Holiday Rentals in Southern Wisconsin
United States of America
Holiday Rentals
Expedia.com.my

Southern Wisconsin Travel Guide Hotels in Southern Wisconsin Flights to Southern Wisconsin Car Hire in Southern Wisconsin Southern Wisconsin Holiday Packages

A large domed building with a fountain in front.

Southern Wisconsin Vacation Rentals

Where to?

Dates

your current months are November, 2026 and December, 2026.

November 2026

MonMonday

TueTuesday

WedWednesday

ThuThursday

FriFriday

SatSaturday

SunSunday

December 2026

MonMonday

TueTuesday

WedWednesday

ThuThursday

FriFriday

SatSaturday

SunSunday

Travellers

Room 1

Adults

ChildrenAges 0 to 17

Need to book 9 or more rooms?

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Southern Wisconsin holiday rentals

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

A bedroom with a wooden headboard, a window with a view of green foliage, a bed with white linens, and a tray with breakfast items.

A forested area with a cabin and a vehicle parked on a gravel path.

A wooden cabin interior with a dining table, a chair, a hanging lantern, and a window with a view of trees.

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, (158 reviews)

9.8/10

Exceptional

(158 reviews)

"Absolutely amazing little getaway"

Alyssa

The price is RM377

RM377

RM570 total

includes taxes & fees

7 Dec - 8 Dec

Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy

A modern interior with a brown sofa, a round marble coffee table, and a decorative vase with flowers.

A modern building with a sign reading "The DYLIN" and a brick facade.

2. The Dylin

The Dylin

4.0 star property

Downtown Madison

9.4 out of 10, Exceptional, (211 reviews)

9.4/10

Exceptional

(211 reviews)

"Good location"

ANCA

The price is RM447

RM447

RM516 total

includes taxes & fees

19 Nov - 20 Nov

The Dylin

A spacious living area with a fireplace, a sofa, and a dining area in the background.

A spacious dining area with multiple wooden tables and chairs, a ceiling fan, and a bar area in the background.

A swimming pool with a no diving sign, chairs around it, and a max pool capacity sign.

A GrandStay hotel with a modern design, featuring a prominent entrance and a clear view of the parking area.

3. Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

2.5 star property

Downtown Sheboygan

8.6 out of 10, Excellent, (1,127 reviews)

8.6/10

Excellent

(1,127 reviews)

"Quiet place near the lake."

Vivian

The price is RM487

RM487

RM553 total

includes taxes & fees

9 Nov - 10 Nov

Grandstay Residential Suites Hotel - Sheboygan

An outdoor patio area with tables and chairs, surrounded by lush green ivy walls, and a brick building in the background.

A hotel lobby with a 'OPEN' sign, a 'PLEASE WAIT TO BE SEATED' sign, and a 'Paza' sign on the counter.

A modern kitchen with white cabinetry, stainless steel appliances, and wooden flooring.

A well-lit living room with a sofa, armchairs, a coffee table, and a patterned rug. There are two windows with curtains, a chandelier, and wall sconces.

4. The Plaza Hotel

The Plaza Hotel

3.0 star property

Downtown Milwaukee

8.8 out of 10, Excellent, (1,263 reviews)

8.8/10

Excellent

(1,263 reviews)

"It was an amazing stay !"

Bryan

The price is RM584

RM584

RM688 total

includes taxes & fees

22 Nov - 23 Nov

The Plaza Hotel

An indoor water park with a 'Welcome' sign, slides, and a hot tub area.

A golf course with a pond, multiple fountains, and a large building complex in the background.

A man sitting by a fire pit with children around him.

A living room with a fireplace, a flat-screen TV mounted on the wall, a sofa, and a window with curtains.

5. Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark

3.5 star property

Lake Geneva

8.6 out of 10, Excellent, (3,526 reviews)

8.6/10

Excellent

(3,526 reviews)

"Great hotel amazing staff and amazing waterpark"

Lindsey

The price is RM468

RM468

RM680 total

includes taxes & fees

9 Dec - 10 Dec

Timber Ridge Lodge and Waterpark

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

Find holiday rentals that suit your style

Find out more about Southern Wisconsin

Holiday Apartments in Southern Wisconsin

Search for holiday rentals in Southern Wisconsin on Expedia.com.my! You can easily find your home rentals, villas, holiday apartments in Southern Wisconsin using one of the methods below:

View our selection of featured holiday rentals in Southern Wisconsin
Use the map to find apartments and other holiday homes in the Southern Wisconsin neighbourhood you prefer
Enter your travel dates to view the best deals on holiday rentals in Southern Wisconsin while they last

Look no further and take a look at our great range of rental properties in Southern Wisconsin!

Explore a world of travel with Expedia

Lodging
Flights
Packages

Beaver Dam Hotels
Standard Link for Beaver Dam Hotels
Columbus Hotels
Standard Link for Columbus Hotels
Wisconsin Hotels
Standard Link for Wisconsin Hotels
Downtown Madison Hotels
Standard Link for Downtown Madison Hotels
B&B in Fond du Lac County
Standard Link for B&B in Fond du Lac County
Hotels with Airport Shuttle in Fond du Lac
Standard Link for Hotels with Airport Shuttle in Fond du Lac
Fort Atkinson Hotels
Standard Link for Fort Atkinson Hotels
Green Lake Hotels
Standard Link for Green Lake Hotels
Hotels near Harley Davidson Factory
Standard Link for Hotels near Harley Davidson Factory
Hotels near Holy Hill
Standard Link for Hotels near Holy Hill
Hubertus Hotels
Standard Link for Hubertus Hotels
Johnson Creek Hotels
Standard Link for Johnson Creek Hotels
Hotels near Kettle Moraine Ice Center
Standard Link for Hotels near Kettle Moraine Ice Center
Boutique Hotels in Madison
Standard Link for Boutique Hotels in Madison
Pet friendly Hotels in Madison
Standard Link for Pet friendly Hotels in Madison
Madison Hotels
Standard Link for Madison Hotels
Mayville Hotels
Standard Link for Mayville Hotels
Princeton Hotels
Standard Link for Princeton Hotels
Rio Hotels
Standard Link for Rio Hotels
Budget Hotels in Sun Prairie
Standard Link for Budget Hotels in Sun Prairie
Hotels near The Octagon House
Standard Link for Hotels near The Octagon House
Token Creek Hotels
Standard Link for Token Creek Hotels
Whitewater Hotels
Standard Link for Whitewater Hotels
Country Houses in Wisconsin
Standard Link for Country Houses in Wisconsin

Flights to Madison
Standard Link for Flights to Madison
Flights from Dane County Regional
Standard Link for Flights from Dane County Regional
Flights from Wisconsin
Standard Link for Flights from Wisconsin
Flights from Waco (ACT) to Madison (MSN)
Standard Link for Flights from Waco (ACT) to Madison (MSN)
Flights from Nashua (ASH) to Madison (MSN)
Standard Link for Flights from Nashua (ASH) to Madison (MSN)
Flights from Hartford (BDL) to Waukesha (UES)
Standard Link for Flights from Hartford (BDL) to Waukesha (UES)
Flights from Bridgeport (BDR) to Madison (MSN)
Standard Link for Flights from Bridgeport (BDR) to Madison (MSN)
Flights from Belfast (BFS) to Madison (MSN)
Standard Link for Flights from Belfast (BFS) to Madison (MSN)
Flights from Binghamton (BGM) to Fond du Lac (FLD)
Standard Link for Flights from Binghamton (BGM) to Fond du Lac (FLD)
Flights from Bratislava (BTS) to Madison (MSN)
Standard Link for Flights from Bratislava (BTS) to Madison (MSN)
Flights from Burlington (BTV) to Madison (MSN)
Standard Link for Flights from Burlington (BTV) to Madison (MSN)
Flights from Springfield (CEF) to Madison (MSN)
Standard Link for Flights from Springfield (CEF) to Madison (MSN)
Flights from Cologne (CGN) to Madison (MSN)
Standard Link for Flights from Cologne (CGN) to Madison (MSN)
Flights from Champaign (CMI) to Fond du Lac (FLD)
Standard Link for Flights from Champaign (CMI) to Fond du Lac (FLD)
Flights from Cairns (CNS) to Madison (MSN)
Standard Link for Flights from Cairns (CNS) to Madison (MSN)
Flights from Sapporo (CTS) to Madison (MSN)
Standard Link for Flights from Sapporo (CTS) to Madison (MSN)
Flights from Dili (DIL) to Madison (MSN)
Standard Link for Flights from Dili (DIL) to Madison (MSN)
Flights from Dammam (DMM) to Madison (MSN)
Standard Link for Flights from Dammam (DMM) to Madison (MSN)
Flights from Eau Claire (EAU) to Madison (MSN)
Standard Link for Flights from Eau Claire (EAU) to Madison (MSN)
Flights from Flint (FNT) to Fond du Lac (FLD)
Standard Link for Flights from Flint (FNT) to Fond du Lac (FLD)
Flights from Alexandria (HBE) to Madison (MSN)
Standard Link for Flights from Alexandria (HBE) to Madison (MSN)
Flights from Helsinki (HEL) to Madison (MSN)
Standard Link for Flights from Helsinki (HEL) to Madison (MSN)
Flights from Houston (HOU) to Madison (MSN)
Standard Link for Flights from Houston (HOU) to Madison (MSN)
Flights from Ipoh (IPH) to Madison (MSN)
Standard Link for Flights from Ipoh (IPH) to Madison (MSN)
Flights from Keshod (IXK) to Madison (MSN)
Standard Link for Flights from Keshod (IXK) to Madison (MSN)
Flights from Kasos Island (KSJ) to Madison (MSN)
Standard Link for Flights from Kasos Island (KSJ) to Madison (MSN)
Flights from Kuala Lumpur (KUL) to Madison (MSN)
Standard Link for Flights from Kuala Lumpur (KUL) to Madison (MSN)
Flights from Los Angeles (LAX) to Fond du Lac (FLD)
Standard Link for Flights from Los Angeles (LAX) to Fond du Lac (FLD)
Flights from Lexington (LEX) to Waukesha (UES)
Standard Link for Flights from Lexington (LEX) to Waukesha (UES)
Flights from Liege (LGG) to Madison (MSN)
Standard Link for Flights from Liege (LGG) to Madison (MSN)
Flights from La Romana (LRM) to Fond du Lac (FLD)
Standard Link for Flights from La Romana (LRM) to Fond du Lac (FLD)
Flights from Manchester (MAN) to Madison (MSN)
Standard Link for Flights from Manchester (MAN) to Madison (MSN)
Flights from Harrisburg (MDT) to Waukesha (UES)
Standard Link for Flights from Harrisburg (MDT) to Waukesha (UES)
Flights from Chicago (MDW) to Waukesha (UES)
Standard Link for Flights from Chicago (MDW) to Waukesha (UES)
Flights from Mexico City (MEX) to Madison (MSN)
Standard Link for Flights from Mexico City (MEX) to Madison (MSN)
Flights from McAllen (MFE) to Fond du Lac (FLD)
Standard Link for Flights from McAllen (MFE) to Fond du Lac (FLD)
Flights from Morelia (MLM) to Madison (MSN)
Standard Link for Flights from Morelia (MLM) to Madison (MSN)
Flights from Montauk (MTP) to Madison (MSN)
Standard Link for Flights from Montauk (MTP) to Madison (MSN)
Flights from Norrkoping (NRK) to Madison (MSN)
Standard Link for Flights from Norrkoping (NRK) to Madison (MSN)
Flights from Chicago (ORD) to Madison (MSN)
Standard Link for Flights from Chicago (ORD) to Madison (MSN)
Flights from Oruro (ORU) to Madison (MSN)
Standard Link for Flights from Oruro (ORU) to Madison (MSN)
Flights from Porto Alegre (POA) to Madison (MSN)
Standard Link for Flights from Porto Alegre (POA) to Madison (MSN)
Flights from Setif (QSF) to Fond du Lac (FLD)
Standard Link for Flights from Setif (QSF) to Fond du Lac (FLD)
Flights from Recife (REC) to Madison (MSN)
Standard Link for Flights from Recife (REC) to Madison (MSN)
Flights from Rhinelander (RHI) to Madison (MSN)
Standard Link for Flights from Rhinelander (RHI) to Madison (MSN)
Flights from Santa Maria (RIA) to Madison (MSN)
Standard Link for Flights from Santa Maria (RIA) to Madison (MSN)
Flights from Rennes (RNS) to Madison (MSN)
Standard Link for Flights from Rennes (RNS) to Madison (MSN)
Flights from Springfield (SGF) to Fond du Lac (FLD)
Standard Link for Flights from Springfield (SGF) to Fond du Lac (FLD)
Flights from Singapore (SIN) to Madison (MSN)
Standard Link for Flights from Singapore (SIN) to Madison (MSN)
Flights from Tingo Maria (TGI) to Madison (MSN)
Standard Link for Flights from Tingo Maria (TGI) to Madison (MSN)
Flights from Tallahassee (TLH) to Madison (MSN)
Standard Link for Flights from Tallahassee (TLH) to Madison (MSN)
Flights from Trenton (TTN) to Madison (MSN)
Standard Link for Flights from Trenton (TTN) to Madison (MSN)
Flights from Sudbury (YSB) to Madison (MSN)
Standard Link for Flights from Sudbury (YSB) to Madison (MSN)

Busy Barns Adventure Farm
Standard Link for Busy Barns Adventure Farm
Cabela's
Standard Link for Cabela's
Camp Randall Stadium
Standard Link for Camp Randall Stadium
Downtown Madison Visitor Center
Standard Link for Downtown Madison Visitor Center
Visit Fond du Lac
Standard Link for Visit Fond du Lac
Goodspeed Pier
Standard Link for Goodspeed Pier
Visit Green Lake
Standard Link for Visit Green Lake
Horicon Holidays
Standard Link for Horicon Holidays
Iron Ridge Holidays
Standard Link for Iron Ridge Holidays
Kohl Center
Standard Link for Kohl Center
Ladoga Holidays
Standard Link for Ladoga Holidays
Larson's Famous Clydesdales
Standard Link for Larson's Famous Clydesdales
Ledge Park
Standard Link for Ledge Park
Madison Museum of Contemporary Art
Standard Link for Madison Museum of Contemporary Art
Madison Holidays
Standard Link for Madison Holidays
Memorial Union Terrace
Standard Link for Memorial Union Terrace
Olin Park
Standard Link for Olin Park
Paul Bobrowitz Spectacular Sculpture
Standard Link for Paul Bobrowitz Spectacular Sculpture
Pewaukee Lake
Standard Link for Pewaukee Lake
Visit Sun Prairie
Standard Link for Visit Sun Prairie
Watertown Holidays
Standard Link for Watertown Holidays
Wisconsin Holidays
Standard Link for Wisconsin Holidays

Southern Wisconsin Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Southern Wisconsin holiday rentals

1. Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy

2. The Dylin

3. Grandstay Residential Suites Hotel - Sheboygan

4. The Plaza Hotel

5. Timber Ridge Lodge and Waterpark

Find holiday rentals that suit your style

Find out more about Southern Wisconsin

Holiday Apartments in Southern Wisconsin

Explore a world of travel with Expedia