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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, (1108)
"Beautiful renovated hotel in quiet neighborhood. Will stay again. "
The price is AU$294
includes taxes & fees
18 Aug - 19 Aug
The Plaza Hotel

Kasa Westown Milwaukee

4.0 star property
9.0 out of 10, Wonderful, (87)
"Great place to stay! "
Kasa Westown Milwaukee

KLVG - Malt House

4.0 star property
8.8 out of 10, Excellent, (8)
"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$281
includes taxes & fees
30 July - 31 July
KLVG - Malt House

7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

9.8 out of 10, Exceptional, (207)
"Great place to stay! "
The price is AU$1,543
includes taxes & fees
27 July - 28 July
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

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

9.6 out of 10, Exceptional, (240)
"Great property. Great host. "
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

Newly Remodeled Home!! Five minutes from Downtown Milwaukee

8.4 out of 10, Very good, (42)
"Very clean and cozy!"
The price is AU$300
includes taxes & fees
27 July - 28 July
Newly Remodeled Home!! Five minutes from Downtown Milwaukee

17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16

9.0 out of 10, Wonderful, (2)
"We had an excellent family vacation at The Garden of Eden!!"
17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16

KB - Prospec

3.0 star property
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!"
KB - Prospec

Charming 3-bedroom house with AC and WiFi in marvelous Milwaukee

The price is AU$413
includes taxes & fees
6 Aug - 7 Aug
Charming 3-bedroom house with AC and WiFi in marvelous Milwaukee

Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19

9.2 out of 10, Wonderful, (11)
"The boat was super clean, the bed was comfy, the host was communicative, and all the instructions were clear. We enjoyed the onsite hot tub and restaurant, and there’s plenty to do within walking distance as well."
The price is AU$341
includes taxes & fees
30 July - 31 July
Reef Point Marina - Vessel: "Freckled Fin" - East Dock 1, Slip 19

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

10.0 out of 10, Exceptional, (240)
"This house is located on a beautiful cliff over the lake! Our team really enjoyed the openness of the property and everything it comes with. Would recommend!"
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft

Stunning Upscale Retreat - Steps From Everything

9.8 out of 10, Exceptional, (27)
"Great location and super clean property. Highly recommend."
The price is AU$815
includes taxes & fees
31 July - 1 Aug
Stunning Upscale Retreat - Steps From Everything

Downtown Eastside gem near Fiserv Forum Water St Brady St

9.2 out of 10, Wonderful, (33)
"Great location and super comfortable "
The price is AU$513
includes taxes & fees
27 July - 28 July
Downtown Eastside gem near Fiserv Forum Water St Brady St

Quiet House

9.0 out of 10, Wonderful, (2)
"Great stay for attending Summerfest. Short trip to the festival. Place was tidy and comfortable."
The price is AU$379
includes taxes & fees
30 July - 31 July
Quiet House

NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

2.0 star property
9.8 out of 10, Exceptional, (12)
"We stayed here with family and had a great time. The home is lovely and well furnished! Neighborhood safe and close to all the popular spots!"
The price is AU$834
includes taxes & fees
18 Aug - 19 Aug
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

3-bedroom vacation home just a short walk to Lake Michigan

9.4 out of 10, Exceptional, (26)
"We were really looking forward to the stay, and it exceeded our expectations significantly. I appreciate how they turned a small house that could have just been a bit rundown into a very lovely space all around. "
The price is AU$407
includes taxes & fees
11 Aug - 12 Aug
3-bedroom vacation home just a short walk to Lake Michigan

Washington Heights, Private basement room!

2.0 out of 10, (1)
"Booked the property and couldn’t reach the property manager. Didn’t return my emails and when I called number listed on the account it was the wrong number. Grateful that VRBO customer service managed to find me a hotel for the evening while I looked for another place to stay."
The price is AU$173
includes taxes & fees
28 July - 29 July
Washington Heights, Private basement room!

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

2.0 star property
10.0 out of 10, Exceptional, (14)
"We had such a wonderful stay. The host included so many small details that made the house feel like a home. From the toiletries, to list of where everything was, to Carmel apples and Halloween to share with trick or treaters it felt like a such a comfortable space to be. "
The price is AU$606
includes taxes & fees
27 July - 28 July
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Unique Family Home Overlooking Beautiful Wind Lake With 117' Lake Frontage

9.6 out of 10, Exceptional, (116)
"The best place ever we will come back soon 🙂"
Unique Family Home Overlooking Beautiful Wind Lake With 117' Lake Frontage

Three bedrooms upstairs

9.6 out of 10, Exceptional, (66)
"Style is amazing I liked it, good place."
The price is AU$400
includes taxes & fees
27 July - 28 July
Three bedrooms upstairs
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

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?

Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10: This holiday home rental outside of South Milwaukee is located next to a golf course, and has a fireplace, a balcony 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. 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 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.