes

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

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Our top choices for Pleasant Prairie holiday homes

A wooden picnic table with benches in front of a house with a tree overhead.

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

Racine

Michelle C.

includes taxes & fees

13 Sept - 14 Sept

A spacious living room with a wooden floor, a dining area, and a kitchen in the background.

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

Salem

Shanna D.

includes taxes & fees

8 Sept - 9 Sept

A kitchen with wooden cabinets, a black countertop, and a window.

3. Beautiful and Cozy With 5 Bedrooms

Zion

randy w.

includes taxes & fees

8 Sept - 9 Sept

A modern living space with a kitchen, dining area, and a cozy seating area.

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

Salem

Rod L.

includes taxes & fees

1 Oct - 2 Oct

A cozy living room with a stone fireplace, a television on a wooden cabinet, and a grey sofa with cushions.

5. Mid-Century Modern Dream Getaway

Racine

John N.

includes taxes & fees

19 Sept - 20 Sept

An outdoor patio with a hot tub, wicker chairs, and a table.

6. Hot Tub Retreats

Lake Villa

Rosilynn B.

includes taxes & fees

8 Sept - 9 Sept

A beach with a wooden bench, a dock, and calm water.

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

A two-story house with a stone chimney, a front porch with steps, and a flag.

8. Quaint Bungalow, near Great Lakes Naval Base

Mundelein

Jaclyn Z.

includes taxes & fees

8 Sept - 9 Sept

A dining area with a wooden table set for four, a kitchen with white cabinets, and a living area with a sofa and chairs.

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

Gurnee

includes taxes & fees

12 Sept - 13 Sept

A modern kitchen with white cabinetry, a central island with bar stools, a stove, oven, microwave, and a ceiling fan.

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.

includes taxes & fees

5 Oct - 6 Oct