
Holiday houses in South Milwaukee
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Top-rated holiday rentals in South Milwaukee
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2BR Sunny Upper in Prime Bay View - w/ Parking
Perfectly located on the main strip of KK in Milwaukee’s eclectic Bay View directly next to bars, restaurants, and shopping. Minutes from downtown, Summerfest, art museum. You’ll have the entire 2nd floor of this sunny duplex. Stylishly designed - 2 bedrooms with Casper mattresses, a bright kitchen with seating area, a work space in the master, and a comfy living room with a smart TV. The space has 2 patio spaces, a small backyard area, an in-unit washer & dryer as well as 1 free parking space.

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.

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.

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.

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!

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!

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.

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.

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.

Stylish home | Garage | Walk to Lake| Bay View
Confy two bedroom home in St Francis in a quiet neighborhood! Walking distance to Lake Michigan and close to MKE airport, downtown and minutes from the electric Bay View. Guests will have access to the ENTIRE home with a private entrance and fenced backyard. The space boost a bright kitchen with seating, a working space, a comfy living room and a relaxing backyard.

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.

Remodeled Apartment in Bay View
Newly renovated upper apartment in a duplex on a quiet street. Just steps from the heart of Bay View's greatest restaurants, coffee shops, and nightlife. Minutes from downtown, shopping, Lake Michigan, and the freeway to access greater Milwaukee. Contactless, keyless entry. Cozy, stylish spot for your short or long-term stay.
Popular amenities for South Milwaukee holiday rentals
Other great holiday rentals in South Milwaukee

Bright & Quiet 2BR | Parking | Airport & Bay View

BayView Beauty! So charming & trendy!

Wisconsin Treehouse Getaway!

Renovated Spacious & Cozy 2BR Unit in ❤️ of MKE

Little Lady Lincoln

Spacious place by lake Michigan

Game Night Haven with Gas Fireplace

Game Room + Pool Table | Near Lake & Airport & DT
Destinations to explore
- Chicago Holiday rentals
- Upper Peninsula Holiday rentals
- Platteville Holiday rentals
- Indianapolis Holiday rentals
- Downtown Chicago Holiday rentals
- Detroit Holiday rentals
- Wisconsin River Holiday rentals
- Milwaukee Holiday rentals
- Windsor Holiday rentals
- Traverse City Holiday rentals
- Ann Arbor Holiday rentals
- Madison Holiday rentals
- Six Flags Great America
- Alpine Valley Resort
- Wilmot Mountain Ski Resort
- Illinois Beach State Park
- Milwaukee County Zoo
- Naval Station Great Lakes
- Baird Center
- Milwaukee Public Museum
- Bradford Beach
- Discovery World
- Riverside Theater
- Marquette University
- American Family Field
- Gurnee Mills
- Fiserv Forum
- Pabst Mansion
- Lake Geneva Public Library
- Betty Brinn Children's Museum
- American Family Insurance Amphitheater
- South Shore Park
- Lake Geneva Cruise Line
- Holy Hill National Shrine of Mary
- Atwater Park
- Wisconsin State Fair Park





