Holiday rentals in South Milwaukee

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Top-rated holiday rentals in South Milwaukee

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Home in Racine

4.91 out of 5 average rating, 216 reviews

“Rustic Farmhouse Retreat” at a working farm

A charming little farmhouse filled with antiques & eclectic artwork from all over the world. It is situated in the middle of a working farm that raises a plethora of exotic fruits, vegetables, shiitake mushrooms, and flowers for local gourmet restaurants. The house interior has a unique design decorated with beautiful hand crafted stonework accented with exotic driftwood trim from old wooden shipwrecks. Try our outdoor Neapolitan wood fired oven for the best pizza ever. A truly unique getaway!

6–13 May

₹12,029 per night

Guest favourite

Home in Milwaukee

4.95 out of 5 average rating, 133 reviews

Bay View Beau - Near 3rd Ward, Summerfest, Fiserv

Beautifully appointed 2 bedroom, 1 bath with all of the comforts of home! Fast internet, private space, great for remote working. Lower unit in duplex, built in 1906, has been lovingly updated to reflect current design sensibilities while preserving the house’s historic character. Perfect for groups or a couple that wants to stretch out. Great location, next to Humboldt Park and short walk to all that Bayview has to offer. Short drive to 3rd Ward, Fiserv, Festival Park. Sorry No Parties please.

4–11 May

₹12,838 per night

Guest favourite

Flat in Milwaukee

4.89 out of 5 average rating, 193 reviews

Bay View Historic Home-1/2 block from Lake

This old Victorian home is perfect for an urban experience with the charm of an old home. A 1/2 block from the lake, the location offers lakefront walks in the heart of Milwaukee's trendiest neighborhood. Around the corner is an Italian grocery, Indy music venue, and numerous trendy restaurants. Downtown attractions are 10 minutes away by car & easilyaccessible by bus. Here's a link to a very fast moving video tour of the neighborhood: https://www.visitmilwaukee.org/neighborhoods/bay-view/

1–8 Nov

₹6,725 per night

Superhost

Home in Cudahy

4.8 out of 5 average rating, 100 reviews

Make Yourself At Home! Close to Lake & Airport!

I want you to be able to do things here that you can't do in a hotel. If you're grillilng out, having a bonfire or watching movies all night long, you can turn up that volumn as loud as you want all night long! I posted my listing under "entire home" as you do get so much more than just renting "a room". When I have guests I stay in my office or bedroom so my guests feel more comfortable utalizing entire home & yard. In fact, if you don't ask for breakfast, you may not even see me at all.

10–17 Oct

₹6,484 per night

Guest favourite

Flat in Milwaukee

4.96 out of 5 average rating, 660 reviews

Beautiful Bay View MKE Flat - w/parking!

This is a bright, sunny apartment on the upper level of a sweet little 1870's "Polish Flat" in the heart of Bay View, one of the city's most desirable neighborhoods! We are just steps away from some of Milwaukee's best restaurants, bars, taprooms, boutiques and coffee shops. The space features an efficiency kitchenette, living room, beautiful bedroom and renovated bathroom with walk-in shower! Close to East Side, Walker’s Point, Historic Third Ward, Summerfest, Mitchell Park and the airport.

16–23 Jun

₹12,704 per night

Guest favourite

Guest suite in Racine

4.91 out of 5 average rating, 239 reviews

Racine theme Airbnb at the Red Birch on Erie

Home is set in a quiet neighborhood with a working vegetable farm for a backyard where deer, squirrels, geese and birds entertain. You will enjoy unobstructed, amazing sunsets along with Racine themed artwork and memorabilia, all retro and eclectic in design. It's a short walk to the Lake Michigan shoreline and just minutes away from downtown and the finest beaches! You're host has props from his Old Times photo studio that are available for photography on the grounds in special settings.

8–15 May

₹11,892 per night

Superhost

Flat in Milwaukee

4.85 out of 5 average rating, 213 reviews

Lakeside Beauty

Stunning lower duplex on Lake Michigan in beautiful Bay View WI. Exceptionally large 2 bedroom unit boasts back yard overlooking Lake Michigan with fire pit for cozy evening fires. Unit is a mix of new and classic vintage. Walking distance to South Shore Yacht Club, South Shore Terrace Beer Garden, Award Winning restaurants, a unique European grocery store, and the second largest Farmer's Market in the state. Seven minutes to downtown Milwaukee. Owner lives upstairs. Two bikes available.

2–9 Oct

₹10,955 per night

Guest favourite

Townhouse in Milwaukee

4.94 out of 5 average rating, 363 reviews

Vintage Bay View - Big Backyard, Big 1 Bedroom

Welcome to your Milwaukee getaway! Located in the Bay View area, you're walking distance from the best farm-to-table restaurants, music venues, art fairs, and craft beer in the city. Not only that, but Lake Michigan's beaches, Miller Park, and downtown are a short drive away. The location is ideal. The place was created with a 70's midwestern feel, with wood-paneled furniture pieces and mod design. It also boasts a giant kitchen and backyard with grill. We can't wait for you to visit!

24–31 May

₹7,036 per night

Guest favourite

Home in Oak Creek

4.9 out of 5 average rating, 49 reviews

Spacious Ranch Home Oak Creek close to Airport

Chalet style ranch home is fully furnished and offers 2400 square feet of private usable space. The 3 bedrooms, living room, dining room, family room, 1 1/2 bathrooms, kitchen, and kitchen table area are all located on one floor. You will love waking up in the morning in this quiet suburban neighborhood and looking out the many windows at the park across the street. Close to the heart of Oak Creek Drexel Town Square, 4.6 miles from the airport, & 15 minutes from Downtown Milwaukee.

1–8 Mar

₹12,470 per night

Guest favourite

Guest suite in Cudahy

4.94 out of 5 average rating, 69 reviews

RARE Private Butler’s Suite in Historic Home

Luxurious, Industrial, historical. Sherlock Holmes meets Restoration Hardware. Declared a historical landmark, the home was built in 1892 and owned by the architect who designed the township of Cudahy. It is one of the last remaining remnants of the era. The room itself was a former speakeasy during prohibition times. 10 minutes from the airport. 12 minutes from downtown Milwaukee. A short walk to Lake Michigan and Sheridan Park. Plenty of coffee shops and restaurants around.

19–26 Dec

₹6,149 per night

Guest favourite

Guest house in Racine

4.9 out of 5 average rating, 189 reviews

Charming log cabin in the woods

This log cabin is an old hunting lodge. It is rustic, charming and quaint, nestled in the woods of Wisconsin and next to a tranquil pond. The location is close to the Johnson Park golf course and 5 miles from the beautiful Lake Michigan shore. It is a perfect place to relax, write or escape from the stress of life. In the winter a 4-wheel drive vehicle is necessary to reach the site. Please note: bathroom facilities are a close walk away. Heating from wood stove only.

30 Sep – 7 Oct

₹8,460 per night

Guest favourite

Flat in Milwaukee

4.94 out of 5 average rating, 285 reviews

Chic King Suite in the Heart of Downtown Milwaukee

The hotel in downtown Milwaukee offers a modern and comfortable stay. With spacious rooms and suites, it provides a welcoming retreat for both business and leisure travelers. Its central location allows easy access to the city's attractions, dining, and entertainment. Guests can relax in well-appointed rooms with modern amenities. A fitness center, restaurant, and bar enhance the guest experience. This Milwaukee hotel promises a memorable stay in the heart of the city.

3–10 May

₹7,684 per night