Southern Wisconsin vacation rentals with pools

We found 45 vacation rentals waiting for you.

Find your ultimate splash pad

From plunge pools for a quick dip to infinity pools with a view, here are the Southern Wisconsin vacation homes where you can dive in, cool off, and catch some sun.

Top-rated Southern Wisconsin rentals with pools

Our guests have spoken. Explore their favorite and top-rated homes in Southern Wisconsin with refreshing pools, sun-splashed decks, and poolside seating.

Fountain View Between Holes 1 & 2
3 Bed | 2 Bath | Sleeps 8

Fountain View Between Holes 1 & 2 - Arkdale, WI

From $243
(excludes fees and taxes)
Lighthouse Condo Resort - 204
1 Bed | 1 Bath | Sleeps 4

Lighthouse Condo Resort - 204 - Wisconsin Dells, WI

From $231
(excludes fees and taxes)
3.0 (3)
Delton Grand Resort #417
1 Bed | 1 Bath | Sleeps 4

Delton Grand Resort #417 - Wisconsin Dells, WI

From $246
(excludes fees and taxes)
4.57 (21)
Chula Vista Villa 7114
0 Bed | 1 Bath | Sleeps 6

Chula Vista Villa 7114 - Wisconsin Dells, WI

From $131
(excludes fees and taxes)
4.0 (1)

Explore All Vacation Rentals With Pools

Recent guest reviews

Beautiful home, comfortable beds and everything you need and more in the kitchen, Laundry and house. Good views off the huge deck with a very nice hot tub outside. The club house, pools, lakes, tennis, pickle ball courts and great golf courses are 1st class and just some of the reasons I want to return as soon as I can!
Blake L. | Jul 2025
This place has nice condos/ houses on the lake. They places are very comfortable. There is not management on site, but that's not an issue. There is a nice little beach and great lake swimming. It's quiet, but so close to activities and restaurants.
Glenda M. | Jul 2025
overall, it was ok.
Dominic D. | Jul 2025
Very spacious and clean.
Luke l. | Jul 2025
Best pricing

Book directly on Vacasa.com for the lowest rates.

3D virtual tours

Know exactly what you’re booking—no surprises.

Seamless check-in

Check in easily and quickly with a digital code.

Expert cleaning

Arrive to a spotless home with fresh linens.

FAQ

Our vacation rentals offer both private and shared pools. Each property’s listing description will specify whether the pool offered is private or shared.

Every home is stocked with plenty of towels. However, the availability of pool towels varies by property.

Some pools are heated, and there may be an additional fee for this service. You can find more information about heating fees in the property description.

Yes, pool maintenance is included during your stay. We ensure that pools and hot tubs are regularly cleaned and maintained to provide an optimal experience. If you encounter any issues with the pool during your stay, contact our Guest Experience team immediately.

Many of our properties include lounge chairs, umbrellas, or shaded areas by the pool, but this can vary. Check the property details and listing photos for specific details.

Generally, food and drinks are allowed by—but not in—the pool. However, to be safe, it’s best not to use glass or china in the pool area.

Pool toys, floaties, or inflatables are typically not provided. You may want to bring your own, if needed.

Some properties include a poolside grill or outdoor kitchen area, but this is not standard across all rentals. Check the property listing for details.

We have a good neighbor policy that includes quiet hours from 10 p.m. to 8 a.m. In addition, certain communities have noise policies in place. Unauthorized parties are not allowed, and excessive noise can lead to intervention and removal from a property.

If you encounter any issues with the pool during your stay, contact our Guest Experience team immediately. Your local Vacasa team will work to resolve the problem as quickly as possible.

Not all pools are open all year round. Some pools—depending on the destination—are seasonal only. Read the listing description for specific operating times for the pool.

More ways to stay in Southern Wisconsin

Dog-friendly
Hot tub
Internet
Electric vehicle charger
Lake view
Lakefront
Riverfront
Sound view

Nearby destinations

Great Lakes
Northern Wisconsin
Noah's Ark Waterpark
Sand Valley - Wisconsin
Castle Rock Lake
Delton Grand Resort - Wisconsin Dells
Lake Petenwell
Thunderbird Resort - Wisconsin Dells
USA > Wisconsin > Southern Wisconsin > Pool