Vacation rentals with a pool in Madison
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Madison
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 Madison rentals with a pool
House rentals with a pool
Home in Galena
4.92 out of 5 average rating, 185 reviewsGalena Getaway
Home in Galena
4.97 out of 5 average rating, 125 reviewsGalena Territory Sun-Drenched TreeHouse w/ Views
Home in Galena
4.97 out of 5 average rating, 125 reviewsHot tub/Game Room/Fire Pit/Across street from Pool
Home in Galena
4.92 out of 5 average rating, 108 reviewsBoulder Creek
Home in Lake Geneva
4.91 out of 5 average rating, 126 reviewsHome away from Home
Home in Spring Green
5.0 out of 5 average rating, 22 reviewsThe Hemlock/$0 Cleaning Fee/Hot Tub/Golf
Home in Delafield
4.96 out of 5 average rating, 23 reviewsCute and cozy 2 bedroom house perfectly located!
Home in Middleton
4.88 out of 5 average rating, 26 reviewsSunny contemporary home with pool close to all
Condo rentals with a pool
Condo in Lake Geneva
4.82 out of 5 average rating, 22 reviewsStay Awhile- Historic Hayloft Lodge
Condo in Lake Geneva
4.98 out of 5 average rating, 82 reviewsMagnificient views in a Lakefront condo, Fireplace
Condo in Lake Geneva
4.83 out of 5 average rating, 12 reviewsCondo in Geneva with lake views!
Condo in Lake Geneva
4.88 out of 5 average rating, 49 reviewsLakeshore Dr. Condo W/ Boat Parking in Lake Geneva
Condo in Lake Geneva
4.95 out of 5 average rating, 44 reviewsCozy Lake Geneva Retreat with Year-Round Views!
Condo in Lake Geneva
4.98 out of 5 average rating, 45 reviewsUpdated 2BR Lake Geneva Condo
Condo in Geneva
4.92 out of 5 average rating, 25 reviewsQuaint, quiet condo minutes from Lake Geneva
Condo in Lake Geneva
4.94 out of 5 average rating, 31 reviewsLuxury Retreat | 2BD | Pool | Nr Lake Geneva
Quick stats about vacation rentals with a pool in Madison
Total rentals
40 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
580 reviews
Nightly prices starting at
$10 before taxes and fees
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