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
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Popular amenities for Waukesha County rentals with a pool
House rentals with a pool
Home in Cudahy
4.81 out of 5 average rating, 105 reviewsMake Yourself At Home! Close to Lake & Airport!
Sep 22 – 29
Home in Lake Geneva
4.91 out of 5 average rating, 126 reviewsHome away from Home
Mar 26 – Apr 2
Home in Whitewater
5.0 out of 5 average rating, 63 reviewsNestled in the Southern Kettle Moraine Forest
Sep 15 – 22
Home in Milwaukee
4.97 out of 5 average rating, 89 reviewsThe Peacock Place
Sep 16 – 23
Home in Milwaukee
4.89 out of 5 average rating, 18 reviewsCentral Location w/ Skyline View
Mar 18 – 25
Home in Lake Geneva
5.0 out of 5 average rating, 33 reviewsRelaxing getaway/StepsToLake/Pool/Tennis/nearDT/WD
Sep 21 – 28
Home in Germantown
4.75 out of 5 average rating, 60 reviewsParadise In Germantown! Swim 365 days indoor pool.
Jun 25 – Jul 2
Home in Lake Geneva
5.0 out of 5 average rating, 9 reviewsNewly Updated Modern Lake Condo
May 29 – Jun 5
Condo rentals with a pool
Condo in Lake Geneva
4.93 out of 5 average rating, 429 reviewsCharming, Cozy & Quaint Condo in Lake Geneva!
Oct 18 – 25
Condo in Lake Geneva
4.98 out of 5 average rating, 174 reviewsLake Geneva Cloud 9
Sep 26 – Oct 3
Condo in Lake Geneva
4.96 out of 5 average rating, 141 reviewsRelaxing Villa with Amazing Amenities!
Sep 13 – 20
Condo in Lake Geneva
4.97 out of 5 average rating, 100 reviewsMinutes from DT Lake Geneva! Pool! Fireplace!
Nov 19 – 26
Condo in Lake Geneva
4.65 out of 5 average rating, 252 reviewsFlexible rental In Lake Geneva Area
Apr 7 – 14
Condo in Lake Geneva
4.98 out of 5 average rating, 82 reviewsMagnificient views in a Lakefront condo, Fireplace
Jan 19 – 26
Condo in Lake Geneva
4.83 out of 5 average rating, 12 reviewsCondo in Geneva with lake views!
Dec 21 – 28
Condo in Lake Geneva
5.0 out of 5 average rating, 10 reviewsLake Geneva Gem: Luxury, Comfort & Prime Location
Oct 31 – Nov 7
Destinations to explore
- Rentals with pools United States
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