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South Milwaukee Holiday Rentals

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Holiday Rentals in South Milwaukee

The Plaza Hotel

3.0 star property
8.8 out of 10, Excellent, (1140)
"Loved this hotel! Clean friendly and cute!!"
The price is AU$270
includes taxes & fees
3 Nov - 4 Nov
The Plaza Hotel

Kasa Westown Milwaukee

4.0 star property
9.0 out of 10, Wonderful, (103)
"Very nice apartment and right down town location is perfect!"
Kasa Westown Milwaukee

KLVG - Malt House

4.0 star property
9.0 out of 10, Wonderful, (9)
"Loved the uniqueness, location and cleanliness of the unit."
KLVG - Malt House

7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

9.8 out of 10, Exceptional, (212)
"Great place to stay! "
The price is AU$1,087
includes taxes & fees
7 Oct - 8 Oct
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft

10.0 out of 10, Exceptional, (247)
"Beautiful view, wonderful house. Great morings with coffee on balcony!!"
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft

KB - Prospec

3.0 star property
7.6 out of 10, Good, (7)
"Our stay was great. The property was at it was described and expected. The owner was available via text and communicated with me when I had questions. We would stay again!"
KB - Prospec

17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16

8.0 out of 10, Very good, (7)
"This house is definitely a unique treasure. We took our Girl Scout troop here to celebrate. The property definitely has something for everyone. We caught and released some big fish down by the pond, and the girls liked catching frogs. The beautiful landscape made a perfect atmosphere for an outdoor fire. The girls loved the bunk bed, game room, tv room, and of course the pool! The girls kept calling it the jungle oasis with all the beautiful plants. "
The price is AU$2,965
includes taxes & fees
9 Oct - 10 Oct
17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16

Three bedrooms upstairs

9.6 out of 10, Exceptional, (74)
"The property was cute and stylish. I would stay here again. "
The price is AU$361
includes taxes & fees
6 Oct - 7 Oct
Three bedrooms upstairs

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

2.0 star property
9.6 out of 10, Exceptional, (4)
"Parking was great"
The price is AU$236
includes taxes & fees
27 Oct - 28 Oct
Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking

Quiet House

6.8 out of 10, (5)
"We were mainly at the property to drop our stuff off, enjoy Summerfest, sleep and shower! Property was clean. Had a little trouble with the front door code but were able to get it to work. "
The price is AU$275
includes taxes & fees
6 Oct - 7 Oct
Quiet House

Downtown Eastside gem near Fiserv Forum Water St Brady St

9.2 out of 10, Wonderful, (43)
"Great location and super comfortable "
The price is AU$512
includes taxes & fees
8 Oct - 9 Oct
Downtown Eastside gem near Fiserv Forum Water St Brady St

Cozy 2 Bedroom Downtown Milwaukee Apartment

9.8 out of 10, Exceptional, (7)
"Stayed here two nights in June with my husband to attend Summerfest. The unit is walking distance to downtown Milwaukee, about 1.5 miles away from Summerfest (Uber ride was less that 10). Check in process was easy and host was quick to respond to questions. The unit is on the second floor of a house, so keep in mind that you must be able to go up one flight of stairs to enter unit (not wheelchair accessible). Unit had a well stocked kitchen with several cooking utensils, including a coffee maker...
Cozy 2 Bedroom Downtown Milwaukee Apartment

Stunning Upscale Retreat - Steps From Everything

9.8 out of 10, Exceptional, (31)
"Great location and super clean property. Highly recommend."
The price is AU$830
includes taxes & fees
6 Oct - 7 Oct
Stunning Upscale Retreat - Steps From Everything

Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

9.6 out of 10, Exceptional, (248)
"We loved staying in this property on our Frank Lloyd Wright weekend! It’s a two hour drive from Taliesen, but really helped the weekend feel complete to stay in this spacious house that was right on theme. We loved all of the details and the kind host."
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19

9.4 out of 10, Exceptional, (15)
"Great place to stay! Very nice boat and beautiful area. Host was very prompt in responding and easy to work with. "
Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19

Deer District Studio Apt JC3 - One Block from Fiserv and Baird

10.0 out of 10, Exceptional, (1)
"Straightforward checking in/out process."
The price is AU$198
includes taxes & fees
6 Oct - 7 Oct
Deer District Studio Apt JC3 - One Block from Fiserv and Baird

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

9.8 out of 10, Exceptional, (25)
"Owners went the extra mile to make the stay comfy and cozy. Nice sheets, great beds, snacks to name a few! House was as pictured in photos and neighborhood was safe. "
The price is AU$430
includes taxes & fees
12 Oct - 13 Oct
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River

9.8 out of 10, Exceptional, (358)
"Beautiful place, loved the fenced in yard for my Yorkies, very excited to stay there again!!"
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

2.0 star property
10.0 out of 10, Exceptional, (22)
"Loved it "
The price is AU$605
includes taxes & fees
6 Oct - 7 Oct
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Private Home w/ Backyard + Game Table – Walk to Brady St Fun

10.0 out of 10, Exceptional, (1)
"Nice place "
Private Home w/ Backyard + Game Table – Walk to Brady St Fun
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

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$198 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?

Newly Remodeled Home!! Five minutes from Downtown Milwaukee: This holiday home rental outside of South Milwaukee offers a balcony, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of books.

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.