Vacation rentals in South Milwaukee

5 out of 5 average rating, 22 reviews

A cozy living area features a television on a modern stand next to a decorative plant. A light-colored armchair with a patterned cushion offers seating alongside a plush sofa draped with a textured throw. Natural light fills the room through a nearby window.

Home in South Milwaukee

Small Mid-century Ranch

My cozy home is on a peaceful dead-end street with a park at the end, offering both tranquility and convenience. Located along the Oak Leaf Trail, it’s a perfect location for a ride or bike in minutes to Grant Park or Bender Park beaches. You can easily walk to local bars, restaurants, and public transportation, providing quick access to shopping and downtown Milwaukee. Whether you're seeking a relaxing backyard retreat or outdoor adventures, this location truly offers the best of both worlds.

Apartment in Walker's Point

A cozy living area features a blue couch and a light wooden coffee table resting on a patterned area rug. A contemporary lamp stands beside a plush armchair, while a large mirror hangs on the wall, reflecting the space's brightness.

4.98 out of 5 average rating, 149 reviews

Lavish tub, parking spot near music/wedding venues

Welcome to this lively space full of character! Includes all the essentials needed for a day trip or weekend stay. Expect all the right vibes from the natural light and spacious atmosphere. Local staples (coffee shops, restaurants, breweries) are all walking distance. You are a short drive to major attractions: 4 mins to the Harley-Davidson Museum/5 mins to the MKE Public Market/6 mins to Summerfest/7 mins to Fiserv Forum/8 mins to American Family Field Enjoy a sweet life at Suite Life MKE!

4.94 out of 5 average rating, 513 reviews

A cozy studio apartment features a spacious bed with colorful accent pillows. Dark wooden furniture is complemented by a decorative ottoman and a small table with chairs, creating a welcoming seating area. Natural light filters through the windows, illuminating the room's warm tones.

Loft in Walker's Point

Clock Tower Loft Close to Key Attractions

This cozy quiet apt is softly illuminated by the full moon face of the Allen-Bradley Rockwell Clock Tower, a beacon in Milwaukee’s hip and historic Walker’s Point. Relax on the balcony and enjoy garden views plus treats & refreshments. Head out on a stroll or Bublr bike to discover great eats, crafted beers & spirits. Close to: HD Museum, Fiserv Forum, AmFam Field, theaters, museums & the lakefront. Welcome solo adventurers, couples & biz travelers! Easy access to Interstate, Airport & Amtrak.

4.95 out of 5 average rating, 821 reviews

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

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.

A comfortable living area is showcased with a light grey sofa, complemented by natural wood armchairs. A flat-screen television is mounted on the wall across from the seating. Natural light filters in through a large window, highlighting the soft, neutral tones of the space.

5 out of 5 average rating, 48 reviews

Cozy Dog Friendly Home Near Airport & Downtown

Clean, stylish, cozy and quiet home, newly renovated 2 BD/1 BA Cape Cod near the airport and Bayview. Great restaurants, coffee shops, local bars, and parks within walking distance. A short drive to Lake Michigan, Summerfest, Fiserv Forum, 3rd Ward, Marquette, Harley Museum, and all the great things Milwaukee has to offer. A great rental for couples, solo travelers, business travelers, families, and your furry friends (max 2 - well behaved dogs, no puppies - an additional $75 fee per dog).

4.95 out of 5 average rating, 429 reviews

A cozy living area features a soft sofa adorned with colorful cushions, complemented by an accent chair. A stylish glass coffee table sits atop a geometric-patterned rug. Natural light filters through two windows, enhancing the warm ambiance of the space.

Townhouse in Bay View

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!

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.

4.9 out of 5 average rating, 109 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!

4.95 out of 5 average rating, 96 reviews

A brightly colored living area features an orange couch with patterned cushions, complemented by a unique coffee table. A round ottoman sits nearby, while large windows allow ample natural light. Open shelving holds decorative items, enhancing the vibrant atmosphere of the open-concept space.

Home in Bay View

Bright 1.5BR in the Heart of Bay View - w/ Parking

Perfectly located in Milwaukee’s eclectic Bay View 4 blocks from the lake. Minutes from downtown, Summerfest, art museum, etc. You’ll have the entire second floor of this sunny duplex. The space is open concept - 1 bed with a King Casper mattresses, a bright kitchen with tons of space, a stylish living room with art throughout, and an office (with an air mattress). Fenced-in back yard that's great for pets and chill around the outdoor table for optimal hangs and BBQs.

Superhost

A comfortable living area features a mix of patterned armchairs and a brown sofa. A wooden coffee table sits in the center, accompanied by a side table with a lamp. A wall-mounted TV is visible, along with large windows allowing natural light.

4.9 out of 5 average rating, 160 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.

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.

4.94 out of 5 average rating, 210 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.

Apartment in South Milwaukee

A charming outdoor seating area is featured, with two wicker chairs and a small table adorned with vibrant flowers. A large green umbrella provides shade over the space, while decorative elements add character to the inviting layout.

5 out of 5 average rating, 57 reviews

Cozy private getaway, Hot Tub, Music theme

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.