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South Milwaukee Holiday Rentals

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Check prices for these dates

Tonight
18 Dec - 19 Dec
Tomorrow
19 Dec - 20 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

Our top choices for South Milwaukee holiday rentals

Iron/ironing board, free WiFi, bed sheets
The Plaza Hotel

The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1153)
"Loved this hotel! Clean friendly and cute!!"
United States
Sharon H
The price is HK$1,063
HK$1,254 total
includes taxes & fees
18 Jan - 19 Jan 2026
The Plaza Hotel
Fireplace
Kasa Westown Milwaukee

Kasa Westown Milwaukee

Kasa Westown Milwaukee
4.0 star property
Westown
9.0 out of 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
Melissa
Kasa Westown Milwaukee
Interior
Modern Studio by Brady St & Milwaukee Lakefront

Modern Studio by Brady St & Milwaukee Lakefront

Modern Studio by Brady St & Milwaukee Lakefront
2.0 star property
Lower East Side
8.0 out of 10, Very good, (3)
"Enjoyed the stay here very much! Host was very quick with communication as well. Would highly recommend !"
United States
Younique T.
The price is HK$279
HK$1,042 total
includes taxes & fees
23 Dec - 24 Dec
Modern Studio by Brady St & Milwaukee Lakefront
Exterior
Relaxing Stay Near DT | Near Lakefront & Culture

Relaxing Stay Near DT | Near Lakefront & Culture

Relaxing Stay Near DT | Near Lakefront & Culture
Lower East Side
10.0 out of 10, Exceptional, (1)
"Host and cleaning staff were wellcoming."
United States
James T S.
The price is HK$279
HK$1,042 total
includes taxes & fees
23 Dec - 24 Dec
Relaxing Stay Near DT | Near Lakefront & Culture
Fridge, microwave, oven, stovetop
Downtown Luxury 1BR Loft

Downtown Luxury 1BR Loft

Downtown Luxury 1BR Loft
Downtown Milwaukee
10.0 out of 10, Exceptional, (1)
"I will definitely stay there again if I am in Milwaukee. The apartment was very nice, cool view, and in a great location. The building is the old grain exchange and is beautiful inside and out...I like the way they converted the apartments. The restaurant/bar on the first floor is great, too. All around a great place to stay."
United States
Chris S.
The price is HK$467
HK$1,168 total
includes taxes & fees
23 Dec - 24 Dec
Downtown Luxury 1BR Loft
Dining
Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking

Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking

Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking
2.0 star property
Westown
10.0 out of 10, Exceptional, (5)
"Great room "
United States
julio
The price is HK$406
HK$1,099 total
includes taxes & fees
21 Dec - 22 Dec
Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking
Lobby
Deer District Studio Apt - One Block from Fiserv and Baird

Deer District Studio Apt - One Block from Fiserv and Baird

Deer District Studio Apt - One Block from Fiserv and Baird
Westown
10.0 out of 10, Exceptional, (2)
"Room was spotless and had great amenities. Great location. "
United States
Philip
The price is HK$378
HK$932 total
includes taxes & fees
21 Dec - 22 Dec
Deer District Studio Apt - One Block from Fiserv and Baird
Fridge, microwave, oven, stovetop
Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
10.0 out of 10, Exceptional, (5)
"Enjoyed stay at this nice home "
United States
Eduardo P.
The price is HK$405
HK$2,064 total
includes taxes & fees
7 Jan - 8 Jan 2026
Remodeled Home - Steps from Brady Street!
Smart TV, books, stereo
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge

East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge

East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge
Downtown Milwaukee
10.0 out of 10, Exceptional, (1)
"We enjoyed our stay at East Side Luxury apartments. Everything was as advertised and it was great staying close to Brady St. We would definitely stay here again."
United States
Greg W.
The price is HK$406
HK$964 total
includes taxes & fees
24 Dec - 25 Dec
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge
Games room
Brewery District Luxe 2BR Near Fiserv with Parking

Brewery District Luxe 2BR Near Fiserv with Parking

Brewery District Luxe 2BR Near Fiserv with Parking
Westown
9.4 out of 10, Exceptional, (6)
"Great location! Super-cool historic building. Easy booking and check-in process, and responsive host. We will be back!"
United States
Christy M.
The price is HK$441
HK$1,184 total
includes taxes & fees
21 Dec - 22 Dec
Brewery District Luxe 2BR Near Fiserv with Parking
Games room
Comfort Near Historic Pabst Brewery & Fiserv

Comfort Near Historic Pabst Brewery & Fiserv

Comfort Near Historic Pabst Brewery & Fiserv
2.0 star property
Westown
9.4 out of 10, Exceptional, (14)
"Check-in and parking were easy. Kitchen was well stocked and included some spices. Location was perfect to catch some Brewers games. Beds were comfortable. Will stay again!"
United States
Debra D.
The price is HK$534
HK$1,400 total
includes taxes & fees
22 Dec - 23 Dec
Comfort Near Historic Pabst Brewery & Fiserv
Private kitchen
2BR apt w/ laundry + parking

2BR apt w/ laundry + parking

2BR apt w/ laundry + parking
Murray Hill
10.0 out of 10, Exceptional, (12)
"The apartment is clean, spacious and close to the activities we were in town for."
United States
Kelly S.
The price is HK$545
HK$1,284 total
includes taxes & fees
5 Jan - 6 Jan 2026
2BR apt w/ laundry + parking
Interior
Cream City 2BR Apt - Just 3 Blocks to Fiserv with Gym and Parking

Cream City 2BR Apt - Just 3 Blocks to Fiserv with Gym and Parking

Cream City 2BR Apt - Just 3 Blocks to Fiserv with Gym and Parking
Westown
7.8 out of 10, Good, (6)
"It was really nice ,only issue was trying to watch tv, but other than that was good , i would stay there again "
United States
Marty E.
Cream City 2BR Apt - Just 3 Blocks to Fiserv with Gym and Parking
2 bedrooms
KK lower · Funky 2BR in Prime Bay View - w/ Parking

KK lower · Funky 2BR in Prime Bay View - w/ Parking

KK lower · Funky 2BR in Prime Bay View - w/ Parking
Bay View
10.0 out of 10, Exceptional, (7)
"Charming apartment, convenient location"
United States
Ashton G.
The price is HK$568
HK$1,548 total
includes taxes & fees
13 Jan - 14 Jan 2026
KK lower · Funky 2BR in Prime Bay View - w/ Parking
Interior
Stylish Studio in Walkers Point

Stylish Studio in Walkers Point

Stylish Studio in Walkers Point
2.0 star property
Fifth Ward
10.0 out of 10, Exceptional, (4)
"Very clean property, well managed, owner was very responsive. Will definitely book when im back in town."
United States
Dan W.
The price is HK$521
HK$1,614 total
includes taxes & fees
19 Dec - 20 Dec
Stylish Studio in Walkers Point
Fridge, microwave, oven, stovetop
Eclectic, Stylish, and Cozy Milwaukee Unit!

Eclectic, Stylish, and Cozy Milwaukee Unit!

Eclectic, Stylish, and Cozy Milwaukee Unit!
2.0 star property
Downtown Milwaukee
9.8 out of 10, Exceptional, (37)
"Great property! We would definitely recommend it and stay again. "
United States
Bridget M.
The price is HK$778
HK$2,816 total
includes taxes & fees
8 Jan - 9 Jan 2026
Eclectic, Stylish, and Cozy Milwaukee Unit!
Interior
Welcome To My Loft!

Welcome To My Loft!

Welcome To My Loft!
Racine
10.0 out of 10, Exceptional, (16)
"Great place to stay!"
United States
kathleen
The price is HK$506
HK$862 total
includes taxes & fees
5 Jan - 6 Jan 2026
Welcome To My Loft!
Fridge, microwave, oven, stovetop
Cozy Bright Studio | McKinley Beach & Brady St

Cozy Bright Studio | McKinley Beach & Brady St

Cozy Bright Studio | McKinley Beach & Brady St
2.0 star property
Lower East Side
8.0 out of 10, Very good, (2)
"If you’re high maintenance this may not be the spot for you. It is small since it is an efficiency apartment but you get what you pay for. Parking is a bit tough if your not use to it. Location was great it was like a 8 min walk to the bars if you wanna go out at night. Messaging the host was easy they responded very quickly and were helpful. I would stay here again."
United States
Tanner V.
The price is HK$391
HK$1,165 total
includes taxes & fees
20 Dec - 21 Dec
Cozy Bright Studio | McKinley Beach & Brady St
Games room
Close to MU & Fiserv | Pool, Gym, W/D & Parking

Close to MU & Fiserv | Pool, Gym, W/D & Parking

Close to MU & Fiserv | Pool, Gym, W/D & Parking
Westown
9.8 out of 10, Exceptional, (8)
"Great place in a cool area! Highly recommend. "
United States
Maggie B.
The price is HK$566
HK$1,435 total
includes taxes & fees
22 Dec - 23 Dec
Close to MU & Fiserv | Pool, Gym, W/D & Parking
Fridge, microwave, oven, stovetop
Quiet House

Quiet House

Quiet House
Milwaukee
6.8 out of 10, (6)
"Great stay for attending Summerfest. Short trip to the festival. Place was tidy and comfortable."
United States
Kerry N.
The price is HK$420
HK$1,504 total
includes taxes & fees
22 Dec - 23 Dec
Quiet House
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 South Milwaukee Hotel Reviews

Aloft Milwaukee Downtown

Aloft Milwaukee Downtown

10/10 Excellent
"Clean"
Carmalita 1-night trip
Posted 3 days ago
Aloft Milwaukee Downtown

Find out more about South Milwaukee

Search for holiday rentals in South Milwaukee on Expedia! You can easily find your home rentals, villas, holiday apartments in South Milwaukee using one of the methods below:

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

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

Frequently asked questions

Are there holiday rentals in South Milwaukee?

Yes, there are holiday rentals close to the most popular sights in South Milwaukee, or you can select a more secluded option if you're looking for a relaxing stay. South Milwaukee is known for its riverfront and theatres.

What are some of the best holiday rentals that South Milwaukee has to offer?

The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft: This holiday home rental outside of South Milwaukee is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a pool table and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in South Milwaukee?

Choose from 3 Expedia holiday rentals in South Milwaukee for a memorable holiday.

What can I see and do in South Milwaukee?

Lake Michigan and Grant Park Beach are a couple of scenic spots to enjoy the outdoors, whereas South Milwaukee Performing Arts Center is one of the cultural attractions. In the wider area, you’ll find South Milwaukee Downtown Market and Milwaukee County Sport Complex.

What are holiday rentals like in South Milwaukee?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in South Milwaukee. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for families.