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South Milwaukee Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for South Milwaukee holiday rentals

A two-story house with a stone facade and a white exterior.

1. Cozy home by the lake

Cozy home by the lake
Cudahy
10.0 out of 10, Exceptional, (1 review)
"We had a great stay. Places to eat close by. We walked to a great Italian restaurant. Our hosts communication was above and beyond. Even though it is a duplex type house, it is very quiet. No noise issues at any time. Plenty of parking and nice backyard."
United States
Jilda L.
The price is NZ$1,066
includes taxes & fees
16 Nov - 17 Nov
Cozy home by the lake
A modern bathroom with a white vanity, a mirror, and a blue rug.

2. Quiet Bay View Getaway

Quiet Bay View Getaway
Town of Lake
8.0 out of 10, Very good, (1 review)
"Having to navigate the stairs to the basement at our age was a little difficult and could use a kitchen sink but other than that it was fine."
United States
Carl B.
The price is NZ$441
includes taxes & fees
24 Nov - 25 Nov
Quiet Bay View Getaway
A modern kitchen with a central island, stainless steel appliances, and bar stools.

3. Bay View Designer 1BR · Best Location with Balcony, Gym, and Terrace · Sleeps 4

Bay View Designer 1BR · Best Location with Balcony, Gym, and Terrace · Sleeps 4
Bay View
10.0 out of 10, Exceptional, (2 reviews)
"We adored this property. The area was great."
United States
Nicole W.
The price is NZ$228
includes taxes & fees
12 Nov - 13 Nov
Bay View Designer 1BR · Best Location with Balcony, Gym, and Terrace · Sleeps 4
An outdoor patio area with tables and chairs, surrounded by lush green ivy walls, and a brick building in the background.

4. The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,264 reviews)
"This place was very comfortable an cozy an the food in the cafe was amazing definitely worth the money an ill be staying there again"
United States
Savannah
The price is NZ$245
includes taxes & fees
1 Dec - 2 Dec
The Plaza Hotel
A staircase with wooden steps and white walls.

5. The Crow’s Nest Lake Shore

The Crow’s Nest Lake Shore
Cudahy
The price is NZ$1,128
includes taxes & fees
12 Nov - 13 Nov
The Crow’s Nest Lake Shore
A hotel room with a bed, a sofa, a chair, a TV, a desk, and a balcony with a view of buildings.

6. 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, (9 reviews)
"Loved our stay here! Clean, comfortable, and very easy!"
United States
Erin G.
The price is NZ$516
includes taxes & fees
12 Dec - 13 Dec
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.

7. 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)
"Great location, perfect for NM Annual Meeting. Nice spacious and well equipped."
United States
Thomas G.
The price is NZ$232
includes taxes & fees
22 Nov - 23 Nov
Deer District Studio Apt - One Block from Fiserv and Baird
A modern kitchen with a large island, dark cabinetry, stainless steel appliances, and a city view through large windows.

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

Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
Westown
9.4 out of 10, Exceptional, (35 reviews)
"Excellent clean place to stay!"
United States
Elizabeth
The price is NZ$240
includes taxes & fees
22 Nov - 23 Nov
Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
A modern living room with leather sofas, a round coffee table, and a large potted plant.

9. 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 NZ$227
includes taxes & fees
15 Nov - 16 Nov
Third Ward Apt Near Summerfest with Gym and Balcony | Sleeps 4
A modern kitchen with a central island, stainless steel appliances, and bar stools.

10. Bay View Designer 2BR · Best Location with Balcony, Gym, and Terrace · Sleeps 6

Bay View Designer 2BR · Best Location with Balcony, Gym, and Terrace · Sleeps 6
Bay View
9.0 out of 10, Wonderful, (4 reviews)
"This is an awesome property. We will definitely book again."
United States
Carla D Paschal P.
The price is NZ$277
includes taxes & fees
15 Nov - 16 Nov
Bay View Designer 2BR · Best Location with Balcony, Gym, and Terrace · Sleeps 6
A modern living room with a sofa, armchairs, a coffee table, and a TV.

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

Westown Studio Apt Near Fiserv, Baird, and Theater District
Westown
9.6 out of 10, Exceptional, (7 reviews)
"Great location, clean, comfortable, highly recommend."
United States
Patrick H.
The price is NZ$217
includes taxes & fees
15 Nov - 16 Nov
Westown Studio Apt Near Fiserv, Baird, and Theater District
A multi-story building with a prominent entrance, large windows, and a flag.

12. 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, (16 reviews)
"Very clean and quiet. Out host communicated very well in advance and during our stay."
United States
David B.
The price is NZ$292
includes taxes & fees
15 Nov - 16 Nov
Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5
A modern kitchen with a large island, built-in appliances, and ample natural light.

13. East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge | Sleeps 4

East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge | Sleeps 4
Downtown Milwaukee
9.8 out of 10, Exceptional, (9 reviews)
"We stayed for a convention downtown and this was an awesome location to walk to many bars and restaurants! We chose to Uber once parked and it was $8 per trip not bad! Would definitely stay again!"
United States
Laura H.
The price is NZ$227
includes taxes & fees
15 Nov - 16 Nov
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge | Sleeps 4
A bedroom with a bed, a sofa, a small table, a ceiling fan, a TV, and artwork on the wall.

14. 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 NZ$316
includes taxes & fees
16 Nov - 17 Nov
Spacious Studio near Brady St
A large, stately building with a formal garden, including a fountain and neatly trimmed hedges.

15. Stylish 2BR Escape - 10 minutes walk to RiverWalk

Stylish 2BR Escape - 10 minutes walk to RiverWalk
Westown
The price is NZ$542
includes taxes & fees
15 Nov - 16 Nov
Stylish 2BR Escape - 10 minutes walk to RiverWalk
A bathroom with a toilet, shower, and a towel rack with a picture above it.

16. Cream City Industrial Loft Near Fiserv with Parking | Suite 4 | Sleeps 8

Cream City Industrial Loft Near Fiserv with Parking | Suite 4 | Sleeps 8
Westown
9.0 out of 10, Wonderful, (7 reviews)
"Great location & would stay again next in town!"
United States
Mary W.
The price is NZ$258
includes taxes & fees
15 Nov - 16 Nov
Cream City Industrial Loft Near Fiserv with Parking | Suite 4 | Sleeps 8
Interior

17. 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 NZ$532
includes taxes & fees
12 Nov - 13 Nov
The Pink Lady - Stylish Walker’s Point Home
A bedroom with a pink theme, featuring a tufted headboard, pink bedding, and bedside tables with lamps and decorative lights.

18. 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, (30 reviews)
"Karla’s home was beautiful! It was the perfect Milwaukee experience. Host was extremely accommodating and responsive. Loved our stay! Wish we could live there!"
United States
Megan R.
The price is NZ$834
includes taxes & fees
19 Nov - 20 Nov
Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers
Stay at the intersection of Milwaukee’s rich history and modern luxury in the iconic financial district

19. Downtown Luxe 2BR Loft Apt | Sleeps 8 | Walkable

Downtown Luxe 2BR Loft Apt | Sleeps 8 | Walkable
Downtown Milwaukee
9.4 out of 10, Exceptional, (8 reviews)
"Easy entry and check out. The unit has great light and open with high ceilings. The bed was comfortable- which is important for this tall body with a sensitive back. I highly recommend!"
United States
Marissa G.
The price is NZ$277
includes taxes & fees
15 Nov - 16 Nov
Downtown Luxe 2BR Loft Apt | Sleeps 8 | Walkable
A living room with a ceiling fan, a sofa, a coffee table, and a dining area with a table and chairs.

20. 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 NZ$738
includes taxes & fees
16 Nov - 17 Nov
Charming Bungalow / Heart of Bay View / Parking - Central Air - Deck
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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Find holiday rentals that suit your style

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Top South Milwaukee Hotel Reviews

An outdoor patio with a stone wall, wooden pergola, and a barbecue grill.
Homewood Suites by Hilton Oak Creek Milwaukee

Homewood Suites by Hilton Oak Creek Milwaukee

Homewood Suites by Hilton Oak Creek Milwaukee
Oak Creek

10/10 Excellent

Great place to stay. Looks like it was recently renovated.
Australia
Jason
Reviewed September 14, 2023
Homewood Suites by Hilton Oak Creek Milwaukee

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 favorite 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 depends 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 NZ$216 per night. Entering your travel dates in the search wizard you might find 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.