Southeast Wisconsin rentals with pool

We found 676 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

Are there any holiday rentals with a pool in Southeast Wisconsin?
Select one of the 676 holiday rentals with a pool in Southeast Wisconsin and go for a swim whenever you please. Search for properties in top cities like Delavan, Racine and Bay View and prepare to explore like a local when you're not relaxing poolside.
How much does it cost to stay in a holiday rental with a pool in Southeast Wisconsin?
Indoor or outdoor pool, compact or sprawling, low season or peak season — how much you'll pay for your Southeast Wisconsin stay is influenced by all sorts of factors. But the one enduring aspect? Our holiday rentals with a pool are where precious family memories are made. To find an escape that suits your budget, narrow your search results by your maximum price. You can also use our "Discounts" filter to find properties that offer monthly or weekly discounts.
When is the best time to book a holiday rental with a pool in Southeast Wisconsin?
Think about visiting in July, when temperatures range from around 18ºC to 25ºC. This is the most popular time of year to get a holiday rental with a pool in Southeast Wisconsin.
What holiday rentals with a pool in Southeast Wisconsin have nice views?
To make your Southeast Wisconsin escape even more unforgettable, stay in one of Stayz's holiday rentals with a pool — and a stunning view to boot. After finishing your initial search, use our intuitive filters to tailor your results by area and the vistas you'd love to look out on.
Are there holiday rentals with a private pool in Southeast Wisconsin?
Stay in a holiday rental with a private pool in Southeast Wisconsin and go for a refreshing morning swim or late-night dip under the stars — or whenever the mood strikes! You can keep your little ones easily entertained, and you'll never have to worry about sharing with other guests. Use our "Private pool" filter to find your ideal holiday rental.
What are the top things to do in Southeast Wisconsin?
While you'll find plenty of fun things to do in Southeast Wisconsin, it comes down to the type of adventure you're seeking. Once you've booked your holiday home rental, make a list of attractions or activities that interest you and prioritise them based on your preferences, travel companions and available time.
Why should I book my holiday rental with a pool with Stayz?
Stayz provides attentive customer support from the second you book until you've returned home, so every step of your holiday is enjoyable and worry-free. It's all part of our Book with Confidence Guarantee, which also includes deposit and payment protection and flexible cancellation policies. Another fantastic thing about us? You can use our filters to fine-tune your search by price, location, amenities and more. Whether you want a pet-friendly pad or a beachside getaway for the family, we've got holiday rentals with a pool that match your exact needs and style.