Madison rentals with pool

We found 248 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?
Infinity pool or plunge pool, sprawling or compact, busy or quiet season — how much you'll pay for your Madison stay depends on various factors. But one thing that doesn't change? Our holiday homes with a pool are where fun family memories are made. To find a getaway that fits your budget, narrow your search results by price. You can also use our "Discounts" filter to find holiday homes that offer savings on longer stays.
When is the best time to book a holiday home with a pool in Madison?
The type of weather will help dictate when it's the ideal time to plan a poolside getaway. Many people visiting Morgan County book a Madison holiday home with a pool in March, when the temperature ranges from 8 ºC (8ºC) to 18 ºC (18ºC).
What holiday homes with a pool in Madison have nice views?
If your idea of the perfect getaway involves both poolside fun and fascinating vistas, you'll discover Madison holiday homes with a pool that offer just that. Book one with forest views and dive deep into an unforgettable holiday experience.