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South Milwaukee Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for South Milwaukee vacation 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.
$543 nightly
The price is $629
Nov 16 - Nov 17
Total with taxes and fees
Cozy home by the lake
A modern kitchen with stainless steel appliances, a glass dining table, and grey upholstered chairs.

2. The Crow’s Nest Lake Shore

The Crow’s Nest Lake Shore
Cudahy
$561 nightly
The price is $650
Nov 5 - Nov 6
Total with taxes and fees
The Crow’s Nest Lake Shore
A modern bathroom with a white vanity, a mirror, and a blue rug.

3. 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.
$214 nightly
The price is $252
Nov 22 - Nov 23
Total with taxes and fees
Quiet Bay View Getaway
A bedroom with a bed, bedside table, nightstand, ceiling fan, potted plant, window with blinds, and artwork on the wall.

4. The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,261 reviews)
"It was an amazing stay !"
United States
Bryan
$133 nightly
The price is $156
Dec 1 - Dec 2
Total with taxes and fees
The Plaza Hotel
A modern kitchen with a central island, stainless steel appliances, and bar stools.

5. 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.
$121 nightly
The price is $140
Nov 24 - Nov 25
Total with taxes and fees
Bay View Designer 1BR · Best Location with Balcony, Gym, and Terrace · Sleeps 4
A bedroom with a pink theme, featuring a tufted headboard, pink bedding, and bedside tables with lamps and decorative lights.

6. 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, (29 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.
$376 nightly
The price is $443
Nov 11 - Nov 12
Total with taxes and fees
Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers
A living room with a ceiling fan, a sofa, a coffee table, and a dining area with a table and chairs.

7. 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.
$359 nightly
The price is $423
Nov 9 - Nov 10
Total with taxes and fees
Charming Bungalow / Heart of Bay View / Parking - Central Air - Deck
A large, stately building with a formal garden, including a fountain and neatly trimmed hedges.

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

Stylish 2BR Escape - 10 minutes walk to RiverWalk
Westown
$284 nightly
The price is $335
Nov 9 - Nov 10
Total with taxes and fees
Stylish 2BR Escape - 10 minutes walk to RiverWalk
Private kitchen

9. The Bentley - Frida's Reign, Heart of Walkers Point w/Garage,Yard

The Bentley - Frida's Reign, Heart of Walkers Point w/Garage,Yard
Fifth Ward
10.0 out of 10, Exceptional, (7 reviews)
"Loved our stay - owner thought of everything - toiletries, coffee, snacks, cell phone chargers and so much more! Will stay here again."
United States
Holly B.
$218 nightly
The price is $258
Nov 15 - Nov 16
Total with taxes and fees
The Bentley - Frida's Reign, Heart of Walkers Point w/Garage,Yard
A living room with a leather sofa, a round coffee table, and a dining area with a table and chairs.

10. 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.
$299 nightly
The price is $326
Nov 6 - Nov 7
Total with taxes and fees
Historic home - walk to village center. Original features with modern updates.
A hammock bridge with two cushioned seating areas and a central fire pit.

11. The Crows Nest Cottage 1

The Crows Nest Cottage 1
Franklin
$259 nightly
The price is $302
Nov 5 - Nov 6
Total with taxes and fees
The Crows Nest Cottage 1
A room with a large window overlooking a city street, a brown leather sofa, and a small wooden table.

12. 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.
$128 nightly
The price is $147
Nov 30 - Dec 1
Total with taxes and fees
Deer District Studio Apt - One Block from Fiserv and Baird
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, (8 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.
$135 nightly
The price is $155
Nov 29 - Nov 30
Total with taxes and fees
Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6
A living room with a sofa, a coffee table, a TV, a lamp, and a rug with 'A'ROYAL HOME & SERVICES' text.

14. 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
$403 nightly
The price is $475
Nov 16 - Nov 17
Total with taxes and fees
A’ROYAL HOME & SERVICES Spacious 4BR/2BA, Office, Wi‑Fi, Milwaukee Southside
A stone building with a red sign reading "Kegler Inn."

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

Kegel`s Inn - Studio - Classic Apartment #3
West Allis
9.0 out of 10, Wonderful, (8 reviews)
"Great place"
Canada
Zachary
$160 nightly
The price is $178
Nov 5 - Nov 6
Total with taxes and fees
Kegel`s Inn - Studio - Classic Apartment #3
A modern kitchen with grey cabinets, stainless steel appliances, a central island with bar stools, and exposed brick on the wall.

16. Historic Walker’s Point Home, Garage & Yard

Historic Walker’s Point Home, Garage & Yard
Fifth Ward
10.0 out of 10, Exceptional, (13 reviews)
"Great location. Wonderful accommodations. "
United States
Aaron C.
$214 nightly
The price is $252
Nov 8 - Nov 9
Total with taxes and fees
Historic Walker’s Point Home, Garage & Yard
A bedroom with a sloped ceiling, a bed with a red blanket, a bedside lamp, and a large mirror.

17. Modern Milwaukee Getaway

Modern Milwaukee Getaway
Lower East Side
10.0 out of 10, Exceptional, (1 review)
"Was super clean and very big!"
United States
Karson
$238 nightly
The price is $281
Nov 5 - Nov 6
Total with taxes and fees
Modern Milwaukee Getaway
A modern living room with a sectional sofa, a ceiling fan, large windows, and a TV.

18. Babich Building - 3 Bedroom - Upper Apt #4

Babich Building - 3 Bedroom - Upper Apt #4
West Allis
8.8 out of 10, Excellent, (8 reviews)
"Great location and it served its purpose as a place to sleep. The ac unit in the 3rd bedroom would not stay on making that room warm."
United States
Douglas T.
$348 nightly
The price is $381
Nov 5 - Nov 6
Total with taxes and fees
Babich Building - 3 Bedroom - Upper Apt #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.
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Top South Milwaukee Hotel Reviews

Terrace/patio
Home2 Suites by Hilton Milwaukee Airport

Home2 Suites by Hilton Milwaukee Airport

Home2 Suites by Hilton Milwaukee Airport
New Coeln

10/10 Excellent

Staff was friendly and helpful. They had wonderful suggestions about dining etc.
United States
Michael
Reviewed November 3, 2026
Home2 Suites by Hilton Milwaukee Airport

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 $129 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 in South Milwaukee close to South Milwaukee Performing Arts Center, or you can select a more secluded option if you'd like a relaxing place to stay. South Milwaukee is known for its riverfront and theaters.

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

Three Bedroom Upper: This vacation home rental near South Milwaukee is located near the beach and has a balcony, a garden, and a barbecue grill 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 you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in South Milwaukee?

Choose from 5 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 Basilica of Saint Josaphat.

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.

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