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.
0 of 0 items showing
1 of 3 pages
1 of 3 pages
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
Guest favorite
Home in Milwaukee
4.97 out of 5 average rating, 97 reviewsThe Peacock Place
Superhost
Home in Cudahy
4.78 out of 5 average rating, 117 reviewsMake Yourself At Home! Close to Lake & Airport!
Guest favorite
Home in Menomonee Falls
4.96 out of 5 average rating, 27 reviewsYour Own Spacious Place with a Pool & Peloton
Guest favorite
Home in Milwaukee
4.94 out of 5 average rating, 87 reviewsThe Gem of Brewers Hill w/hot tub & heated pool
Superhost
Home in Milwaukee
4.9 out of 5 average rating, 20 reviewsCentral Location w/ Skyline View
Superhost
Home in Sussex
4.86 out of 5 average rating, 84 reviewsAmazing Five Bedroom Milwaukee Vacation Home!!
Superhost
Home in Germantown
New place to stayQuiet 3 bedroom ranch
Guest favorite
Home in River Hills
4.95 out of 5 average rating, 39 reviewsExclusive Milwaukee Home
Quick stats about vacation rentals with a pool in Milwaukee
Total rentals
50 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
830 reviews
Nightly prices starting at
$30 before taxes and fees
Destinations to explore
- Downtown Chicago Vacation rentals
- Madison Vacation rentals
- Lake Geneva Vacation rentals
- Lake Michigan Beach Vacation rentals
- Saugatuck Vacation rentals
- Evanston Vacation rentals
- Holland Vacation rentals
- South Haven Vacation rentals
- Naperville Vacation rentals
- South Side Vacation rentals
- Schaumburg Vacation rentals
- Chicago Vacation rentals
- Rentals with pools United States
- Rentals with pools Chicago
- Smoking-friendly rentals Milwaukee
- Condo rentals Milwaukee
- Rentals with a hot tub Milwaukee
- Hotel rentals Milwaukee
- Lakehouse rentals Milwaukee
- Rentals with a patio Milwaukee
- Kid-friendly rentals Milwaukee
- Waterfront rentals Milwaukee
- Rentals with beach access Milwaukee
- Loft rentals Milwaukee
- Rentals with a fireplace Milwaukee
- Rentals with outdoor seating Milwaukee
- Private suite rentals Milwaukee
- Rentals with lake access Milwaukee
- Monthly Rentals Milwaukee
- Pet-friendly rentals Milwaukee
- Fitness-friendly rentals Milwaukee
- Rentals with a fire pit Milwaukee
- Rentals with a washer and dryer Milwaukee
- Rentals with breakfast Milwaukee
- Mansion rentals Milwaukee
- House rentals Milwaukee
- Apartment rentals Milwaukee
- Rentals with an EV charger Milwaukee
- Rentals with pools Downtown Chicago
- Rentals with pools Madison
- Rentals with pools Wisconsin
- Rentals with pools Milwaukee County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes