10 Best Vacation Rentals In Milwaukee, Wisconsin

Lyza
Contributing Writer
Updated
| 5 min read

Known as “Brew City” because of its beer history, Milwaukee is a wonderful place to visit. You can explore and experience a lot of things here. For example, if you want to learn about a brewery in the city, you can visit Lakefront Brewery and enjoy a glass of beer. In addition, Milwaukee hosts the world’s largest music festival, Summerfest. Apart from beer and music, it’s a popular destination for travelers who want to see the beautiful Lake Michigan, Harley-Davidson Museum, and Milwaukee Art Museum. Alternatively, if you’re into sports, you can watch winning teams such as the Milwaukee Bucks play in Fiserv Forum.

Eager to start exploring this lively city? Make sure you have a comfortable place to stay. Continue reading for the best vacation rentals in Milwaukee, Wisconsin.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on October 28, 2025.

1. Clean and cozy guesthouse (from USD 463)

Indulge in a relaxing break by booking this cozy modern guesthouse with two bedrooms and a living room with ample space for unwinding and watching TV. The property also features a well-lit kitchen where guests can cook for their group, as it’s fully equipped with essential appliances.

For your relaxation, you can enjoy a cup of tea or coffee on this rental’s private patio. Another perk of booking this accommodation is that it’s only a short ride from Lake Michigan, Fiserv Forum, and Brady Street!

Milwaukee, Wisconsin, United States
139 reviews   Airbnb superhost icon Superhost Wifi Available
ENTIRE HOME 4 Beds 6 Guests 2 Bedrooms 1 Bathroom

Accommodates: 6

Top guest reviews
Host:
anjuli was easy to communicate with she is responsive and provided clear instructions on every questions i had
hosts were very pleasant attentive and easy to communicate with
hosts were awesome; they communicated well and gave clear instructions to find and enter the home
hosts were great very informative on check in and check out
host had really great proactive communication and made sure we were comfortable throughout our stay
Location:
you cannot beat this location so many cute restaurants and shops within walking distance
michael’ spot is the perfect weekend getaway walking distance to lots of cute shops and restaurants
wonderful location appointed with everything you and your family would need
we had a great stay at michael's place
this place was the best location for the wedding events we attended in milwaukee
Cleanliness:
the apt was immaculately clean and very comfortable
everything was sparkling clean and well appointed down to the nice towels and linens
the house itself is very clean and spacious
it was super clean organized and beautifully put together
this guest house was clean and well equipped and comfortable
Amenities & Room:
one first floor bed and 3 second floor beds fits a family easily washer and dryer in unit
all the beds were very comfortable
Read more reviews

2. Trendy condo with city skyline view (from USD 414)

This condo near The Hop MKE and the Public Market is furnished with classy furniture, making this rental look sophisticated and stylish. The Airbnb also has a well-furnished bedroom with a queen bed and an open-style living room featuring an HDTV with Roku. In addition, it has a full kitchen for your cooking needs and a large wooden dining set for your loved ones to enjoy your culinary creations.

What’s even better is that this rental has an amazing view of the city skyline, perfect when relaxing in the living room or the kitchen!

Milwaukee, Wisconsin, United States
182 reviews   Airbnb superhost icon Superhost Wifi Available
ENTIRE CONDO 4 Beds 6 Guests 1 Bedroom 1 Bathroom

Accommodates: 6

Top guest reviews
Host:
host was incredibly responsive
jake was helpful and easy to work with
jake is a great host location is great too unfortunately neighbours were noisy
everything was exactly as described and jake was very responsive
good clear communication from owner
Location:
great location for festival events downtown
the location is absolutely amazing
the location is perfect
place was located in a great spot in milwaukee
very striking place in a fantastic location
Cleanliness:
very clean and well kept
it was very clean and the bed was very comfortable
the unit was super clean and decorated nicely
very nice area and clean place
place was immaculate clean and very stylish
Amenities & Room:
it had everything we needed for a comfortable stay
Read more reviews

3. Luxurious home with a balcony (from USD 374)

What makes this luxurious rental unique is that it has a private balcony that’s furnished with a table and chairs and a communal game room with a pool table for your entertainment.

Moreover, this accommodation includes high-end furnishings, such as a full kitchen with three stools. The unit has a large window as well, making this space well lit and allowing guests to view the trees outside. For your convenience, there’s also a fitness room in the building, in-unit laundry, and fast WiFi if you want to stream movies or surf the web.

Milwaukee, Wisconsin, United States
204 reviews   Wifi Available
ENTIRE RENTAL UNIT 1 Bed 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3

Top guest reviews
Host:
the owner is communicative and friendly
the host was very easy to contact and provided us with all the information we needed
very helpful and kind
the host was communicative as well and they left extra soap for me which was nice
prior to my check in i received information regarding parking and found it very helpful
Location:
i loved the place and location
great location the apartment was so beautiful
perfect location just off brady street
really great place near a lot of restaurants and cool areas of the city
good location for restaurants and the nearby bakery was really good
Cleanliness:
very clean well-kept place
very clean and an awesome space
really nice unit clean and quiet
everything was very clean super nice place to stay
stay was great and it was very clean and spacious
Amenities & Room:
beautiful modern apartment in a good area
hands down the most comfortable bed
the apartment was very well organized and tidy
Read more reviews

4. Modern home in an ideal location

This roomy condo allows guests to conveniently explore Milwaukee, as it sits between Riverwest, Brewer’s Hill, and the Lower East Side. What’s even more amazing is that each bedroom features a small patio where you can sit, relax, and admire the view outside.

In addition, this property has a living room on the main floor and in the basement where your group can enjoy a movie night thanks to a 60-inch (152.4-centimeter) smart TV. With a full kitchen and modern design too, this rental has everything you might need for a comfortable vacation!

Milwaukee, Wisconsin, United States
PRIVATE VACATION HOME 6 Guests 3 Bedrooms 4 Bathrooms

5. Gorgeous apartment in Bay View

Although the duplex this unit is located in is already 100 years old, it has been remodeled to have a modern design. The apartment’s living room has a sofa that can be used as a full bed and a 50-inch (127-centimeter) smart TV where you and your loved ones can watch shows on Amazon Prime Video or Netflix. Depending on your preference, you can also cook food for your group in the bright kitchen equipped with essential cooking appliances.

Aside from its amenities, this rental is near the heart of Bay View, allowing guests to access downtown, Lake Michigan, and the best restaurants or shops in the neighborhood.

Milwaukee, Wisconsin, United States
Apartment 5 Guests 2 Bedrooms 1 Bathroom

6. Retro-style home with pool table

With its location near Riverwest, East Side, and downtown, this retro home is ideal for those who want to explore what’s up in the city of Milwaukee. You can easily visit Riverwalk Plaza, the University of Wisconsin-Milwaukee, Fiserv Forum, and The Oriental Theatre by Milwaukee Film, which are all less than 2 miles (3.22 kilometers) from this property.

Additionally, guests who love to play billiards or binge-watch will love this house because it has a pool table and a huge TV with Roku access. It also features a full kitchen and comfy beds.

Milwaukee, Wisconsin, United States
PRIVATE VACATION HOME 4 Guests 3 Bedrooms 2 Bathrooms

7. Well-decorated apartment with entertainment options

This stylish apartment has a balcony with a city view. It also features a full kitchen if you wish to cook your own meal. For your enjoyment, there is also WiFi and a TV with Netflix, Hulu, and Amazon Prime Video in this rental.

However, if you wish to explore, the rental is nestled in the Yankee Hill neighborhood where tourists can find popular restaurants and shops in Milwaukee. You can also easily visit Fiserv Forum, Milwaukee Art Museum, and Discovery World because they’re only less than 1 mile (1.61 kilometers) from the property!

Milwaukee, Wisconsin, United States
Apartment 4 Guests 2 Bedrooms 2 Bathrooms

8. Vintage three-bedroom apartment in Riverwest

Located in Riverwest, this upper apartment is ideal for those who want to be in close proximity to the downtown area, the University of Wisconsin-Milwaukee, and the Milwaukee River. Moreover, it’s only eight blocks from the entertainment district on Brady Street and 2 miles (3.22 kilometers) from Fiserv Forum.

Aside from its ideal location, this three-bedroom apartment features street parking. It also has modern amenities, such as a TV, a full kitchen, and WiFi for your convenience and entertainment. In addition, guests can relax and hang out on the property’s furnished balcony.

Milwaukee, Wisconsin, United States
Apartment 5 Guests 3 Bedrooms 1 Bathroom

9. Lovely home with river view

With an amazing view of the river, this clean and modern house is situated within 1.1 miles (1.77 kilometers) of Riverwalk Plaza, The Oriental Theatre by Milwaukee Film, Milwaukee Art Museum, and Fiserv Forum, making this tucked-away rental close to restaurants and bars. In addition, this accommodation features a private backyard with a firepit where your group can hang out. Guests can also watch TV in its spacious living room with a sofa and two plush chairs.

For visitors’ convenience, you may request children’s toys, a baby bath, and a baby monitor if you need them. Street parking and full laundry are also available for a stress-free vacation.

Milwaukee, Wisconsin, United States
PRIVATE VACATION HOME 10 Guests 4 Bedrooms 2 Bathrooms

10. Stylish apartment in the Lower East Side

This spacious apartment has three bedrooms, each with a queen bed for your comfort. It also has a spacious living room sofa and a large dining table that can comfortably sits six people. In addition, guests can have fun cooking in the fully equipped kitchen with a center island and seating.

Another perk of this rental is that it’s only 0.5 miles (0.80 kilometers) from Riverwalk Plaza and 0.7 miles (1.13 kilometers) from Milwaukee Art Museum! Its location is indeed ideal if you want to explore Milwaukee.

Milwaukee, Wisconsin, United States
Apartment 10 Guests 4 Bedrooms 1 Bathroom

Have a beer and enjoy your vacation in Milwaukee

If you want to see Lake Michigan, visit museums, enjoy Summerfest, or just enjoy one of the city’s home-grown brews, you’ll enjoy visiting the city of Milwaukee. To help you have a great vacation with the people close to you, feel free to choose among the best vacation rentals in Milwaukee, Wisconsin, above!

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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Lyza is a freelance writer and linguist who loves traveling around the Philippines. She especially enjoys going to the beach, trying cool adventures, and exploring new things with friends. Aside...View profile

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