Holiday rentals in South Milwaukee

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Top-rated holiday 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 favourite

Home in South Milwaukee

5 out of 5 average rating, 15 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 favourite

Flat in Cudahy

4.93 out of 5 average rating, 75 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 favourite

Flat 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.

Guest favourite

Apartment in Milwaukee

4.83 out of 5 average rating, 116 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 favourite

Home in Milwaukee

4.88 out of 5 average rating, 89 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!

Guest favourite

Home in Cudahy

4.94 out of 5 average rating, 84 reviews

Upgraded! 4BR in Milwaukee near airport & downtown

Bring the whole family to this newly 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.

Top guest favourite

Dome in Caledonia

5 out of 5 average rating, 43 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 favourite

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.

Guest favourite

Flat in Milwaukee

4.91 out of 5 average rating, 649 reviews

Historic Lower East Side Apartment with Lake Views

This is one unit in a historical mansion with lake views! Layout is shotgun, open concept with a SMALL functional kitchen. Definitely gives off a pied-à-terre vibe. You have direct access to the back patio and a dedicated parking space around the corner. This unit is in the heart of the lower east side- close to the art museum, cathedral square, Brady st, 3rd ward, as well as the best restaurants and bars in MKE .

Top guest favourite

Flat in South Milwaukee

5 out of 5 average rating, 51 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

Flat 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

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Other great holiday rentals in South Milwaukee

Flat in Cudahy

5 out of 5 average rating, 3 reviews

Cudahy Beauty!

EllenRating, 5 stars4 days 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!

Place to stay in Racine

4.86 out of 5 average rating, 721 reviews

Wisconsin Treehouse Getaway!

KarinaRating, 5 stars1 week ago

Abey’s place was truly unique, private, and cozy. We had some much-needed time to ourselves and really enjoyed the beautiful views, the space, and the romantic atmosphere—it was the perfect getaway for my husband’s birthday. Thank you! I hope to rent this place again and will definitely recommend it to others in the future.

Flat 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!

Guest suite in Cudahy

4.55 out of 5 average rating, 11 reviews

Charming Family-Friendly suite by Lake Michigan

JenniferRating, 5 stars22 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!

Flat in South Milwaukee

4.64 out of 5 average rating, 14 reviews

Our Cozy Nook

HeidiRating, 5 stars2 weeks ago

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

Top guest favourite

Private room in South Milwaukee

4.95 out of 5 average rating, 348 reviews

Awesome Milwaukee location!

ThomasRating, 5 starstoday

Mark's place was fantastic! easy to get to in a quite, safe neighborhood but only a few minutes from Airport, Walmart, restaurants and beautiful parks. Great value and awesome location!

Townhouse in Saint Francis

4.86 out of 5 average rating, 42 reviews

Stylish home | Garage | Walk to Lake| Bay View

MichaelleRating, 5 stars1 month ago

I absolutely loved my stay in St. Francis, Wisconsin. The space was beautiful, cozy, and perfect for my short visit. It had everything I needed and felt like a peaceful retreat. Melissa was responsive and thoughtful, and the location was convenient yet quiet. I would definitely stay here again!

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Holiday rentals in South Milwaukee

Top-rated holiday rentals in South Milwaukee

Holiday rentals for every style

Popular amenities for South Milwaukee holiday rentals

Other great holiday rentals in South Milwaukee

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