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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
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Home in Galena
4.93 out of 5 average rating, 116 reviewsAwesome Lodge in Galena Territory
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Home in Galena
4.96 out of 5 average rating, 254 reviewsComfortable 4 Bed 4 Bath in the Galena Territory!
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Home in Galena
4.93 out of 5 average rating, 188 reviewsGalena Getaway
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Home in Galena
4.93 out of 5 average rating, 129 reviewsThe Beauty on Belden: minutes from amenities!
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Home in Galena
4.83 out of 5 average rating, 285 reviewsGalena Retreat - Eagle Ridge Territories
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Home in Galena
4.88 out of 5 average rating, 101 reviewsCozy Retreat | Hot Tub | Firepit | Dog-friendly
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Home in Lake Geneva
4.92 out of 5 average rating, 133 reviewsHome away from Home
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Home in Galena
4.88 out of 5 average rating, 108 reviewsSweet Escape~Galena Territory~Hot Tub~Pool Table
Condo rentals with a pool
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Condo in Lake Geneva
4.95 out of 5 average rating, 106 reviewsLakeView-SummerPool-FamilyFriendly-CloseToTown
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Condo in Wisconsin Dells
4.9 out of 5 average rating, 111 reviews2BR Waterfront:Spacious, Pools, Hot Tub, Boat slip
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Condo in Wisconsin Dells
4.83 out of 5 average rating, 102 reviewsBeautiful Condo at Chula Vista!
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Condo in Lake Geneva
4.91 out of 5 average rating, 191 reviewsLakeview at CasaComo
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Condo in Wisconsin Dells
4.87 out of 5 average rating, 123 reviewsWisc. Dells Lake Front Condo on Lake Delton
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Condo in Fontana-on-Geneva Lake
4.77 out of 5 average rating, 170 reviewsFUN-tana All Year Round Abbey Springs Fontana WI
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Condo in Lake Geneva
4.98 out of 5 average rating, 56 reviewsUpdated 2BR Lake Geneva Condo with Pool
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Condo in Lake Geneva
5 out of 5 average rating, 13 reviewsLake Geneva Gem: Luxury, Comfort & Prime Location
Quick stats about vacation rentals with a pool in Madison
Total rentals
40 properties
Nightly prices starting at
$10 before taxes and fees
Total number of reviews
630 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
- Milwaukee Vacation rentals
- Lake Geneva Vacation rentals
- Wisconsin Dells Vacation rentals
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