Photo by Eric O

Madison rentals with pool

We found 157 rentals with pool — enter your dates for availability

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

How much does it cost to stay in a holiday home with a pool in Madison?
Prices vary depending on season, length of stay and property location, so enter your travel details to find a stay offering a splashing good time. No matter your plans or budget, Stayz has holiday homes with a pool in Madison for guests of every type.
When is the best time to book a holiday home with a pool in Madison?
Our holiday homes with a pool in Madison experience the highest number of bookings in August. Expect average temperatures of between 19ºC (19ºC) and 24ºC (24ºC) if you choose to explore this part of Lake County then. If there is limited availability in August, consider other options in the months prior or following.
What holiday homes with a pool in Madison have nice views?
Wrap up your day of exploring and head back to your holiday home with a pool for a relaxing dip. The icing on the cake? Some of these stays in Madison also boast idyllic urban views.