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South Milwaukee Vacation Rentals

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Vacation Rentals in South Milwaukee

The Plaza Hotel

3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1153)
"Loved this hotel! Clean friendly and cute!!"
United States
Sharon H
The price is ¥24,120
¥28,438 total
includes taxes & fees
Dec 22 - Dec 23
The Plaza Hotel

Kasa Westown Milwaukee

4.0 star property
Westown
9.0 out of 10, Wonderful, (116)
"It's always nice staying in a room in a building you could see yourself living in. Very nice condo and the room was great. Amazing location in Brewery District near Pabst Brewery. Would stay again!"
Canada
Trevor
The price is ¥18,284
¥32,624 total
includes taxes & fees
Nov 23 - Nov 24
Kasa Westown Milwaukee

ROVE LIVING/KL - Malt House

4.0 star property
Westown
8.8 out of 10, Excellent, (10)
"Loved the uniqueness, location and cleanliness of the unit."
United States
Teresa
The price is ¥9,072
¥25,714 total
includes taxes & fees
Nov 23 - Nov 24
ROVE LIVING/KL - Malt House

17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18

New Berlin
8.4 out of 10, Very Good, (8)
"We had an excellent family vacation at The Garden of Eden!!"
United States
Cheryl S.
The price is ¥179,480
¥352,868 total
includes taxes & fees
Dec 3 - Dec 4
17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18

7 1/2 Acre Estate, Fish Pond, Events! Weddings, MSG Owner for discounts!!!

Caledonia
9.8 out of 10, Exceptional, (213)
"Great place to stay! "
United States
Jordan R.
The price is ¥58,654
¥108,414 total
includes taxes & fees
Dec 21 - Dec 22
7 1/2 Acre Estate, Fish Pond, Events! Weddings, MSG Owner for discounts!!!

ROVE LIVING/KB - Prospect

3.0 star property
Lower East Side
7.6 out of 10, Good, (7)
"Our stay was great. The property was at it was described and expected. The owner was available via text and communicated with me when I had questions. We would stay again!"
United States
Vera
ROVE LIVING/KB - Prospect

Downtown Eastside gem near Fiserv Forum Water St Brady St

Downtown Milwaukee
9.0 out of 10, Wonderful, (45)
"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 ¥35,192
¥52,003 total
includes taxes & fees
Nov 23 - Nov 24
Downtown Eastside gem near Fiserv Forum Water St Brady St

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

Kenosha
10.0 out of 10, Exceptional, (248)
"The house was a great place for our family of nine to relax and spacious enough for us to have our own rooms. "
United States
Linda M.
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft

Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!

River Hills
10.0 out of 10, Exceptional, (3)
"Love the indoor pool and the movie room!"
United States
JOE C.
Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!

Stunning Upscale Retreat - Steps From Everything

Lower East Side
9.8 out of 10, Exceptional, (31)
"It was a great place and close to Brady street! Definitely recommend. "
United States
Hugh L.
The price is ¥31,673
¥84,369 total
includes taxes & fees
Nov 23 - Nov 24
Stunning Upscale Retreat - Steps From Everything

Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers

Bay View
9.6 out of 10, Exceptional, (8)
"Great place!"
United States
Kathy R.
The price is ¥37,226
¥72,473 total
includes taxes & fees
Dec 1 - Dec 2
Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers

Three bedrooms upstairs

Riverwest
9.6 out of 10, Exceptional, (76)
"He was very kind!"
United States
Hope
The price is ¥23,227
¥31,076 total
includes taxes & fees
Nov 24 - Nov 25
Three bedrooms upstairs

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

Lower East Side
9.6 out of 10, Exceptional, (64)
"It was clean and close to our wedding venue. "
United States
Kathy H.
The price is ¥29,702
¥67,107 total
includes taxes & fees
Nov 23 - Nov 24
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

Johnson Woods
9.8 out of 10, Exceptional, (26)
"We stayed while attending the WI state fair. Quiet and safe neighborhood and really close to the fairgrounds. House was clean and easy to get to. We enjoyed our stay and the fenced in backyard was perfect for our Frenchie. "
United States
Roy W.
The price is ¥21,115
¥47,209 total
includes taxes & fees
Nov 23 - Nov 24
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

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

Burnham Park
9.6 out of 10, Exceptional, (251)
"Enjoyed the home…perfect cozy family getaway. Thank you"
United States
Mary B.
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

Rustic Riverside A-Frame Retreat: Secluded Charm.

Racine
9.8 out of 10, Exceptional, (27)
"Such a cute place to stay at! Perfect location for visiting Racine. Kitchen was a great size and WiFi worked well too! Highly recommend staying here "
United States
Meghan S.
Rustic Riverside A-Frame Retreat: Secluded Charm.

Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

Waukesha
10.0 out of 10, Exceptional, (15)
"Will come and stay again great host and home"
United States
Dion S.
The price is ¥21,115
¥47,544 total
includes taxes & fees
Nov 24 - Nov 25
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

MKE Mansion - Both Wings

Downtown Milwaukee
9.6 out of 10, Exceptional, (23)
"Great house - big group I stayed with loved it and tons of places to sleep and hang out. Fantastic location by the water and near some good restaurants. Hosts were super responsive. "
United States
Henri E.
The price is ¥156,254
¥261,668 total
includes taxes & fees
Dec 21 - Dec 22
MKE Mansion - Both Wings

Remodeled Home - Steps from Brady Street!

Downtown Milwaukee
10.0 out of 10, Exceptional, (4)
"Enjoyed stay at this nice home "
United States
Eduardo P.
The price is ¥7,664
¥41,491 total
includes taxes & fees
Nov 30 - Dec 1
Remodeled Home - Steps from Brady Street!

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

Wind Lake
9.6 out of 10, Exceptional, (107)
"The property management was great. We all had a wonderful time while we were there."
United States
Anonymous traveler
Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!
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

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:

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Frequently asked questions

Are there vacation rentals in South Milwaukee?

Yes, you can find vacation rentals close to top attractions in South Milwaukee, or you can select a secluded option if you're looking for relaxation. South Milwaukee is known for its riverfront and theaters.

What are some of the best vacation rentals in South Milwaukee?

17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18: This vacation home rental near South Milwaukee offers an indoor pool, a fireplace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 7 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.

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.