
Vacation rentals with a pool in Milwaukee
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Milwaukee
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 Milwaukee rentals with a pool
House rentals with a pool

Cute and cozy 2 bedroom house perfectly located!

Cozy cabin getaway near Lake Como and Lake Geneva

Lake Geneva Home w/ Pool near the Lake!

Amazing Private Pool /Cedar Hot Tub•Spacious Home

Newly Updated Modern Lake Condo

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

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

Farmhouse with Heated Pool on almost 160 Acres!
Condo rentals with a pool

Chic Condo in Lake Geneva.

Sailor’s Delight: lakefront condo w/fireplace

Quaint, quiet condo minutes from Lake Geneva

Lock-off Villa at Lake Geneva's GRAND Resort

Modern Lake Geneva Retreat

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

Lodge Home - 2.8 Miles to Town - 3 Acres

Lake Geneva Cozy Getaway

Abbey Dreams - on Geneva Lake

Cozy lower level 2 bedroom apartment.

Elegant 4-Season Lake Geneva Condo w/ Fireplace!

The Ridge Retreat 2BR, 2BA Condo

LG Quaint Condo on Lakeshore Dr.
Quick stats about vacation rentals with a pool in Milwaukee
Total rentals
50 properties
Nightly prices starting at
$55 CAD before taxes and fees
Total number of reviews
1K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Rentals with pools United States
- Six Flags Great America
- Alpine Valley Resort
- Kohler-Andrae State Park
- Erin Hills Golf Course
- Illinois Beach State Park
- Geneva National Resort & Club
- Harrington Beach State Park
- Milwaukee County Zoo
- Grand Geneva Resort & Spa
- Racine North Beach
- Wilmot Mountain Ski Resort
- Richard Bong State Recreation Area
- West Bend Country Club
- Bradford Beach
- Discovery World
- The Bull at Pinehurst Farms Golf Course
- 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
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