
House holiday rentals in Pleasant Prairie
Find and book unique houses on Airbnb
Top-rated house rentals in Pleasant Prairie
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Pleasant Prairie house rentals
House rentals with a pool

2-Acre Highland Park Retreat with Heated Pool ~ 5*

Great girlfriend getaway with jacuzzi tub

Lake Geneva Home w/ Pool near the Lake!

#EnglishPrairieBnB | 4 Bedrooms | 2.5 Baths

Grand 1800s Victorian Gem: Updated/by Downtown

Relaxing Getaway & Fall Fun near Lake Geneva

Beautiful 137 Year Old Farm Home (3night min)

In Ground Pool, Full Ranch Home
Weekly house rentals

Harbor Haven/Near Base/Great America/Game Room/Gym

Beach Home 3BR with Park, Lake Michigan Waterfront

Lake it Easy at this beautiful 2 bedroom lake home

Massive yard & basement with cinematic experience

Relaxing Lakefront Stay w/ Private Dock Access

Waterfront w/Lake Views, walk to the beach!

Spectacular Lake Michigan views

Stunning Home Across The Street From North Beach
Private house rentals

Lakefront Escape | 4BR, Fire Pit, Deck, Water View

Stunning Victorian Mansion - 5/4.5 No Cleaning Fee

Entire Cozy Cottage! Pet Friendly, No Cleaning Fee

Relaxing beach-style sanctuary in quiet area!

Comfortable Cabin on Lake and 20 min from Ski Hill

Luxury Lake Home

Farm House Retreat w/ Private Backyard & Garage

The Harbor House - Amazing!
Quick stats about house rentals in Pleasant Prairie
Total rentals
10 properties
Nightly prices starting at
$101 NZD before taxes and fees
Total number of reviews
1.4K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
10 properties include access to Wi-Fi
Destinations to explore
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- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- Humboldt Park
- Frank Lloyd Wright Home and Studio
- 875 North Michigan Avenue
- Alpine Valley Resort
- Brookfield Zoo
- Illinois Beach State Park
- Garfield Park Conservatory
- Wicker Park
- Geneva National Resort & Club
- Lincoln Park Zoo
- Willis Tower
- Milwaukee County Zoo
- The 606
- Racine North Beach
- Grand Geneva Resort & Spa
- Richard Bong State Recreation Area
- Bradford Beach
- Chicago Cultural Center