Southwest Wisconsin rentals with pool

We found 1,806 rentals with pool — enter your dates for availability

Find spaces that suit your style

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    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 Southwest Wisconsin?
Absolutely. There are 1,806 holiday rentals with a pool in Southwest Wisconsin, so make sure to bring your swimsuit. Whether you're heading to a renowned city like Lake Delton, Baraboo or Nekoosa, or enjoying as much as you can on a road trip, we'll make sure you find the ideal property.
How much does it cost to stay in a holiday rental with a pool in Southwest Wisconsin?
Lap pool or plunge pool, sprawling or compact, busy or quiet season — what you'll pay for your stay in Southwest Wisconsin is influenced by all sorts of factors. But one thing that doesn't change? Our holiday rentals with a pool are something special. To find a place that works with your budget, narrow your search results by 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 Southwest Wisconsin?
July is when most Stayz guests book a holiday rental with a pool in Southwest Wisconsin. You can expect average temperatures of between 16ºC and 26ºC if you arrive during this month.
What holiday rentals with a pool in Southwest Wisconsin have nice views?
If you want to make a splash after a busy day, have a look at our holiday rentals with a pool in Southwest Wisconsin that come with striking vistas like views of historic areas.
Can I book a cabin with a pool in Southwest Wisconsin?
Yes. Look for a cabin with a pool in or around Southwest Wisconsin and create fun new memories with friends or family. Some may come with a private pool, so you can go for a swim whenever you like, while at other stays it may be shared. Use our "Pool" or "Private pool" filters to find a getaway that checks your boxes.
Are there holiday rentals with a private pool in Southwest Wisconsin?
From making whirlpools with the kids to a few leisurely laps, a holiday rental with a private pool offers plenty of possibilities for fun and relaxation. If you're headed to Southwest Wisconsin, use our "Private pool" filter to search for properties that come with this premium perk.
What are the top things to do in Southwest Wisconsin?
Venture out and experience everything Southwest Wisconsin has to offer from the comfort of your holiday home rental. It pays to do a bit of research on what you'd like to see and do, so you can plan the perfect trip.
Why should I book my holiday rental with a pool with Stayz?
No sharing your space, no uncomfortable encounters with people you don't know. When you book a Stayz holiday rental with a pool, you have the entire place to yourself to splash around. Need to cancel or alter your itinerary? Our flexible cancellation policies mean you can book your rental house with peace of mind.