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, 114 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 cozy outdoor space features four red Adirondack chairs arranged around a stone fire pit. Stacked logs serve as a natural backdrop, while a well-kept grassy area surrounds the seating, providing a tranquil setting for relaxation.

Home in South Milwaukee

5 out of 5 average rating, 17 reviews

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.

Guest favorite

A white wooden shelving unit contains several board games, including 'Wisconsin-Opoly' and 'Imaginiff,' arranged on open shelves. A jar of yellow contents is placed on the bottom shelf, with light wooden flooring visible in the background.

Apartment in Cudahy

4.94 out of 5 average rating, 78 reviews

Spacious place by lake Michigan

Spacious and updated 3-1 apartment a block away from lake Michigan, 5 minutes from Milwaukee Mitchell Airport and 1h15min away from Chicago O'Hare Airport. The kitchen has been recently remodeled and is fully equipped. All the water supply is 3-step filtered and therefore safe to drink and use for cooking. The place also has a dedicated office space which includes a large L-shaped desk. Onsite laundry and free onsite parking in a dedicated garage space are available to accommodate long stays.

Guest favorite

Apartment in Bay View

4.95 out of 5 average rating, 329 reviews

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.

Top guest favorite

A stack of books on a dark wooden surface is visible. The top book features a bright blue cover with bold, white text stating '111 Places in Milwaukee That You Must Not Miss.' A small, yellow object resembling a bottle cap is placed on the cover.

Home in Milwaukee

5 out of 5 average rating, 44 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).

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

4.83 out of 5 average rating, 117 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 kitchenette is displayed, featuring a microwave and coffee maker on a countertop. A small refrigerator stands adjacent to a mobile storage cart with a variety of kitchen supplies and utensils. A pantry sign is prominently hung above the area, adding a convenient touch.

Home in Milwaukee

4.88 out of 5 average rating, 91 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!

Top guest favorite

Dome in Caledonia

5 out of 5 average rating, 47 reviews

Indigo Zen Garden

Welcome to our magical glamping site! We can host up to seven guests in our cozy Geo Dome and two unique tents with stargazing openings—one a dreamy bedroom, the other a playful kids’ haven filled with fluffy, sensory, and fun toys. Enjoy the outdoor bar gazebo with a fire table, plus a mud/rock kitchen and sandbox for kids to explore and play. A perfect escape for families seeking comfort, nature, and unforgettable memories under the stars

Top 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, 204 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

A black metal staircase with wooden steps is set against a grassy area, leading to an entrance. The design features a sleek railing, providing a modern touch. Lush greenery surrounds the staircase, enhancing the natural setting.

Apartment in South Milwaukee

5 out of 5 average rating, 52 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.

Superhost

A private bathroom shares an open layout with a shower area, featuring textured walls and a modern sink. A gray curtain partially encloses the shower, with a decorative mirror above the sink and soap dispenser visible.

Apartment in Bay View

4.85 out of 5 average rating, 241 reviews

Cozy Basement Space In Bay View by Lake Michigan

Our cool, relaxing, newly finished basement apt is located in charming Bay View in Milwaukee. Shared entrance to stair case, but WITH IT'S PRIVATE ENTRANCE this space was designed to give you a great place to stay while you visit Milwaukee. Only minutes away from lake and downtown. ✊🏻✊🏼✊🏽✊🏾✊🏿 BIPOC, LGBTQ+ 🏳️‍🌈 friendly. All are welcome

Top guest favorite

A well-appointed bedroom features a spacious bed dressed in white linens, complemented by a bright yellow throw. Two bedside tables hold lamps, providing soft lighting. A dresser stands to one side, while a crib is positioned across the room, illuminated by natural light from a window.

Home in Greendale

4.98 out of 5 average rating, 219 reviews

Guesthouse on Clover - Historic Greendale

Guesthouse on Clover is located in the Historic Village of Greendale, just a few minute's walk from downtown, which boasts a truly unique shopping and dining experience. Enjoy the friendly village atmosphere as you refresh and revitalize in this well-appointed home decorated like an artist's cottage.

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Other great vacation rentals in South Milwaukee

A spacious front porch features wooden flooring and natural wood railings. Two wicker chairs and a small table are placed on a striped area rug. Greenery from surrounding plants adds a touch of nature, while a quiet street is visible in the background.

Apartment in Cudahy

5 out of 5 average rating, 4 reviews

Cudahy Beauty!

EllenRating, 5 stars1 week ago

This was a great spot for our weekend trip. The neighborhood was good for taking our two young kids for a walk around the block or driving a short distance to Sheridan Park. The planes from the airport were loud, but not constant. There is a restaurant across the backyard alley that seemed well established, and we never heard any noise from it. The minimalist vibe of the house was relaxing and left few things for our kiddos to get into. We heard the upstairs neighbors when they walked around, but no other noise. Tons of natural light, a new porch with furniture, and lots of street parking. I would consider staying here again!

A well-lit living area features a black leather sofa complemented by a round wooden coffee table. Two comfortable chairs are positioned beside a window, partially covered by light curtains. A television is mounted on a wooden console against the opposite wall, enhancing the inviting ambiance.

Apartment in Milwaukee

5 out of 5 average rating, 4 reviews

The Dorthy

MelissaRating, 5 stars1 month ago

Loved the fact that during the winter the sidewalk and driveway was cleared. Place was quiet and safe neighborhood. Would rent again Very responsive.

Home in Oak Creek

5 out of 5 average rating, 6 reviews

Beautiful Oak Creek house

MeganRating, 5 stars1 month ago

We loved our stay at Aga’s! We would go back in a heartbeat. The kitchen is the bees knees!

The spacious garage features a blue wall, providing room for storage and activities. Bicycles are hung on the wall, while a variety of equipment is neatly organized against the sides. The floor is covered with light-colored textured material, enhancing the open feel of the space.

Guest suite in Cudahy

4.55 out of 5 average rating, 11 reviews

Charming Family-Friendly suite by Lake Michigan

JenniferRating, 5 stars23 months ago

We really enjoyed our stay and the kids had a ton of fun in the play room! The park across the street was wonderful and the house had everything we needed. Definitely would recommend for a family with kids!

A modern bathroom is presented, featuring a dark vanity with a white countertop and a round mirror above it. White tiles line the shower area, which is enclosed by a sheer curtain. The floor features dark tiles, contrasting with the bright surroundings.

Apartment in South Milwaukee

4.67 out of 5 average rating, 15 reviews

Our Cozy Nook

HeidiRating, 5 stars3 weeks ago

Place was great, had a staff member staffing in town, walking distance to our shop!

Top guest favorite

A cozy patio space features comfortable seating arrangements with dark grey chairs and a central table. Potted plants add greenery, while large windows provide natural light and a view of the interior. The wooden deck is complemented by light-colored flooring.

Private room in South Milwaukee

4.94 out of 5 average rating, 351 reviews

Awesome Milwaukee location!

ThorstenRating, 5 stars2 days ago

It was a great stay

Top guest favorite

The entrance features a solid wooden door framed by symmetrical, narrow sidelights, set against rich red siding and natural stone accents. Potted greenery is displayed at the sides, with a welcome mat positioned at the threshold.

Private room in Saint Francis

4.96 out of 5 average rating, 285 reviews

Ginkgo House has a Room for YOU!

LanaRating, 5 stars3 days ago

This was our first AirBnB experience and it was SPECTACULAR! Bob & Mary made us feel very welcome from the very beginning. Their home is lovely, extremely clean, and very comfortable. They are truly the kindest people & they made us feel very at home. The homemade breakfasts are out of this world! We will absolutely be back!!

Townhouse in Saint Francis

4.86 out of 5 average rating, 44 reviews

Stylish home | Garage | Walk to Lake| Bay View

AmandaRating, 5 stars1 day ago

My best friend and I were in town for Summerfest and a girls weekend away. This place was so cute and perfect. We walked along the lake, hit up the beach and ubered a short 5 minutes to some close restaurants. Check in and check out were easy. We asked the host for a recommendation and she responded quickly. I would highly recommend this place for a quiet get away right outside of the city in a wonderful, safe neighborhood.

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Vacation rentals in South Milwaukee

Top-rated vacation rentals in South Milwaukee

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