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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, 987 reviews
"Great room and location!"
The price is AU$290
includes taxes & fees
7 July - 8 July
The Plaza Hotel
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events Allowed! Read Description
9.8 out of 10, Exceptional, 181 reviews
"This is the second time we stayed at The Retreat. LOTS of space inside and out for our family to gather. Kids age 3-10 could not get enough of the heated pool and the adults especially enjoyed the hot tub. We added an 'exrra' and had a small family reunion one of the afternoons and the place was perfect for this. Game room such a bonus when it rained. We didn't need to leave the property but some checked out 7 Mile Fair. Communication with the owner was timely. I'm sure the family will vote to...
The price is AU$1,423
includes taxes & fees
30 June - 1 July
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events Allowed! Read Description
Kasa Westown Milwaukee
4.0 star property
9.0 out of 10, Wonderful, 45 reviews
"Stay was good but had some plumbing issues. Had to plunge toilet twice, when it really wasn't necessary; sink in bathroom had draining problems too. Other than that, property was good. "
The price is AU$251
includes taxes & fees
19 June - 20 June
Kasa Westown Milwaukee
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Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
9.8 out of 10, Exceptional, 301 reviews
"We came to visit friends and go to six flags.Perfect distance to all attractions plenty to do with entire family. Great fishing and quality family time."
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
Step right up, step right up! Welcome to the grand, the unique, the unparalleled
9.8 out of 10, Exceptional, 57 reviews
"We absolutely loved the house; the fireplaces, the little nooks & crannies, the woodwork, the pocket doors. It was fun enough just walking around and experiencing such a great space. The bedrooms were all super spacious and the beds comfortable. Not to mention the kitchen and rec room basement which were super functional. This house was the perfect place to hang with some friends and we made a lot of memories in the house. The neighborhood is also beautiful and you’re just a quick walk from Lake...
Step right up, step right up! Welcome to the grand, the unique, the unparalleled
Unique and Charming Private Quarters
10.0 out of 10, Exceptional, 35 reviews
"This home far exceeded my expectations. Not only was it comfortable, it is beautifully furnished. it was also a very relaxing place to stay and Sandra could not have been a better hostess."
The price is AU$164
includes taxes & fees
24 June - 25 June
Unique and Charming Private Quarters
10min to DT + Fire Pit + Home Gym + Shuffleboard
10.0 out of 10, Exceptional, 8 reviews
"This property truly had it all! During our stay we played both indoor and outdoor games, used the fire-pit with the wood provided, and even grilled outside! It was the perfect Vrbo to celebrate a family members graduation. Also, the host was very accommodating during our staycation, allowing us to set-up the graduation decorations prior to the check-in time. We will certainly try to rent this property again in the future! Highly recommend to anyone visiting the Milwaukee area!"
The price is AU$699
includes taxes & fees
18 June - 19 June
10min to DT + Fire Pit + Home Gym + Shuffleboard
Eclectic, Stylish, and Cozy Milwaukee Unit!
10.0 out of 10, Exceptional, 5 reviews
"Beautiful, Spacious, Plenty of place to relax and hang out."
The price is AU$597
includes taxes & fees
25 June - 26 June
Eclectic, Stylish, and Cozy Milwaukee Unit!
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft
10.0 out of 10, Exceptional, 219 reviews
"We stayed here for our family vacation in Kenosha - 7 adults and a 5 year old. The house was a well-appointed and had lots of room for us all to gather in one place or spread out if we wanted to. Good location near restaurants, groceries, etc. Loved the view of Lake Michigan and we were just a short drive to an accessible beach. Owner Dan was easy to work with and responsive. Everyone had a great time!"
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft
Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI
9.8 out of 10, Exceptional, 220 reviews
"The property is as advertised and was what we expected. Our stay was a little wonky, as we arrived right after there had been a significant roof drain issue that caused what appeared to be pretty serious water damage to ceilings and walls in a couple of rooms. The owners Joan and Steve clearly had been working frantically to get things habitable for our stay. They made us feel very welcome and things in the house worked fine, but in hindsight I wonder whether the delay to remediation caused by...
Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI
Urban Oasis minutes to Fiserv, Summerfest & more
9.8 out of 10, Exceptional, 9 reviews
"Our group consisted of two couples in their early 50s - we were in town for a Lakefront Brewery tour and some time in the Third Ward. The place was a great location for being near the brewery and a few other places to grab a cocktail. The Uber ride to the Third Ward from the place was less than 10 minutes, which was convenient. The neighborhood was pretty quiet, and we walked to a coffee shop and a small farmers market on Sunday morning. It was a very nice place, parking was not an issue, and...
The price is AU$379
includes taxes & fees
19 June - 20 June
Urban Oasis minutes to Fiserv, Summerfest & more
Sleeps up to 30 people comfortably, there's karaoke pool table and so much more.
8.8 out of 10, Excellent, 8 reviews
"We had a wonderful time during our stay here. Our group had 25 people and everyone had a place to sleep that was not on the floor. Barbara was very responsive and answered all of our questions. Highly recommend staying here!"
The price is AU$1,276
includes taxes & fees
16 June - 17 June
Sleeps up to 30 people comfortably, there's karaoke pool table and so much more.
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!
10.0 out of 10, Exceptional, 4 reviews
"We enjoyed our stay. The location was perfect and comfortable for 6 adults."
The price is AU$818
includes taxes & fees
17 June - 18 June
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!
15 minutes to anywhere in and around Milwaukee.
10.0 out of 10, Exceptional, 16 reviews
"Centrally located in a quiet neighborhood, this is a great place to stay while visiting Milwaukee. Clean and well-stocked, it provided everything we needed. We were greeted by our host and made to feel very welcome. Communication was great and thorough, including a sheet listing area restaurants and attractions. Would love to stay here again!"
The price is AU$251
includes taxes & fees
16 June - 17 June
15 minutes to anywhere in and around Milwaukee.
Stunning/River View Brady St Home! Loaded w Extras
9.6 out of 10, Exceptional, 49 reviews
"Great spot! Walked over to Lakeshore Brewing and then easy walk downtown for dinner and to show. We are all slim folks, the beds are small for 2 adults, but not an issue for our sizes. Nice quiet place."
The price is AU$608
includes taxes & fees
18 June - 19 June
Stunning/River View Brady St Home! Loaded w Extras
Booth Upper · Amazing view, Modern Space
10.0 out of 10, Exceptional, 26 reviews
"Awesome area to have a fun time in MKE without need for vehicle"
Booth Upper · Amazing view, Modern Space
Cozy 5-Bedroom Home in Milwaukee
10.0 out of 10, Exceptional, 1 review
"Very clean. Very spacious. Great location. Only issue only one bathroom. If you’re okay with that it’s a perfect place. A lot of space and many food options in walking distance close to the airport."
The price is AU$578
includes taxes & fees
30 June - 1 July
Cozy 5-Bedroom Home in Milwaukee
Spacious Walkers Point Gem in Central Milwaukee
10.0 out of 10, Exceptional, 3 reviews
"Stylishly decorated, great space for a big group."
Spacious Walkers Point Gem in Central Milwaukee
Nice three 3 bedroom unit with free parking and wi-fi
7.2 out of 10, Good, 12 reviews
"The place was clean but old. Not enough dishes, toilet paper, no paper towels. There was wash cloths and towels but they were put up very high we didn’t find them until it was time to leave but over all it was a great place to lay our heads and we thank the owner My recommendation is to paint and update unit to look bright and sleek and to get a toilet for tall people. My mom had a hard time sitting on the low toilet so did I. Overall it served it’s purpose"
The price is AU$308
includes taxes & fees
30 June - 1 July
Nice three 3 bedroom unit with free parking and wi-fi
MKE Mansion - Both Wings
9.6 out of 10, Exceptional, 5 reviews
"The spot worked out great for our large group. Everyone had a comfortable spot to sleep. Communication with host was great and the location couldn’t be better."
The price is AU$1,500
includes taxes & fees
16 June - 17 June
MKE Mansion - Both Wings
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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.

Other types of properties in South Milwaukee you may be interested in

The Pfister Hotel
4.5 star property
9.4 out of 10, Exceptional, 1,335 reviews
"Excellent!"
The price is AU$294
includes taxes & fees
3 July - 4 July
The Pfister Hotel
Saint Kate - The Arts Hotel
4.0 star property
9.8 out of 10, Exceptional, 1,713 reviews
"Nice spot "
The price is AU$297
includes taxes & fees
17 June - 18 June
Saint Kate - The Arts Hotel
Hyatt Regency Milwaukee
4.0 star property
8.2 out of 10, Very good, 1,175 reviews
"Good location"
The price is AU$164
includes taxes & fees
30 June - 1 July
Hyatt Regency Milwaukee
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.

Everything you need to know about South Milwaukee holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the South Milwaukee holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect South Milwaukee holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

South Milwaukee holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South Milwaukee. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A South Milwaukee holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of South Milwaukee holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on South Milwaukee rentals

At Expedia, we put the best South Milwaukee holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top South Milwaukee rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream South Milwaukee holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around South Milwaukee. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River: This holiday home rental outside of South Milwaukee is located on the waterfront, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 American Family Field.

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.

Recent reviews of South Milwaukee properties
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