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
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Southern Wisconsin vacation 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, (1,106 reviews)
"Nice place and good breakfast"
United States
Kristin
The price is ₩160,176
₩181,800 total
includes taxes & fees
Nov 1 - Nov 2
Grandstay Residential Suites Hotel - Sheboygan
A modern interior with a brown sofa, a round marble coffee table, and a decorative vase with flowers.

2. The Dylin

The Dylin
4.0 star property
Downtown Madison
9.4 out of 10, Exceptional, (195 reviews)
"Good location"
United States
ANCA
The price is ₩163,364
₩188,685 total
includes taxes & fees
Nov 10 - Nov 11
The Dylin
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, (146 reviews)
"We liked everything during our stay and we'll definitely be back."
United States
Jennifer
The price is ₩141,094
₩205,562 total
includes taxes & fees
Nov 12 - Nov 13
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, (1,256 reviews)
"Parking was reasonable and close by"
United States
Danita
The price is ₩192,024
₩226,395 total
includes taxes & fees
Nov 2 - Nov 3
The Plaza Hotel
A gym with exercise equipment, large windows, and a clock on the wall.

5. Mill Creek Hotel

Mill Creek Hotel
2.5 star property
Lake Geneva
9.2 out of 10, Wonderful, (1,270 reviews)
"clean, comfortable and great location"
United States
Marshall
The price is ₩248,273
₩281,790 total
includes taxes & fees
Nov 1 - Nov 2
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, (3,483 reviews)
"Great time"
United States
Lisa
The price is ₩178,195
₩250,784 total
includes taxes & fees
Nov 4 - Nov 5
Timber Ridge Lodge and Waterpark
A compact kitchen with a built-in stove, a microwave, and a large TV.

7. Arrowhead Resort Campground

Arrowhead Resort Campground
2.0 star property
Wisconsin Dells
7.8 out of 10, Good, (47 reviews)
"Clean, well maintained cottage. Comfy beds. Super close to downtown activities."
United States
Alexis
Arrowhead Resort Campground
A wooden deck leading to a white door with a sign reading "SIENNA SUNSET CHASER A PETITE RETREAT."

8. Yukon Trails RV & Camping Resort

Yukon Trails RV & Camping Resort
2.0 star property
Lyndon Station
9.0 out of 10, Wonderful, (6 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
Yukon Trails RV & Camping Resort
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

10/10 Excellent
"This hotel is in a good location with many things within walking distance. The attached parking deck was convenient. The open lobby going up 18 floors with glass elevators was spectacular. Room was clean and staff was friendly. Would recommend this hotel."
Jesse 1-night trip
Posted 2 hours ago
Hyatt Regency Milwaukee

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