A wooden bridge in a forested area.

South Milwaukee Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for South Milwaukee vacation 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
$131 nightly
The price is $155
Nov 3 - Nov 4
Total with taxes and fees
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 traveler
$409 nightly
The price is $482
Oct 18 - Oct 19
Total with taxes and fees
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.
$341 nightly
The price is $403
Oct 26 - Oct 27
Total with taxes and fees
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
$495 nightly
The price is $584
Oct 21 - Oct 22
Total with taxes and fees
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.
$623 nightly
The price is $735
Oct 18 - Oct 19
Total with taxes and fees
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.
$377 nightly
The price is $444
Oct 19 - Oct 20
Total with taxes and fees
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.
$556 nightly
The price is $656
Oct 20 - Oct 21
Total with taxes and fees
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.
$315 nightly
The price is $343
Oct 18 - Oct 19
Total with taxes and fees
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.
$627 nightly
The price is $712
Oct 26 - Oct 27
Total with taxes and fees
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
$130 nightly
The price is $150
Oct 22 - Oct 23
Total with taxes and fees
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
9.6 out of 10, Exceptional, (5 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
$110 nightly
The price is $127
Nov 9 - Nov 10
Total with taxes and fees
Westown Studio Apt Near Fiserv, Baird, and Theater District
A compact kitchen with a refrigerator, stove, and dining area with chairs and a table.

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
$424 nightly
The price is $499
Oct 19 - Oct 20
Total with taxes and fees
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
$139 nightly
The price is $160
Nov 15 - Nov 16
Total with taxes and fees
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
$127 nightly
The price is $147
Nov 9 - Nov 10
Total with taxes and fees
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, (13 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.
$155 nightly
The price is $179
Oct 18 - Oct 19
Total with taxes and fees
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.
$268 nightly
The price is $317
Nov 1 - Nov 2
Total with taxes and fees
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.
$178 nightly
The price is $196
Nov 2 - Nov 3
Total with taxes and fees
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.
$225 nightly
The price is $265
Oct 20 - Oct 21
Total with taxes and fees
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.
$282 nightly
The price is $332
Oct 18 - Oct 19
Total with taxes and fees
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
$111 nightly
The price is $128
Nov 9 - Nov 10
Total with taxes and fees
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.
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Top South Milwaukee Hotel Reviews

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

8/10 Good
"Nice hotel and convenient to a lot of things to do. Guest parking was a bit of a walk through the complex."
Matthew 1-night trip
Posted 3 hours ago
Saint Kate - The Arts Hotel

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 $81 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.

Explore a world of travel with Expedia

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.