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
The kitchen features dark cabinetry complemented by white subway tile. A farmhouse sink is positioned below a wooden shelf, while appliances include a black refrigerator and a red microwave. A round clock hangs on the wall, adding practicality to the space.
Townhouse in Bay View
4.88 out of 5 average rating, 111 reviews

*CLEAN* Craftsman Lakeside 3 Bedrm Bay View Duplex

**Sparkling Clean** newly renovated historic 100 year old UPPER duplex in the highly desirable South Shore Park neighborhood of Bay View. Resembles northern Wisconsin cabin with all of the creature comforts of being close to the city of Milwaukee. Just a block off the lake/park/beach/restaurants. Super spacious living room & full size dining room with 3 separate bedrooms and a bathroom with two vanities gives all of your guests ample room to be comfortable. Pull out beds avail Sorry, no pets

Guest favourite
A spacious living area features large windows that allow natural light to fill the room. Comfortable seating options include a sofa, armchair, and a sleek glass-top coffee table, complemented by potted plants and decorative wall art.
Apartment in Milwaukee
4.93 out of 5 average rating, 40 reviews

Cozy & Spacious 2BR Upper Unit in heart of MKE

**No Cleaning Fees** Escape to the perfect destination of Milwaukee. Staying in a safe and peaceful residential neighborhood. Guests will have easy access to all the city's attractions and amenities, while enjoying the peace and privacy of a quiet neighborhood. 5 Min MKE Mitchell Int Airport Bayview 8-10 Min Harley Davidson Museum American Family Stadium (Miller Parkway) Fiserv Forum Milwaukee Art Museum Lakefront/Downtown Summerfest Grounds Discovery World 15 Min MKE County Zoo MKE Mile

Guest favourite
Apartment in Bay View
4.94 out of 5 average rating, 423 reviews

Bay View MKE Hideaway - with Parking!

Cozy, inviting, one bedroom apartment in the heart of Bayview, literally steps away from some of Milwaukee's best restaurants, bars and shops! One of two Airbnb guest spaces in our house, this downstairs apartment is our home base when we're in Milwaukee, and we love sharing it with guests when we’re on the road! We are within five minutes of Summerfest grounds and East Side & Historic Third Ward districts, and within 10 minutes of the airport, downtown, Marquette University, and Miller Park.

Top Guest favourite
A spacious living area features a comfortable sofa with colorful throw pillows, paired with a light coffee table on a soft rug. Large windows allow natural light to fill the room, complemented by stylish curtains, while a kitchen area is seen in the background.
Apartment in Milwaukee
4.99 out of 5 average rating, 82 reviews

Stylish 3 - bd place with back yard & free parking

Comfortable 3 bedroom lower unit in a duplex, with fenced in back yard and patio. Make our apartment your home-away-from-home, while visiting Milwaukee for either business or leisure. Its three bedrooms comfortably sleep six people. Fully equipped kitchen encourages in-home cooking. There is onsite laundry and two free parking spaces . We are close to hospitals, downtown with its professional buildings, shopping, restaurants and parks. Perfect home for long-term temporary work assignments.

Guest favourite
A spacious back yard overlooks Lake Michigan, featuring a manicured lawn and five comfortable seating options. Sailboats are visible on the water, with a breakwater in the distance. The serene setting is framed by lush greenery, inviting relaxation and enjoyment of the scenic view.
Apartment in Bay View
4.86 out of 5 average rating, 307 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.

Guest favourite
Townhouse in Walker's Point
4.95 out of 5 average rating, 177 reviews

Historic Walker’s Point Home, Garage & Yard

Welcome to The Bentley Hotel, a luxury selection of townhouses decorated with everyone in mind. We aim to provide a quality experience and memories that will last a lifetime. This townhome is finished with top of the line amenities including a 60” smart TV, board games, organic coffee and teas, a full kitchen with Caraway non-stick pans, workout mats, dumbbells and more. This is your new home away from home and the perfect place to gather whether you are in town for business or pleasure!

Top Guest favourite
Guest suite in South Milwaukee
4.99 out of 5 average rating, 78 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.

Top Guest favourite
Home in Cudahy
5 out of 5 average rating, 45 reviews

Private Cedar Sauna • Lake Michigan Getaway

Just steps from Lake Michigan, this cozy boho getaway blends lakeside charm with modern comfort. Enjoy morning shoreline walks, afternoons exploring Milwaukee, and evenings in your private cedar sauna or beneath the glow of string lights in the outdoor lounge. Thoughtfully designed for up to six guests, the home offers easy access to beaches, festivals, restaurants, breweries, and downtown attractions—making it the perfect base for your Wisconsin getaway.

Top Guest favourite
Home in Greenfield
4.97 out of 5 average rating, 34 reviews

Cozy, Cute, & Clean !

Cozy, Cute, and Clean! SHORT TERM fully furnished rental available in a quiet neighborhood of Greenfield! 20 minutes or less drive to: Downtown Milwaukee, Lake Michigan, Brady Street, Am-Fam Field, UW-Milwaukee, Marquette University; Advocate-Aurora, Ascension, & Froedtert Hospitals, stores, restaurants, and just 40 mins from the IL border! Utilities included In-Unit Washer/Dryer **Perfect for Travel Nurses/Techs, and Business Professionals**

Superhost
Home in Milwaukee
4.83 out of 5 average rating, 212 reviews

2 King Bed/Near Downtown Milwaukee/Free P/WiFi

Have fun yourself, the whole family or with friends at this stylish, cozy and comfortable UPPER place with: *2 king size bedrooms * 1 bathroom, *Full size kitchen/dining table *Outstanding Dining room/coffee bar/home bar, with coffee shop or restaurant style *living room with smart 55” tv including free Netflix * home office *private balcony where you can enjoy a cup of coffee ☕️ , beer 🍻 or a delicious cocktail 🍹 * Free parking spot

Top Guest favourite
A cozy bedroom features rich brown walls with geometric paneling. A Full-sized bed is upholstered with brown leather and adorned with decorative pillows. Natural light enters through a window with a simple frame, complemented by a small shelf displaying plants and decorative elements.
Home in Bay View
4.96 out of 5 average rating, 80 reviews

The Puddler Cottage: 2 beds + poker room!

Come hangout at the Puddler Cottage right next to the historic Newport dive bar in Bayview, Wisconsin. Perfect perch for exploring Milwaukee or hosting, poker/game nights, friend gatherings, bar crawls or unique staycations! Your game room is stocked with cards, darts, small-pin bowling and tons of board games. Stream movie night on the 70" Roku TV. Your full kitchen boasts a bartender cocktail set and a coffee/tea station.

Top Guest favourite
An aerial view of a well-kept backyard reveals a spacious lawn surrounded by greenery. A deck with colorful umbrellas offers shaded seating, while warm lights illuminate the outdoor spaces. A fire pit is positioned nearby, creating an inviting atmosphere for gatherings.
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