
Vacation rentals with a pool in Waukesha County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Waukesha County
Guests agree: these homes with a pool 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 Waukesha County rentals with a pool
House rentals with a pool

Lilac Cottage

Lighthouse | 9BR Resort · Pool · Arcade · Hot Tub

Cozy cabin getaway near Lake Como and Lake Geneva

Vacation home: heated inground pool on 4+ acres

Newly Updated Modern Lake Condo

Relaxing getaway/StepsToLake/Pool/Tennis/nearDT/WD

Oasis on Oak | Private In-Ground Pool | Hot Tub

Nestled in the Southern Kettle Moraine Forest
Condo rentals with a pool

Charming 1BR Condo with Patio, Near The Lake Genev

Sailor’s Delight: lakefront condo w/fireplace

Quaint, quiet condo minutes from Lake Geneva

Lock-off Villa at Lake Geneva's GRAND Resort

Lake Geneva Gem: Luxury, Comfort & Prime Location

Cozy 2 Bedroom Condo - Lake Geneva

Best Location in Lake Geneva!

Lakeview at CasaComo
Other vacation rentals with a pool

Home in Lake Geneva Town With In Ground Pool

Fall Specials Family friendly & dogs welcome

Charming, Cozy Condo in Lake Geneva

Peaceful Geneva Matterhorn Villa

Discover Wauwatosa! Indoor Pool, Free Parking!

The Ridge Retreat 2BR, 2BA Condo

Flexible rental In Lake Geneva Area

Holiday Inn Club Vacation Resort
Destinations to explore
- Rentals with outdoor seating Waukesha County
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- Rentals with pools Wisconsin
- Rentals with pools United States
- Six Flags Great America
- Alpine Valley Resort
- Erin Hills Golf Course
- Illinois Beach State Park
- Geneva National Resort & Club
- Harrington Beach State Park
- Milwaukee County Zoo
- Lake Kegonsa State Park
- Grand Geneva Resort & Spa
- Racine North Beach
- Wilmot Mountain Ski Resort
- Richard Bong State Recreation Area
- West Bend Country Club
- Bradford Beach
- Moraine Hills State Park
- Discovery World
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Heiliger Huegel Ski Club
- Milwaukee Country Club
- Springs Water Park
- Milwaukee Public Museum
- America's Action Territory
- Sunburst
- Blue Mound Golf and Country Club