Vacation rentals in South Milwaukee

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Top-rated vacation rentals in South Milwaukee

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Guest favorite
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, 880 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.

Guest favorite
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, 135 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 favorite
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, 107 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.

Guest favorite
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, 303 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 favorite
A cozy living space features a floral-patterned couch accompanied by a wooden coffee table. The walls are adorned with warm wood paneling, complemented by soft lighting from a wall sconce. Greenery is present with potted plants, adding a touch of nature to the space.
Home in Oak Creek
4.86 out of 5 average rating, 104 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.

Superhost
The exterior of the duplex showcases a two-story structure with a modern design. Soft lighting from windows creates a welcoming ambiance, complemented by a small staircase leading to the entrance.
Townhouse in Bay View
4.77 out of 5 average rating, 175 reviews

Bay View Gem | 1BR | Steps From Lake Michigan | AC

Welcome to your spacious Bayview retreat! This bright and airy 1-bed, 1-bath apartment sits across from Cupertino Park, offering beautiful views from the front windows. The open-concept kitchen flows into a sunlit dining area, perfect for enjoying your morning coffee. Vaulted ceilings in the bedroom create an expansive feel, while hardwood floors add warmth and charm. Located in the heart of Bayview, you're just minutes from trendy shops, cafes, and Lake Michigan. A perfect urban escape!

Top guest favorite
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, 151 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 favorite
Guest suite in South Milwaukee
4.98 out of 5 average rating, 63 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 favorite
Home in Goldman Park
4.86 out of 5 average rating, 105 reviews

Spacious Family Retreat w Hot Tub & Movie Lounge

🏡Spacious Milwaukee retreat offering 2,157 sq ft of modern comfort, perfect for families, groups, and business travelers. Designed with comfort and connection in mind, this home offers modern interiors, spacious and inviting living areas, and carefully chosen amenities for a smooth and enjoyable stay. Whether you’re relaxing after a day out or spending meaningful time together, it provides the perfect balance of comfort, convenience, and memorable city moments.

Top guest favorite
A vibrant yellow wreath adorns a red door, leading into a welcoming space. Inside, a dining area is visible, featuring a round table surrounded by wooden chairs. A circular mirror reflects the textured wall with blue floral patterns, creating a lively and inviting atmosphere.
Bungalow in Bay View
4.96 out of 5 average rating, 347 reviews

Our Cozy Bay View Bungalow Getaway

Our relaxing, clean, fully equipped Bay View bungalow delivers a perfect getaway. We are equipped with 1g wifi, 4K smart TV, dimmers, and a washer/dryer. Tastefully decorated, uncomplicated, and comfortable. There are cozy coffee shops, restaurants, and local bars just a few blocks from the house. The Bay View Dog Park is one block away. We have parking for two cars. We follow an Enhanced Cleaning Protocol, and are 100% smoke free without exception.

Guest favorite
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, 112 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 favorite
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, 239 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.

Popular amenities for South Milwaukee vacation rentals