10 Handpicked Luxury Airbnbs In Milwaukee, Wisconsin

Phine
Contributing Writer
Updated
| 9 min read

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 Museum
203 reviews   Airbnb superhost icon Superhost Wifi Available
ENTIRE HOME 4 Beds 8 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 8

Top guest reviews
Host:
a little pricey but hosts 8 people easily
plus the owners are wonderful people and incredibly communicative
she was kind and incredibly helpful highly recommend this airbnb for your next visit to milwaukee
jenni is a great host and very responsive
jenni was a fabulous and responsive host
Location:
lovely house in a perfect location
great space in a convenient location
this was an awesome location for what we needed
the location is amazing and a quick 5 min uber away from everything we wanted to do
this place was absolutely amazing great location
Cleanliness:
very clean and so beautiful
the house was very clean and the beds were extremely comfortable
clean and in a great part of town
the house was clean and well stocked with everything we needed
the house is clean inviting comfortable and equipped with everything you need the backyard also is amazing
Amenities & Room:
comfortable beds and plenty of space for everyone
jenni’s place was perfect for our cozy nye getaway with our pup
Read more reviews

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 Museum
152 reviews   Airbnb superhost icon Superhost Wifi Available
ENTIRE HOME 10 Beds 16 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 16

Top guest reviews
Host:
kevin is a great host
kevin was a fantastic host and made himself available for any questions or concerns
kevin was very communicative and helpful the entire time
hosts were extremely nice and responsive
thanks kevin and allison for hosting our group of 10
Location:
great location downtown milwaukee that's conveniently located to a lot of bars restaurants and activities
awesome house in a great location highly recommend
this is a great house in a prime location
the house was a very comfortable and the location was excellent
you can easily walk to the restaurants and bars on brady street
Amenities & Room:
mattresses sheets and bedding was very comfortable
house had modern decor and was very comfortable including the open kitchen living room and dining area
Read more reviews

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 Museum
240 reviews   Airbnb superhost icon Superhost Wifi Available
ENTIRE HOME 8 Beds 14 Guests 6 Bedrooms 3 Bathrooms

Accommodates: 14

Top guest reviews
Host:
paul was a wonderful host
hosts are super cool
paul is a great host and communicator
hosts were super helpful
probably the most thoughtful host on this app
Location:
good location and nice place
amazing home located in an area that’s very walkable to downtown
great location walkable to many good eateries and within an easy drive to anything
it was a great location for taking walks to the river and downtown
the location is perfect for going out and about in the city
Cleanliness:
everything was clean and the beds were comfortable
the house was decorated very nicely and was super clean when we arrived
the house was clean spacious and perfect for large groups
clean and good stuff to cook with if you don’t want to eat out every meal
fantastic stay close to all the amenities we wanted clean and very spacious
Amenities & Room:
very comfortable bedding and lots of space for everyone to spread out
this place is better than the photos reflect it is huge with plenty of room for a large group
the extra large kitchen area and dining table were perfect for our traditional christmas eve meal
Read more reviews

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 Museum
164 reviews   Airbnb superhost icon Superhost Wifi Available
ENTIRE HOME 12 Beds 16 Guests 6 Bedrooms 2 Bathrooms

Accommodates: 16

Top guest reviews
Host:
great host and nice place
owner is very nice and thoughtful
fran is a wonderful host
super comfortable and the hosts were incredibly accommodating and quick with responses to questions and requests
fran was a great host and very accommodating on short notice
Location:
close to great restaurants
the location was amazing
great location for a weekend trip
excellent location walking distance to bars and restaurants
great place and great location
Cleanliness:
it was very clean and comfortable
very clean and awesome communication with helpful tips
the place was clean and cozy
place was very clean
it is clean
Amenities & Room:
this place was perfect with 3 seperate rooms for sleeping
bathroom has a modern look and beds are comfortable
the house was perfect with lots of room
the beds were very comfortable as well
we had a comfortable stay and frances was very friendly
Read more reviews

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 Museum
145 reviews   Airbnb superhost icon Superhost Wifi Available
ENTIRE HOME 5 Beds 12 Guests 5 Bedrooms 4 Bathrooms

Accommodates: 12

Top guest reviews
Host:
amazing spot with a great host
kyle was a great host he communicated promptly and answered all my questions prior to our stay
the host made sure to add extra touches too all of the spaces such made it feel special
and kyle is an excellent host who responds quickly to any questions that might come up
very spacious clean and comfortable home host is excellent at communicating
Location:
the house is in an ideal location for walking to many restaurants/ pubs
Cleanliness:
the house was amazing… clean spacious accommodating
home was perfect and as advertised plenty of space for a large group and was incredibly clean
Read more reviews

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 Museum
47 reviews   Wifi Available
ENTIRE HOME 6 Beds 12 Guests 6 Bedrooms 2 Bathrooms

Accommodates: 12

Top guest reviews
Host:
host was awesome and extremely accommodating
scott was a great host
scott was a great hosts
wonderful host he went above and beyond with communication and recommendations
scott was great with responding to any questions we had and was a great host
Location:
awesome house in a great location
i would recommend this location to anyone
such a fun house fantastic location
the location is also awesome especially for a family
it’s also a 1-2 minute drive or easy 5-10 minute walk to all the great restaurants in bayview
Amenities & Room:
there is plenty of room to spread out have guests over and play
Read more reviews

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 Museum
58 reviews   Wifi Available
ENTIRE HOME 14 Beds 16 Guests 9 Bedrooms 3 Bathrooms

Accommodates: 16

Top guest reviews
Host:
keith was very accommodating and a great hosts
keith was an excellent host and very accommodating to our slightly bigger group
keith was an outstanding host who was very responsiveness and accommodating
great communication with the host too
keith was a great host my family and i enjoyed our stay and enjoyed all the amenities
Location:
perfect spot close to everything
great place perfect location and great decor
walking distance to lake michigan & great bars
fantastic place close to everything and keith made checkin really easy
the house is an amazing property in a great location
Cleanliness:
the place is clean charming and comfortable
Amenities & Room:
a very well stocked house with plenty of towels toilet paper kitchen amenities and more
the kitchen is nice however the sink area is very small for the number of rooms
Read more reviews

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 Museum
22 reviews   Wifi Available
Entire residential home 8 Beds 16 Guests 6 Bedrooms 3 Bathrooms

Accommodates: 16

Top guest reviews
Host:
kid friendly tons of beds and sleep arrangement options hosts were very responsive and flexible
overall we loved our stay here thank you for hosting us
that was helpful because you cannot park in the street for longer than 3 hours at a time
Location:
nice place close to cool places to visit
great location and amazing front porch
the location is great and it’s good for big groups that need a place where everyone can stay together
gorgeous house lots of rooms and great location but finicky thermostat and the upstairs gets hot
everyone had a comfortable place to sleep and the cute decor made it that much more enjoyable
Cleanliness:
clean plenty of beds and great location
this house was perfect for my best friend’s bachelorette party the house was clean spacious and well decorated
while the house itself is older it was well kept and clean
beautiful home and great communication from the host so spacious and close to many milwaukee attractions
Amenities & Room:
however the ac and fan were very dusty
second floor ac was mediocre; every room was provided with at least one box fan
Read more reviews

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 Museum
30 reviews   Airbnb superhost icon Superhost Wifi Available
ENTIRE HOME 3 Beds 8 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 8

Top guest reviews
Location:
great location cool house great stay
such a beautiful home with an ideal location
place was beautiful and in a great location
great location clean perfect getaway to mke
Amenities & Room:
the full kitchen was perfect for our taco bar night in
Read more reviews

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 Museum
1 review   Airbnb superhost icon Superhost Wifi Available
ENTIRE HOME 5 Beds 14 Guests 5 Bedrooms 5 Bathrooms

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.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

History

Report a problem
Please choose the statement that best describes your concern


Get Trip101 in your inbox

Unsubscribe in one click. See our Privacy Policy for more information on how we use your data

 Want to contribute as a Local Expert?
Register Here
0 Comments
Don’t miss out on the best price for your ideal accommodation in Milwaukee
(Do a quick search on the following sites)
×