Milwaukee, often referred to as the “City of Festivals,” is one of the most populated metropolitan areas in the Midwestern US. Home to a number of museums and things to do that I think all types of travelers will find entertaining, it is also a growing cultural and economic center. Fans of art will enjoy a walk through the Milwaukee Art Museum, which houses almost 25,000 art pieces, and the Charles Allis Art Museum, which will charm you with its unique Tudor-style architecture. The city hosts a number of festivals, notably Summerfest at the end of June, which was awarded as the largest music festival in 1999 by the Guinness Book of World Records. There are also a number of cultural events and festivals in Milwaukee, namely Bastille Days (French) and Festa Italiana (Italian).
With such a packed schedule exploring the sights, it’s important to have a cozy place to stay. Scroll down for the top luxury Airbnbs in Milwaukee, Wisconsin, for great stays.
Getting around Milwaukee:
While travelers can easily walk around Milwaukee’s downtown area, they’ll also find it easy to drive around, as it’s situated at the junction of two highways: Interstate 94 and Interstate 43. There’s also plenty of parking downtown that you can pay for using a mobile app. Meanwhile, those who prefer public transportation can take advantage of various bus routes in the area.
Visitors will be happy to know that Milwaukee’s public transportation system is wheelchair accessible. For example, all buses have ramps and wheelchair spaces, while trains are wheelchair accessible as well. Disabled parking placards are also honored in the city.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to luxury services and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on October 25, 2025.
More information about booking an Airbnb in Milwaukee, Wisconsin
If you’re planning on visiting Milwaukee soon, consider booking a rental in or near some of the city’s most vibrant areas. Kinnickinnic Avenue is a chic area known for delicious dining and drinking options. It also showcases the local culture through murals. Meanwhile, Brady Street promises a day of pampering thanks to its spa, salons, and shopping opportunities. Then, you can hit the bars and restaurants at night.
Our top picks for luxury Airbnbs in Milwaukee, Wisconsin
1. The Walker's Point (from USD 1142)
Best for: Wedding parties
This home was remodeled for a TV show and boasts every bit of luxury associated with it. Restaurants, pubs, and wedding venues are all within walking distance of the property. I’m sure guests will also enjoy the lovely clawfoot tub, the spacious master bedroom, and the fantastic backyard perfect for grilling.
The location is also very convenient for getting on and off the freeway. There are a plethora of amazing restaurants nearby, including several that are within walking distance.
Luxury amenities to indulge in: furnished outdoor patio, covered front porch, grassy backyard
More information from the Superhost, Jenni:
- Food scene: Boone & Crockett; Braise Restaurant & Culinary School; MobCraft Beer: Brewery, Taproom & Pizza; Anodyne Coffee Roasting Co.; The Iron Horse Hotel
What guests loved about this luxury Airbnb:
“First and foremost, the cleanliness of the home was impeccable. The comfort level of the accommodations surpassed our expectations. The beds were cozy, the furnishings were inviting, and every detail seemed to be carefully curated to ensure maximum comfort … The check-in process was seamless, thanks in large part to the excellent communication from our host, Jenni. She was an absolute pleasure to work with, promptly addressing any questions we had both before and during our stay. ” - by Gregoire (Village of Lakewood)
Milwaukee, Wisconsin, United States
1.1 km (0.7 mi) from Harley-Davidson MuseumSuperhost
Accommodates: 8
Top guest reviews
Host:
a little pricey but hosts 8 people easilyplus the owners are wonderful people and incredibly communicativeshe was kind and incredibly helpful highly recommend this airbnb for your next visit to milwaukeejenni is a great host and very responsivejenni was a fabulous and responsive hostLocation:
lovely house in a perfect locationgreat space in a convenient locationthis was an awesome location for what we neededthe location is amazing and a quick 5 min uber away from everything we wanted to dothis place was absolutely amazing great locationCleanliness:
very clean and so beautifulthe house was very clean and the beds were extremely comfortableclean and in a great part of townthe house was clean and well stocked with everything we neededthe house is clean inviting comfortable and equipped with everything you need the backyard also is amazingRead more reviewsAmenities & Room:
comfortable beds and plenty of space for everyonejenni’s place was perfect for our cozy nye getaway with our pup
2. Beautiful house with a beer pong table (from USD 516)
Best for: Guests with competitive spirits
The highlight of this property is the well-furnished game room named “The High Life Lounge,” which is equipped with arcade games, foosball, a dartboard, and a beer pong table. So, if you and your friends like to compete with each other, I think this accommodation will be perfect for you. The lower level also leads to a great patio with couches, a fire pit, a barbecue, and an area for outdoor games.
In addition, the property is ideally located in downtown Milwaukee, keeping guests conveniently near to popular attractions.
Luxury amenities to indulge in: game room with arcade games and more, outdoor patio, high-end toiletries, fire pit, private backyard
What guests loved about this luxury Airbnb:
“The amenities were as-advertised, and we were impressed with the bathrooms and kitchen in particular. Location was perfect for what we had planned, and it felt central enough without being in an overly loud/crazy area that lacked privacy. While the house had new, quality features that made the house feel really nice, we also felt like it was a home and that we could have fun in the basement with their gaming space.” - by Eliot (Chicago)
Milwaukee, Wisconsin, United States
2.1 km (1.4 mi) from Harley-Davidson MuseumSuperhost
Accommodates: 16
Top guest reviews
Host:
kevin is a great hostkevin was a fantastic host and made himself available for any questions or concernskevin was very communicative and helpful the entire timehosts were extremely nice and responsivethanks kevin and allison for hosting our group of 10Location:
great location downtown milwaukee that's conveniently located to a lot of bars restaurants and activitiesawesome house in a great location highly recommendthis is a great house in a prime locationthe house was a very comfortable and the location was excellentyou can easily walk to the restaurants and bars on brady streetRead more reviewsAmenities & Room:
mattresses sheets and bedding was very comfortablehouse had modern decor and was very comfortable including the open kitchen living room and dining area
3. Luxurious home with a game room (from USD 1423)
Best for: Travelers who love to compete in indoor games
This stunning home sits on an expansive estate in a peaceful residential neighborhood. Fully equipped, the rental is an ideal spot for exploring the city, especially since it’s near the downtown area. The recreation room has new foosball and air hockey tables. If you’re more of an outdoor person, head to the fenced-in patio area that leads to a big backyard with seasonal hammocks and plenty of space and amenities for outdoor games. Guests can also utilize charcoal or gas grills for a cookout.
In addition, this property sits about 1 mile (1.6 kilometers) from a variety of downtown restaurants, pubs, breweries, and entertainment venues, offering convenience to guests keen on exploring the city’s nightlife.
Luxury amenities to indulge in: saltwater hot tub with moto massage seats, recreation room, exercise equipment, life-size games, fire pit, large private backyard, patio with seating
More information from the Superhost, Paul:
- Drinks and nightlife: Lakefront Brewery (offers brewery tours, fish fry, and live music); Von Trier (serves German beer on an outdoor patio); SafeHouse (spy-themed nightclub)
- Food scene: Milwaukee Public Market (provides tons of dining and shopping options); BelAir Cantina (excellent tacos and drinks); Colectivo Lakefront (coffee shop in a historic pump house)
What guests loved about this luxury Airbnb:
“We gathered to celebrate the 100th birthday of one of the sisters. The sisters don’t climb stairs very easily so having their bedrooms, kitchen/dining room, and living room all on the main floor was a big plus. We ate our meals at the house. The kitchen was amply stocked with pots and pans, dishes, glassware, spices, condiments, etc.” - by David (River Falls)
Milwaukee, Wisconsin, United States
2.85 km (1.8 mi) from Harley-Davidson MuseumSuperhost
Accommodates: 14
Top guest reviews
Host:
paul was a wonderful hosthosts are super coolpaul is a great host and communicatorhosts were super helpfulprobably the most thoughtful host on this appLocation:
good location and nice placeamazing home located in an area that’s very walkable to downtowngreat location walkable to many good eateries and within an easy drive to anythingit was a great location for taking walks to the river and downtownthe location is perfect for going out and about in the cityCleanliness:
everything was clean and the beds were comfortablethe house was decorated very nicely and was super clean when we arrivedthe house was clean spacious and perfect for large groupsclean and good stuff to cook with if you don’t want to eat out every mealfantastic stay close to all the amenities we wanted clean and very spaciousRead more reviewsAmenities & Room:
very comfortable bedding and lots of space for everyone to spread outthis place is better than the photos reflect it is huge with plenty of room for a large groupthe extra large kitchen area and dining table were perfect for our traditional christmas eve meal
4. Sunny duplex with a furnished patio (from USD 880)
Best for: Several families traveling together
This historic Milwaukee duplex is located in the renowned Bay View area and can accommodate up to 16 guests. If I were a guest here, I would unwind on the patio with a fire pit at night or enjoy the sun in the backyard for a great start to the day.
The house has a quiet and pleasant atmosphere with simple and elegant décor. While staying here, you can start your mornings with a great cup of coffee from the French press, or you can have a great movie night with the popcorn popper. The property is close to the beaches, bike trails, and beer gardens of the area.
Luxury amenities to indulge in: fire pit, furnished patio, covered balcony
More information from the Superhost, Frances:
- Food scene: Honeypie Cafe (serves delicious pie); LuLu Cafe and Bar (perfect for pie and cocktails); Centraal Grand Café and Tappery
- Parks and Nature: Humboldt Park Pavilion; Grant Park Beach (quiet beach with kid's play equipment); South Shore Park (excellent for baseball, basketball, and volleyball)
What guests loved about this luxury Airbnb:
“The house had lots of space and an amazing patio and balcony. There are some great shops and restaurants within walking distance and you are only a few miles from the water. Frances was very welcoming and quick to message back when we had questions.” - by Sydney (Flint)
Milwaukee, Wisconsin, United States
3.78 km (2.4 mi) from Harley-Davidson MuseumSuperhost
Accommodates: 16
Top guest reviews
Host:
great host and nice placeowner is very nice and thoughtfulfran is a wonderful hostsuper comfortable and the hosts were incredibly accommodating and quick with responses to questions and requestsfran was a great host and very accommodating on short noticeLocation:
close to great restaurantsthe location was amazinggreat location for a weekend tripexcellent location walking distance to bars and restaurantsgreat place and great locationCleanliness:
it was very clean and comfortablevery clean and awesome communication with helpful tipsthe place was clean and cozyplace was very cleanit is cleanRead more reviewsAmenities & Room:
this place was perfect with 3 seperate rooms for sleepingbathroom has a modern look and beds are comfortablethe house was perfect with lots of roomthe beds were very comfortable as wellwe had a comfortable stay and frances was very friendly
5. Tied-House (from USD 1086)
Best for: Families with children
Situated in the heart of Bay View this house is an iconic structure in the neighborhood. With vast indoor and outdoor living areas and two kitchens, this property is fully equipped to provide you with a memorable and relaxing break.
Ideally located, this property is near bars, restaurants, and popular wedding venues.
Luxury amenities to indulge in: furnished upper-level deck, various coffee options
What guests loved about this luxury Airbnb:
“Parking was much more convenient then staying in downtown/Third Ward area. Street parking was plentiful, no paid parking or permits required, other than registering cars online for overnight parking. Tied house is in a residential neighborhood, but within walking distance of restaurants and bars. Third Ward district is a short drive away.” - by Will (Minneapolis)
“We told him we were going to have littles with us and he had pack-n-plays, highchairs, and toys with the tags still on them ready for the kids. There was a big basket full of ANYTHING you could ever need: razors, COVID tests, nail polish remover, nail clippers, etc. The freezer had a ton of desserts and there was wine available for use.” - by Rachael (Nashville)
Milwaukee, Wisconsin, United States
3.74 km (2.4 mi) from Harley-Davidson MuseumSuperhost
Accommodates: 12
Top guest reviews
Host:
amazing spot with a great hostkyle was a great host he communicated promptly and answered all my questions prior to our staythe host made sure to add extra touches too all of the spaces such made it feel specialand kyle is an excellent host who responds quickly to any questions that might come upvery spacious clean and comfortable home host is excellent at communicatingLocation:
the house is in an ideal location for walking to many restaurants/ pubsRead more reviewsCleanliness:
the house was amazing… clean spacious accommodatinghome was perfect and as advertised plenty of space for a large group and was incredibly clean
6. The Howell House (from USD 1295)
Best for: Big groups of friends
This beautiful home offers a myriad of facilities and amenities for the perfect vacation, including a gym area, two porches, and an outdoor hot tub. The property also has an attached garage that can accommodate up to two cars. Guests can relax on the deck or the patio upstairs, or just lounge in the backyard and soak in the sun. I also think that the beautiful sunroom will be the highlight of your stay here.
The property is only a five-minute drive from downtown Milwaukee.
Luxury amenities to indulge in: private six-person hot tub, sunroom with office facilities, workout room, fenced-in yard, furnished porches, private backyard, fire pit
More information from the host, Carrie:
- Entertainment: Bay View Bowl; Avalon Atmospheric Theater
- Food scene: Centraal Grand Café & Tappery; Goodkind; Odd Duck
What guests loved about this luxury Airbnb:
“The house is beautiful and conformable, the neighborhood (Bay View) is very nice and quiet, a lot of restaurant and coffee shop around. And the most important Scott is a very nice host, really helpful and he wants to make you comfortable in his place.” - by Lorenzo (Bagnolet)
Milwaukee, Wisconsin, United States
3.97 km (2.5 mi) from Harley-Davidson MuseumAccommodates: 12
Top guest reviews
Host:
host was awesome and extremely accommodatingscott was a great hostscott was a great hostswonderful host he went above and beyond with communication and recommendationsscott was great with responding to any questions we had and was a great hostLocation:
awesome house in a great locationi would recommend this location to anyonesuch a fun house fantastic locationthe location is also awesome especially for a familyit’s also a 1-2 minute drive or easy 5-10 minute walk to all the great restaurants in bayviewRead more reviewsAmenities & Room:
there is plenty of room to spread out have guests over and play
7. Victorian mansion with handcrafted woodwork (from USD 3000)
Best for: Guests who love historical accommodations
This Victorian mansion has handcrafted woodwork throughout its bright interiors fitted with contemporary furnishings, offering a historic atmosphere that is elevated with a modern touch. I believe that the large kitchen and the magnificent foyer with a grand staircase are its standout features. It also has a wonderful backyard for outdoor fun.
Additionally, Newberry Boulevard, Lake Park, and Downer Theatre are near the property, offering convenience for guests looking to explore the cultural scene of the city.
Luxury amenities to indulge in: gourmet kitchen, private backyard with alfresco dining area, foosball table, ping-pong table, antique decor
More information from the Superhost, Keith:
- Food scene: SafeHouse (espionage-themed restaurant); Comet Cafe (bar, restaurant, and coffee shop); Colectivo Lakefront (serves coffee, smoothies, and other signature drinks); Café Corazón (tasty Mexican food, including blue mussels)
What guests loved about this luxury Airbnb:
“Whether you are a small family or a larger group, this home has enough space for everyone. It’s located in a beautiful, safe neighborhood close to all Milwaukee amenities (literally three blocks from Lake Michigan).” - by Joel (Ashwaubenon)
“The house is gorgeous with lots of cozy design touches and handmade pieces of furniture, you can tell he’s spent a lot of time refurbishing the house. The 3 levels are great for big groups as we had plenty of space to spread out and more than enough beds for everyone. A very well stocked house with plenty of towels, toilet paper, kitchen amenities and more.” - by Hannah (West Hollywood)
Milwaukee, Wisconsin, United States
5.46 km (3.4 mi) from Harley-Davidson MuseumAccommodates: 16
Top guest reviews
Host:
keith was very accommodating and a great hostskeith was an excellent host and very accommodating to our slightly bigger groupkeith was an outstanding host who was very responsiveness and accommodatinggreat communication with the host tookeith was a great host my family and i enjoyed our stay and enjoyed all the amenitiesLocation:
perfect spot close to everythinggreat place perfect location and great decorwalking distance to lake michigan & great barsfantastic place close to everything and keith made checkin really easythe house is an amazing property in a great locationCleanliness:
the place is clean charming and comfortableRead more reviewsAmenities & Room:
a very well stocked house with plenty of towels toilet paper kitchen amenities and morethe kitchen is nice however the sink area is very small for the number of rooms
8. Bright and spacious manor (from USD 1000)
Best for: Large families
While staying in this manor, you can soak in the sun while indulging in the breathtaking views from the windows. At night, you can stay warm by the indoor fireplace. You can enjoy a meal with everyone in the expansive dining area, or play a game of foosball in the entertainment room.
In addition, the property is within walking distance of shops and restaurants.
Luxury amenities to indulge in: entertainment room with a foosball table, indoor fireplace
Milwaukee, Wisconsin, United States
4.57 km (2.9 mi) from Harley-Davidson MuseumAccommodates: 16
Top guest reviews
Host:
kid friendly tons of beds and sleep arrangement options hosts were very responsive and flexibleoverall we loved our stay here thank you for hosting usthat was helpful because you cannot park in the street for longer than 3 hours at a timeLocation:
nice place close to cool places to visitgreat location and amazing front porchthe location is great and it’s good for big groups that need a place where everyone can stay togethergorgeous house lots of rooms and great location but finicky thermostat and the upstairs gets hoteveryone had a comfortable place to sleep and the cute decor made it that much more enjoyableCleanliness:
clean plenty of beds and great locationthis house was perfect for my best friend’s bachelorette party the house was clean spacious and well decoratedwhile the house itself is older it was well kept and cleanbeautiful home and great communication from the host so spacious and close to many milwaukee attractionsRead more reviewsAmenities & Room:
however the ac and fan were very dustysecond floor ac was mediocre; every room was provided with at least one box fan
9. Luxurious home with two-sided gas fireplace
Best for: Families or groups of friends
You’ll be able to take in the breathtaking panoramic views of the river or the city skyline from every room in this lovely and modern house. This rental offers a two-sided gas fireplace, a private balcony for each room, and a modern kitchen with a breakfast bar. There’s also the fully furnished deck that comes with a gas grill.
If you’re up for some outdoor fun, you can spend some time in the expansive backyard with your family.
Luxury amenities to indulge in: furnished deck and balconies with city views, large backyard, spa-like tub
Milwaukee, Wisconsin, United States
3.04 km (1.9 mi) from Harley-Davidson MuseumSuperhost
Accommodates: 8
Top guest reviews
Location:
great location cool house great staysuch a beautiful home with an ideal locationplace was beautiful and in a great locationgreat location clean perfect getaway to mkeRead more reviewsAmenities & Room:
the full kitchen was perfect for our taco bar night in
10. The Bluff House (from USD 2200)
Best for: Travelers who want to stay by the water
The Bluff House has warm interiors that feature an indoor fireplace, a 10-seater dining table, and a pool and ping pong table. There’s also the expansive outdoor entertaining area that has a fire pit and lawn that have great views of Lake Michigan.
The property is located on the outskirts of the charming village of Shorewood and is just a short drive from downtown Milwaukee.
Luxury amenities to indulge in: ping-pong table, pool table, bar area, fire pit, high-end finishes, picture windows with water views
Milwaukee, Wisconsin, United States
6.49 km (4.1 mi) from Harley-Davidson MuseumSuperhost
Accommodates: 14
Get the most out of your vacation in Milwaukee
Milwaukee is truly a city fit to explore, and the best way to make the most out of your vacation is to find the perfect place to stay. Go through the above list and book your favorite rental for a great vacation in Milwaukee.
History
Get Trip101 in your inbox
Unsubscribe in one click. See our Privacy Policy for more information on how we use your data