Top 10 Luxury Airbnbs In Milwaukee, Wisconsin - Updated 2024

Phine
Phine 
Updated
| 4 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 tourist attractions, 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. A number of cultural events, namely Bastille Days (French) and Festa Italiana (Italian), are held in Milwaukee.

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.

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 April 12, 2024.

1. The Walker's Point (from USD 500)

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. It boasts a lovely clawfoot tub, a spacious master bedroom, and a 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.

Stayed at this property?
Milwaukee, Wisconsin, United States
1.1 km (0.7 mi) from Harley-Davidson Museum
167 reviews   Superhost Wifi Available
ENTIRE HOME 4 Beds 8 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
comfortable beds and plenty of space for everyone
jenni’s place was perfect for our cozy nye getaway with our pup
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
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
Read more reviews

2. Beautiful house with a beer pong table (from USD 371)

The highlight of this property is the well-furnished game room named “The High Life Lounge,” which is equipped with arcade games, foosball, dartboard, and a beer pong table. 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.

Stayed at this property?
Milwaukee, Wisconsin, United States
2.1 km (1.4 mi) from Harley-Davidson Museum
86 reviews   Superhost Wifi Available
ENTIRE HOME 10 Beds 16 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 16

Top guest reviews
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
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
Read more reviews

3. Luxurious home with a game room (from USD 578)

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 game 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 a 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.

Stayed at this property?
Milwaukee, Wisconsin, United States
2.85 km (1.8 mi) from Harley-Davidson Museum
224 reviews   Superhost Wifi Available
ENTIRE HOME 8 Beds 14 Guests 6 Bedrooms 3 Bathrooms

Accommodates: 14

Top guest reviews
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
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
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
Read more reviews

4. Sunny duplex with a furnished patio (from USD 649)

This historic Milwaukee duplex is located in the renowned Bay View area and can accommodate up to 16 guests. You can unwind on the patio with a fire pit at night or enjoy the sun in the backyard for a great start to your 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.

Stayed at this property?
Milwaukee, Wisconsin, United States
3.78 km (2.4 mi) from Harley-Davidson Museum
146 reviews   Superhost Wifi Available
ENTIRE HOME 12 Beds 16 Guests 6 Bedrooms 2 Bathrooms

Accommodates: 16

Top guest reviews
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
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
Host:
great host and nice place
fran is a wonderful host
owner is very nice and thoughtful
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
Read more reviews

5. Tied-House (from USD 383)

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.

Stayed at this property?
Milwaukee, Wisconsin, United States
3.74 km (2.4 mi) from Harley-Davidson Museum
94 reviews   Superhost Wifi Available
ENTIRE HOME 5 Beds 12 Guests 5 Bedrooms 4 Bathrooms

Accommodates: 12

Top guest reviews
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
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
Read more reviews

6. Luxurious home with two-sided gas fireplace

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.

Stayed at this property?
Milwaukee, Wisconsin, United States
3.04 km (1.9 mi) from Harley-Davidson Museum
30 reviews   Superhost Wifi Available
ENTIRE HOME 3 Beds 8 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
the full kitchen was perfect for our taco bar night in
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
Read more reviews

7. The Bluff House

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.

Stayed at this property?
Milwaukee, Wisconsin, United States
6.49 km (4.1 mi) from Harley-Davidson Museum
1 review   Superhost Wifi Available
ENTIRE HOME 5 Beds 14 Guests 5 Bedrooms 5 Bathrooms

Accommodates: 14

8. The Howell House (from USD 475)

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. The beautiful sunroom will definitely be the highlight of your stay here.

The property is only a five-minute drive from downtown Milwaukee.

Stayed at this property?
Milwaukee, Wisconsin, United States
3.97 km (2.5 mi) from Harley-Davidson Museum
40 reviews   Wifi Available
ENTIRE HOME 6 Beds 12 Guests 6 Bedrooms 2 Bathrooms

Accommodates: 12

Top guest reviews
Amenities & Room:
there is plenty of room to spread out have guests over and play
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
Read more reviews

9. Victorian mansion with handcrafted woodwork (from USD 790)

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. 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.

Stayed at this property?
Milwaukee, Wisconsin, United States
5.46 km (3.4 mi) from Harley-Davidson Museum
46 reviews   Superhost Wifi Available
ENTIRE HOME 14 Beds 16 Guests 9 Bedrooms 3 Bathrooms

Accommodates: 16

Top guest reviews
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
Cleanliness:
the place is clean charming and comfortable
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
Read more reviews

10. Bright and spacious manor

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.

Stayed at this property?
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
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
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
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
Read more reviews

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.

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