A lighthouse and a house with a red roof.

Southern Wisconsin Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Southern Wisconsin vacation rentals

A modern interior with a brown sofa, a round marble coffee table, and a decorative vase with flowers.

1. The Dylin

The Dylin
4.0 star property
Downtown Madison
9.4 out of 10, Exceptional, (209 reviews)
"The property was modern, clean, and had a comfortable atmosphere."
United States
Amanda
The price is ₩148,706
₩171,755 total
includes taxes & fees
Dec 6 - Dec 7
The Dylin
A spacious living area with a fireplace, a sofa, and a dining area in the background.

2. Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1,125 reviews)
"Quiet place near the lake."
United States
Vivian
The price is ₩160,939
₩182,666 total
includes taxes & fees
Dec 3 - Dec 4
Grandstay Residential Suites Hotel - Sheboygan
A cabin with a dining area, a bicycle, and a sign reading "Vangelis".

3. Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy
2.0 star property
Wild Rose
9.8 out of 10, Exceptional, (155 reviews)
"Absolutely amazing little getaway"
United States
Alyssa
The price is ₩124,963
₩188,541 total
includes taxes & fees
Dec 6 - Dec 7
Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy
A bedroom with a bed, bedside table, nightstand, ceiling fan, potted plant, window with blinds, and artwork on the wall.

4. The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,261 reviews)
"It was an amazing stay !"
United States
Bryan
The price is ₩192,938
₩227,473 total
includes taxes & fees
Nov 23 - Nov 24
The Plaza Hotel
An indoor swimming pool with wooden walls and ceiling, surrounded by lounge chairs and potted plants.

5. Mill Creek Hotel

Mill Creek Hotel
2.5 star property
Lake Geneva
9.2 out of 10, Wonderful, (1,275 reviews)
"clean, comfortable and great location"
United States
Marshall
The price is ₩249,454
₩283,130 total
includes taxes & fees
Nov 9 - Nov 10
Mill Creek Hotel
An indoor water park with a 'Welcome' sign, slides, and a hot tub area.

6. Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark
3.5 star property
Lake Geneva
8.6 out of 10, Excellent, (3,521 reviews)
"Great hotel amazing staff and amazing waterpark"
United States
Lindsey
The price is ₩174,311
₩246,701 total
includes taxes & fees
Nov 9 - Nov 10
Timber Ridge Lodge and Waterpark
A beachside area with a sandy shore, a small dock, and several beach huts.

7. Tiki Beach Campground

Tiki Beach Campground
3.0 star property
Campbellsport
8.0 out of 10, Very good, (7 reviews)
"Me and my brother had an incredible time here. It was exactly what we were looking for. From the staff, to the property and the room itself. The natures walls close by. It was great and will be returning with more of the family again."
United States
Jessica
The price is ₩229,337
₩241,950 total
includes taxes & fees
Nov 11 - Nov 12
Tiki Beach Campground
A living room with a sofa, a dining table with chairs, and a potted plant.

8. Fenced Yard! Spacious Home, 4 Mi to Dtwn Milwaukee

Fenced Yard! Spacious Home, 4 Mi to Dtwn Milwaukee
3.0 star property
Milwaukee
2.0 out of 10, (1 review)
"They cancelled my order without a call, message or notice. We drove 6 hours and called ahead a couple hours before arrival only to find out they cancelled our stay. Had to quick find a different place to stay. Don't trust their system."
United States
Jeremy
The price is ₩366,134
₩721,807 total
includes taxes & fees
Nov 9 - Nov 10
Fenced Yard! Spacious Home, 4 Mi to Dtwn Milwaukee
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Southern Wisconsin Hotel Reviews

Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

8/10 Good
"Clean, but old and outdated. Looks just like it did in the 80’s with a few updates"
Joan 1-night trip
Posted 14 hours ago
Hyatt Regency Milwaukee

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