A lighthouse and a house with a red roof.

Southern Wisconsin Vacation Rentals

Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Southern Wisconsin vacation rentals

A cabin with a dining area, a bicycle, and a sign reading "Vangelis".

1. 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, (135 reviews)
"We liked everything during our stay and we'll definitely be back."
United States
Jennifer
$150 nightly
The price is $158
Sep 22 - Sep 23
Total with taxes and fees
Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy
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, (1,084 reviews)
"Nice place and good breakfast"
United States
Kristin
$132 nightly
The price is $150
Sep 28 - Sep 29
Total with taxes and fees
Grandstay Residential Suites Hotel - Sheboygan

3. Northern Way Cabin 9 miles to Wis Dells

Northern Way Cabin 9 miles to Wis Dells
Briggsville
9.8 out of 10, Exceptional, (20 reviews)
"Great property with everything need to enjoy your stay! Comfy and cozy and very relaxing! "
United States
Alissa A.
$215 nightly
The price is $236
Sep 15 - Sep 16
Total with taxes and fees
Northern Way Cabin 9 miles to Wis Dells
A wooden cabin with a porch, a picnic table, and a mailbox.

4. Quiet And Beautiful!!

Quiet And Beautiful!!
Warrens
9.2 out of 10, Wonderful, (204 reviews)
"Great place to stay comfortable and easy to access"
United States
Matthew
$315 nightly
The price is $332
Sep 13 - Sep 14
Total with taxes and fees
Quiet And Beautiful!!
A living room with a sofa, two armchairs, a coffee table, and a large window with a view of trees.

5. RiverFront Cottage>Private Pier>Firepit & Wildlife

RiverFront Cottage>Private Pier>Firepit & Wildlife
Princeton
10.0 out of 10, Exceptional, (46 reviews)
"Cute property nicely located overlooking a beautiful marsh and river! Definitely recommend. Great value. Perfect for a couple. Recommended to host that window coverings be placed over picture window and patio door as well for privacy and security on riverside."
United States
Victoria J.
$235 nightly
The price is $248
Sep 15 - Sep 16
Total with taxes and fees
RiverFront Cottage>Private Pier>Firepit & Wildlife
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, (3,428 reviews)
"The rooms are clean and the staff are very friendly."
United States
Barihan
$185 nightly
The price is $207
Sep 22 - Sep 23
Total with taxes and fees
Timber Ridge Lodge and Waterpark
A wooden deck with a bench, a white door, and hanging flower baskets.

7. The Bungaleau 1 Bedroom House In Cute Rivertown

The Bungaleau 1 Bedroom House In Cute Rivertown
Downtown Trempealeau
9.8 out of 10, Exceptional, (103 reviews)
"Perfect place for a relaxing visit "
United States
Lisa C.
$145 nightly
The price is $160
Sep 13 - Sep 14
Total with taxes and fees
The Bungaleau 1 Bedroom House In Cute Rivertown
A field of lavender with a path leading through it.

8. Tamarack Point Homestead

Tamarack Point Homestead
Arcadia
10.0 out of 10, Exceptional, (45 reviews)
"What a wonderful place to stay. "
United States
Anonymous traveler
$111 nightly
The price is $117
Sep 13 - Sep 14
Total with taxes and fees
Tamarack Point Homestead
Outdoor seating with wicker chairs and red umbrellas, a 'DO NOT ENTER' sign, and a building with 'noodles & company' signage.

9. House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Johnson Woods
9.6 out of 10, Exceptional, (45 reviews)
"Nice quite spot close to highway"
United States
Dan K.
$281 nightly
The price is $331
Sep 17 - Sep 18
Total with taxes and fees
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
A cabin with a wooden interior, a fireplace, a sofa, a kitchen area, and large windows.

10. Your adventure begins the second you arrive!

Your adventure begins the second you arrive!
Norwalk
10.0 out of 10, Exceptional, (34 reviews)
"Absolutely wonderful as always will be back"
United States
Chad E.
$213 nightly
The price is $225
Sep 15 - Sep 16
Total with taxes and fees
Your adventure begins the second you arrive!

11. Remodeled, cozy, pet friendly cabin near lakes

Remodeled, cozy, pet friendly cabin near lakes
Necedah
10.0 out of 10, Exceptional, (37 reviews)
"This property was perfect. It was very clean and they had a lot of supplies available. The owner was very kind and very responsive. I would definitely recommend this place!"
United States
Rebekah
$212 nightly
The price is $224
Sep 21 - Sep 22
Total with taxes and fees
Remodeled, cozy, pet friendly cabin near lakes
A serene park with a pond, lush green grass, and a house in the background.

12. Country home with flowing river

Country home with flowing river
Pardeeville
9.0 out of 10, Wonderful, (176 reviews)
"Staying at this house was like staying at my grandmother’s house when I was a child. It was a wonderful experience, and the grounds were phenomenal."
United States
Jeff
$159 nightly
The price is $168
Sep 13 - Sep 14
Total with taxes and fees
Country home with flowing river
A lakeside view with beach chairs and a dock.

13. The Docksider - Couples & Young Families - Lakefront!

The Docksider - Couples & Young Families - Lakefront!
Lake Delton
10.0 out of 10, Exceptional, (233 reviews)
"The Lake Delton Docksider condo was clean, comfortable, and located close to all Wisconsin Dells attractions. We enjoyed sitting on the balcony and watching the boats pass by. Communication with the property manager was great and we had no issues."
United States
Tom T.
$177 nightly
The price is $198
Sep 15 - Sep 16
Total with taxes and fees
The Docksider - Couples & Young Families - Lakefront!
A waterfront hotel with multiple buildings, a dock, and a swimming pool.

14. Sandy Toes at Lighthouse Cove

Sandy Toes at Lighthouse Cove
Lake Delton
9.8 out of 10, Exceptional, (33 reviews)
"Very nice condo, very clean and comfortable. Convenient to all atractions."
United States
Katherine A.
$171 nightly
The price is $192
Sep 17 - Sep 18
Total with taxes and fees
Sandy Toes at Lighthouse Cove
A lakeside view with a dock, picnic tables, and chairs.

15. Piers & Pines at Island Pointe

Piers & Pines at Island Pointe
Wisconsin Dells
10.0 out of 10, Exceptional, (31 reviews)
"Clean, cozy and close to everything!"
United States
Richard R.
$209 nightly
The price is $234
Sep 30 - Oct 1
Total with taxes and fees
Piers & Pines at Island Pointe
A dining area with a brick wall, a wooden table, black chairs, and a potted plant.

16. Hidden Gem with Pool View!

Hidden Gem with Pool View!
Lake Geneva
10.0 out of 10, Exceptional, (43 reviews)
"Everything was great Love the room and the area"
United States
Thomas P.
$251 nightly
The price is $280
Sep 14 - Sep 15
Total with taxes and fees
Hidden Gem with Pool View!
A small, single-story house with a porch, surrounded by a gravel driveway and lush greenery.

17. Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Oostburg
10.0 out of 10, Exceptional, (142 reviews)
"Super clean and a nice quiet place to stay!"
United States
Elisabeth D.
$164 nightly
The price is $173
Sep 15 - Sep 16
Total with taxes and fees
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

18. Serenity Cottage at Mineral Point

Serenity Cottage at Mineral Point
Mineral Point
10.0 out of 10, Exceptional, (123 reviews)
"Super cute and cozy place - perfect for our getaway. "
United States
Katie K.
$220 nightly
The price is $243
Sep 28 - Sep 29
Total with taxes and fees
Serenity Cottage at Mineral Point
A wooden cabin with a porch, two windows, and a star decoration on the wall.

19. River Road Retreat

River Road Retreat
Muscoda
9.8 out of 10, Exceptional, (31 reviews)
"We had a great stay"
United States
Robert S.
$206 nightly
The price is $217
Sep 14 - Sep 15
Total with taxes and fees
River Road Retreat
A beach with sun loungers and a view of a lake.

20. Top Floor Retreat at Delton Grand

Top Floor Retreat at Delton Grand
Lake Delton
9.6 out of 10, Exceptional, (39 reviews)
"Everything was good. Definitely would stay again. "
United States
Matt J.
$199 nightly
The price is $224
Sep 16 - Sep 17
Total with taxes and fees
Top Floor Retreat at Delton Grand
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

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

10/10 Excellent
"Good overnight stay after a concert"
Dawn 1-night trip
Posted 2 hours ago
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Find out more about Southern Wisconsin

Everything you need to know about Southern Wisconsin vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southern Wisconsin vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Southern Wisconsin vacation 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 low season months. For more hustle and bustle, you may prefer to visit Southern Wisconsin in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $150 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Southern Wisconsin rentals

At Expedia, we put the best Southern Wisconsin vacation 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 vacation.

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.

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