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Vacation rentals in South Milwaukee

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Top-rated vacation rentals in South Milwaukee

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Rental unit in Bay View

4.87 out of 5 average rating, 211 reviews

Bay View Historic Home-1/2 block from Lake

This old Victorian home is perfect for an urban experience with the charm of an old home. A 1/2 block from the lake, the location offers lakefront walks in the heart of Milwaukee's trendiest neighborhood. Around the corner is an Italian grocery, Indy music venue, and numerous trendy restaurants. Downtown attractions are 10 minutes away by car & easilyaccessible by bus. Here's a link to a very fast moving video tour of the neighborhood: https://www.visitmilwaukee.org/neighborhoods/bay-view/

Rental unit in Bay View

4.95 out of 5 average rating, 730 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.

Condo in Milwaukee

4.8 out of 5 average rating, 102 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.

Rental unit in Bay View

4.85 out of 5 average rating, 249 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.

Townhouse in Bay View

4.95 out of 5 average rating, 388 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!

Guesthouse in Bay View

5 out of 5 average rating, 113 reviews

Cozy Bayview Guest House - Walk to entertainment!

Our Guest House (900 sq ft) is perfect for families & groups seeking a modern space within walking distance to some of the best restaurants, bars, breweries & cafes in Milwaukee's popular Bayview neighborhood. Enjoy your stay in comfort with 2 bedrooms & 5 total beds (1 king, 4 twins). Our Guest House is located directly behind the Main House on the same lot (separate houses). Free street parking is available right outside our house with plenty of spots typically available.

Guest suite in Cudahy

4.92 out of 5 average rating, 105 reviews

RARE Private Butler’s Suite in Historic Home

Luxurious, Industrial, historical. Sherlock Holmes meets Restoration Hardware. Declared a historical landmark, the home was built in 1892 and owned by the architect who designed the township of Cudahy. It is one of the last remaining remnants of the era. The room itself was a former speakeasy during prohibition. 10 minutes from the airport. 12 minutes from downtown Milwaukee. A short walk to Lake Michigan and Sheridan Park. Plenty of coffee shops and restaurants around.

Guesthouse in Racine

4.9 out of 5 average rating, 215 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.

Bungalow in Bay View

4.96 out of 5 average rating, 263 reviews

Our Cozy Bay View Bungalow Getaway

Our relaxing, clean, fully equipped Bay View bungalow delivers a perfect getaway. We are equipped with fast wifi (300 mbps), 4K TV, dimmers, and a washer/dryer. Tastefully decorated, uncomplicated, and comfortable. There are coffee shops and charming local bars 2 blocks away. The Bay View Dog Park is 1 block away. We have parking for 2 cars. We follow the 5 Step Enhanced Cleaning protocol, and take sanitization very seriously. We are a 100% smoke free property.

Home in Milwaukee

4.92 out of 5 average rating, 142 reviews

Quiet Bay View Bungalow, Extended Family Stay

Need a quiet getaway? This sunny and peaceful upper of a Bay View bungalow provides you with a relaxing atmosphere! A corner property built in 1924, this diverse neighborhood offers perfect opportunities for a stroll through tree-lined streets and rolling hills. Bike or walk the quiet neighborhood or find a peaceful park just blocks away. We want you to feel at home during your getaway and hope it is as special to you as it is to our family.

Home in Milwaukee

4.93 out of 5 average rating, 182 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.

Bungalow in Bay View

5 out of 5 average rating, 105 reviews

Bay View, Private, Sunny, Garden, Bungalow

Live like a local in this lovely light filled spacious ground-level 3 BR Arts & Crafts Bungalow with private entrance. Located in Milwaukee's vibrant Bay View neighborhood, this spacious home is a few short blocks from Lake Michigan, parks, trails, coffee shops, restaurants and public transportation. Whether you hang out at home, on the patio, in the garden or walk along the lake, you will feel comfortable, relaxed and rejuvenated.

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Homes

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Popular amenities for South Milwaukee vacation rentals

Free parking on premises

Air conditioning

Stay near South Milwaukee's top sights

Seven Bridges13 locals recommend

Grant Park12 locals recommend

Walmart Supercenter6 locals recommend

Speedway5 locals recommend

United States Postal Service4 locals recommend

Grant Park Golf Course4 locals recommend

Other great vacation rentals in South Milwaukee

Home in Cudahy

4.95 out of 5 average rating, 60 reviews

3BR Home in Milwaukee - near airport & downtown

Home in Milwaukee

5 out of 5 average rating, 28 reviews

Cozy Dog Friendly Home Near Airport & Downtown

Rental unit in Milwaukee

4.96 out of 5 average rating, 26 reviews

Milwaukee Oasis: A Serene Retreat Near the Lake

Home in Racine

4.97 out of 5 average rating, 65 reviews

Farm House Retreat w/ Private Backyard & Garage

Rental unit in Milwaukee

4.82 out of 5 average rating, 97 reviews

My home is their home

Rental unit in Bay View

5 out of 5 average rating, 34 reviews

Private parking, near local bars & entertainment

Home in Milwaukee

5 out of 5 average rating, 25 reviews

House in Alverno Neighborhood

Rental unit in Cudahy

4.89 out of 5 average rating, 18 reviews

Country Club B&B

Quick stats about vacation rentals in South Milwaukee

Total rentals
10 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
380 reviews
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
Grant Park, Seven Bridges, and Walmart Supercenter

Destinations to explore