
Holiday houses in South Milwaukee
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Top-rated holiday rentals in South Milwaukee
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Close to Lake with Great Ammenities & Breakfast!
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.
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Wisconsin Treehouse Getaway!
Featured in Timeout Magazine as Chicago's Top 10 Airbnbs, and in other outlets as Wisconsin's most romantic and top 5 Airbnbs, this space has an immersive nature experience, overlooking a creek and woods with all modern comforts. Imagine yourself in a cabin in the woods to unplug and recharge, waking up to chirping birds as if in a Treehouse! 3 miles to Lake Michigan & dwntn. lf we're home, a complimentary Chai! Come, make lifelong memories at Racine's Best Kept Secret No local bookings.
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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.
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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.
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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!
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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.
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Lake Michigan Views • Private Cedar Sauna
Private cedar barrel sauna, cozy fireplace, and peaceful outdoor spaces just steps from Lake Michigan. Unwind beneath the string lights in the seasonal Garden Lounge, gather around the chiminea, or stroll scenic bluff trails along the lake. Just minutes from downtown Milwaukee, beaches, breweries, restaurants, museums, festivals, and sporting events, this thoughtfully designed getaway is the perfect home base to relax, recharge, and explore year-round
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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.
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NEW! Sunny Pet Friendly Upper Unit - Bay View
This sunny upstiars unit of a Bay View bungalow duplex is so sweet and cozy. It features 2 bedrooms, each with a queen bed and closet. The kitchen is stocked with dishes, utensils, pots and pans, microwave, gas range, refrigerator, toaster, and Keurig coffee maker. The bathroom has a shower/bathtub and hair dryer available. Laundry is in the basement and is available for guests to use. Street parking is available, but is not always free.
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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.
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Modern Luxury 1BR Apt with Rooftop+Gym+Parking
Experience Milwaukee like a VIP! This luxury one-bedroom apartment offers the ultimate convenience with direct access to the Fiserv Forum through the building's enclosed skywalk. Whether you're in town for a game, a concert, or simply to explore, you'll love taking in the skyline views from the rooftop patio, working up a sweat in the fitness center, or relaxing in your sleek and comfortable private space.
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Modern 3 BR Retreat Near MKE Airport- King Bed
Welcome to your Milwaukee home away from home!This spacious and comfortable 3- bedroom lower unit (in duplex) is perfectly located just minutes from General Mitchel International Airport (MKE) and the Bayview neighborhood. Whether you're flying in for a quick trip or planning an extended stay, you'll love the convenience and comfort this home provides. Brought to you by NCL Properties
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Popular amenities for South Milwaukee holiday rentals
Other great holiday rentals in South Milwaukee

Cozy Mid-century Ranch
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Bright & Quiet 2BR | Parking | Airport & Bay View
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S Herman St
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Cozy home near airport
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BayView Beauty! So charming & trendy!
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Cozy, Cute, & Clean !
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South Shore Guesthouse
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The Treehouse
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Destinations to explore
- Chicago Holiday rentals
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- Naval Station Great Lakes
- Six Flags Great America
- Alpine Valley Resort
- Wilmot Mountain Ski Resort
- American Family Field
- Illinois Beach State Park
- Baird Center
- Milwaukee County Zoo
- Milwaukee Public Museum
- Marquette University
- Riverside Theater
- Bradford Beach
- Pabst Mansion
- Fiserv Forum
- Wisconsin State Fair Park
- Holy Hill National Shrine of Mary
- Lake Geneva Public Library
- Gurnee Mills
- Mitchell Park Horticultural Conservatory
- Discovery World
- South Shore Park
- Betty Brinn Children's Museum
- Atwater Park
- Lake Geneva Ziplines & Adventures





