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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
![](https://a0.muscache.com/im/pictures/0480943f-1ab3-4df2-b6e0-73fb11a61ee8.jpg?im_w=720)
Home in Milton
4.85 out of 5 average rating, 194 reviewsTree Top House with mini indoor pool and sauna
![](https://a0.muscache.com/im/pictures/077e9438-4b3f-468b-b923-f38f73aefa11.jpg?im_w=720)
Home in Galena
4.99 out of 5 average rating, 147 reviewsAdorable Settlement home, views of lake/waterfall
![](https://a0.muscache.com/im/pictures/96654d74-9f8e-4c2d-aff3-f2dd37b0ffe1.jpg?im_w=720)
Home in Lake Geneva
4.91 out of 5 average rating, 129 reviewsHome away from Home
![](https://a0.muscache.com/im/pictures/miso/Hosting-48589115/original/aea7f5ad-dcb3-4768-82d6-a0c9e3de5f71.jpeg?im_w=720)
Home in Galena
4.93 out of 5 average rating, 125 reviewsThe Beauty on Belden: minutes from amenities!
![](https://a0.muscache.com/im/pictures/9e57232c-fd5a-41fc-a117-04a641acce73.jpg?im_w=720)
Home in Galena
4.96 out of 5 average rating, 249 reviewsComfortable 4 Bed 4 Bath in the Galena Territory!
![](https://a0.muscache.com/im/pictures/miso/Hosting-36805777/original/c70f0e69-5f87-4c6a-99de-7abed83f8bc3.jpeg?im_w=720)
Home in Galena
4.97 out of 5 average rating, 125 reviewsHot tub/Game Room/Fire Pit/Across street from Pool
![](https://a0.muscache.com/im/pictures/3811741e-b4a8-4f31-835b-b8ea135f80fc.jpg?im_w=720)
Home in Galena
4.89 out of 5 average rating, 107 reviewsSweet Escape~Galena Territory~Hot Tub~Pool Table
![](https://a0.muscache.com/im/pictures/e9230b33-fb2a-4d32-9f1e-20a5a9fa9c7b.jpg?im_w=720)
Home in Galena
4.83 out of 5 average rating, 280 reviewsGalena Retreat - Eagle Ridge Territories
Condo rentals with a pool
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Condo in Wisconsin Dells
4.9 out of 5 average rating, 106 reviews2BR Waterfront:Spacious, Pools, Hot Tub, Boat slip
![](https://a0.muscache.com/im/pictures/miso/Hosting-568322915875301013/original/23f84528-b1c3-4ec6-94a2-5e97101c0e77.jpeg?im_w=720)
Condo in Lake Geneva
4.96 out of 5 average rating, 101 reviewsLakeView-SummerPool-FamilyFriendly-CloseToTown
![](https://a0.muscache.com/im/pictures/80caec9d-06eb-4e76-a788-68b9d9888de3.jpg?im_w=720)
Condo in Wisconsin Dells
4.84 out of 5 average rating, 189 reviews❀❀❀ LAKEFRONT CONDO ❀❀❀ Private Pool & Beach
![](https://a0.muscache.com/im/pictures/miso/Hosting-764318699013449568/original/9140dea0-7179-45ef-8347-0607bed6da9b.jpeg?im_w=720)
Condo in Wisconsin Dells
4.99 out of 5 average rating, 95 reviewsThe Wanderlust at the Sunset Cove
![](https://a0.muscache.com/im/pictures/miso/Hosting-47770121/original/43a8810d-81aa-4185-8d7f-c81e9813a71a.jpeg?im_w=720)
Condo in Lake Geneva
4.88 out of 5 average rating, 56 reviewsLakeshore Dr. Condo W/ Boat Parking in Lake Geneva
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-1133426406208553004/original/5e95a487-d45d-4a75-b1d7-7c3d33b1e1f3.jpeg?im_w=720)
Condo in Wisconsin Dells
5 out of 5 average rating, 5 reviewsDells Suite Dreams At Lighthouse Cove Condominiums
![](https://a0.muscache.com/im/pictures/5682c533-d9f9-46da-b452-b4c8cb8ef8f1.jpg?im_w=720)
Condo in Lake Geneva
4.98 out of 5 average rating, 97 reviewsMagnificient views in a Lakefront condo, Fireplace
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-736836408075840609/original/643da3b9-459f-4110-8b25-0b8888666546.jpeg?im_w=720)
Condo in Lake Geneva
4.83 out of 5 average rating, 24 reviewsStay Awhile- Historic Hayloft Lodge
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
580 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
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