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
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Southern Wisconsin holiday rentals

A spacious living area with a fireplace, a sofa, and a dining area in the background.

1. Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1,091 reviews)
"Nice place and good breakfast"
United States
Kristin
The price is RM428
RM486 total
includes taxes & fees
27 Sept - 28 Sept
Grandstay Residential Suites Hotel - Sheboygan
An indoor water park with a 'Welcome' sign, slides, and a hot tub area.

2. Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark
3.5 star property
Lake Geneva
8.6 out of 10, Excellent, (3,452 reviews)
"Great place to bring kids."
United States
Pawel
The price is RM449
RM660 total
includes taxes & fees
13 Oct - 14 Oct
Timber Ridge Lodge and Waterpark
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, (142 reviews)
"We liked everything during our stay and we'll definitely be back."
United States
Jennifer
The price is RM447
RM644 total
includes taxes & fees
28 Sept - 29 Sept
Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy
An indoor swimming pool with wooden walls and ceiling, surrounded by lounge chairs and potted plants.

4. Mill Creek Hotel

Mill Creek Hotel
2.5 star property
Lake Geneva
9.2 out of 10, Wonderful, (1,261 reviews)
"Super friendly staff, perfect hotel for romantic gateway."
United States
Daniel
The price is RM884
RM1,004 total
includes taxes & fees
4 Oct - 5 Oct
Mill Creek Hotel
A bedroom with a bed, bedside table, nightstand, ceiling fan, potted plant, window with blinds, and artwork on the wall.

5. The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,251 reviews)
"Parking was reasonable and close by"
United States
Danita
The price is RM756
RM891 total
includes taxes & fees
20 Oct - 21 Oct
The Plaza Hotel
A wooden deck leading to a white door with a sign reading "SIENNA SUNSET CHASER A PETITE RETREAT."

6. Yukon Trails RV & Camping Resort

Yukon Trails RV & Camping Resort
2.0 star property
Lyndon Station
8.8 out of 10, Excellent, (5 reviews)
"My family and I love this place. This was our second time at Yukon Trails. We will be back for sure. "
United States
Alessandra
The price is RM861
RM908 total
includes taxes & fees
27 Sept - 28 Sept
Yukon Trails RV & Camping Resort
A modern interior with a brown sofa, a round marble coffee table, and a decorative vase with flowers.

7. The Dylin

The Dylin
4.0 star property
Downtown Madison
9.4 out of 10, Exceptional, (187 reviews)
"The Dylan was a great location for us and we were very pleased with the garage parking, new modern finishes and the communication of the host. The unit had everything we needed for a super comfortable stay including a full kitchen and washer/dryer. No wasted space. Good arrangement in this two bedroom unit for 2 couples. Would stay here again and recommend."
United States
Debbie
The price is RM477
RM551 total
includes taxes & fees
25 Oct - 26 Oct
The Dylin
A spacious dining area with a wooden table and chairs, a kitchen in the background, and a large window with a view of a tree.

8. Huge Yard, Fire Pit, Garden! Milwaukee Family Home

Huge Yard, Fire Pit, Garden! Milwaukee Family Home
3.0 star property
Milwaukee
Huge Yard, Fire Pit, Garden! Milwaukee Family Home
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

The Pfister Hotel

The Pfister Hotel

10/10 Excellent
"Great location. Cool view of the city from the pool. Employees prompt and caring"
Rebecca 1-night trip
Posted 9 hours ago
The Pfister Hotel

Find out more about Southern Wisconsin

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