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
4.93 out of 5 average rating, 121 reviewsThe Beauty on Belden: minutes from amenities!
Dec 12 – 19
Home in Galena
4.97 out of 5 average rating, 124 reviewsHot tub/Game Room/Fire Pit/Across street from Pool
Feb 2 – 9
Home in Galena
4.97 out of 5 average rating, 125 reviewsGalena Territory Sun-Drenched TreeHouse w/ Views
Jul 29 – Aug 5
Home in Lake Geneva
4.91 out of 5 average rating, 126 reviewsHome away from Home
Jan 10 – 17
Home in Galena
4.92 out of 5 average rating, 108 reviewsBoulder Creek
Apr 1 – 8
Home in Galena
4.89 out of 5 average rating, 106 reviewsSweet Escape~Galena Territory~Hot Tub~Pool Table
Oct 24 – 31
Home in Galena
4.92 out of 5 average rating, 185 reviewsGalena Getaway
Sep 5 – 12
Home in Galena
4.91 out of 5 average rating, 143 reviewsDunPuttin Place
Mar 18 – 25
Condo rentals with a pool
Condo in Lake Geneva
4.98 out of 5 average rating, 81 reviewsMagnificient views in a Lakefront condo, Fireplace
Mar 28 – Apr 4
Condo in Lake Geneva
4.82 out of 5 average rating, 22 reviewsStay Awhile- Historic Hayloft Lodge
Dec 9 – 16
Condo in Wisconsin Dells
4.99 out of 5 average rating, 91 reviewsThe Wanderlust at the Sunset Cove
Nov 7 – 14
Condo in Wisconsin Dells
4.92 out of 5 average rating, 25 reviewsUpper Dells River Walk [1BR]
Sep 10 – 17
Condo in Lake Geneva
5.0 out of 5 average rating, 10 reviewsLake Geneva Gem: Luxury, Comfort & Prime Location
Dec 24 – 31
Condo in Galena
5.0 out of 5 average rating, 6 reviewsLucky Bunker
Jan 7 – 14
Condo in Lake Geneva
4.98 out of 5 average rating, 45 reviewsUpdated 2BR Lake Geneva Condo
Nov 16 – 23
Condo in Geneva
4.92 out of 5 average rating, 25 reviewsQuaint, quiet condo minutes from Lake Geneva
Nov 29 – Dec 6
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
ﺩ.ﺇ37 before taxes and fees
Destinations to explore
- Milwaukee Vacation rentals
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