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South Milwaukee Vacation Rentals

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Our top choices for South Milwaukee vacation rentals

Welcome To My Loft!

Welcome To My Loft!
Racine
10.0 out of 10, Exceptional, (16)
"Great place to stay!"
United States
kathleen
$105 nightly
The price is $111
Dec 28 - Dec 29
Total with taxes and fees
Welcome To My Loft!

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
$104 nightly
The price is $120
Dec 28 - Dec 29
Total with taxes and fees
Deer District Studio Apt - One Block from Fiserv and Baird

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.
$107 nightly
The price is $124
Dec 28 - Dec 29
Total with taxes and fees
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge

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

Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking
Westown
9.4 out of 10, Exceptional, (3)
"Host was amazing and answered all questions. Location is great and walking distance to the night life. "
United States
Jacob D.
$122 nightly
The price is $141
Jan 1 - Jan 2, 2026
Total with taxes and fees
Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking

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.
$143 nightly
The price is $152
Dec 26 - Dec 27
Total with taxes and fees
Modern Studio by Brady St & Milwaukee Lakefront

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.
$194 nightly
The price is $198
Jan 13 - Jan 14, 2026
Total with taxes and fees
KK lower · Funky 2BR in Prime Bay View - w/ Parking

Downtown Luxury 1BR Loft

Downtown Luxury 1BR Loft
Downtown Milwaukee
8.8 out of 10, Excellent, (3)
"Recently rehab. Very nice finishes. Safe, quiet, and walkable to many restaurants. "
United States
Brandon
$124 nightly
The price is $143
Dec 29 - Dec 30
Total with taxes and fees
Downtown Luxury 1BR Loft

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.
$177 nightly
The price is $209
Dec 26 - Dec 27
Total with taxes and fees
Stylish Studio in Walkers Point

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.
$162 nightly
The price is $166
Jan 14 - Jan 15, 2026
Total with taxes and fees
Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ 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.
$129 nightly
The price is $153
Jan 5 - Jan 6, 2026
Total with taxes and fees
2BR apt w/ laundry + parking

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.
$216 nightly
The price is $245
Dec 25 - Dec 26
Total with taxes and fees
Wisconsin Treehouse Getaway!

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.
$127 nightly
The price is $147
Jan 13 - Jan 14, 2026
Total with taxes and fees
Cream City 2BR Apt - Just 3 Blocks to Fiserv with Gym and Parking

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.
$217 nightly
The price is $256
Dec 26 - Dec 27
Total with taxes and fees
King Bed - Near Froedtert - FAST WiFi

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.
$132 nightly
The price is $152
Dec 28 - Dec 29
Total with taxes and fees
Brewery District Luxe 2BR Near Fiserv with Parking

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.
$222 nightly
The price is $251
Jan 20 - Jan 21, 2026
Total with taxes and fees
3-bedroom vacation home just a short walk to Lake Michigan

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.
$241 nightly
The price is $284
Dec 27 - Dec 28
Total with taxes and fees
Peaceful East Side-2 min UWM-Dining-Coffee-Parking

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.
$227 nightly
The price is $268
Jan 12 - Jan 13, 2026
Total with taxes and fees
Remodeled Home - Steps from Brady Street!

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.
$164 nightly
The price is $193
Dec 29 - Dec 30
Total with taxes and fees
Quiet House

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.
$241 nightly
The price is $284
Jan 6 - Jan 7, 2026
Total with taxes and fees
Rare East Side-2 min walk to UWM-Garage-Lake Mich

Exclusive Brownstone Residence

Exclusive Brownstone Residence
2.0 star property
Halyard Park
10.0 out of 10, Exceptional, (1)
"We had a nice stay at this property and hope to do it again "
United States
Damien S.
$190 nightly
The price is $224
Dec 25 - Dec 26
Total with taxes and fees
Exclusive Brownstone Residence
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 vacation rentals

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

South Milwaukee vacation 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 low season months. For more hustle and bustle, you may prefer to visit South Milwaukee in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $174 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on South Milwaukee rentals

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

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 vacation rentals in South Milwaukee?

Yes, you can find vacation rentals close to top attractions in South Milwaukee, or you can select a secluded option if you're looking for relaxation. South Milwaukee is known for its riverfront and theaters.

What are some of the best vacation rentals in South Milwaukee?

The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft: This vacation home rental near South Milwaukee is located on a lake and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. It offers a garden, a pool table, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in South Milwaukee?

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

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 larger area, you’ll find South Milwaukee Downtown Market and Milwaukee County Sport Complex.

What are vacation rentals like in South Milwaukee?

Vacation rentals are private properties you can stay in for several days or more in South Milwaukee. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll be comfy for your stay. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a small group gathering.