South Milwaukee Vacation Rentals

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Our top choices for South Milwaukee vacation rentals

Serene 4-bedroom house with brook and forest in charming Racine

Serene 4-bedroom house with brook and forest in charming Racine
Racine
The price is CA $246
CA $582 total
includes taxes & fees
Apr 26 - Apr 27
Serene 4-bedroom house with brook and forest in charming Racine

Lake Michigan Waterfront Designer Villa

Lake Michigan Waterfront Designer Villa
Racine
9.8 out of 10, Exceptional, (16 reviews)
"The view of Lake Michigan was incredible. Had an amazing "
United States
Lauren O.
The price is CA $462
CA $720 total
includes taxes & fees
Apr 28 - Apr 29
Lake Michigan Waterfront Designer Villa

Victorian Hot Tub Oasis steps from Restaurants Pubs Coffee, Grocery & The Beach

Victorian Hot Tub Oasis steps from Restaurants Pubs Coffee, Grocery & The Beach
Shorewood
10.0 out of 10, Exceptional, (4 reviews)
"Great location. 1 block walk to a grocery store, a pharmacy, a great restaurant, AND a great coffee shop. Plenty of space for all."
United States
Nicki U.
The price is CA $603
CA $1,259 total
includes taxes & fees
Apr 22 - Apr 23
Victorian Hot Tub Oasis steps from Restaurants Pubs Coffee, Grocery & The Beach

MKE Mansion - Both Wings

MKE Mansion - Both Wings
Downtown Milwaukee
9.6 out of 10, Exceptional, (25 reviews)
"Host had everything laid out and clearly communicated well. "
United States
Dan S.
The price is CA $1,363
CA $2,282 total
includes taxes & fees
Apr 27 - Apr 28
MKE Mansion - Both Wings

Cozy home by the lake

Cozy home by the lake
Cudahy
The price is CA $409
CA $903 total
includes taxes & fees
Apr 27 - Apr 28
Cozy home by the lake

Peaceful East Side-2 min UWM-Dining-Coffee-Parking

Peaceful East Side-2 min UWM-Dining-Coffee-Parking
Upper East Side
10.0 out of 10, Exceptional, (5 reviews)
"Great property and a great location. Lulu was an incredible and thoughtful host. "
United States
Lori B.
The price is CA $200
CA $409 total
includes taxes & fees
Apr 22 - Apr 23
Peaceful East Side-2 min UWM-Dining-Coffee-Parking

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, (49 reviews)
"Walking distance to several great bars, restaurants, breweries and the summer fest area. We really enjoyed our stay!"
United States
SCOTT T.
The price is CA $307
CA $453 total
includes taxes & fees
Apr 22 - Apr 23
Downtown Eastside gem near Fiserv Forum Water St Brady St

Large Milwaukee Home 4BR Fast Wifi

Large Milwaukee Home 4BR Fast Wifi
3.0 star property
Fifth Ward
The price is CA $216
CA $944 total
includes taxes & fees
Apr 22 - Apr 23
Large Milwaukee Home 4BR Fast Wifi

Rare East Side-2 min walk to UWM-Garage-Lake Mich

Rare East Side-2 min walk to UWM-Garage-Lake Mich
Upper East Side
10.0 out of 10, Exceptional, (2 reviews)
"Loved our stay. Nice clean place that was well stocked."
United States
Patty S.
The price is CA $200
CA $409 total
includes taxes & fees
Apr 22 - Apr 23
Rare East Side-2 min walk to UWM-Garage-Lake Mich

Three bedrooms upstairs

Three bedrooms upstairs
Riverwest
9.6 out of 10, Exceptional, (86 reviews)
"Very nice stay in a quaint place. Owner, Ryan, was very nice and hospitable."
United States
Jason D.
The price is CA $239
CA $321 total
includes taxes & fees
Apr 22 - Apr 23
Three bedrooms upstairs

Wisconsin Treehouse Getaway!

Wisconsin Treehouse Getaway!
Racine
9.6 out of 10, Exceptional, (29 reviews)
"We had incredible experience/ stay at this place. The host is very friendly and flexible! The place is absolutely gorgeous with amazing view of the lake. Very clean well kept home! Definitely recommend this place!!"
United States
Mohammed A.
The price is CA $172
CA $336 total
includes taxes & fees
Apr 22 - Apr 23
Wisconsin Treehouse Getaway!

Relax in Style: 4BR Milwaukee Home ¦ Family-Friendly ¦ Warm & Cozy

Relax in Style: 4BR Milwaukee Home ¦ Family-Friendly ¦ Warm & Cozy
Upper East Side
9.0 out of 10, Wonderful, (6 reviews)
"Our son and his groomsmen stayed here for his wedding weekend. Great accommodations!"
United States
Kathy C.
The price is CA $226
CA $503 total
includes taxes & fees
Apr 29 - Apr 30
Relax in Style: 4BR Milwaukee Home ¦ Family-Friendly ¦ Warm & Cozy

Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly

Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly
Murray Hill
10.0 out of 10, Exceptional, (15 reviews)
"We had a wonderful stay and appreciate the hospitality! While in town to visit family and our first trip with an infant, the house had everything we needed making it a comfortable and pleasant first trip! The location was fantastic and allowed for us to easily walk to restaurants, the market and enjoy the sights of the lake! "
United States
Christina T.
The price is CA $252
CA $750 total
includes taxes & fees
Apr 22 - Apr 23
Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly

The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,166 reviews)
"We enjoyed returning to the Plaza and look forward to our next stay!"
United States
Barbara
The price is CA $224
CA $265 total
includes taxes & fees
May 11 - May 12
The Plaza Hotel

Milwaukee, Sleeps 16, 4 bath, Arcade, Theater, Hot Tub, Outdoor Igloo, Firepit

Milwaukee, Sleeps 16, 4 bath, Arcade, Theater, Hot Tub, Outdoor Igloo, Firepit
Brewers Hill
9.8 out of 10, Exceptional, (8 reviews)
"Had a great time"
United States
Marvin & Dawnetta V.
The price is CA $307
CA $796 total
includes taxes & fees
Apr 27 - Apr 28
Milwaukee, Sleeps 16, 4 bath, Arcade, Theater, Hot Tub, Outdoor Igloo, Firepit

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, (28 reviews)
"This was our second time staying here and I can’t recommend it enough! The owners are so thoughtful and have left little treats or things for us each time we’ve stayed. They have everything you might need and then some, making it feel like home away from home. We will definitely stay here again. "
United States
Amber T.
The price is CA $218
CA $568 total
includes taxes & fees
Apr 22 - Apr 23
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Workspace + Fireplace + Coffee Bar + Sleeps 12

Workspace + Fireplace + Coffee Bar + Sleeps 12
Milwaukee
The price is CA $151
CA $741 total
includes taxes & fees
Apr 22 - Apr 23
Workspace + Fireplace + Coffee Bar + Sleeps 12

Modern 4BR Retreat w/ Workspace + Coffee Bar

Modern 4BR Retreat w/ Workspace + Coffee Bar
Milwaukee
The price is CA $151
CA $738 total
includes taxes & fees
Apr 22 - Apr 23
Modern 4BR Retreat w/ Workspace + Coffee Bar

Bayview Family-Friendly Stay

Bayview Family-Friendly Stay
Bay View
10.0 out of 10, Exceptional, (2 reviews)
"Best stay ever "
United States
Laniya mariee
The price is CA $252
CA $615 total
includes taxes & fees
Apr 27 - Apr 28
Bayview Family-Friendly Stay

Whole House in Bay View + Fenced-in Yard + Parking

Whole House in Bay View + Fenced-in Yard + Parking
Bay View
10.0 out of 10, Exceptional, (15 reviews)
"2nd time we've stayed here: still the best spot in Milwaukee & the host is excellent They always go above & beyond to make sure you enjoy your trip! Will always recommend this place. "
United States
Emily Y.
The price is CA $238
CA $610 total
includes taxes & fees
Apr 26 - Apr 27
Whole House in Bay View + Fenced-in Yard + Parking
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with South Milwaukee. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

7 1/2 Acre Estate, Awesome Farm House with Heated Pool, Hot tub, Fishing Pond: This vacation home rental near South Milwaukee is located on the beach and has an outdoor pool, a fireplace, 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. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in South Milwaukee?

Choose from 4 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 Milwaukee County Sport Complex.

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.