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
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Southern Wisconsin

Timber Ridge Lodge and Waterpark

3.5 star property
8.6 out of 10, Excellent, (2998)
"Loved the stay staff went above and beyond will be back "
The price is AU$262
includes taxes & fees
28 Oct - 29 Oct
Timber Ridge Lodge and Waterpark

The Dylin by Mint House

4.0 star property
9.2 out of 10, Wonderful, (95)
"Great stay at the Dylin"
The Dylin by Mint House

The Plaza Hotel

3.0 star property
8.8 out of 10, Excellent, (1136)
"Excellent location. "
The price is AU$285
includes taxes & fees
19 Oct - 20 Oct
The Plaza Hotel

Grandstay Residential Suites Hotel - Sheboygan

2.5 star property
8.6 out of 10, Excellent, (972)
"It has everything that we needed and the breakfast was good. Clean and staff was friendly. "
The price is AU$201
includes taxes & fees
1 Oct - 2 Oct
Grandstay Residential Suites Hotel - Sheboygan

Mill Creek Hotel

2.5 star property
9.2 out of 10, Wonderful, (1201)
"We loved the area and all the surroundings activities. Awesome place to visit."
The price is AU$317
includes taxes & fees
1 Oct - 2 Oct
Mill Creek Hotel

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

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

3.0 star property
9.2 out of 10, Wonderful, (971)
"Great place to stay "
Tamarack Wisconsin Dells a Ramada by Wyndham

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

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

4.0 star property
9.0 out of 10, Wonderful, (102)
"Very clean good communication easy checking in and out "
Kasa Westown Milwaukee

Downtown-ULTIMATE Fam & Friend Getaway - Arcade GameRoom- Basketball Court

2.0 star property
9.8 out of 10, Exceptional, (20)
"Three generations staying at this beautiful home. Location quiet yet walkable to shopping. Close to water parks. The basketball court, stage and inside slide were a hit with the kids. Look forward to returning next year as we want to make this vacay an annual experience. "
The price is AU$991
includes taxes & fees
29 Sept - 30 Sept
Downtown-ULTIMATE Fam & Friend Getaway - Arcade GameRoom- Basketball Court

Wisconsin Dells Cabin in the Woods

9.8 out of 10, Exceptional, (76)
"Love the property and location. "
The price is AU$418
includes taxes & fees
30 Sept - 1 Oct
Wisconsin Dells Cabin in the Woods

Experience Stay at the Glamping Loft Lake Geneva |Group Stays |Stylish Tent Suites |Kitchen & Bar

10.0 out of 10, Exceptional, (31)
"We came to Wisconsin for a bachelorette party! This place was described perfectly and was absolutely perfect for our girls! We are very very pleased and would recommend this highly!"
The price is AU$1,273
includes taxes & fees
30 Sept - 1 Oct
Experience Stay at the Glamping Loft Lake Geneva |Group Stays |Stylish Tent Suites |Kitchen & Bar

Sleeps 20! DOWNTOWN LAKE GENEVA Fully Licensed 4 Bedrm House & 2 Bedrm Cottage

9.8 out of 10, Exceptional, (106)
"Out bachelor party stay was fantastic, everything about the trip was a breeze! "
Sleeps 20! DOWNTOWN LAKE GENEVA Fully Licensed 4 Bedrm House & 2 Bedrm Cottage

Cozy 4-bedroom cabin with WiFi, AC in fabulous Wisconsin Dells

6.0 out of 10, (1)
"Great location. Overall clean. Dated and old furniture. Kitchen has minimal baking utensils."
Cozy 4-bedroom cabin with WiFi, AC in fabulous Wisconsin Dells

THE DOWNTOWNER....Largest House on Main St. 14 Beds, Sleeps 20

9.8 out of 10, Exceptional, (192)
"Wonderful property. Clean with lots of space. Excellent location. Easy communication with host. Will return we."
THE DOWNTOWNER....Largest House on Main St. 14 Beds, Sleeps 20

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

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

Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking

9.8 out of 10, Exceptional, (92)
"Located right in town with a view of the lake and beach with a wonderful balcony."
The price is AU$752
includes taxes & fees
1 Oct - 2 Oct
Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Southern Wisconsin Hotel Reviews

Find out more about Southern Wisconsin

Find out more about Southern Wisconsin

Everything you need to know about Southern Wisconsin holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Southern Wisconsin holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southern Wisconsin holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Southern Wisconsin holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southern Wisconsin. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southern Wisconsin holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southern Wisconsin holiday rentals we have selected for you start as low as AU$201 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Southern Wisconsin rentals

At Expedia, we put the best Southern Wisconsin holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Southern Wisconsin rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southern Wisconsin holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southern Wisconsin. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.