Photo by Andrew Pain

South Milwaukee Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Browse Select South Milwaukee Vacation Homes

Our top choices for South Milwaukee vacation homes

Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!

9.8 out of 10, Exceptional, (99)
"The location was perfect and beautiful. We can't wait to come back during the summer so we can enjoy the lake! "
Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!

Three bedrooms upstairs

9.6 out of 10, Exceptional, (71)
"Fantastic stay and loved all of the craftsman architecture. We loved the neighborhood and it's close to great eateries. Thanks Ryan!"
The price is CA $306
CA $413 total
includes taxes & fees
Aug 31 - Sep 1
Three bedrooms upstairs

Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

9.4 out of 10, Exceptional, (61)
"Great house for 6 adults and 2 babies for a long weekend stay! An easy walk to shops, grocery stores and restaurants on Brady St and slightly longer but very nice walk to downtown and the riverwalk. Ample space, quiet surroundings and everything we needed for a nice weekend! "
The price is CA $210
CA $527 total
includes taxes & fees
Sep 9 - Sep 10
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft

10.0 out of 10, Exceptional, (241)
"What an incredible stay! The house was clean and organized. The open floor plan had lots of good spaces for family to gather. The views and property overall was beautiful! "
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

2.0 star property
10.0 out of 10, Exceptional, (20)
"Wonderful stay - the hosts provided everything we could possibly need, and the home was in a great location. We will be back!"
The price is CA $199
CA $548 total
includes taxes & fees
Sep 9 - Sep 10
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River

9.8 out of 10, Exceptional, (353)
"This Elm Island home was perfect for our 6 adults and 4 toddlers. The living area was roomy with enough seating to accommodate our group. Kitchen had lots of counter space, and backyard was fenced to corral the dog. Would definitely stay again if in the area. "
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River

Beautiful three bedroom property located in a quiet neighborhood!

10.0 out of 10, Exceptional, (2)
"Our excellent host, Bob, took care of all our needs. A very cute house, well appointed in a perfect location. "
Beautiful three bedroom property located in a quiet neighborhood!

4 bedroom house near Fiserv Forum, Brady Street, Downtown and Lakefront

10.0 out of 10, Exceptional, (2)
"Would stay there again. Very convenient to.downtown Milwaukee"
4 bedroom house near Fiserv Forum, Brady Street, Downtown and Lakefront

Historic Brookfield Farm Home ~ 14 Mi to Milwaukee

9.4 out of 10, Exceptional, (20)
"The farmhouse was so charming! We had a great experience!"
Historic Brookfield Farm Home ~ 14 Mi to Milwaukee

Tranquil Downtown Haven | 3-Bed, 2-Bath Delight

8.8 out of 10, Excellent, (8)
"Beautiful home, comfy beds, and great location- no complaints!! We loved it here"
The price is CA $621
CA $1,000 total
includes taxes & fees
Aug 30 - Aug 31
Tranquil Downtown Haven | 3-Bed, 2-Bath Delight

Mi casa es su casa

9.6 out of 10, Exceptional, (25)
"Retired parents visiting daughter. Needed a quiet home base for a few days. Very satisfied."
Mi casa es su casa

Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

9.6 out of 10, Exceptional, (243)
"Great property. Great host. "
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

Stunning Upscale Retreat - Steps From Everything

9.8 out of 10, Exceptional, (28)
"Great location and super clean property. Highly recommend."
The price is CA $274
CA $742 total
includes taxes & fees
Aug 28 - Aug 29
Stunning Upscale Retreat - Steps From Everything

Quiet House

8.0 out of 10, Very good, (4)
"Great stay for attending Summerfest. Short trip to the festival. Place was tidy and comfortable."
The price is CA $131
CA $346 total
includes taxes & fees
Sep 9 - Sep 10
Quiet House

Charming 3-bedroom house with AC and WiFi in West Allis perfect for pets& family

2.0 star property
6.0 out of 10, (7)
"My son and his wife and four children, ages 1-8, and I were thrilled to have a clean, spacious location right across the street from one of the fair grounds gate. It was clean, and had everything we needed to relax after a day at the Wisconsin State Fair!"
The price is CA $249
CA $472 total
includes taxes & fees
Aug 28 - Aug 29
Charming 3-bedroom house with AC and WiFi in West Allis perfect for pets& family

Wonderful craftsman home in Wauwatosa

9.6 out of 10, Exceptional, (47)
"House was great and very clean. Owner was very easy to communicate with and quick to respond. Awesome location and walkable to many spots on North Ave. "
Wonderful craftsman home in Wauwatosa

Warm spacious midsize home w/ comfort and fun

8.4 out of 10, Very good, (5)
"We enjoyed the location, easy to walk to places. The property had a lot of room but needed to be professionally cleaned before renting."
Warm spacious midsize home w/ comfort and fun

Mid-Century Modern Dream Getaway

9.6 out of 10, Exceptional, (10)
"Nice quiet area and house is very nice"
Mid-Century Modern Dream Getaway

Groups - Families - Pets - Backyard - Deck

10.0 out of 10, Exceptional, (23)
"We had a great time here. The house has plenty of space for sleeping a lot of people and is walking distance to a lot of restaurants and bars. Place was super clean and we had everything we needed to get checked in and out without any trouble. I'd stay again for sure. The deck and fire pit are a nice addition when the weather is nice, which it was. "
Groups - Families - Pets - Backyard - Deck

Cozy Pet Friendly Home w/ Private Yard & King Bed - Near Wauwatosa

10.0 out of 10, Exceptional, (19)
"Cozy bed comforters, beautiful well done kitchen and rooms are as needed for family of 5-6"
Cozy Pet Friendly Home w/ Private Yard & King Bed - Near Wauwatosa
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.
Save an average of 15% on thousands of hotels when you're signed in

Top South Milwaukee Hotel Reviews

Find out more about South Milwaukee

Find out more about South Milwaukee

South Milwaukee Vacation Homes information

Number of reviews
1,145
Accommodation
462 Vacation Homes
Lowest Price
CA $131
Highest Price
CA $640

Explore a world of travel with Expedia

Explore a world of travel with Expedia