Holiday Rentals in South Milwaukee

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Our top choices for South Milwaukee holiday rentals

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 €441
includes taxes & fees
22 Apr - 23 Apr
Lake Michigan Waterfront Designer Villa

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 €212
includes taxes & fees
16 Apr - 17 Apr
Wisconsin Treehouse Getaway!

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 €359
includes taxes & fees
15 Apr - 16 Apr
Serene 4-bedroom house with brook and forest in charming Racine

3-bedroom vacation home just a short walk to Lake Michigan

3-bedroom vacation home just a short walk to Lake Michigan
Racine
9.2 out of 10, Wonderful, (35 reviews)
"Convenient location, comfortable house, thoughtful amenities, easy walk to lake, quick drive for food and various activities. "
United States
Beth S.
The price is €211
includes taxes & fees
10 May - 11 May
3-bedroom vacation home just a short walk to Lake Michigan

Tucked Away Off Brady - 4 Beds

Tucked Away Off Brady - 4 Beds
Downtown Milwaukee
9.0 out of 10, Wonderful, (22 reviews)
"Great location near Brady street. Walkable to lots of shops, bars, restaurants."
United States
Andrea M.
The price is €223
includes taxes & fees
15 Apr - 16 Apr
Tucked Away Off Brady - 4 Beds

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 €200
includes taxes & fees
15 Apr - 16 Apr
Three bedrooms upstairs

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 €558
includes taxes & fees
14 May - 15 May
Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly

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 €355
includes taxes & fees
20 Apr - 21 Apr
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking

Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking
Bay View
10.0 out of 10, Exceptional, (6 reviews)
"Nice place "
United States
John B.
The price is €251
includes taxes & fees
14 May - 15 May
Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking

Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions

Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
Lower East Side
9.8 out of 10, Exceptional, (27 reviews)
"Tonga is a great host. House was perfect for our group of 10."
United States
Emily
The price is €372
includes taxes & fees
15 Apr - 16 Apr
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions

Charming home w/ fire pit, walk to Lake Michigan

Charming home w/ fire pit, walk to Lake Michigan
Shorewood
9.8 out of 10, Exceptional, (37 reviews)
"Host communication was excellent. House was clean and perfect for a little weekend getaway!"
United States
Grayson P.
The price is €281
includes taxes & fees
15 Apr - 16 Apr
Charming home w/ fire pit, walk to Lake Michigan

KK lower · Funky 2BR in Prime Bay View - w/ Parking

KK lower · Funky 2BR in Prime Bay View - w/ Parking
Bay View
10.0 out of 10, Exceptional, (9 reviews)
"Charming apartment, convenient location"
United States
Ashton G.
The price is €211
includes taxes & fees
16 Apr - 17 Apr
KK lower · Funky 2BR in Prime Bay View - w/ Parking

Downtown Luxe 2BR Loft Apt | Sleeps 8-9 | Walkable

Downtown Luxe 2BR Loft Apt | Sleeps 8-9 | Walkable
Downtown Milwaukee
9.8 out of 10, Exceptional, (7 reviews)
"Great place and location!! Easy parking in the garage just a block away. It was clean and comfy with lots of space. "
United States
Lisa S.
The price is €183
includes taxes & fees
10 May - 11 May
Downtown Luxe 2BR Loft Apt | Sleeps 8-9 | Walkable

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Johnson Woods
9.6 out of 10, Exceptional, (30 reviews)
"Was a year place to stay. Super cute and cozy inside and close to American family field"
United States
Jeannie
The price is €278
includes taxes & fees
15 Apr - 16 Apr
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

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

Luxury Historic Home - Stellar Location

Luxury Historic Home - Stellar Location
Lower East Side
9.6 out of 10, Exceptional, (27 reviews)
"A lovely historic house with three large bedrooms, a very functional kitchen, beautiful dining room and family room areas and a super fun game room. Great for family get togethers!"
United States
Donna M.
Luxury Historic Home - Stellar Location

The Pink Lady - Stylish Walker’s Point Home

The Pink Lady - Stylish Walker’s Point Home
Fifth Ward
9.6 out of 10, Exceptional, (8 reviews)
"Awesome detail in the decoration and style. "
United States
Keri S.
The price is €279
includes taxes & fees
20 Apr - 21 Apr
The Pink Lady - Stylish Walker’s Point Home

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

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 €771
includes taxes & fees
15 Apr - 16 Apr
Victorian Hot Tub Oasis steps from Restaurants Pubs Coffee, Grocery & The Beach

Deer District Studio Apt - One Block from Fiserv and Baird

Deer District Studio Apt - One Block from Fiserv and Baird
Westown
9.2 out of 10, Wonderful, (5 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
Deer District Studio Apt - One Block from Fiserv and Baird
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

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, apart-hotels, 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 favorite 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 depends 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 €165 per night. Entering your travel dates in the search wizard you might find 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 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?

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

How many holiday rentals are there in South Milwaukee?

Choose from 4 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 Milwaukee County Sport Complex.

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.