
Family-friendly vacation rentals in Pleasant Prairie
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Pleasant Prairie
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Pleasant Prairie family-friendly rentals
Family-friendly home rentals with a hot tub

Lakeside Getaway

#4 Adorable Lake Cottage-Cypress Resort & Marine

Beautiful Lakehouse sleeps 12 Boat/Pets/HotTub/Ski

#8 Hillside Cottage at Cypress Resort & Marine

#10 Lakeview Apartment at Cypress Resort & Marine

#1 Old Lake House at Cypress Resort & Marine

Restored Victorian w Hottub , 1block to shops

River House with Deck and Hot Tub
Family- and pet-friendly home rentals

HGTV Renovated Home with GREAT backyard!

Clean Country living at its best!

Lake Michigan Writer’s Cabin

WAVES : Steps to the Harbor ~ Crash Here!

Cozy Basement Space In Bay View by Lake Michigan

Top notch Bayview Beauty (single family)

3BR Duplex With Garage Just Outside of the City

Charming Loft - sparkling clean-walk everywhere
Family-friendly home rentals with a pool

2 Bedroom villa at Lake Geneva's GRAND Resort

2 Bedroom Villa at Lake Geneva's GRAND Resort

Abbey Spring Resort Home |North Shore Hideaway

Flexible rental In Lake Geneva Area

Luxury Log Cabin retreat home

Beautiful 137 Year Old Farm Home (3night min)

Lakeview at CasaComo
Quick stats about vacation rentals that are family-friendly in Pleasant Prairie
Total rentals
20 properties
Nightly prices starting at
R1,370 ZAR before taxes and fees
Total number of reviews
1K reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Destinations to explore
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- Millennium Park
- Wrigley Field
- United Center
- Milwaukee Public Museum
- Navy Pier
- Wilmot Mountain Ski Resort
- Racine North Beach
- Frank Lloyd Wright Home and Studio
- Grand Geneva Resort & Spa
- Lincoln Park Zoo
- Six Flags Great America
- Geneva National Resort & Club
- Brookfield Zoo
- Humboldt Park
- Skokie Country Club
- Milwaukee Country Club
- Springs Water Park
- Illinois Beach State Park
- 875 North Michigan Avenue
- Skydeck Chicago
- Chicago Cultural Center
- The 606
- Lincoln Park
- Chicago History Museum