Southern Wisconsin Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Holiday Rentals in Southern Wisconsin

Timber Ridge Lodge and Waterpark
Water park

Timber Ridge Lodge and Waterpark

3.5 star property
8.6 out of 10, Excellent, (3000)
"Loved the stay staff went above and beyond will be back "
The price is S$224
includes taxes & fees
27 Oct - 28 Oct
Timber Ridge Lodge and Waterpark
The Dylin by Mint House
Interior entrance

The Dylin by Mint House

4.0 star property
9.2 out of 10, Wonderful, (96)
"Great stay at the Dylin"
The Dylin by Mint House
The Plaza Hotel
2 bedrooms, iron/ironing board, free WiFi, bed sheets

The Plaza Hotel

3.0 star property
8.8 out of 10, Excellent, (1138)
"Loved this hotel! Clean friendly and cute!!"
The price is S$245
includes taxes & fees
19 Oct - 20 Oct
The Plaza Hotel
Grandstay Residential Suites Hotel - Sheboygan
Lobby

Grandstay Residential Suites Hotel - Sheboygan

2.5 star property
8.6 out of 10, Excellent, (975)
"Very friendly staff, clean establishment from inside and out. "
The price is S$170
includes taxes & fees
2 Oct - 3 Oct
Grandstay Residential Suites Hotel - Sheboygan
Mill Creek Hotel
Indoor spa tub

Mill Creek Hotel

2.5 star property
9.2 out of 10, Wonderful, (1203)
"Enjoyed our stay, perfect location !"
The price is S$267
includes taxes & fees
1 Oct - 2 Oct
Mill Creek Hotel
Bluegreen Odyssey Dells
Water park

Bluegreen Odyssey Dells

3.5 star property
9.4 out of 10, Exceptional, (155)
"Love this resort! We stay here every year. "
Bluegreen Odyssey Dells
Bonanza Camping Resort
Seasonal outdoor pool

Bonanza Camping Resort

2.5 star property
7.8 out of 10, Good, (105)
"We enjoyed the overall experience."
Bonanza Camping Resort
Tamarack Wisconsin Dells a Ramada by Wyndham
Indoor pool, seasonal outdoor pool

Tamarack Wisconsin Dells a Ramada by Wyndham

3.0 star property
9.2 out of 10, Wonderful, (972)
"Great place to stay "
Tamarack Wisconsin Dells a Ramada by Wyndham
Thunderbird Resort Condo
Dock

Thunderbird Resort Condo

2.0 star property
10.0 out of 10, Exceptional, (3)
"Very well located, exactly as described. "
Thunderbird Resort Condo
Kasa Westown Milwaukee
Fireplace

Kasa Westown Milwaukee

4.0 star property
9.0 out of 10, Wonderful, (103)
"Very nice apartment and right down town location is perfect!"
Kasa Westown Milwaukee
Caribbean Club Resort
Exterior

Caribbean Club Resort

3.0 star property
8.0 out of 10, Very good, (358)
"We were really happy about our stay. The staff was great and the condo was better than we expected and the views were gorgeous. We would like to go back again."
Caribbean Club Resort
Condos at 530 E. Hiawatha
2 bedrooms, individually decorated, individually furnished, desk

Condos at 530 E. Hiawatha

4.0 star property
9.0 out of 10, Wonderful, (79)
"We were there for a concert with another couple. The condo was great for our needs. And very close to the Crystal Grand Theatre. We had a very nice couple of days. "
Condos at 530 E. Hiawatha
KLVG - Malt House
Billiards

KLVG - Malt House

4.0 star property
9.0 out of 10, Wonderful, (9)
"Loved the uniqueness, location and cleanliness of the unit."
KLVG - Malt House
KB - Prospec
Dining room

KB - Prospec

3.0 star property
7.6 out of 10, Good, (7)
"Our stay was great. The property was at it was described and expected. The owner was available via text and communicated with me when I had questions. We would stay again!"
KB - Prospec
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southern Wisconsin Hotel Reviews

Motel 6 Madison, WI - East

Motel 6 Madison, WI - East

10/10 Excellent
"Nice "
Joseph 6-night trip
Posted 2 days ago
Motel 6 Madison, WI - East