A lighthouse and a house with a red roof.

Southern Wisconsin Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

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, (1,113 reviews)
"Nice place and good breakfast"
United States
Kristin
$132 nightly
The price is $150
Nov 1 - Nov 2
Total with taxes and fees
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, (200 reviews)
"Good location"
United States
ANCA
$122 nightly
The price is $141
Nov 1 - Nov 2
Total with taxes and fees
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, (152 reviews)
"We liked everything during our stay and we'll definitely be back."
United States
Jennifer
$150 nightly
The price is $158
Nov 23 - Nov 24
Total with taxes and fees
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, (1,261 reviews)
"Parking was reasonable and close by"
United States
Danita
$128 nightly
The price is $151
Nov 18 - Nov 19
Total with taxes and fees
The Plaza Hotel
An indoor water park with a 'Welcome' sign, slides, and a hot tub area.

5. Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark
3.5 star property
Lake Geneva
8.6 out of 10, Excellent, (3,497 reviews)
"We loved this place."
United States
Amaris Z
$172 nightly
The price is $192
Nov 24 - Nov 25
Total with taxes and fees
Timber Ridge Lodge and Waterpark
An indoor swimming pool with wooden walls and ceiling, surrounded by lounge chairs and potted plants.

6. Mill Creek Hotel

Mill Creek Hotel
2.5 star property
Lake Geneva
9.2 out of 10, Wonderful, (1,273 reviews)
"clean, comfortable and great location"
United States
Marshall
$186 nightly
The price is $211
Nov 1 - Nov 2
Total with taxes and fees
Mill Creek Hotel
A beach with sun loungers and a view of a lake.

7. Luxury Beachfront Retreat at Delton Grand

Luxury Beachfront Retreat at Delton Grand
Lake Delton
9.6 out of 10, Exceptional, (23 reviews)
"Extremely clean and accurate property. Owners were quick to respond and it was the perfect get away. Very relaxing and enjoyable location. Loved the direct access with nature and it's close to everything."
United States
TCat C.
$201 nightly
The price is $225
Oct 26 - Oct 27
Total with taxes and fees
Luxury Beachfront Retreat at Delton Grand
A wooden cabin with a porch, two windows, and a star decoration on the wall.

8. River Road Retreat

River Road Retreat
Muscoda
9.8 out of 10, Exceptional, (32 reviews)
"We had a great stay"
United States
Robert S.
$206 nightly
The price is $217
Oct 26 - Oct 27
Total with taxes and fees
River Road Retreat
A beach with sun loungers and a view of a lake.

9. Top Floor Retreat at Delton Grand

Top Floor Retreat at Delton Grand
Lake Delton
9.6 out of 10, Exceptional, (45 reviews)
"Our stay at Delton Grand top floor was perfect. The view of lake Delton was amazing. The facilities were excellent and we would definitely book again."
United States
Kenneth
$183 nightly
The price is $206
Oct 26 - Oct 27
Total with taxes and fees
Top Floor Retreat at Delton Grand
A beachside area with a sandy shore, a small dock, and several beach huts.

10. Tiki Beach Campground

Tiki Beach Campground
3.0 star property
Campbellsport
8.0 out of 10, Very good, (7 reviews)
"Me and my brother had an incredible time here. It was exactly what we were looking for. From the staff, to the property and the room itself. The natures walls close by. It was great and will be returning with more of the family again."
United States
Jessica
$190 nightly
The price is $200
Oct 26 - Oct 27
Total with taxes and fees
Tiki Beach Campground
A lakeside view with beach chairs and a dock.

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

The Docksider - Couples & Young Families - Lakefront!
Lake Delton
10.0 out of 10, Exceptional, (235 reviews)
"Amazing property right on the water, great location, fully recommend!"
United States
Ryan H.
$177 nightly
The price is $198
Oct 29 - Oct 30
Total with taxes and fees
The Docksider - Couples & Young Families - Lakefront!
A lakeside view with a dock, picnic tables, and chairs.

12. Piers & Pines at Island Pointe

Piers & Pines at Island Pointe
Wisconsin Dells
10.0 out of 10, Exceptional, (33 reviews)
"Wonderful stay. Perfect little cabin and hosts were very helpful."
United States
Alisia
$194 nightly
The price is $218
Oct 26 - Oct 27
Total with taxes and fees
Piers & Pines at Island Pointe
A living room with a sofa, two armchairs, a coffee table, and a large window with a view of trees.

13. RiverFront Cottage>Private Pier>Firepit & Wildlife

RiverFront Cottage>Private Pier>Firepit & Wildlife
Princeton
10.0 out of 10, Exceptional, (47 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.
$227 nightly
The price is $239
Oct 26 - Oct 27
Total with taxes and fees
RiverFront Cottage>Private Pier>Firepit & Wildlife
A two-story house with a front porch, a staircase leading to the entrance, and a clear sky.

14. Fenced Yard! Spacious Home, 4 Mi to Dtwn Milwaukee

Fenced Yard! Spacious Home, 4 Mi to Dtwn Milwaukee
3.0 star property
Milwaukee
2.0 out of 10, (1 review)
"They cancelled my order without a call, message or notice. We drove 6 hours and called ahead a couple hours before arrival only to find out they cancelled our stay. Had to quick find a different place to stay. Don't trust their system."
United States
Jeremy
$457 nightly
The price is $538
Oct 27 - Oct 28
Total with taxes and fees
Fenced Yard! Spacious Home, 4 Mi to Dtwn Milwaukee
A waterfront hotel with multiple buildings, docked boats, and a surrounding forested area.

15. Dells Lakefront Escape - Couples or Families

Dells Lakefront Escape - Couples or Families
Lake Delton
9.8 out of 10, Exceptional, (37 reviews)
"Good location, easy check in! The indoor pool was closed during our stay but we were notified in plenty of time and it was no big deal!"
United States
Tymica W.
$184 nightly
The price is $207
Oct 26 - Oct 27
Total with taxes and fees
Dells Lakefront Escape - Couples or Families
A cozy room with a wooden floor, a blue sofa, a door with windows, and a lamp on a table.

16. A Comfy Cozy Cottage on Clowney

A Comfy Cozy Cottage on Clowney
Mineral Point
9.6 out of 10, Exceptional, (140 reviews)
"This is such a charming and unique old place, and right next to downtown. What a perfect location in one of the most charming and welcoming towns you'll ever visit!"
United States
Cindy P.
$225 nightly
The price is $248
Oct 27 - Oct 28
Total with taxes and fees
A Comfy Cozy Cottage on Clowney
A serene park with a pond, lush green grass, and a house in the background.

17. Country home with flowing river

Country home with flowing river
Pardeeville
9.0 out of 10, Wonderful, (180 reviews)
"Great stay and a wonderful property, look forward to staying again"
United States
Nate S.
$159 nightly
The price is $168
Nov 1 - Nov 2
Total with taxes and fees
Country home with flowing river
A waterfront hotel with multiple buildings, a dock, and a swimming pool.

18. Sandy Toes at Lighthouse Cove

Sandy Toes at Lighthouse Cove
Lake Delton
9.8 out of 10, Exceptional, (36 reviews)
"This unit is great right off Lake Delton very peaceful and comfortable."
United States
David B.
$188 nightly
The price is $211
Nov 2 - Nov 3
Total with taxes and fees
Sandy Toes at Lighthouse Cove
Two white hammocks hanging on a wooden porch with a view of a garden.

19. Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!

Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!
Lyndon Station
10.0 out of 10, Exceptional, (90 reviews)
"Beautiful property, secluded, and very well maintained."
United States
Eukesha
$303 nightly
The price is $319
Oct 26 - Oct 27
Total with taxes and fees
Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!
A living room with a fireplace, a large clock, and a dining area with wooden furniture.

20. 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, (149 reviews)
"Super clean and a nice quiet place to stay!"
United States
Elisabeth D.
$155 nightly
The price is $164
Nov 8 - Nov 9
Total with taxes and fees
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
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

Harbor Shores on Lake Geneva

Harbor Shores on Lake Geneva

10/10 Excellent
"Great place! Nice location and service!"
Michael 1-night trip
Posted 8 hours ago
Harbor Shores on Lake Geneva

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 $141 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.

Explore a world of travel with Expedia