Vacation rentals in South Milwaukee

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Top-rated vacation rentals in South Milwaukee

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Guest suite in Milwaukee

4.93 out of 5 average rating, 158 reviews

Mid-Century Inspired Upper Apartment in Bay View

Step through the carpeted private entrance of this 2nd floor home, and into a mid-century interior with a modern twist. Eye-catching touches include the collection of retro radios that give it its name, stylish decor and a subway-tiled bathroom. This cozy apartment is decorated in a mid-century theme with a modern twist. It's on the second floor of a duplex. You will have your own carpeted entrance located in the back of the property. There is an additional front room dedicated for entertaining. It includes a few games, a vintage stereo and a bar cart for mixing cocktails (sorry, cocktails not include). Will greet you on arrival if available or requested. Stroll to nearby coffee and brunch spots from this property. Less than a block away is a freeway on-ramp, making it a very convenient location for traveling anywhere in the city, including the Fiserv Forum. A bus line to and from the airport is also less than a block from here. 7-minute drive to Summerfest 9-minute drive to the Harley Davidson Museum 10-minute drive to Miller Park The Green Line bus route is less than one block from the house and runs from the airport, through the third ward, through downtown and up to Bay Shore. It connects with many other lines that will conveniently get you to pretty much wherever you need to go. Lyft and Uber are widely used and rather affordable throughout the city. Stroll to nearby coffee and brunch spots from this property. Less than a block away is a freeway on-ramp, making it a very convenient location for traveling anywhere in the city. A bus line to and from the airport is also less than a block from here.

Oct 4 – 11

G$28,483 GYD per night
Guest favorite

Home in Racine

4.91 out of 5 average rating, 214 reviews

“Rustic Farmhouse Retreat” at a working farm

A charming little farmhouse filled with antiques & eclectic artwork from all over the world. It is situated in the middle of a working farm that raises a plethora of exotic fruits, vegetables, shiitake mushrooms, and flowers for local gourmet restaurants. The house interior has a unique design decorated with beautiful hand crafted stonework accented with exotic driftwood trim from old wooden shipwrecks. Try our outdoor Neapolitan wood fired oven for the best pizza ever. A truly unique getaway!

May 19 – 26

G$31,353 GYD per night
Guest favorite

Guest suite in Milwaukee

4.87 out of 5 average rating, 199 reviews

Vibrant 2BR Hillside Hideaway in charming Bay View

2nd floor of 1921 duplex in Milwaukee's lively Bay View neighborhood. Walk to restaurants or take a short bike ride or car ride to local well-loved taverns. Downtown is a 5 minute ride on the highway. 2 bedrooms, a cozy living room, and an eat-in kitchen. Beautiful Lake Michigan and multiple award-winning Milwaukee County Parks nearby offer year-round scenic walks, and seasonal farmers markets, ice skating and live music. Close enough to the action of the city with the comfort of a quiet street.

Jul 6 – 13

G$20,439 GYD per night

Popular amenities for South Milwaukee vacation rentals

Stay near South Milwaukee's top sights

Grant Park12 locals recommend
Seven Bridges13 locals recommend
Walmart Supercenter6 locals recommend
South Milwaukee Performing Arts Center3 locals recommend
Grant Park Golf Course4 locals recommend
United States Postal Service4 locals recommend

Other great vacation rentals in South Milwaukee

Guest favorite

Home in Oak Creek

4.89 out of 5 average rating, 46 reviews

Spacious Ranch Home Oak Creek close to Airport

May 5 – 12

G$31,203 GYD per night
Superhost

Home in Cudahy

4.79 out of 5 average rating, 97 reviews

Make Yourself At Home! Close to Lake & Airport!

Oct 18 – 25

G$16,253 GYD per night
Guest favorite

Guest suite in Cudahy

4.94 out of 5 average rating, 66 reviews

RARE Private Butler’s Suite in Historic Home

Dec 21 – 28

G$16,226 GYD per night
Superhost

Apartment in Cudahy

4.9 out of 5 average rating, 10 reviews

Cudahy Lakeside Chalet Apartment

Aug 28 – Sep 4

G$27,531 GYD per night
Superhost

Home in Milwaukee

4.94 out of 5 average rating, 17 reviews

Quiet Bay View Getaway

Sep 23 – 30

G$20,586 GYD per night
Guest favorite

Home in Saint Francis

4.98 out of 5 average rating, 55 reviews

Eden Place

Apr 20 – 27

G$25,175 GYD per night
Guest favorite

Home in Cudahy

4.94 out of 5 average rating, 31 reviews

3BR Home in Milwaukee - near airport & downtown

Jun 20 – 27

G$48,666 GYD per night
Guest favorite

Townhouse in Milwaukee

4.86 out of 5 average rating, 83 reviews

Hidden Bayview Gem

May 8 – 15

G$13,184 GYD per night
Guest favorite

Home in Milwaukee

4.92 out of 5 average rating, 48 reviews

Wisconsin House

May 14 – 21

G$17,313 GYD per night
Guest favorite

Home in Milwaukee

4.98 out of 5 average rating, 52 reviews

Harry’s Hideaway

May 17 – 24

G$29,678 GYD per night
Guest favorite

Home in Cudahy

4.82 out of 5 average rating, 11 reviews

3 Bedroom House Close to Airport

Dec 20 – 27

G$34,482 GYD per night
Guest favorite

Guest suite in Greenfield

4.89 out of 5 average rating, 57 reviews

Newly Updated Private Bungalow

Aug 26 – Sep 2

G$17,350 GYD per night

Destinations to explore