Vacation rentals in South Milwaukee

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Top-rated vacation rentals in South Milwaukee

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Guest favorite

Guest suite in Milwaukee

4.93 out of 5 average rating, 160 reviews

Mid-Century Inspired Upper Apartment in Bay View

Step through the carpeted private entrance of this 2nd floor home, and into a mid-century interior with a modern twist. Eye-catching touches include the collection of retro radios that give it its name, stylish decor and a subway-tiled bathroom. This cozy apartment is decorated in a mid-century theme with a modern twist. It's on the second floor of a duplex. You will have your own carpeted entrance located in the back of the property. There is an additional front room dedicated for entertaining. It includes a few games, a vintage stereo and a bar cart for mixing cocktails (sorry, cocktails not include). Will greet you on arrival if available or requested. Stroll to nearby coffee and brunch spots from this property. Less than a block away is a freeway on-ramp, making it a very convenient location for traveling anywhere in the city, including the Fiserv Forum. A bus line to and from the airport is also less than a block from here. 7-minute drive to Summerfest 9-minute drive to the Harley Davidson Museum 10-minute drive to Miller Park The Green Line bus route is less than one block from the house and runs from the airport, through the third ward, through downtown and up to Bay Shore. It connects with many other lines that will conveniently get you to pretty much wherever you need to go. Lyft and Uber are widely used and rather affordable throughout the city. Stroll to nearby coffee and brunch spots from this property. Less than a block away is a freeway on-ramp, making it a very convenient location for traveling anywhere in the city. A bus line to and from the airport is also less than a block from here.

Jan 20 – 27

ﺩ.ﺇ419 per night

Guest favorite

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!

Jun 23 – 30

ﺩ.ﺇ561 per night

Guest favorite

Guest suite in Milwaukee

4.88 out of 5 average rating, 203 reviews

Vibrant 2BR Hillside Hideaway in charming Bay View

2nd floor of 1921 duplex in Milwaukee's lively Bay View neighborhood. Walk to restaurants or take a short bike ride or car ride to local well-loved taverns. Downtown is a 5 minute ride on the highway. 2 bedrooms, a cozy living room, and an eat-in kitchen. Beautiful Lake Michigan and multiple award-winning Milwaukee County Parks nearby offer year-round scenic walks, and seasonal farmers markets, ice skating and live music. Close enough to the action of the city with the comfort of a quiet street.

Sep 29 – Oct 6

ﺩ.ﺇ337 per night

Guest favorite

Condo in Milwaukee

4.99 out of 5 average rating, 172 reviews

Bay View - Lake View on the Park w/Secret Lounge

Our 3 bedroom parkside condo in a beautiful historic renovated home is unique, peaceful, and near everything Bay View has to offer. Enjoy views of Lake Michigan from the front porch and dining room. Secret Vintage Lounge downstairs with antiques from all over the world is the perfect unique space - there is nothing else like this in Milwaukee! This 1st floor condo has perfect proximity to South Shore Park on Lake Michigan - Just a minute walk away from South Shore Beach and a lakefront trail.

Jan 27 – Feb 3

ﺩ.ﺇ478 per night

Guest favorite

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.

Jun 6 – 13

ﺩ.ﺇ613 per night

Guest favorite

Apartment 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/

Nov 6 – 13

ﺩ.ﺇ296 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.

Feb 17 – 24

ﺩ.ﺇ196 per night

Guest favorite

Apartment 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.

Jun 14 – 21

ﺩ.ﺇ509 per night

Guest favorite

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.

May 7 – 14

ﺩ.ﺇ523 per night

Superhost

Apartment 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.

Oct 2 – 9

ﺩ.ﺇ482 per night

Guest favorite

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!

May 23 – 30

ﺩ.ﺇ309 per night

Guest favorite

Guesthouse 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.

Jul 6 – 13

ﺩ.ﺇ372 per night