Photo by Andrew Pain

South Milwaukee Holiday Rentals

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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 AU$318
includes taxes & fees
23 Feb - 24 Feb
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 AU$195
includes taxes & fees
18 Feb - 19 Feb
Kasa Westown Milwaukee

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

9.8 out of 10, Exceptional, (196)
"Great property"
The price is AU$764
includes taxes & fees
10 Mar - 11 Mar
Seven Acre Estate, Fishing Pond, Events! Winter Discounts! Weddings, Heated pool

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 AU$212
includes taxes & fees
19 Feb - 20 Feb
Prospect

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 AU$255
includes taxes & fees
17 Feb - 18 Feb
The Malt House

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

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 AU$1,331
includes taxes & fees
17 Feb - 18 Feb
Sleeps up to 30 people comfortably, there's karaoke pool table and so much more.

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

Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!

9.8 out of 10, Exceptional, (19)
"Charming historical area with plenty of street parking. This unit was spacious, smartly renovated and clean. We would stay here again and recommend to others.again. "
The price is AU$894
includes taxes & fees
17 Feb - 18 Feb
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!

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 AU$461
includes taxes & fees
23 Feb - 24 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 AU$853
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 AU$2,418
includes taxes & fees
17 Feb - 18 Feb
MKE Mansion - Both Wings

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 AU$263
includes taxes & fees
17 Feb - 18 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

Brew City Boho - Wauwatosa

10.0 out of 10, Exceptional, (19)
"We had a short visit in October and this place was great. Impossibly clean, well decorated, and had everything we needed for our family. So convenient to have grocery stores a block away. 68th street is a busier road, but only at morning and evening commute times. It was otherwise pretty quiet and made for easy access to the rest of the city. Would definitely stay here again!"
Brew City Boho - Wauwatosa

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 AU$629
includes taxes & fees
17 Feb - 18 Feb
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

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 AU$669
includes taxes & fees
1 Mar - 2 Mar
207- Luxury 3rd Ward Condo - w/ parking / exec/ family

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

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 AU$575
includes taxes & fees
17 Feb - 18 Feb
Downtown Eastside gem near Fiserv Forum Water St Brady St

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
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

Saint Kate - The Arts Hotel

4.0 star property
9.8 out of 10, Exceptional, (2215)
"Great location and amenities "
The price is AU$240
includes taxes & fees
16 Mar - 17 Mar
Saint Kate - The Arts Hotel

Hyatt Place Milwaukee Airport

3.0 star property
9.0 out of 10, Wonderful, (1013)
"Love this location. Never disappoints "
The price is AU$154
includes taxes & fees
2 Mar - 3 Mar
Hyatt Place Milwaukee Airport

The Pfister Hotel

4.5 star property
9.6 out of 10, Exceptional, (1612)
"I love the Pfister for its historical appeal and friendly staff. Club Blu is a wonderful aspect of the hotel. The view from our room was amazing, a little bit of city and a little bit of water. "
The price is AU$280
includes taxes & fees
2 Mar - 3 Mar
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?

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