Title: Southern Wisconsin Vacation Rentals from CA $169: Short-Term Rentals for 2026 | Expedia.ca

[Southern Wisconsin Travel Guide](https://expedia.ca/Southern-Wisconsin.dx553248635975749457)[Hotels in Southern Wisconsin](https://expedia.ca/Southern-Wisconsin-Hotels.d553248635975749457.Travel-Guide-Hotels)[Flights to Southern Wisconsin](https://expedia.ca/Cheap-Flights-To-Southern-Wisconsin.d553248635975749457.Travel-Guide-Flights)[Southern Wisconsin Car Rentals](https://expedia.ca/Car-Rentals-In-Southern-Wisconsin.d553248635975749457.Car-Rental-Guide)[Southern Wisconsin Vacation Packages](https://expedia.ca/Southern-Wisconsin.d553248635975749457.Destination-Travel-Guides)

![Madison Union terrace. Madison has so many things to do- rent out some boats, canoes, go hiking, walk the trails, or sit by the water and enjoy the beauty!](https://images.trvl-media.com/place/2424/1ae17386-9f32-4cb4-8233-d3c13889ea88.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Kathleen Efferson

# Southern Wisconsin Vacation Rentals

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## Check prices for these dates

Tonight

[Dec 25 - Dec 26](https://www.expedia.ca/Hotel-Search?regionId=553248635975749457&startDate=2025-12-25&endDate=2025-12-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 26 - Dec 27](https://www.expedia.ca/Hotel-Search?regionId=553248635975749457&startDate=2025-12-26&endDate=2025-12-27&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635975749457&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635975749457&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Southern Wisconsin vacation rentals

![Lobby](https://images.trvl-media.com/lodging/3000000/2010000/2005100/2005043/402d6f8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/3000000/2010000/2005100/2005043/7d1d214a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/3000000/2010000/2005100/2005043/445efcbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Egyptian cotton sheets, premium bedding, pillowtop beds, desk](https://images.trvl-media.com/lodging/3000000/2010000/2005100/2005043/33a6f536.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Downtown Sheboygan

[](https://www.expedia.ca/Sheboygan-Hotels-Grandstay-Residential-Suites-Hotel-Sheboygan.h2005043.Hotel-Information)

8.6/10

Excellent

(1013)

"Would definitely stay here again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Donna

CA $171

CA $194 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/Sheboygan-Hotels-Grandstay-Residential-Suites-Hotel-Sheboygan.h2005043.Hotel-Information)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120840000/120836100/120836044/4cfbb97a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120840000/120836100/120836044/9ece70d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/121000000/120840000/120836100/120836044/67ab6d20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120840000/120836100/120836044/76047cc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Fond du Lac

[](https://www.expedia.ca/Fond-Du-Lac-Hotels-Walk-To-Main-St-Fond-Du-Lac-Retreat-W-Yard.h120836044.Hotel-Information)

8.0/10

Very good

(1)

"There was a terrible smell in the house. Smelled smoky, even though there were "No Smoking" signs posted in several places. I bought a neutralizing spray and used it every time we entered and exited. It helped a little. Beds were comfortable. We were cold the first night because I didn't know right away how to adjust the thermostat. Shower was new and nice. We arrived in the dark and there was a couple of "scary" people on the front steps. It felt safer in the daylight. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

terri

CA $118

CA $285 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/Fond-Du-Lac-Hotels-Walk-To-Main-St-Fond-Du-Lac-Retreat-W-Yard.h120836044.Hotel-Information)

![Indoor spa tub](https://images.trvl-media.com/lodging/8000000/7670000/7663900/7663821/1cd083e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/8000000/7670000/7663900/7663821/70238743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/8000000/7670000/7663900/7663821/5898f420.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/8000000/7670000/7663900/7663821/8acfb652.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Lake Geneva

[](https://www.expedia.ca/Lake-Geneva-Hotels-Mill-Creek-Hotel.h7663821.Hotel-Information)

9.2/10

Wonderful

(1220)

"Enjoyed our stay, perfect location !"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lisa

CA $221

CA $251 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Lake-Geneva-Hotels-Mill-Creek-Hotel.h7663821.Hotel-Information)

![Standard Cabin, 1 Queen Bed | Exterior](https://images.trvl-media.com/lodging/111000000/110500000/110491200/110491140/136a2e49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/111000000/110500000/110491200/110491140/0c22d003.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Mini-fridge, stovetop, cookware/dishes/utensils, paper towels](https://images.trvl-media.com/lodging/111000000/110500000/110491200/110491140/65582423.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin, 1 Queen Bed | Private kitchen](https://images.trvl-media.com/lodging/111000000/110500000/110491200/110491140/d840baf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Wild Rose

[](https://www.expedia.ca/Wild-Rose-Hotels-Postcard-Cabins-Wild-Rose.h110491140.Hotel-Information)

9.8/10

Exceptional

(44)

"The staff was great and i enjoyed the entire stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Wakeem

CA $135

CA $208 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Wild-Rose-Hotels-Postcard-Cabins-Wild-Rose.h110491140.Hotel-Information)

![Elite Villa](https://images.trvl-media.com/lodging/96000000/95860000/95851900/95851870/6c3dc7ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Elite Villa | Terrace/patio](https://images.trvl-media.com/lodging/96000000/95860000/95851900/95851870/b5c113fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exclusive Villa | Private kitchen](https://images.trvl-media.com/lodging/96000000/95860000/95851900/95851870/063e2ba1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Elite Villa](https://images.trvl-media.com/lodging/96000000/95860000/95851900/95851870/5b4e7dd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Nekoosa

[](https://www.expedia.ca/Nekoosa-Hotels-Lodges-Of-The-Lakes.h95851870.Hotel-Information)

9.8/10

Exceptional

(6)

"This is a great place to stay -- very clean and new and well equipped in the kitchen. Very close to golf --- easy access to get in the place and the owner was very accomodating"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David

CA $457

CA $519 total

includes taxes & fees

Dec 26 - Dec 27

[](https://www.expedia.ca/Nekoosa-Hotels-Lodges-Of-The-Lakes.h95851870.Hotel-Information)

![Water park](https://images.trvl-media.com/lodging/2000000/1050000/1043900/1043867/6d6345d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1050000/1043900/1043867/1519da50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, pillowtop beds, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1050000/1043900/1043867/0fead008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Golf](https://images.trvl-media.com/lodging/2000000/1050000/1043900/1043867/c91aec69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Lake Geneva

[](https://www.expedia.ca/Lake-Geneva-Hotels-Timber-Ridge-Lodge-And-Waterpark.h1043867.Hotel-Information)

8.6/10

Excellent

(3081)

"The property was very nice and the customer service was excellent."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ronda

CA $192

CA $268 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Lake-Geneva-Hotels-Timber-Ridge-Lodge-And-Waterpark.h1043867.Hotel-Information)

![Cabin, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/76000000/75890000/75883400/75883346/ae50f8d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin, 1 Bedroom](https://images.trvl-media.com/lodging/76000000/75890000/75883400/75883346/2fad8eb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Mobile Home, 1 Queen Bed with Sofa bed | Private kitchen](https://images.trvl-media.com/lodging/76000000/75890000/75883400/75883346/c068a730.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin, 1 Bedroom | In-room dining](https://images.trvl-media.com/lodging/76000000/75890000/75883400/75883346/b1702a53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Cochrane

[](https://www.expedia.ca/Cochrane-Hotels-Big-River-Escape-Riverside-Cabins.h75883346.Hotel-Information)

9.2/10

Wonderful

(39)

"Place was clean and comfortable. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tristan

CA $156

CA $164 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/Cochrane-Hotels-Big-River-Escape-Riverside-Cabins.h75883346.Hotel-Information)

![Fireplace](https://images.trvl-media.com/lodging/45000000/45000000/44994900/44994846/f95272fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Apartment, 2 Bedrooms, Non Smoking, 2 Bathrooms (Self Check-in with Virtual Front Desk) | Private kitchen](https://images.trvl-media.com/lodging/45000000/45000000/44994900/44994846/946b8158.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Apartment, 1 King Bed with Sofa bed, Non Smoking (Self Check-in with Virtual Front Desk) | Living room](https://images.trvl-media.com/lodging/45000000/45000000/44994900/44994846/adc83005.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/45000000/45000000/44994900/44994846/2fe909bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Westown

[](https://www.expedia.ca/Milwaukee-Hotels-Kasa-Milwaukee-Apartments.h44994846.Hotel-Information)

9.0/10

Wonderful

(120)

"Hosts get 5 stars for excellent communication. They checked in with me multiple times on my day of arrival to make sure everything was good and they gave very thorough instructions."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Melissa

[](https://www.expedia.ca/Milwaukee-Hotels-Kasa-Milwaukee-Apartments.h44994846.Hotel-Information)

![House](https://images.trvl-media.com/lodging/104000000/103910000/103909600/103909586/01f8943b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/104000000/103910000/103909600/103909586/f1118d02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/104000000/103910000/103909600/103909586/b3e720f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/104000000/103910000/103909600/103909586/58d0dd57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Wauwatosa

[](https://www.expedia.ca/Milwaukee-Hotels-Brew-City-Game-Room-Fenced-Yard-Sleeps-13.h103909586.Hotel-Information)

10/10

Exceptional

(1)

"Amazing location off the highway was able to make it into the city efficiently. Would recommend!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dario

CA $350

CA $768 total

includes taxes & fees

Jan 25 - Jan 26, 2026

[](https://www.expedia.ca/Milwaukee-Hotels-Brew-City-Game-Room-Fenced-Yard-Sleeps-13.h103909586.Hotel-Information)

![Luxury Condo | Terrace/patio](https://images.trvl-media.com/lodging/94000000/93110000/93102200/93102124/f6d54cf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/94000000/93110000/93102200/93102124/38c0df92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/94000000/93110000/93102200/93102124/390021d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Condo | Terrace/patio](https://images.trvl-media.com/lodging/94000000/93110000/93102200/93102124/bcb1f1b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Elkhart Lake

[](https://www.expedia.ca/Elkhart-Lake-Hotels-Victorian-Inn-Elkhart-Lake-Wisconsin.h93102124.Hotel-Information)

8.8/10

Excellent

(3)

"Perfect location, great amenities."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Deirdre

[](https://www.expedia.ca/Elkhart-Lake-Hotels-Victorian-Inn-Elkhart-Lake-Wisconsin.h93102124.Hotel-Information)

![Premier Room, 1 King Bed](https://images.trvl-media.com/lodging/8000000/7020000/7017500/7017476/e935903a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premier Room, 1 Queen Bed | Private kitchen](https://images.trvl-media.com/lodging/8000000/7020000/7017500/7017476/w2499h1874x0y0-c2194ab4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Room, 2 Queen Beds | Private kitchen](https://images.trvl-media.com/lodging/8000000/7020000/7017500/7017476/b87e1736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cafe](https://images.trvl-media.com/lodging/8000000/7020000/7017500/7017476/74879f71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Downtown Milwaukee

[](https://www.expedia.ca/Milwaukee-Hotels-The-Plaza-Hotel.h7017476.Hotel-Information)

8.8/10

Excellent

(1153)

"From check in to check out excellent stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Heather

CA $183

CA $216 total

includes taxes & fees

Jan 25 - Jan 26, 2026

[](https://www.expedia.ca/Milwaukee-Hotels-The-Plaza-Hotel.h7017476.Hotel-Information)

![Apartment (0 Bedroom) | Interior](https://images.trvl-media.com/lodging/122000000/121140000/121133600/121133524/25bedb3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (0 Bedroom) | Interior](https://images.trvl-media.com/lodging/122000000/121140000/121133600/121133524/9a2e8e9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (0 Bedroom) | Interior](https://images.trvl-media.com/lodging/122000000/121140000/121133600/121133524/14b3361e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (0 Bedroom) | Interior](https://images.trvl-media.com/lodging/122000000/121140000/121133600/121133524/bda13ca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Fond du Lac

[](https://www.expedia.ca/Fond-Du-Lac-Hotels-2-Mi-To-Lake-Winnebago-Cozy-Fond-Du-Lac-Studio.h121133524.Hotel-Information)

CA $75

CA $191 total

includes taxes & fees

Dec 26 - Dec 27

[](https://www.expedia.ca/Fond-Du-Lac-Hotels-2-Mi-To-Lake-Winnebago-Cozy-Fond-Du-Lac-Studio.h121133524.Hotel-Information)

![House (4 Bedrooms) | Floor plan](https://images.trvl-media.com/lodging/124000000/123840000/123834400/123834312/00855c33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Floor plan](https://images.trvl-media.com/lodging/124000000/123840000/123834400/123834312/25e72e74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/124000000/123840000/123834400/123834312/cc3b1cc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Floor plan](https://images.trvl-media.com/lodging/124000000/123840000/123834400/123834312/f7f2e2aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Fifth Ward

[](https://www.expedia.ca/Milwaukee-Hotels-Large-Milwaukee-Home-4BR-Fast-Wifi.h123834312.Hotel-Information)

CA $258

CA $994 total

includes taxes & fees

Jan 8 - Jan 9, 2026

[](https://www.expedia.ca/Milwaukee-Hotels-Large-Milwaukee-Home-4BR-Fast-Wifi.h123834312.Hotel-Information)

![Interior entrance](https://images.trvl-media.com/lodging/111000000/110850000/110849800/110849795/888b2e39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110850000/110849800/110849795/7d1b89f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/111000000/110850000/110849800/110849795/ebdbf83d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/111000000/110850000/110849800/110849795/w1015h683x0y0-49201ece.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Tenney-Lapham

[](https://www.expedia.ca/Madison-Hotels-The-Dylin-By-Locale.h110849795.Hotel-Information)

9.4/10

Exceptional

(122)

"Great stay at the Dylin"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lauri

CA $146

CA $169 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Madison-Hotels-The-Dylin-By-Locale.h110849795.Hotel-Information)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/101000000/100470000/100464000/100463970/45962439.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/101000000/100470000/100464000/100463970/d969d401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/101000000/100470000/100464000/100463970/8031dcc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/101000000/100470000/100464000/100463970/792632ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Salem

[](https://www.expedia.ca/Salem-Hotels-Salem-Vacation-Home-W-Dock-Steps-To-Paddock-Lake.h100463970.Hotel-Information)

CA $141

CA $890 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/Salem-Hotels-Salem-Vacation-Home-W-Dock-Steps-To-Paddock-Lake.h100463970.Hotel-Information)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119960000/119957500/119957418/124784f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119960000/119957500/119957418/099d6992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119960000/119957500/119957418/e3d64068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119960000/119957500/119957418/661f8a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Sheboygan

[](https://www.expedia.ca/Sheboygan-Hotels-Large-Backyard.h119957418.Hotel-Information)

CA $201

CA $551 total

includes taxes & fees

Dec 26 - Dec 27

[](https://www.expedia.ca/Sheboygan-Hotels-Large-Backyard.h119957418.Hotel-Information)

![Family Cottage, Park View | Private kitchen](https://images.trvl-media.com/lodging/119000000/118640000/118639100/118639030/84c920c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Cottage, Park View | Living area](https://images.trvl-media.com/lodging/119000000/118640000/118639100/118639030/3aa91010.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/119000000/118640000/118639100/118639030/7a3e42da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Cottage, Park View | Terrace/patio](https://images.trvl-media.com/lodging/119000000/118640000/118639100/118639030/be4ccaab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Winona

[](https://www.expedia.ca/Winona-Hotels-Big-River-Escape-Parkside-Bungalow.h118639030.Hotel-Information)

10/10

Exceptional

(1)

"We had a wonderful time and would defiinitely stay again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Julie

CA $282

CA $315 total

includes taxes & fees

Jan 7 - Jan 8, 2026

[](https://www.expedia.ca/Winona-Hotels-Big-River-Escape-Parkside-Bungalow.h118639030.Hotel-Information)

![In-room dining](https://images.trvl-media.com/lodging/97000000/96460000/96454900/96454870/46f4339e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/97000000/96460000/96454900/96454870/e069294a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic House | Living area](https://images.trvl-media.com/lodging/97000000/96460000/96454900/96454870/c8d8350e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/97000000/96460000/96454900/96454870/b2d0e923.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Altura

[](https://www.expedia.ca/Altura-Hotels-Big-River-Escape-Grandview-Manse.h96454870.Hotel-Information)

10/10

Exceptional

(4)

"It was very roomy and easily accessible. The views were amazing. Would recommend to anyone anytime!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Greg

[](https://www.expedia.ca/Altura-Hotels-Big-River-Escape-Grandview-Manse.h96454870.Hotel-Information)

![House](https://images.trvl-media.com/lodging/121000000/120110000/120102500/120102487/3e854d52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120110000/120102500/120102487/e3555db2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120110000/120102500/120102487/1794d7b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120110000/120102500/120102487/b98af056.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Lombardi

[](https://www.expedia.ca/Green-Bay-Hotels-House-W-Finished-Garage-Walk-To-Lambeau-Bars-Resch.h120102487.Hotel-Information)

CA $480

CA $811 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Green-Bay-Hotels-House-W-Finished-Garage-Walk-To-Lambeau-Bars-Resch.h120102487.Hotel-Information)

![House](https://images.trvl-media.com/lodging/121000000/120110000/120102500/120102440/cd65e034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120110000/120102500/120102440/e7223232.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120110000/120102500/120102440/c43b36fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120110000/120102500/120102440/90cbee05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Green Bay

[](https://www.expedia.ca/Green-Bay-Hotels-Full-Remodel-Steps-To-Lambeau-Titletown-Resch.h120102440.Hotel-Information)

CA $480

CA $811 total

includes taxes & fees

Dec 30 - Dec 31

[](https://www.expedia.ca/Green-Bay-Hotels-Full-Remodel-Steps-To-Lambeau-Titletown-Resch.h120102440.Hotel-Information)

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](https://expedia.ca/Hotel-Search?startDate=2026-01-08&endDate=2026-01-09&regionId=553248635975749457&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

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Villas

[](https://www.expedia.ca/Hotel-Search?destination=Southern+Wisconsin%2C+Wisconsin%2C+United+States+of+America&regionId=553248635975749457&latLong=43.432744%2C-89.511687&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-28&d2=2026-03-28&lodging=VILLA)

Condos

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Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Southern+Wisconsin%2C+Wisconsin%2C+United+States+of+America&regionId=553248635975749457&latLong=43.432744%2C-89.511687&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-28&d2=2026-03-28&lodging=APART_HOTEL)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Southern+Wisconsin%2C+Wisconsin%2C+United+States+of+America&regionId=553248635975749457&latLong=43.432744%2C-89.511687&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-28&d2=2026-03-28&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Southern+Wisconsin%2C+Wisconsin%2C+United+States+of+America&regionId=553248635975749457&latLong=43.432744%2C-89.511687&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-28&d2=2026-03-28&lodging=VACATION_HOME)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Southern+Wisconsin%2C+Wisconsin%2C+United+States+of+America&regionId=553248635975749457&latLong=43.432744%2C-89.511687&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-28&d2=2026-03-28&lodging=HOUSE_BOAT)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Southern+Wisconsin%2C+Wisconsin%2C+United+States+of+America&regionId=553248635975749457&latLong=43.432744%2C-89.511687&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-28&d2=2026-03-28&lodging=APARTMENT)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Southern+Wisconsin%2C+Wisconsin%2C+United+States+of+America&regionId=553248635975749457&latLong=43.432744%2C-89.511687&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-28&d2=2026-03-28&lodging=CHALET)

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## Top Southern Wisconsin Hotel Reviews

![Hampton Inn & Suites Madison-West](https://images.trvl-media.com/lodging/3000000/2140000/2135000/2134982/w3835h2385x4y4-ff0bb2ca_y.jpg)

### Hampton Inn & Suites Madison-West

10/10 Excellent

"yy"

[](https://expedia.ca/Madison-Hotels-Hampton-Inn-Suites-Madison-West.h2134982.Hotel-Information)

![The Iron Horse Hotel](https://images.trvl-media.com/lodging/3000000/2100000/2097200/2097106/2030b501_y.jpg)

### The Iron Horse Hotel

10/10 Excellent

"All of above. It was a great night"

[](https://expedia.ca/Milwaukee-Hotels-The-Iron-Horse-Hotel.h2097106.Hotel-Information)

![The Pfister Hotel](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/169f18e6_y.jpg)

### The Pfister Hotel

10/10 Excellent

"Everything was great and outstanding "

[](https://expedia.ca/Milwaukee-Hotels-The-Pfister-Hotel.h19467.Hotel-Information)

![The Madison Concourse Hotel and Governor's Club](https://images.trvl-media.com/lodging/1000000/30000/28500/28447/fb616a0c_y.jpg)

### The Madison Concourse Hotel and Governor's Club

10/10 Excellent

"They have one of the most comfortable beds and pillows I've ever felt. They are on my top 3 best sleeps. "

[](https://expedia.ca/Madison-Hotels-The-Madison-Concourse-Hotel-And-Governors-Club.h28447.Hotel-Information)

![Great Wolf Lodge Wisconsin Dells](https://images.trvl-media.com/lodging/2000000/1190000/1183000/1182975/9ac703be_y.jpg)

### Great Wolf Lodge Wisconsin Dells

10/10 Excellent

"It was a very nice room."

[](https://expedia.ca/Wisconsin-Dells-Hotels-Great-Wolf-Lodge-Wisconsin-Dells.h1182975.Hotel-Information)

![Ambassador Hotel Milwaukee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/120000/117100/117078/c32357bf_y.jpg)

### Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

10/10 Excellent

"Clean rooms, friendly staff. Shuttle service is a plus "

[](https://expedia.ca/Milwaukee-Hotels-Ambassador-Hotel-Milwaukee.h117078.Hotel-Information)

![Hyatt Place Milwaukee Airport](https://images.trvl-media.com/lodging/1000000/700000/693200/693109/70455db6_y.jpg)

### Hyatt Place Milwaukee Airport

10/10 Excellent

"Large room"

[](https://expedia.ca/Milwaukee-Hotels-Hyatt-Place-Milwaukee-Airport.h693109.Hotel-Information)

![The Brewhouse Inn & Suites](https://images.trvl-media.com/lodging/8000000/7090000/7084400/7084340/c5b60965_y.jpg)

### The Brewhouse Inn & Suites

10/10 Excellent

"Room was clean and spacious. Staff were wonderful and friendly. I definitely recommend anyone who wants to experience the history of Milwaukee and the brewery to stay here. "

[](https://expedia.ca/Milwaukee-Hotels-The-Brewhouse-Inn-Suites.h7084340.Hotel-Information)

![Hyatt Regency Milwaukee](https://images.trvl-media.com/lodging/1000000/20000/18100/18051/53781c07_y.jpg)

### Hyatt Regency Milwaukee

10/10 Excellent

"Lovely stay!"

[](https://expedia.ca/Milwaukee-Hotels-Hyatt-Regency-Milwaukee.h18051.Hotel-Information)

## Find out more about Southern Wisconsin

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Southern Wisconsin. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

## Explore a world of travel with Expedia

- Trending destinations on Expedia.ca
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- [Vacation Homes in Southern Wisconsin ](https://expedia.ca/Southern-Wisconsin-Private-Vacation-Homes.d553248635975749457-aaPrivateVacationHomes.Travel-Guide-Accommodation)
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- [Kauai Vacations](https://expedia.ca/Kauai.d180075.Destination-Travel-Guides)
- [Noah's Ark Waterpark](https://expedia.ca/Noahs-Ark-Waterpark-Lake-Delton.d6094037.Vacation-Attraction)
- [Lambeau Field](https://expedia.ca/Lambeau-Field-Green-Bay.d6058056.Vacation-Attraction)
- [Maui Vacations](https://expedia.ca/Maui.d180073.Destination-Travel-Guides)
- [Moose Mountain Falls Waterpark](https://expedia.ca/Moose-Mountain-Falls-Waterpark-Lake-Geneva.d6170126.Vacation-Attraction)

Vacation Rentals

- [Maui Vacation Rentals](https://expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals)

General

- [Visit Whidbey Island](https://expedia.ca/Whidbey-Island.dx500782)

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