Holiday houses in South Milwaukee

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in South Milwaukee

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

1 of 1 pages1 / 1
Top Guest favourite
Loft in Walker's Point
4.94 out of 5 average rating, 545 reviews

Clock Tower Loft Close to Key Attractions

This cozy quiet apt is softly illuminated by the full moon face of the Allen-Bradley Rockwell Clock Tower, a beacon in Milwaukee’s hip and historic Walker’s Point. Relax on the balcony and enjoy garden views plus treats & refreshments. Head out on a stroll or Bublr bike to discover great eats, crafted beers & spirits. Close to: HD Museum, Fiserv Forum, AmFam Field, theaters, museums & the lakefront. Welcome solo adventurers, couples & biz travelers! Easy access to Interstate, Airport & Amtrak.

Top Guest favourite
A stylish living room is highlighted by a large window providing views of the park. Two navy blue armchairs and a matching sofa surround a striped coffee table. Rich red carpets and green plants add warmth to the space, complemented by an elegant chandelier above.
Home in Bay View
4.99 out of 5 average rating, 270 reviews

Gorgeous Bayview 2Story Loft w/Upper Deck/Firebowl

Located right on South Shore Park with views of Lake Michigan. Just a 3 minute walk to South Shore Beach and the Oak Leaf Trail, and just a 6 minute drive to downtown Milwaukee. This two story treetop loft occupies the upper two levels of a large historic house and has a large 400 sqft 2nd story deck overlooking the park and lake with a 4' natural gas fire bowl. Also features indoor bioethanol fireplace and full bar with a wine-chiller. The perfect place to kick back and relax with friends!

Guest favourite
A spacious living room features a vintage-inspired green velvet sectional sofa paired with plush pillows. A glass coffee table rests on a soft area rug, with natural sunlight illuminating the room. Decorative plants and a round mirror add to the inviting atmosphere.
Apartment in Bay View
4.94 out of 5 average rating, 893 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.

Top Guest favourite
The living room features a stylish tan sofa accompanied by a textured throw and decorative pillows. A round mirror hangs on the wall, reflecting the room's layout. A light fixture hangs overhead, and colorful artwork is displayed. A modern coffee table is positioned on a striped rug.
Home in Bay View
4.92 out of 5 average rating, 143 reviews

Funky 2BR in Prime Bay View - w/ Parking

Perfectly located on the main strip of KK in MKE's eclectic Bay View directly next to restaurants and bars. Minutes from downtown, Summerfest, art museum. You’ll have the entire first floor of this sunny duplex. Stylishly designed - 2 bedrooms with Casper mattresses, a bright kitchen with seating area, record player, a work space in the master, and a comfy living room with a smart TV. The space has a small backyard area, an in-unit washer & dryer as well as 1 off-street parking space.

Top Guest favourite
An outdoor patio is shown with a red umbrella providing shade over a black table and four metal chairs. A barbecue grill is positioned nearby, with a view of a green lawn and a distant red barn visible in the background.
Home in Racine
4.98 out of 5 average rating, 110 reviews

Farm House Retreat w/ Private Backyard & Garage

Comfort, convenience and country views await you! Relax on the private patio and soak up the beautiful scenery. Minutes from the lakefront, Racine Zoo and short drive to Milwaukee, you'll enjoy this completely updated home. Cook a meal in the fully stocked kitchen and kick back in the comfy family room. Whether you are here to visit family, attend special events or business travel, you'll find everything you need here. And if you're a little country at heart, the view will not disappoint.

Top Guest favourite
A comfortable sectional sofa adorned with colorful throw pillows is positioned around a low wooden coffee table. A projector is set up for viewing, with a light-colored rug adding warmth to the space. Artwork in vibrant hues is displayed on the walls.
Home in Milwaukee
4.93 out of 5 average rating, 157 reviews

Quiet Bay View Getaway

Enjoy this modern, updated 1 bedroom, 1 full bath, private lower suite located across from the airport and just minutes from Lake Michigan, downtown, and trendy Bayview nightlife! Conveniently located less than 2 minutes from multiple freeways! Walking distance to many restaurants and coffee shops. Less than a 9 minute drive to Miller Park, Fiserv Forum, State Fair, and more! Perfect for couples or traveling professionals who want easy access to everything Milwaukee has to offer!

Top Guest favourite
Guest suite in South Milwaukee
4.99 out of 5 average rating, 76 reviews

Historic Hawthorne House

Nestled just steps from Grant Park Beach & Lake Michigan, the scenic Seven Bridges Trail, and the lush Grant Park Golf Course, this unique rental offers a blend of history, charm and comfort. Only a 10 minute drive to Mitchell International Airport and an easy 20 min drive to downtown Milwaukee. Whether you're here to unwind in nature, explore the local parks, enjoy a peaceful lakeside stay, or enjoy the best that Milwaukee has to offer this home has everything you need.

Guest favourite
A dining nook is highlighted, featuring two high-backed black bar stools surrounding a small round table. A wall-mounted sign lists several cities, and natural light filters in through nearby windows, illuminating the wood-like flooring and creating a bright atmosphere.
Home in Cudahy
4.9 out of 5 average rating, 113 reviews

Upgraded! 4BR in Milwaukee near Airport & Downtown

Bring the whole family to this upgraded home with lots of room for fun. Located directly across the street from Warnimont Golf Course & Lake Michigan, this home has plenty to do and see. The large, fenced in yard is perfect for your pets to run around. It's the perfect place to stay in Milwaukee! 12 mins to General Mitchell Airport, 14 mins to downtown, 16 mins to American Family Field and Fiserv Forum, 13 mins to Henry Maier Festival Park.

Top Guest favourite
A spacious bedroom features a white bed adorned with decorative pillows and a textured throw blanket. A striking lion portrait hangs above the bed. Natural light fills the room through a nearby window, with soft curtains partially drawn, complementing the warm brown walls.
Home in Milwaukee
4.95 out of 5 average rating, 242 reviews

Mid-Century Inspired Upper Duplex 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.

Superhost
Home in West Allis
4.94 out of 5 average rating, 269 reviews

Near to all Milwaukee favorites/ Free Parking/WiFi

Make yourself, family or friends at home in this Cozy comfortable upper 2 bedroom, 1 bathroom house with Wisconsin charm! It’s a great location in the city of West Allis just a short drive to everywhere in Milwaukee. I appreciate that you considered my Airbnb listing! Please feel free to contact me on how I can improve your stay. Also, please take a moment to review my house rules. Can wait to host you, thanks!!!

Top Guest favourite
Apartment in Historic Third Ward
4.95 out of 5 average rating, 228 reviews

King Bed Retreat with MKE Views + Parking

Practical conveniences are included to make your stay seamless. Included off-site parking is available nearby, and detailed instructions will be provided before your arrival. High-speed WiFi, secure floors through fob access, and self check-in ensure the experience is smooth and stress-free. The building itself reflects Milwaukee’s industrial roots while offering the safety and comfort that modern travelers expect.

Top Guest favourite
A charming outdoor seating area is featured, with two wicker chairs and a small table adorned with vibrant flowers. A large green umbrella provides shade over the space, while decorative elements add character to the inviting layout.
Apartment in South Milwaukee
5 out of 5 average rating, 73 reviews

music themed Couples getaway hot tub walking paths

Enjoy the cozy fire while relaxing in the hot tub in the private coved patio. Artistic "gallery like" lower apartment is nestled in a beautiful wooded neighborhood just 15 mins from Milwaukee's Downtown. Near by scenic views of the MKE skyline, Hoan Bridge, Summerfest Grounds and steps away from Lake Michigan, golf course and Seven Bridges hiking attraction.

Popular amenities for South Milwaukee holiday rentals