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South Milwaukee Holiday Rentals

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Our top choices for South Milwaukee holiday rentals

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 AU$170
includes taxes & fees
31 Dec - 1 Jan 2026
Welcome To My Loft!

3Kings, Renovated, FenceYard, Games, Ctr Loc - WEEKLY STAY DEALS

3Kings, Renovated, FenceYard, Games, Ctr Loc - WEEKLY STAY DEALS
Riverwest
10.0 out of 10, Exceptional, (14)
"Great place to stay. My family enjoyed our time there. Exceptionaly clean, great communication from the host, could not ask for more. Would most definitely stay again here next time my travels take me through the area! "
United States
Mitchell D.
3Kings, Renovated, FenceYard, Games, Ctr Loc - WEEKLY STAY DEALS

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 AU$403
includes taxes & fees
17 Dec - 18 Dec
Remodeled Home - Steps from Brady Street!

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 AU$394
includes taxes & fees
29 Dec - 30 Dec
2BR apt w/ laundry + parking

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.
Cozy Bright Studio | McKinley Beach & Brady St

3-bedroom vacation home just a short walk to Lake Michigan

3-bedroom vacation home just a short walk to Lake Michigan
Racine
9.2 out of 10, Wonderful, (34)
"Great location near the beach, good kitchen, large fenced yard with lots of seating options, good communication with host"
United States
Donald N.
The price is AU$382
includes taxes & fees
17 Dec - 18 Dec
3-bedroom vacation home just a short walk to Lake Michigan

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 AU$248
includes taxes & fees
18 Dec - 19 Dec
Comfort Near Historic Pabst Brewery & Fiserv

Downtown Luxury 2BR Penthouse Apt

Downtown Luxury 2BR Penthouse Apt
2.0 star property
Downtown Milwaukee
10.0 out of 10, Exceptional, (6)
"What an awesome location, we’ll definitely be back. The place was perfect!"
United States
Justin G.
The price is AU$409
includes taxes & fees
30 Dec - 31 Dec
Downtown Luxury 2BR Penthouse Apt

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.
Eclectic, Stylish, and Cozy Milwaukee Unit!

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 AU$225
includes taxes & fees
25 Dec - 26 Dec
Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking

ROVE LIVING/KL - Malt House

ROVE LIVING/KL - Malt House
4.0 star property
Westown
9.0 out of 10, Wonderful, (11)
"The room was clean and spacious and very comfy the property was as well very beautiful and so much to look at … my family enjoyed the games that were in the room as well. We will definitely stay their again for our next visit "
United States
Ivan
The price is AU$247
includes taxes & fees
18 Dec - 19 Dec
ROVE LIVING/KL - Malt House

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

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

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 AU$309
includes taxes & fees
17 Dec - 18 Dec
Stylish Studio in Walkers Point

King Bed - Near Froedtert - FAST WiFi

King Bed - Near Froedtert - FAST WiFi
Wauwatosa
10.0 out of 10, Exceptional, (16)
"Everything was as advertised. Very nice area of Wawatosa. "
United States
seeton p.
King Bed - Near Froedtert - FAST WiFi

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 AU$192
includes taxes & fees
24 Dec - 25 Dec
Deer District Studio Apt - One Block from Fiserv and Baird

Wisconsin Treehouse Getaway!

Wisconsin Treehouse Getaway!
Racine
9.6 out of 10, Exceptional, (26)
"We had a wonderful time staying here while visiting the surrounding area!"
United States
Collin C.
The price is AU$373
includes taxes & fees
26 Dec - 27 Dec
Wisconsin Treehouse Getaway!

Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking

Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking
Bay View
10.0 out of 10, Exceptional, (6)
"Nice place "
United States
John B.
Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking

Rare East Side-2 min walk to UWM-Garage-Lake Mich

Rare East Side-2 min walk to UWM-Garage-Lake Mich
Upper East Side
10.0 out of 10, Exceptional, (2)
"Loved our stay. Nice clean place that was well stocked."
United States
Patty S.
The price is AU$507
includes taxes & fees
29 Dec - 30 Dec
Rare East Side-2 min walk to UWM-Garage-Lake Mich

Peaceful East Side-2 min UWM-Dining-Coffee-Parking

Peaceful East Side-2 min UWM-Dining-Coffee-Parking
Upper East Side
10.0 out of 10, Exceptional, (5)
"Great property and a great location. Lulu was an incredible and thoughtful host. "
United States
Lori B.
The price is AU$489
includes taxes & fees
29 Dec - 30 Dec
Peaceful East Side-2 min UWM-Dining-Coffee-Parking
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

Find out more about South Milwaukee

Everything you need to know about South Milwaukee holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the South Milwaukee holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 South Milwaukee holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

South Milwaukee holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South Milwaukee. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A South Milwaukee holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of South Milwaukee holiday rentals we have selected for you start as low as AU$243 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on South Milwaukee rentals

At Expedia, we put the best South Milwaukee holiday 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 South Milwaukee 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 South Milwaukee holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around South Milwaukee. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.

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 Basilica of Saint Josaphat.

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.