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, (1061)
"Great, parking was very convenient "
The price is €193
includes taxes & fees
2 Mar - 3 Mar
The Plaza Hotel

Kasa Westown Milwaukee

4.0 star property
9.0 out of 10, Wonderful, (68)
"Excellent location for our family. Will return!"
The price is €116
includes taxes & fees
24 Feb - 25 Feb
Kasa Westown Milwaukee

Seven Acre Estate, Fishing Pond, Events! Winter Discounts! Weddings, Heated pool

9.8 out of 10, Exceptional, (196)
"Stayed here for one night, the place was very nice and clean. Hot tub was great too! Robert was a helpful and kind host! "
The price is €471
includes taxes & fees
10 Mar - 11 Mar
Seven Acre Estate, Fishing Pond, Events! Winter Discounts! Weddings, Heated pool

The Malt House

4.0 star property
9.0 out of 10, Wonderful, (2)
"Amazing property/location! Surrounding neighborhood and ambiance is very cool. Not a very upscale property/bedding/furniture. However, a fine tradeoff for price and ambience. The parking access during winter is also a nice touch"
The price is €157
includes taxes & fees
24 Feb - 25 Feb
The Malt House

Prospect

3.0 star property
8.0 out of 10, Very good, (3)
"The lodging was just what I needed for my short stay. The only problem I experienced (which is a very important to me) was the in ability to control the heating. Its either on or off. When its off, it's going to get super cold and when its on, it will get super hot and uncomfortable. I had to open the window often to cool of. "
The price is €125
includes taxes & fees
26 Feb - 27 Feb
Prospect

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

10.0 out of 10, Exceptional, (233)
"This property is a TRUE GEM! The views and open-spaced layouts are amazing. The amenities are countless and plentiful; all that you'd want. No matter the season, this is a must stay. Everything was beautiful, clean, organized, well communicated, and just plain easy. A exemplary. Awesome Host. I will definitely be returning every year! "
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft

Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!

9.8 out of 10, Exceptional, (20)
"Excellent location, great gathering space, quiet neighbors, easy parking- we had a great time!"
The price is €549
includes taxes & fees
24 Feb - 25 Feb
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!

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

9.8 out of 10, Exceptional, (330)
"This was the perfect fit for our annual mother/daughter/sister weekend away. Having 2 bathrooms was great with 7 women. We had a nice time and enjoyed our stay. An additional mirror in room or the living room would be a nice addition. Thanks for having us!"
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

9.8 out of 10, Exceptional, (19)
"This home was so welcoming and easy to stay at! Without fuss, I cooked up groceries we bought and walked the dog to a near by park. After dinner we took a short drive to play darts and were welcomed by the neighborhood bar as if we were locals. When my husband snored too loud, the additional guest rooms were just as comfortable as the master. The sweet sitcom decor reminds you to appreciate the history you can still feel in the home; the backyard was wonderful and secure; the kitchen made sense...
The price is €283
includes taxes & fees
24 Feb - 25 Feb
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

Lake Michigan Waterfront Designer Villa

9.8 out of 10, Exceptional, (7)
"From the moment I walked in, everything was perfect! The view, the accommodations, the space! Everything was what I needed to enjoy my time. My friends each had a bed/room to sleep in comfortably. I couldn't have asked for a better weekend! Would definitely rent again in the future! "
The price is €525
includes taxes & fees
18 Mar - 19 Mar
Lake Michigan Waterfront Designer Villa

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 €1,491
includes taxes & fees
24 Feb - 25 Feb
MKE Mansion - Both Wings

Newly Remodeled Home!! Five minutes from Downtown Milwaukee

8.4 out of 10, Very good, (39)
"Very nice property for the area. Close to downtow mke. Has everything you need and was very comfortable and cozy. Definitely would recommend and come again."
The price is €190
includes taxes & fees
24 Feb - 25 Feb
Newly Remodeled Home!! Five minutes from Downtown Milwaukee

15 minutes to anywhere in and around Milwaukee.

10.0 out of 10, Exceptional, (32)
"I recently stayed at this VRBO while attending a concert, and it was an amazing experience! The location was perfect, just a short distance from the venue, making it super convenient. The property itself was clean, well-maintained, and had all the amenities we needed for a comfortable stay. The host was very responsive and helpful, ensuring we had everything we needed. I would definitely recommend this place to anyone visiting the area for a concert or any other event. It truly made our trip...
The price is €162
includes taxes & fees
24 Feb - 25 Feb
15 minutes to anywhere in and around Milwaukee.

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

9.6 out of 10, Exceptional, (233)
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Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

Barn! B-Ball Court/Mini Golf/Sports Bar/Tiki Bar/Theater/Arcade/Hot Tub/Fire Pit

10.0 out of 10, Exceptional, (8)
"Awesome place today that you don’t need to leave. Plenty of activities and a great space for multiple families to stay."
Barn! B-Ball Court/Mini Golf/Sports Bar/Tiki Bar/Theater/Arcade/Hot Tub/Fire Pit

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

9.6 out of 10, Exceptional, (93)
"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!

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

9.4 out of 10, Exceptional, (56)
"Very nice house and location, clean and nice neighborhood. Only downfall I that I feel as if is the listing is inaccurate for 10 people to sleep there. It does not sleep 10 people comfortably. The couch is small (2 cushions) and supposed to count as a bed. It would be nice if it was a pull out couch with a bed. And, there are 3 top mattresses stuffed in a closet that are supposed to be used for beds. This may work for children to throw them on the floor to sleep, but for adults, an actual bed...
The price is €387
includes taxes & fees
24 Feb - 25 Feb
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

Spacious Walkers Point Gem in Central Milwaukee

9.6 out of 10, Exceptional, (14)
"The location was excellent if you don't mind a short walk. Plenty of cool spots around for coffee, food, and drink. The house itself was spotless and comfortably slept 8 adult men. Rey was a great host, communicative and responsive. Overall, an entirely positive experience."
Spacious Walkers Point Gem in Central Milwaukee

207- Luxury 3rd Ward Condo - w/ parking / exec/ family

9.8 out of 10, Exceptional, (14)
"Convenient location, walkable distance to river walk, shore parks, shopping, restaurants, museums. "
The price is €361
includes taxes & fees
1 Mar - 2 Mar
207- Luxury 3rd Ward Condo - w/ parking / exec/ family

Downtown Eastside gem near Fiserv Forum Water St Brady St

9.0 out of 10, Wonderful, (25)
"We had a quick trip in town so weren't around for long but the place fit what was online and what we needed. The host was incredibly responsiveness and great to work with. "
The price is €354
includes taxes & fees
24 Feb - 25 Feb
Downtown Eastside gem near Fiserv Forum Water St Brady St
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

The Pfister Hotel

4.5 star property
9.6 out of 10, Exceptional, (1603)
"Beautiful property"
The price is €167
includes taxes & fees
24 Mar - 25 Mar
The Pfister Hotel

Saint Kate - The Arts Hotel

4.0 star property
9.8 out of 10, Exceptional, (2216)
"We had a wonderful time at the Saint Kate. The front desk staff were exceptionally helpful. I would recommend the Saint Kate to anyone traveling to Milwaukee, and I would definitely stay there again."
The price is €146
includes taxes & fees
16 Mar - 17 Mar
Saint Kate - The Arts Hotel

Crowne Plaza Milwaukee South by IHG

3.5 star property
8.2 out of 10, Very good, (1002)
"Stayed for a short 1-night visit. Staff were friendly and rooms were clean. Very convenient location right off the highway. "
The price is €85
includes taxes & fees
2 Mar - 3 Mar
Crowne Plaza Milwaukee South by IHG
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?

The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft: This holiday home rental outside of South Milwaukee is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 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 garden, a pool table and 1 hot tub 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 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.