
Holiday 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.
Holiday 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!

Vacation home: heated inground pool on 4+ acres

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
Apartment 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

Lakeshore Dr. Condo in Lake Geneva

Lake Geneva Gem: Luxury, Comfort & Prime Location

Cozy 2 Bedroom Condo - Lake Geneva

Best Location in Lake Geneva!
Other holiday rentals with a pool

Charming 1BR Condo with Patio, Near The Lake Genev

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

Elegant 4-Season Lake Geneva Condo w/ Fireplace!

The Ridge Retreat 2BR, 2BA Condo

Flexible rental In Lake Geneva Area
Quick stats about holiday rentals with a pool in Milwaukee
Total rentals
50 properties
Nightly prices starting at
$51 SGD 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
Destinations to explore
- Chicago Holiday rentals
- Upper Peninsula of Michigan Holiday rentals
- Indianapolis Holiday rentals
- Downtown Chicago Holiday rentals
- Platteville Holiday rentals
- Detroit Holiday rentals
- Minneapolis Holiday rentals
- Wisconsin River Holiday rentals
- Windsor Holiday rentals
- Traverse City Holiday rentals
- Lake Geneva Holiday rentals
- Ann Arbor Holiday rentals
- Waterfront rentals Milwaukee
- Beachfront rentals Milwaukee
- Rentals with beach access Milwaukee
- Rentals with outdoor seating Milwaukee
- Flat rentals Milwaukee
- Smoking-friendly rentals Milwaukee
- Lakehouse rentals Milwaukee
- Cabin rentals Milwaukee
- Rentals with a hot tub Milwaukee
- Rentals with a fireplace Milwaukee
- Rentals with lake access Milwaukee
- Rentals with a patio Milwaukee
- Loft rentals Milwaukee
- Family-friendly rentals Milwaukee
- Fitness-friendly rentals Milwaukee
- Rentals with breakfast Milwaukee
- Mansion rentals Milwaukee
- Apartment rentals Milwaukee
- Rentals with an EV charger Milwaukee
- Rentals with a firepit Milwaukee
- Rentals with a washing machine and dryer Milwaukee
- House rentals Milwaukee
- Pet-friendly rentals Milwaukee
- Rentals with pools Milwaukee County
- Rentals with pools Wisconsin
- 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
- Things to do Milwaukee
- Things to do Milwaukee County
- Things to do Wisconsin
- Nature and outdoors Wisconsin
- Art and culture Wisconsin
- Things to do United States
- Entertainment United States
- Tours United States
- Sports activities United States
- Food and drink United States
- Sightseeing United States
- Art and culture United States
- Wellness United States
- Nature and outdoors United States