South Milwaukee Vacation Rentals

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for South Milwaukee vacation rentals

Outdoor dining

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 ￥17,105
￥37,571 total
includes taxes & fees
May 17 - May 18
3-bedroom vacation home just a short walk to Lake Michigan
Outdoor dining

Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19

Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19
Racine
9.4 out of 10, Exceptional, (15 reviews)
"A great adventure at the boat, a great hot tub, and a very clean pool, a wonderful location, very great view."
United States
Bogdan S.
The price is ￥21,430
￥35,169 total
includes taxes & fees
May 22 - May 23
Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19
Marina

Irish Mist V @ Reefpoint Marina

Irish Mist V @ Reefpoint Marina
Racine
9.8 out of 10, Exceptional, (30 reviews)
"Nice spot to stay a night!"
United States
Joseph P.
The price is ￥21,430
￥40,026 total
includes taxes & fees
May 27 - May 28
Irish Mist V @ Reefpoint Marina
Beach nearby

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, (39 reviews)
"Host communication was excellent. House was clean and perfect for a little weekend getaway!"
United States
Grayson P.
The price is ￥20,589
￥52,433 total
includes taxes & fees
May 17 - May 18
Charming home w/ fire pit, walk to Lake Michigan
Living area

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 ￥36,491
￥78,268 total
includes taxes & fees
May 18 - May 19
Serene 4-bedroom house with brook and forest in charming Racine
Outdoor pool, a heated pool

Marina Life II - 28 Carver @ Reef Point Marina

Marina Life II - 28 Carver @ Reef Point Marina
Racine
9.6 out of 10, Exceptional, (48 reviews)
"Fantastic boat stay. This is the second time we’ve stayed with Patrick and it’s been our favorite so far. Boat is immaculate and roomy for two. We really love the location as there’s always something going on at the marina or downtown. Within walking distance to whatever you need. It’s also very reasonable to stay here versus a hotel. One of our favorite places!!! "
United States
Jason D.
The price is ￥23,757
￥38,265 total
includes taxes & fees
May 31 - Jun 1
Marina Life II - 28 Carver @ Reef Point Marina
Smart TV, fireplace

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 ￥87,109
￥123,983 total
includes taxes & fees
Jun 1 - Jun 2
Lake Michigan Waterfront Designer Villa
Exterior

Wisconsin Treehouse Getaway!

Wisconsin Treehouse Getaway!
Racine
9.6 out of 10, Exceptional, (29 reviews)
"Beautiful atmosphere "
United States
Stephanie
The price is ￥20,001
￥39,278 total
includes taxes & fees
May 19 - May 20
Wisconsin Treehouse Getaway!
Smart TV, books

Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly

Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly
Upper East Side
9.4 out of 10, Exceptional, (9 reviews)
"Our son and his groomsmen stayed here for his wedding weekend. Great accommodations!"
United States
Kathy C.
The price is ￥27,474
￥59,074 total
includes taxes & fees
May 19 - May 20
Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly
Dining

Three bedrooms upstairs

Three bedrooms upstairs
Riverwest
9.6 out of 10, Exceptional, (90 reviews)
"Great place!! So much room and a great location. Host was communicative and check in process was smooth. We would happily stay here again! And if you like to cook, this kitchen is completely stocked with everything you would need"
United States
Carrie
The price is ￥25,573
￥34,081 total
includes taxes & fees
May 17 - May 18
Three bedrooms upstairs
Exterior

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, (50 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 ￥35,717
￥52,216 total
includes taxes & fees
May 17 - May 18
Downtown Eastside gem near Fiserv Forum Water St Brady St
TV

KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking

KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking
Bay View
9.8 out of 10, Exceptional, (12 reviews)
"Super easy check in and out and great location. Would stay again!"
United States
Katie T.
The price is ￥24,391
￥46,205 total
includes taxes & fees
May 17 - May 18
KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking
Smart TV, books

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)
"Beautiful house, excellent location, attentive host! It was a great stay! "
United States
Cary W.
The price is ￥30,468
￥87,835 total
includes taxes & fees
May 18 - May 19
Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly
Property grounds

Cozy 1-bedroom dome in lovely Caledonia with AC

Cozy 1-bedroom dome in lovely Caledonia with AC
Caledonia
The price is ￥29,934
￥41,941 total
includes taxes & fees
May 17 - May 18
Cozy 1-bedroom dome in lovely Caledonia with AC
Interior

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, (30 reviews)
"Great location, slept 6 comfortably."
United States
Carolyn C.
The price is ￥22,807
￥69,277 total
includes taxes & fees
May 20 - May 21
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
Smart TV, books, music library, stereo

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, (30 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 ￥28,508
￥70,396 total
includes taxes & fees
May 18 - May 19
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Fridge, microwave, oven, stovetop

Historic house on tree lined red brick street of historic homes.

Historic house on tree lined red brick street of historic homes.
Racine
10.0 out of 10, Exceptional, (41 reviews)
"Beautiful location and plenty of room for our group for the weekend!"
United States
DaTablegaming G.
The price is ￥44,288
￥89,905 total
includes taxes & fees
Jun 13 - Jun 14
Historic house on tree lined red brick street of historic homes.
TV

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, (7 reviews)
"Nice place "
United States
John B.
The price is ￥24,446
￥46,871 total
includes taxes & fees
May 31 - Jun 1
Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking
Dining

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 ￥73,979
￥151,105 total
includes taxes & fees
May 18 - May 19
Victorian Hot Tub Oasis steps from Restaurants Pubs Coffee, Grocery & The Beach
Outdoor dining

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Johnson Woods
9.8 out of 10, Exceptional, (31 reviews)
"Was a year place to stay. Super cute and cozy inside and close to American family field"
United States
Jeannie
The price is ￥21,430
￥47,538 total
includes taxes & fees
Jun 14 - Jun 15
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
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

Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

10/10 Excellent
"Love the evening happy hour and the breakfast is wonderful"
Barbara 1-night trip
Posted 5 hours ago
Embassy Suites by Hilton Milwaukee Brookfield

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 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?

Quiet House: This vacation home rental near South Milwaukee offers a fireplace, a selection of games, and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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.