A wooden bridge in a forested area.

South Milwaukee Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for South Milwaukee holiday rentals

A bedroom with a bed, bedside table, nightstand, ceiling fan, potted plant, window with blinds, and artwork on the wall.

1. The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,258 reviews)
"Parking was reasonable and close by"
United States
Danita
The price is AU$219
includes taxes & fees
2 Nov - 3 Nov
The Plaza Hotel
A modern kitchen with light wood cabinets, a stainless steel refrigerator, a stove, and a marble countertop.

2. 3-bedroom bungalow with WiFi vibrant Milwaukee

3-bedroom bungalow with WiFi vibrant Milwaukee
Milwaukee
9.6 out of 10, Exceptional, (15 reviews)
"Perfect location, clean, easy access and very responsive."
United States
Anonymous traveller
The price is AU$696
includes taxes & fees
19 Nov - 20 Nov
3-bedroom bungalow with WiFi vibrant Milwaukee
A dining area with a long table, pink chairs, and a chandelier.

3. Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers

Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers
Bay View
9.8 out of 10, Exceptional, (28 reviews)
"Best rental I’ve ever stayed at!!! Spacious, clean, cozy and had everything you could possibly need. Even left us some sweet and salty snacks! Highly recommend!!"
United States
Bobbie C.
The price is AU$579
includes taxes & fees
27 Oct - 28 Oct
Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers
A deck with a table, chairs, and an umbrella.

4. Luxurious Craftsman Style Home in Famous Bay View with Hot Tub Oasis

Luxurious Craftsman Style Home in Famous Bay View with Hot Tub Oasis
Milwaukee
10.0 out of 10, Exceptional, (1 review)
The price is AU$814
includes taxes & fees
21 Oct - 22 Oct
Luxurious Craftsman Style Home in Famous Bay View with Hot Tub Oasis
A cozy outdoor seating area with wicker furniture and a glass table, set against a stone wall and under string lights.

5. Quincy Estate 5BR/3BA for Family Stays with Fireplace Park Views & Parking

Quincy Estate 5BR/3BA for Family Stays with Fireplace Park Views & Parking
Bay View
9.8 out of 10, Exceptional, (6 reviews)
" Easy check in, well stocked and perfect location. "
United States
robin h.
The price is AU$1,053
includes taxes & fees
25 Oct - 26 Oct
Quincy Estate 5BR/3BA for Family Stays with Fireplace Park Views & Parking
A living room with a ceiling fan, a sofa, a coffee table, and a dining area with a table and chairs.

6. Charming Bungalow / Heart of Bay View / Parking - Central Air - Deck

Charming Bungalow / Heart of Bay View / Parking - Central Air - Deck
Bay View
10.0 out of 10, Exceptional, (39 reviews)
"Home is immaculate and fully stocked. Hosts were so accomodating and thoughtful about treats, where things are located and making our stay stress-free."
United States
Pamela M.
The price is AU$622
includes taxes & fees
26 Oct - 27 Oct
Charming Bungalow / Heart of Bay View / Parking - Central Air - Deck
A dining table with a bottle of wine, glasses, and a potted plant.

7. Schlitz Castle: Huge 5BR/4BA Sleeps 12 w/ Double Kitchens & Living Rooms

Schlitz Castle: Huge 5BR/4BA Sleeps 12 w/ Double Kitchens & Living Rooms
Bay View
10.0 out of 10, Exceptional, (21 reviews)
"Best stay"
United States
Marvin G.
The price is AU$1,923
includes taxes & fees
22 Oct - 23 Oct
Schlitz Castle: Huge 5BR/4BA Sleeps 12 w/ Double Kitchens & Living Rooms
A living room with a leather sofa, a round coffee table, and a dining area with a table and chairs.

8. Historic home - walk to village center. Original features with modern updates.

Historic home - walk to village center. Original features with modern updates.
Greendale
9.8 out of 10, Exceptional, (56 reviews)
"Stayed here many times. Great as always."
United States
Kristi T.
The price is AU$479
includes taxes & fees
22 Oct - 23 Oct
Historic home - walk to village center. Original features with modern updates.
A spacious living room with a large window, a fireplace, and a television.

9. Lake Michigan Waterfront Designer Villa

Lake Michigan Waterfront Designer Villa
Racine
9.8 out of 10, Exceptional, (16 reviews)
"The host was very nice and attentive."
United States
Eric C.
The price is AU$981
includes taxes & fees
2 Nov - 3 Nov
Lake Michigan Waterfront Designer Villa
A modern kitchen with a large island, dark cabinetry, stainless steel appliances, and a city view through large windows.

10. Modern Luxury 1BR Apt with Rooftop, Gym, and Parking

Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
Westown
9.2 out of 10, Wonderful, (32 reviews)
"Beautiful view, bright and clean, great location "
Canada
Breanna
The price is AU$235
includes taxes & fees
17 Nov - 18 Nov
Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
A modern living room with a sofa, armchair, and a TV.

11. Westown Studio Apt Near Fiserv, Baird, and Theater District

Westown Studio Apt Near Fiserv, Baird, and Theater District
Westown
9.8 out of 10, Exceptional, (6 reviews)
"This was a perfect location for a work conference in Downtown Milwaukee. Most everything I needed was within walking distance. The space was clean and welcoming, with a great view."
United States
Jess
The price is AU$202
includes taxes & fees
26 Oct - 27 Oct
Westown Studio Apt Near Fiserv, Baird, and Theater District
A bathroom with a shower curtain, a sink, a mirror, and a toilet.

12. A’ROYAL HOME & SERVICES Spacious 4BR/2BA, Office, Wi‑Fi, Milwaukee Southside

A’ROYAL HOME & SERVICES Spacious 4BR/2BA, Office, Wi‑Fi, Milwaukee Southside
Milwaukee
The price is AU$700
includes taxes & fees
3 Nov - 4 Nov
A’ROYAL HOME & SERVICES Spacious 4BR/2BA, Office, Wi‑Fi, Milwaukee Southside
A hotel room with a bed, a sofa, a chair, a TV, a desk, and a balcony with a view of buildings.

13. Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6

Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6
Fifth Ward
10.0 out of 10, Exceptional, (7 reviews)
"Great space! Clean and up to date. We got lucky and found a parking spot right in front sometime around 4:15pm. Instructions were clear on how to get in. Getting an Uber was fast and easy in the area. We plan to return next year to this same listing. Very happy we tried this out when we normally stay at a hotel. Highly recommend."
United States
Jennifer
The price is AU$246
includes taxes & fees
27 Oct - 28 Oct
Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6
A room with a large window overlooking a city street, a brown leather sofa, and a small wooden table.

14. Deer District Studio Apt - One Block from Fiserv and Baird

Deer District Studio Apt - One Block from Fiserv and Baird
Westown
9.6 out of 10, Exceptional, (7 reviews)
"I was in town for a conference at Baird Center. It was perfect location and a great place to stay for one to two people (couple). Will definitely book again if I come back."
Canada
William
The price is AU$394
includes taxes & fees
20 Nov - 21 Nov
Deer District Studio Apt - One Block from Fiserv and Baird
A multi-story building with a prominent entrance, large windows, and a flag.

15. Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5

Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5
Downtown Milwaukee
10.0 out of 10, Exceptional, (14 reviews)
"Great place and location. Loved that underground secured parking was included in the price. Excellent communication and easy check in/out instructions. She was very responsive. The bed was very comfortable and the sheets were very soft. Overall a great stay. Would definitely stay again!"
United States
Sara A.
The price is AU$276
includes taxes & fees
25 Oct - 26 Oct
Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5
Interior

16. The Pink Lady - Stylish Walker’s Point Home

The Pink Lady - Stylish Walker’s Point Home
Fifth Ward
9.6 out of 10, Exceptional, (9 reviews)
"Great time. Fun place to stay"
United States
syed a.
The price is AU$450
includes taxes & fees
4 Nov - 5 Nov
The Pink Lady - Stylish Walker’s Point Home
A wooden structure with a black latch, partially covered in snow, against a brick wall.

17. Spacious Studio near Brady St

Spacious Studio near Brady St
Lower East Side
10.0 out of 10, Exceptional, (1 review)
"It was fine"
United States
M E.
The price is AU$280
includes taxes & fees
2 Nov - 3 Nov
Spacious Studio near Brady St
A modern kitchen with white cabinets, a stainless steel stove, and a wooden countertop.

18. Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
10.0 out of 10, Exceptional, (12 reviews)
"Nice place, close to Brady Street."
United States
Kevin M.
The price is AU$426
includes taxes & fees
4 Nov - 5 Nov
Remodeled Home - Steps from Brady Street!
A modern urban street with multi-story buildings, a traffic light, and a crosswalk.

19. Downtown Eastside gem near Fiserv Forum Water St Brady St

Downtown Eastside gem near Fiserv Forum Water St Brady St
Downtown Milwaukee
9.0 out of 10, Wonderful, (66 reviews)
"Nice condo, very convenient."
United States
Mark W.
The price is AU$478
includes taxes & fees
1 Nov - 2 Nov
Downtown Eastside gem near Fiserv Forum Water St Brady St
A modern living room with leather sofas, a round coffee table, and a large potted plant.

20. Third Ward Apt Near Summerfest with Gym and Balcony | Sleeps 4

Third Ward Apt Near Summerfest with Gym and Balcony | Sleeps 4
Downtown Milwaukee
8.4 out of 10, Very good, (6 reviews)
"Well located and convenient. Great communication! Relaxing and easy!"
United States
Tanya
The price is AU$205
includes taxes & fees
26 Oct - 27 Oct
Third Ward Apt Near Summerfest with Gym and Balcony | Sleeps 4
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top South Milwaukee Hotel Reviews

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

10/10 Excellent
"The room was very clean as well as the hotel itself"
Carrie 1-night trip
Posted 1 hour ago
Potawatomi Hotel & Casino

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$116 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 in South Milwaukee close to South Milwaukee Performing Arts Center, 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?

Three Bedroom Upper: This holiday home rental outside of South Milwaukee is located near the beach, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in South Milwaukee?

Choose from 5 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 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.