Vacation rentals in South Milwaukee

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Top-rated vacation rentals in South Milwaukee

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Superhost

Guest suite in Bay View

4.81 out of 5 average rating, 113 reviews

Basement Bay View Suite,express bus airport-north

Bay View is a walking community. Our place is close to family-friendly activities, public transport, & the airport. You’ll love our place. It's a short walk to express bus from airport, past downtown, UW-M and to Bayside. Located across the street from Humboldt Park. We are about a 20 minute walk from Lake Michigan. Summerfest grounds a short bus ride away. Winter is fun in the park. Tobogganing (2), skates and cross country skis to use. Hope the sizes fit you. I find if one plays in snow ⛄️ 😌

Guest favorite

A charming garden scene displays a stone sculpture depicting a child interacting with a whimsical creature, surrounded by tall, vibrant yellow flowers. Lush greenery complements the artwork, while a gentle blue wall provides a serene backdrop.

Home in Racine

4.91 out of 5 average rating, 250 reviews

“Rustic Farmhouse Retreat” at a working farm

A charming little farmhouse filled with antiques & eclectic artwork from all over the world. It is situated in the middle of a working farm that raises a plethora of exotic fruits, vegetables, shiitake mushrooms, and flowers for local gourmet restaurants. The house interior has a unique design decorated with beautiful hand crafted stonework accented with exotic driftwood trim from old wooden shipwrecks. Try our outdoor Neapolitan wood fired oven for the best pizza ever. A truly unique getaway!

Superhost

An open-concept living area showcases a modern gray sectional sofa, complemented by a wooden coffee table. Exposed brick walls and wooden beams highlight the industrial design. Natural light streams through oversized windows, illuminating the adjacent kitchen equipped with stainless steel appliances.

Apartment in Milwaukee

4.86 out of 5 average rating, 284 reviews

Spacious Loft |Queen Bed|Harbor Dist./Third Ward

Welcome to our modern 1-bedroom, 1-bathroom apartment in the heart of Milwaukee's vibrant Harbor District, within a beautifully renovated industrial warehouse. The bedroom boasts a comfortable retreat, offering a peaceful sanctuary after a day of exploring Milwaukee. The modern bathroom features all the amenities you require for a refreshing stay. This urban retreat offers a unique blend of historic charm and contemporary comfort, making it the perfect home base for your visit to the Brew City.

Top guest favorite

A circular wooden shelving unit features multiple levels displaying an array of decorative items, including vases, figurines, and plants. The unique design adds visual interest, complementing the warm tones of the wooden floor and surrounding walls.

Condo in Bay View

4.99 out of 5 average rating, 221 reviews

Bay View - Lake View on the Park w/Secret Lounge

Our 3 bedroom parkside condo in a beautiful historic renovated home is unique, peaceful, and near everything Bay View has to offer. Enjoy views of Lake Michigan from the front porch and dining room. Secret Vintage Lounge downstairs with antiques from all over the world is the perfect unique space - there is nothing else like this in Milwaukee! This 1st floor condo has perfect proximity to South Shore Park on Lake Michigan - Just a minute walk away from South Shore Beach and a lakefront trail.

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

4.95 out of 5 average rating, 789 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

A row of four garage doors is visible, featuring a neutral color with white trim. The concrete surface shows a few cracks, and overhead electrical lines run above. The cloudy sky casts a soft light on the surroundings, enhancing the presence of the garage area.

Condo in Milwaukee

4.82 out of 5 average rating, 113 reviews

Full Condo&Garage in Trendy Bay View Milwaukee

This practical and cozy condominium is located in the heart of Bay View right on historic KK Avenue. It is next to the quaint Morgan Park and a bus stop, across the street from Sprocket Cafe, minutes from the lake and walking distance from the greatest trendy shops, bars, restaurants, and other Bay View classics. Whether you are totally new to the Milwaukee scene or just visiting "home", we are glad to welcome you to this charming condo, perfectly placed to meet all your traveling needs.

Guest favorite

A well-maintained backyard features a stone fire pit surrounded by seating. Beyond, a scenic view of Lake Michigan is visible, dotted with various boats. The grassy area is framed by lush greenery, creating a serene outdoor space for relaxation.

Apartment in Bay View

4.85 out of 5 average rating, 257 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.

Top guest favorite

Townhouse in Bay View

4.95 out of 5 average rating, 412 reviews

Vintage Bay View - Big Backyard, Big 1 Bedroom

Welcome to your Milwaukee getaway! Located in the Bay View area, you're walking distance from the best farm-to-table restaurants, music venues, art fairs, and craft beer in the city. Not only that, but Lake Michigan's beaches, Miller Park, and downtown are a short drive away. The location is ideal. The place was created with a 70's midwestern feel, with wood-paneled furniture pieces and mod design. It also boasts a giant kitchen and backyard with grill. We can't wait for you to visit!

Guest favorite

Guesthouse in Racine

4.9 out of 5 average rating, 226 reviews

Charming log cabin in the woods

This log cabin is an old hunting lodge. It is rustic, charming and quaint, nestled in the woods of Wisconsin and next to a tranquil pond. The location is close to the Johnson Park golf course and 5 miles from the beautiful Lake Michigan shore. It is a perfect place to relax, write or escape from the stress of life. In the winter a 4-wheel drive vehicle is necessary to reach the site. Please note: bathroom facilities are a close walk away. Heating from wood stove only.

Guest favorite

Home in Bay View

4.94 out of 5 average rating, 100 reviews

Charming Bayview House, steps from MKE Merriment!

You will be in the heart of the Bayview neighborhood, centrally-located, three blocks from the vibrant restaurant and bar scene on historic Kinnickinnic Avenue. Enjoy a walk through Humboldt Park. Easily explore the eclectic, independent, and creative hub that makes Bayview so special. You are a 10-minute ride from the airport, and a 10-minute ride to the MKE Public market. Our cozy home and all-embracing neighborhood are waiting for you.

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

4.94 out of 5 average rating, 200 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.

Top guest favorite

The bright living area features tall, arched windows allowing natural light to fill the space. A spacious sectional sofa is adorned with various textured throw pillows, while a colorful area rug anchors a wooden coffee table. Decorative plants and wall art enhance the airy atmosphere.

Apartment in Walker's Point

4.98 out of 5 average rating, 170 reviews

Cozy Vibes Apt | City View | Gym | Free Parking

Cream City historical brick building with incredible views of signature landmarks of Walkers Point. Cozily designed space by interior designer to make a romantic getaway or personal solo retreat to concentrate on your higher purpose. Very safe building and walking distance from foodie restaurants, breweries, jazz clubs, and the famed Iron Horse hotel. A perfect getaway for you and yours.