Skydiving – 15 Best Airbnbs in Milwaukee, WI (2023 Edition)

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The Great Lakes region, which spans the US–Canada border, is full of beautiful cities and breathtaking natural landscapes. In and around Milwaukee, Wisconsin’s largest city, located on the southwestern shore of Lake Michigan, you’ll find both. In the city itself, there’s the Historic Third Ward, a warehouse district turned hip shopping block full of specialty stores, art galleries, and theaters. You can also walk Bradford Beach and the Lakefront Trail or explore the Milwaukee County Zoo. There are also plenty of guided tours by boat, Segway, bike, or foot that are sure to introduce you to everything Milwaukee has to offer.

While you’re in Brew city – or Beer Town or Cream City, depending on who you’re talking to – stay in one of these Milwaukee Airbnbs with their excellent locations and sparkling clean rooms. While you’re going through the list, be sure to note which of these best Airbnbs in Milwaukee is a certified Airbnb Plus rental. Since they are part of an exclusive program for properties verified through in-person inspections, a comfortable stay is virtually guaranteed.

Related: 15 Best Airbnbs in Wisconsin, USA

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Modern Downtown Apartment

Traveling to a popular city sometimes means being cramped into a little hotel room. But you’ll have the whole place to yourselves with this comfy apartment for rent in Milwaukee hosted by Frontdesk, a company that focuses on providing travelers with quality stays. A cohost is on standby during your stay to ensure that everything runs smoothly.

There’s a full kitchen in the apartment and a spacious balcony if you want to enjoy your meal in the open air. Heated wood floors mean that you’ll be warm even in the coldest months, while from the cozy queen-size bed, you can enjoy movie night every night using the smart TV’s streaming apps. While the apartment is not baby-proofed, children are welcome, so bring the whole family. Four guests can stay in this one-bedroom, one-bath rental.

This apartment is conveniently located, with the Milwaukee Public Market, Veteran’s Park, and beautiful lakefront views all within walking distance, and free street parking makes it easy to come and go if you have a car.

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Trendy Loft in Third Ward

Milwaukee is a popular vacation destination, in part because of its Historic Third Ward neighborhood. This apartment puts you in a perfect place to explore all that this trendy district and the rest of downtown have to offer. To do so, you can easily walk or use public transportation since you’re located in one of the most popular areas of the city. 

The laundry room with washer, dryer, space to hang clothes, and iron feels like a real luxury in a vacation rental and will keep you looking fresh during your stay, no matter how long it lasts. There’s a bedroom with a queen-size bed, and a couch and room to lay down an air mattress in the living room, so four people can comfortably stay here on vacation. Open shelving in the kitchen shows that you’ll have all amenities you need to cook a meal with what you bring home from the nearby Public Market.

The community keeps quiet hours between 9 p.m. and 7 a.m., so if you’re in town for work, you’re ensured restful nights after long days in this Airbnb in Third Ward, Milwaukee. 

Thanks to its amenities and convenient location, this is a great place for long- and short-term house rentals in Milwaukee.

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City Center Loft

The first entry on our list with the Airbnb Plus status, this Airbnb in Milwaukee is a beautifully designed space with calming colors and classic style. A self-declared coffee snob, owner Gail keeps the kitchen stocked with coffee from a local roaster. Start your first day on vacation by lounging with a cup in Gail’s favorite spot in the apartment – a small gray armchair by the picture window that offers a view of the city below.

With a queen-size bed and sectional couch, the loft can accommodate up to three guests. The well-lit and spacious bathroom has a walk-in shower, and all the doorways are wide and easy for anyone to navigate through. 

Since it is located only a few blocks from both the Wisconsin Convention Center and the Panther Arena, no matter what event brought you to Milwaukee, you’ll be close to the action.

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Charming Bay View Apartment

Make Milwaukee your next romantic getaway destination by booking this charming apartment for two in Bay View, one of the city’s most desirable neighborhoods. Flooded with natural light from the many windows, the space is filled with colorful art decorating the walls that will make your stay a little brighter. Everything comes in pairs with this rental – armchairs, bathrobes by the door, throw pillows on the bed. You and a beloved fellow traveler will be taken in by the beauty of both the city you venture into by day and the home you return to at night.

A small kitchenette with a minifridge and stove top burners will get you by, with the help of the coffee cart. However, the Bay View neighborhood puts you right next to boutiques and coffeehouses, taprooms and restaurants, so you’ll never want for wonderful places to dine out. 

With its stylishness, comfort, and great location, it’s easy to imagine how this apartment fits onto our list of the best Airbnb rentals in Milwaukee.

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Warehouse Apartment

When planning a long- or short-term stay, you probably want to make sure you’re spending your time somewhere beautiful, clean, and with all the amenities you need to stay comfortable. If that’s you, consider renting this Airbnb in Milwaukee. The renovated space channels its industrial roots into the design, and what you get is a truly interesting apartment with exposed beams and raw materials like original brick walls and wood floors. 

The apartment can accommodate two travelers and is fully stocked with bathroom and personal hygiene essentials if you forgot something at home. The bed is an indulgent king-size, and the linens and towels are hotel-quality. During your stay, you’ll have free rein with the rental’s amenities, from the common spaces like the rooftop deck to the full kitchen and washer and dryer.

Many Milwaukee Airbnbs focus on their proximity to Third Ward, but this one points out its relation to Walker’s Point, the historic area of Milwaukee’s LGBTQ+ community and now a pilgrimage for foodies interested in artisan fare. Several of the restaurants and bars on the block also act as shuttle stops for people going to and returning from local sports stadiums.

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Artist’s East Side Home

If you want to rent a house in Milwaukee during your stay, take a look at this beautiful Airbnb Plus near the lakefront attractions of the city. The surrounding homes have a similar historic architectural style and make their tree-lined street feel idyllic. 

Perfect for family gatherings or vacations, this three-bedroom, two-bath house can accommodate up to seven people. The stove and furniture enhance its vintage feel, while the other kitchen appliances and bathroom designs bring modern comfort. For members of your traveling group who have to check in with work, there’s a quiet study that can act as a dedicated work space. 

The location of this rental is prime. If you arrive by air, the General Mitchell International Airport is a 20-minute drive away, without heavy traffic. And once you’re situated, it’s an easy walk to Lake Park and the Downtown Avenue Market.

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Townhouse with a Spacious Backyard

Robert, the owner of this beautiful townhouse, rents it out for short-term stays. Its combination of geographic and in-home convenience makes it one of the best vacation rentals in Milwaukee.

 With its queen-size bed and sleeper sofa in the living room, the one-bedroom townhouse can accommodate up to four guests. There’s also a full bath and a very inviting kitchen.

Within walking distance are the trendy neighborhoods of Bay View and Walker’s Point. The selection of farm-to-table restaurants, craft breweries, and music venues is wide and of high quality. You could take an evening stroll after dinner through Miller Park or along Lake Michigan before returning home and ending the night seated around a fire in the backyard. 

The spacious backyard and the washer and dryer (located in the basement) are shared with the permanent upstairs tenants, but you’ll have plenty of privacy and independence, with the self-check-in system allowing you to arrive at any time.

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Retro Apartment by the River

The bright colors and retro aesthetic in this apartment’s design make for a fun and comfy Airbnb in Milwaukee. The host allows up to four guests, but be aware that there’s only one queen-size bed and two regular sofas, so this may be a retreat more suited for couples and solo travelers. Bright yellow paint makes the kitchen very welcoming, and the overall eclectic assortment of furniture and textiles appeals to the low-key traveler.

The host recommends dining at the nearby Café Corazón, Collective Coffee, or the Art Bar and Restaurant during your stay. After you eat, stroll along the Milwaukee River or drive to the lake shore during the warmer months of the year. In the chillier months, take advantage of the wonderful galleries and boutiques in the business districts. Popular areas like Third Ward or Bay View are a short drive away, but you’ll have quiet restful nights staying in this residential area.

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Mid-Century Airbnb in Bay View

Instead of settling for just a room for rent in Milwaukee, spread out in this quaint guest suite on the upper floor of this home in Bay View. Two bedrooms, each with a queen-size bed, will make up to four guests feel comfortable in their own space. The tile bathroom magnifies the natural light, and windows throughout the home create an open, airy feel.

The kitchen is small but has everything you need for dining in. There’s free parking on the premises, and being so close to one of the city’s major roadways makes it easy to create a self-guided tour of the city or catch a lift using a rideshare app, which is a very popular way to get around Milwaukee.

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The Lulu Nest

Perhaps the Airbnb in Milwaukee with the cutest name, this studio rental is a very convenient home base from which to “fly off” in any direction and explore the city. You’ll be staying in a studio over the restaurant that the host owns. If the central location isn’t enough to entice you, booking for more than three days earns you a gift certificate that you can use at the restaurant. If you prefer to dine in, there’s also a fully equipped kitchen.

The studio itself is quaint. Accent walls painted warm green tones enhance the forest feel. Pets are welcome, depending on the size and breed; just be sure to communicate with your host ahead of time about your furry companions. A number of bars and other restaurants on the same block makes going out for dinner convenient and comfortable no matter the weather. According to the host, the neighborhood is perfect for music lovers, with nearby venues featuring a wide range of musical genres that will make your stay a memorable one.

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Milwaukee Farmhouse

Originally built in 1912, this remodeled vacation home for rent in Milwaukee boasts a great location, spacious interiors, and an almost perfect five-star rating from past guests. As many as nine of your friends and family members can share this home together for your next reunion. Everyone will have their own space in one of the five bedrooms and can come together in the full kitchen, formal dining room, and the living room.

The incredibly cool kitchen design makes it a calming place to cook and gather around the large island and chit chat. Three of the bedrooms have queen-size beds, and the fourth has two singles and some books and toys on the shelves. In the enclosed entryway is a small table with chairs that will be your favorite place to sit with coffee and watch the city wake up.

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Downtown Penthouse

Although this apartment can be rented by up to four guests at a time, it’s the perfect size for an individual or a couple. Its bedroom with a queen-size bed as well as its kitchen, washer and dryer, and prime location within the city make long-term stays comfortable. The penthouse has funky architectural elements and a great view of the city from the bedroom. The walls, countertops, and floors are all neutrals and gray tones, making the business of the city feel far away and helping you unwind after a busy day.

There’s free parking on the premises, but if that’s filled up, you have three other parking garages on the same block. Only a few blocks in either direction to Third Ward or East Town, the penthouse is also in close proximity to the lakefront.

This Airbnb in downtown Milwaukee is made for a pedestrian who wants to become part of the city. Travel a better way by staying somewhere that looks like a fantasy and feels like home.

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Apartment on Michigan Street

You’ll hear the streets of downtown calling your name from this lovely one-bedroom apartment, one of the best Milwaukee Airbnbs. Though it’s beautifully decorated and stocked with all your necessities, it might be hard to stay in when there’s so much to go out and see. 

Situated in between the posh neighborhoods of Westown and East Town and the more hipster Third Ward, this rental surrounds you with the best Milwaukee has to offer. To the north are theaters like the Marcus Center for Performing Arts and the Pabst Theater. There’s also the Harris Bradley Center if you want to catch a game and the Turner Hall Ballroom, which hosts concerts and comedy shows.

Photo ops not to be missed include the Milwaukee Public Market and the Henry Maier Festival Park. If all of this plus the Riverwalk isn’t enough to entice you, then having a cozy and stylish apartment to come home to when the day is over certainly should.

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Private Room in Historic Home

This room for rent in Milwaukee is let out by Spring, who will be on hand to answer questions and make restaurant recommendations during your stay. The first floor room will accommodate two travelers. The bedroom with a full-size bed, bathroom, first-floor living room, and a small patio are for private use by the guests, while the kitchen is shared with the host but fully available for use.

The host provides a light breakfast of granola and cereal every day of your stay, and if you book a longer stay, Spring offers a free six-pack of Milwaukee-brewed beer.

Over 130 years old, this home has lots of charm. Brightly painted walls make the space feel lively and welcoming. The house is well positioned between busy streets with breweries, a bowling lane, restaurants, and cafés. It’s convenient to have a car because this Airbnb has free parking on the premises or street.

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Clock Tower Loft

This studio loft gets its name from the Allen-Bradley clock tower that can be viewed from the windows. A coach house apartment located over the host’s garage, this Airbnb in Milwaukee will see you well taken care of since the hosts are next door and available for any questions regarding your rental or the city.

Despite the hosts’ proximity, you’ll have total privacy and freedom to come and go as you please with free street parking, a private entrance, and a fully stocked kitchen. There’s one queen-size bed, making it perfect for couples, solo travelers, or business visitors. Long-term stays are welcome here, but you’ll need to find somewhere to do your laundry as there is no on-site washer or dryer.

The neighborhood’s status as a Federal Historic District means you’ll see lots of architectural restorations as you navigate the streets, but Walker’s Point also has cred as a hip district with breweries, distilleries, bars, and clubs, so staying here will guarantee an unforgettable vacation in Milwaukee for any type of traveler.

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It seems like you can’t find a bad spot to vacation in Milwaukee if you book one of these amazing Milwaukee Airbnbs and experience the city like a local. The city is a pedestrian’s dream, with popular neighborhoods clustered close to each other and streets lined with amazing food, drink, and shopping. The views from some of these vacation rentals of the lakefront and the historic architecture of downtown will make your stay all the more memorable. 

If Milwaukee has never made your top 10 cities list, we hope a stay there in one of these rentals will change your mind. A big part of an amazing vacation is an amazing place to stay and these Milwaukee Airbnbs certainly qualify. Any one of these apartments and homes is sure to be a favorite with all kinds of travelers.

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