A wooden bridge in a forested area.

South Milwaukee Holiday Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for South Milwaukee holiday rentals

Interior

1. Quiet Bay View Getaway

Quiet Bay View Getaway
Town of Lake
The price is HK$949
HK$1,785 total
includes taxes & fees
11 Aug - 12 Aug
Quiet Bay View Getaway
Interior

2. 6 Mi to Summerfest Park: Home w/ Game Room!

6 Mi to Summerfest Park: Home w/ Game Room!
3.0 star property
Cudahy
The price is HK$1,373
HK$4,094 total
includes taxes & fees
22 Aug - 23 Aug
6 Mi to Summerfest Park: Home w/ Game Room!
Dining

3. 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, (24 reviews)
"Great location, clean place, super affordable! Will definitely be booking again!"
United States
Jash
The price is HK$415
HK$1,024 total
includes taxes & fees
11 Aug - 12 Aug
Deer District Studio Apt - One Block from Fiserv and Baird
3 bedrooms, desk, travel cot, WiFi

4. Game Night Haven with Gas Fireplace

Game Night Haven with Gas Fireplace
Oak Creek
The price is HK$3,588
HK$4,853 total
includes taxes & fees
11 Aug - 12 Aug
Game Night Haven with Gas Fireplace
Exterior detail

5. 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 HK$2,667
HK$5,610 total
includes taxes & fees
1 Sept - 2 Sept
Cozy home by the lake
TV, books

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, (4 reviews)
"This Vrbo was even more stunning in person, everything pictured and more. So grateful for the hosts clear communication had a wonderful experience!"
United States
Emma H.
The price is HK$518
HK$1,278 total
includes taxes & fees
12 Aug - 13 Aug
Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6
Coffee/tea maker, fridge, microwave, oven

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

Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
Westown
9.6 out of 10, Exceptional, (15 reviews)
"Great location to attend Bucks game!"
United States
Laura P.
The price is HK$725
HK$1,471 total
includes taxes & fees
7 Sept - 8 Sept
Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
Dining

8. 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
10.0 out of 10, Exceptional, (2 reviews)
"Was super convenient and clean!"
United States
Jessa H.
The price is HK$738
HK$1,351 total
includes taxes & fees
8 Sept - 9 Sept
East Side Luxury 1BR Apt · Near Brady St with Balcony and Lounge · Sleeps 4
Smart TV, books

9. 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, (4 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 HK$431
HK$997 total
includes taxes & fees
11 Aug - 12 Aug
Westown Studio Apt Near Fiserv, Baird, and Theater District
Bar (on property)

10. Kegel`s Inn - Studio - Classic Apartment #3

Kegel`s Inn - Studio - Classic Apartment #3
West Allis
8.6 out of 10, Excellent, (4 reviews)
"It was good! Until 6:30 AM having extremely loud "Kettle Moraine Heating and Air Conditioning" contractors down the hall. I just picked the wrong day."
United States
Jason K.
The price is HK$767
HK$1,472 total
includes taxes & fees
13 Aug - 14 Aug
Kegel`s Inn - Studio - Classic Apartment #3
Smart TV, books, music library, stereo

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

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Bay View
10.0 out of 10, Exceptional, (36 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 HK$1,412
HK$3,487 total
includes taxes & fees
11 Aug - 12 Aug
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Dining

12. 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, (22 reviews)
"Incredible home and location. We had a great time"
United States
Haisheng Y.
The price is HK$1,747
HK$3,160 total
includes taxes & fees
17 Aug - 18 Aug
Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers
Coffee/tea maker, fridge, microwave, oven

13. Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
10.0 out of 10, Exceptional, (12 reviews)
"One of the best overall stays I’ve had in Milwaukee.pricing was great. House was nice and clean. Check in instructions were clear and easy and owner communication was excellent. Will definitely book again."
United States
Brian
The price is HK$384
HK$2,072 total
includes taxes & fees
17 Aug - 18 Aug
Remodeled Home - Steps from Brady Street!
Dining

14. Quiet House

Quiet House
Milwaukee
8.0 out of 10, Very good, (17 reviews)
"Great stay . Love the location "
United States
Laterrance G.
The price is HK$530
HK$1,642 total
includes taxes & fees
7 Sept - 8 Sept
Quiet House
Iron/ironing board, free WiFi, bed sheets

15. The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,223 reviews)
"charming and historic hotel"
United States
Veronica
The price is HK$1,291
HK$1,522 total
includes taxes & fees
11 Aug - 12 Aug
The Plaza Hotel
Smart TV, ping pong, printers

16. 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, (53 reviews)
" Very comfortable, had everything we needed, convenient, and pet friendly. A great Greendale Original."
United States
Thomas S. A.
The price is HK$1,391
HK$2,677 total
includes taxes & fees
17 Aug - 18 Aug
Historic home - walk to village center. Original features with modern updates.
Coffee/tea maker, fridge, microwave, oven

17. Downtown Luxury 2BR Penthouse Loft | Sleeps 8-9

Downtown Luxury 2BR Penthouse Loft | Sleeps 8-9
Downtown Milwaukee
8.8 out of 10, Excellent, (6 reviews)
"The stay was great! The condo is well appointed. Clean and as promised. Communication on check in and check out was thorough and clear. The condo had wonderful character and was a great location downtown Milwaukee. Highly recommend this condo!"
United States
Kiersten J.
The price is HK$1,248
HK$2,192 total
includes taxes & fees
31 Aug - 1 Sept
Downtown Luxury 2BR Penthouse Loft | Sleeps 8-9
Interior

18. Best location in Milwaukee! Upper Duplex Unit

Best location in Milwaukee! Upper Duplex Unit
Downtown Milwaukee
8.6 out of 10, Excellent, (23 reviews)
"This property suited what we needed for our trip to Milwaukee"
United States
Janice B.
The price is HK$578
HK$1,321 total
includes taxes & fees
11 Aug - 12 Aug
Best location in Milwaukee! Upper Duplex Unit
1 bedroom, desk, WiFi

19. The Nohl | A Lake Effect Stay Near Brady Street

The Nohl | A Lake Effect Stay Near Brady Street
Lower East Side
The price is HK$783
HK$2,192 total
includes taxes & fees
11 Aug - 12 Aug
The Nohl | A Lake Effect Stay Near Brady Street
Outdoor dining

20. 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
Luxurious Craftsman Style Home in Famous Bay View with Hot Tub Oasis
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

Crowne Plaza Milwaukee Airport by IHG

Crowne Plaza Milwaukee Airport by IHG

8/10 Good
"Simple stay. Had everything we needed for one night. Perfect for a quick in-and-out weekend for the triathlon."
Alexander Ramiro 1-night trip
Posted 1 hour ago
Crowne Plaza Milwaukee Airport by IHG

Find out more about South Milwaukee

Search for holiday rentals in South Milwaukee on Expedia! You can easily find your home rentals, villas, holiday apartments in South Milwaukee using one of the methods below:

  • View our selection of featured holiday rentals in South Milwaukee
  • Use the map to find apartments and other holiday homes in the South Milwaukee neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in South Milwaukee while they last

Look no further and take a look at our great range of rental properties in South Milwaukee!

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?

Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River: This holiday home rental outside of South Milwaukee is located on the waterfront, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a private garden and a selection of games.

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 American Family Field.

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.