Photo by Andrew Pain

Holiday Rentals in South Milwaukee

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Holiday Rentals in South Milwaukee

The Plaza Hotel

3.0 star property
8.6 out of 10, Excellent, (1050)
"Cool little hotel! Old style building but clean and well maintained! Really great, quiet stay!!"
The price is €181
includes taxes & fees
1 Dec - 2 Dec
The Plaza Hotel

Kasa Westown Milwaukee

4.0 star property
9.0 out of 10, Wonderful, (64)
"Loved it very clean and beautiful room most definitely coming back"
The price is €101
includes taxes & fees
1 Dec - 2 Dec
Kasa Westown Milwaukee

Heated Pool, Hot Tub, Fishing Pond, Game Room, Events!! Fall Discounts! Weddings

9.8 out of 10, Exceptional, (193)
"Me and 9 of my friends rented this space it was very affordable for all the amenities that it came with. Robert was very responsive to messaging before and during our stay. The property is huge and built for all kinds of activities. Can’t wait to book again! "
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events!! Fall Discounts! Weddings

Charming Riverwest Retreat

9.4 out of 10, Exceptional, (16)
"Which the property had off street parking. The kitchen did not have pot-holders and tissues. Nice property."
Charming Riverwest Retreat

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

10.0 out of 10, Exceptional, (321)
"Great house for being in the lake. Has a nice backyard that is fenced in and was perfect for our dogs. "
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River

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

10.0 out of 10, Exceptional, (231)
"I booked this property for a reunion with some old friends, with the intention that we would be spending a lot of time hanging out. This property was perfect for that -- lots of beds and bathrooms. A beautiful view of the lake from the main living area and two of the bedrooms. Lots of amenities/activities including a pool table, ping pong, a fire pit, etc. But perhaps the best feature was the openness of the kitchen/dining room/pool table/family room, which meant that you feel connected to...
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft

Step right up, step right up! Welcome to the grand, the unique, the unparalleled

9.8 out of 10, Exceptional, (67)
"The house was very roomy and lots of places to hang out with family and friends. It was awesome that it was close to the lake. The owner had forgotten we were coming and didn’t have the refrigerator cleaned out and our check-in process was a little awkward because we didn’t have the keypad information. "
Step right up, step right up! Welcome to the grand, the unique, the unparalleled

Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!

10.0 out of 10, Exceptional, (14)
"The property was a good place to stay at! I will say it was what we needed for everyone to stay and have a place to sleep. The only issue with was trying to fit a vehicle in the garage. We took my friends Tahoe and it was a tough spot to fit in the garage, which we can tell it’s meant for smaller vehicles. And there were a pair of eyelashes set out on the coffee table. But overall for anyone with a bigger family or group of friends that need somewhere to stay I would recommend this location!"
The price is €522
includes taxes & fees
1 Dec - 2 Dec
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!

Sleeps up to 30 people comfortably, there's karaoke pool table and so much more.

8.0 out of 10, Very good, (9)
"We were unable to check in until several hours after the check in time due to a plumbing issue the host did not proactively communicate about. Host did not use the entry keypad code they requested we set. The listing indicated 7 bedrooms for a total of 2 king beds, 1 queen, 10+ twin beds, and additional futons. On arrival there was only 1 double bed, 10 twin beds, a couple of futons. We had to make alternate accommodations for half our group. The host did not respond to outreach at all the first...
The price is €827
includes taxes & fees
26 Nov - 27 Nov
Sleeps up to 30 people comfortably, there's karaoke pool table and so much more.

Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI

9.6 out of 10, Exceptional, (232)
"Communication with the property manager was excellent. Fabulous opportunity to experience a FLW home. The property could be challenging for seniors because there are no handrails associated with the steps in and outside the house."
Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI

Urban Oasis minutes to Fiserv, Summerfest & more

8.8 out of 10, Excellent, (13)
"Great location, lovely, plant-filled space. Bummer that the shampoo and soap were empty in bathroom and there was nothing complimentary in kitchen beyond salt and pepper. Coffee filters, but no coffee or tea or anything. Very minimalist. Clean a d super comfortable."
The price is €231
includes taxes & fees
26 Nov - 27 Nov
Urban Oasis minutes to Fiserv, Summerfest & more

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

9.6 out of 10, Exceptional, (53)
"Home was large and well appointed. Great central location for all the Milwaukee activities we did. "
The price is €394
includes taxes & fees
26 Nov - 27 Nov
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

Booth Upper · Amazing view, Modern Space

10.0 out of 10, Exceptional, (35)
"Loved everything about this place. Spacious, nice, well stocked, great view of the city. Really liked how it was close enough to the city to get there in 10 minutes, but far enough to have some quiet and privacy. Not sure if I’ll ever visit Milwaukee again but I will definitely look for this place again if I do."
Booth Upper · Amazing view, Modern Space

Nice three 3 bedroom unit with free parking and wi-fi

6.0 out of 10, (18)
"Could use updated, but was clean and comfortable."
The price is €198
includes taxes & fees
30 Nov - 1 Dec
Nice three 3 bedroom unit with free parking and wi-fi

15 minutes to anywhere in and around Milwaukee.

10.0 out of 10, Exceptional, (29)
"Each summer two of my adult children and I go on a baseball excursion to a baseball stadium we haven't been to before. This was walking distance from American Family Park. Our hosts were friendly and helpful and our stay was comfortable. We had easy access by car to restaurants and entertainment venues. It was a great place to stay., "
15 minutes to anywhere in and around Milwaukee.

MKE Mansion - Both Wings

9.8 out of 10, Exceptional, (12)
"The house is exactly as listed. There were some small functional issues with the house that the landlord responded to immediately. All around great stay. "
The price is €1,464
includes taxes & fees
22 Dec - 23 Dec
MKE Mansion - Both Wings

Walker's Point House Near Downtown Milwaukee

9.8 out of 10, Exceptional, (31)
"We were all very pleased with the property and the owner was very helpful. "
Walker's Point House Near Downtown Milwaukee

Safe location lively Wauwatosa and within 10 min of what Milwaukee has to offer.

9.2 out of 10, Wonderful, (23)
"As listed, clean and perfect communication. Located a short walk from the shops on 68th and Wells, and a short drive to Marquette and downtown Milwaukee. "
The price is €357
includes taxes & fees
23 Dec - 24 Dec
Safe location lively Wauwatosa and within 10 min of what Milwaukee has to offer.

Stunning Lake Michigan Cottage

9.6 out of 10, Exceptional, (25)
"Host was extremely responsive and easy to work with"
Stunning Lake Michigan Cottage

Quaint Three-Bedroom Upper Level Duplex Apartment

9.6 out of 10, Exceptional, (15)
"Unit was good size and clean. Enjoyed our trip!"
Quaint Three-Bedroom Upper Level Duplex Apartment
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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Other types of properties in South Milwaukee you may be interested in

Hilton Milwaukee

4.0 star property
8.2 out of 10, Very good, (1042)
"Was very convenient to be a vendor at the convention center."
The price is €105
includes taxes & fees
22 Dec - 23 Dec
Hilton Milwaukee

Saint Kate - The Arts Hotel

4.0 star property
9.8 out of 10, Exceptional, (1974)
"We loved everything about this hotel. "
The price is €146
includes taxes & fees
16 Dec - 17 Dec
Saint Kate - The Arts Hotel

The Pfister Hotel

4.5 star property
9.4 out of 10, Exceptional, (1542)
"EV chargers are Tesla , if not a Tesla you better bring an adapter. The hotel does not have them."
The price is €167
includes taxes & fees
2 Dec - 3 Dec
The Pfister Hotel
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.

Frequently asked questions

Are there holiday rentals in South Milwaukee?

Yes, there are holiday rentals close to the most popular sights in South Milwaukee, 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?

Heated Pool, Hot Tub, Fishing Pond, Game Room, Events!! Fall Discounts! Weddings: 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.

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 Basilica of Saint Josaphat.

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.