Southern Wisconsin Cabins & Vacation Rentals

Compare 132 vacation rentals.
USA > Wisconsin > Southern Wisconsin

Make Southern Wisconsin your next getaway

Venture to Southern Wisconsin for a memorable vacation filled with natural beauty, outdoor adventures, and friendly communities. Explore stunning state parks, embrace small-town charms, and savor the region's renowned cheese and craft beverages. Discover a delightful blend of history, culture, and picturesque landscapes that will leave you with cherished memories.

Explore Southern Wisconsin condo rentals, house rentals, cabins, and more

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Condo rentals

View 64 Condo rentals
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House rentals

View 48 House rentals
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Cabins

View 6 Cabins

Explore more vacation rental amenities in Southern Wisconsin

Pool | Electric vehicle charger | Lake view | Lakefront | Riverfront | Sound view | Water view | Waterfront | A/C | Elevator

Southern Wisconsin vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Lakeside Retreat
3 Bed | 2 Bath | Sleeps 5

Lakeside Retreat - Pewaukee, WI

$447 avg / night
(excludes fees and taxes)
Chula Vista Condo 2408
2 Bed | 2 Bath | Sleeps 6

Chula Vista Condo 2408 - Wisconsin Dells, WI

$304 avg / night
(excludes fees and taxes)
4.14 (28)
Lighthouse Condo Resort - 204
1 Bed | 1 Bath | Sleeps 4

Lighthouse Condo Resort - 204 - Wisconsin Dells, WI

$390 avg / night
(excludes fees and taxes)
Chula Vista Condo #2402
2 Bed | 2 Bath | Sleeps 8

Chula Vista Condo #2402 - Wisconsin Dells, WI

$376 avg / night
(excludes fees and taxes)
3.0 (2)
Chula Vista Resort Villa # 7215
1 Bed | 1 Bath | Sleeps 8

Chula Vista Resort Villa # 7215 - Wisconsin Dells, WI

$268 avg / night
(excludes fees and taxes)
4.25 (32)

View 127 more homes

Recent Southern Wisconsin vacation rental reviews

Loved it.
Danielle R. | May 2025
It was perfect for my family as we didnt need waterpark passes
Tanya W. | May 2025
Very beautiful home, extremely well thought out and loved it!
john w. | May 2025
Southern Wisconsin Frequently Asked Questions

Yes, 20 of our Southern Wisconsin homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 129 of our Southern Wisconsin vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Southern Wisconsin vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Southern Wisconsin team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Southern Wisconsin, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

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