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Airbnb Milwaukee: Your Guide to the Best 12 Stays in the City

A guide to the best Airbnb Milwaukee has to offer for a great holiday

When planning your trip to Milwaukee, finding the perfect Airbnb Milwaukee accommodation is key to a memorable stay. 

In this guide, I’ll provide you with essential information and recommendations to help you navigate the wide array of options available. 

Milwaukee has a variety of options, ranging from stylish city lofts to comfortable suburban houses, catering to all kinds of travelers.

Let’s dive into the world of Airbnb Milwaukee and discover the perfect place for your travel Wisconsin adventure.

a pin with a living room, Airbnb Milwaukee

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1. The Finial Flat

living room with sofa next to a window at The Finial Flat in Milwaukee, Wisconsin
Courtesy of VRBO
  • 1 bedroom
  • 1 bathroom
  • Sleeps 4

I’ve chosen this Airbnb in Milwaukee thanks to its exceptional rating and I think the Finial Flat is a fantastic accommodation option. 

This one-bedroom, one-bathroom flat comfortably sleeps four and offers popular amenities like a fully equipped kitchen, free WiFi, and air conditioning. 

The convenience of having a washer and dryer in the unit is a definite plus for travelers.

Its proximity to attractions such as the Milwaukee Art Museum and Fiserv Forum, both within walking distance, makes this cozy apartment an ideal choice for exploring the city. 

Additionally, being just a short drive from the Harley-Davidson Museum adds to its appeal for those looking for unique things to do in Milwaukee. 

2. House in Milwaukee

kitchen and living room next to a bedroom at the House in Milwaukee in Wisconsin
Courtesy of VRBO
  • 1 bedroom
  • 1 bathroom
  • Sleeps 4

The House in Milwaukee is the perfect accommodation for families looking for fun things to do in Milwaukee with kids. 

Located near downtown, this property offers a private entrance, kitchenette, separate bedroom, living room, and bathroom with all the necessary amenities. 

The kitchen is equipped with a Keurig coffee maker, microwave, refrigerator, dishes, and utensils, making it convenient for preparing meals. 

Outdoor space is available for kids to play, and there’s air conditioning to keep everyone comfortable. 

I’m pretty confident that with the American Family Field just a 4-minute drive away, families can enjoy catching a baseball game together during their stay this house in Milwaukee.

3. Bay View Retro Retreat

bright living room with big windows overlooking the street with sofa and TV at Bay View Retro Retreat in Milwaukee, Wisconsin
Courtesy of VRBO
  • 2 bedroom
  • 1 bathroom
  • Sleeps 4

I’m drawn to any retro accommodation that has a bit of history so it’s easy to see why this place is on my list.

This mid-century duplex in Bay View, Milwaukee, is a unique home built in 1960. 

Located just minutes away from MKE airport and downtown, it offers easy parking and transit options, and is filled with amenities for a comfortable stay. 

The property features two bedrooms, one with queen beds and large closets, and central heat and air conditioning. 

Both owners and guests share a front door, and guests use rear doors for emergency egress and laundry. 

Laundry facilities are in the basement, and guests can access the west unit, a 2 bedroom / 1 bath unit, through the front door and vestibule. 

The Bay View Retro Retreat is a fantastic option for anyone wondering where to stay in Milwaukee. 

4. Eastside apartment

front side of the Eastside apartment in Milwaukee, Wisconsin
Courtesy of VRBO
  • 1 bedroom
  • 1 bathroom
  • Sleeps 3

This Eastside apartment with a private entrance and parking is a great choice among the many Airbnbs in Milwaukee. 

I’d have to praise their location just three blocks from the lakefront and two blocks from Brady St, that gives the opportunity to explore the city. 

With amenities like a charming backyard with a gas grill, free parking, and laundry facilities, it provides everything needed for a comfortable stay. 

The hot tub definitely adds a touch of luxury to the experience. Whether for a quick visit or a long-term stay, this 1-bedroom apartment is an ideal choice for travelers seeking convenience and comfort in Milwaukee.

5. The Hampton Home

open space kitchen, living room and stairs at the Hampton Home in Milwaukee, Wisconsin
Courtesy of VRBO
  • 2 bedroom
  • 1 bathroom
  • Sleeps 4

This Airbnb in Milwaukee truly stands out as one of the best options available and for me, it’s important that it has complimentary breakfast.

Situated near downtown, the Hampton Home offers convenient access to a variety of attractions, from Miller Park to the Harley Davidson Museum. 

With two bedrooms and ample space, it comfortably accommodates up to four guests. 

The property boasts an array of amenities, including a hot tub, and full kitchen facilities, ensuring a comfortable and enjoyable stay. 

The inclusion of extra toiletries, laundry services, and a personal handbook demonstrates the hosts’ dedication to providing a memorable experience for guests while keeping costs low.

The Hampton home can even be considered as one of the romantic getaways in Wisconsin with pool in-room

6. Sunny Upper Flat

Sunny Upper Flat in Milwaukee with sofa, TV and a lot of natural light.
Courtesy of VRBO
  • 2 bedroom
  • 1 bathroom
  • Sleeps 4

This Airbnb Milwaukee offers a delightful stay in Shorewood, with a sunny upper flat with two bedrooms. 

The property features new carpet, pillow-top mattresses, and a well-equipped kitchenette for added convenience. 

You can relax in the cozy bedrooms or enjoy the outdoor space on the deck or patio. With amenities like free WiFi and air conditioning, this flat provides all the comforts of home. 

Its location in a vibrant community, just minutes from UWM and close to various restaurants, added to the reason why I chose this particular accommodation. 

You can check out the Milwaukee family resorts as they offer the best services for your family. 

7. Charming Vintage Farmhouse

fully equipped kitchen at the Charming Vintage Farmhouse in Milwaukee, Wisconsin
Courtesy of VRBO
  • 1 bedroom
  • 1 bathroom
  • Sleeps 3

Nestled in a bustling neighborhood, this pet-friendly vintage farmhouse offers the ideal retreat for exploring outdoor activities in Milwaukee. 

It is located near Lake Michigan and downtown, guests can easily access hiking trails, waterfront parks, and biking paths. 

The private yard and balcony provide perfect spots to unwind after a day of outdoor adventures. 

Plus, amenities like a barbecue grill and outdoor space make it easy to enjoy alfresco dining and gatherings with loved ones. 

I think that this cozy farmhouse ambiance adds to the charm of this 1-bedroom accommodation, making it a delightful choice for a Milwaukee getaway.

8. Spacious Farmhouse

fire place and sofas in a huge living room at the Spacious Farmhouse in Milwaukee, Wisconsin
Courtesy of VRBO
  • 3 bedroom
  • 1 bathroom
  • Sleeps 10

Exploring Airbnbs in Milwaukee, I found yet another farmhouse on the Lower East Side. 

This stylish unit boasts modern amenities, including a fully equipped kitchen with granite countertops and a separate dining area perfect for gathering with friends or family. 

Each bedroom is well-appointed with a queen bed, fold-up futon, and ample seating, ensuring comfort for all guests. 

The availability of amenities like a hot tub and outdoor space adds to the appeal, providing opportunities for relaxation and enjoyment. 

It has plenty of street parking available in the peaceful neighborhood, and convenience is ensured throughout the stay.

This is one of those large cabin rentals in Wisconsin where the entire group can feel welcomed. 

9. Retro Home 

a TV in a living room with sofa and a pool table in the room next to it at the Retro Home in Milwaukee, Wisconsin
Courtesy of VRBO
  • 3 bedroom
  • 1+ bathroom
  • Sleeps 4

I’m so sure you will thoroughly enjoy your stay at the retro and enjoyable home accommodation in Milwaukee. 

Located near downtown and the Riverwest/East Side area, the Retro Home provided easy access to cafes, restaurants, and walking trails. 

The apartment itself is cozy and clean, with retro-style decor adding to its charm, making it a viable option in terms of cabins in Southern Wisconsin.

I appreciated the amenities such as the pool table, high-speed internet, and large TV with Roku, which ensured entertainment throughout my stay. 

The availability of a kitchen and bathroom makes it feel like a home away from home. This accommodation in Milwaukee is delightful, and I would highly recommend it to anyone visiting the area.

10. Centrally Modern Home 

big living space with fireplace, sofa, and a kitchen at the Centrally Modern Home in Milwaukee, Wisconsin
Courtesy of VRBO
  • 3 bedroom
  • 2+ bathroom
  • Sleeps 6

With a quiet and private location between Riverwest, Brewer’s Hill, Murray Hill, and Lower East side neighborhoods I found this modern accommodation. 

The condo features a master suite with a bedroom, a large second bedroom, and two half baths. Each bedroom has its own private patio. 

There are two living room areas with 60″ Samsung Smart TVs, one on the main floor and the other in a basement with a theater-like feel. 

Other highlights include a gas fireplace, laundry, central AC/Heat, large bay windows, and ample light. 

The centrally modern condo also includes a deck, balcony, a lovely fireplace, kitchen, free WiFi, a gorgeous garden where you can relax, and of course, air conditioning and washer.

You can even say you were at one of the best Wisconsin summer resorts. 

11. Booth Upper

view from the hot tub at the Booth Upper in Milwaukee, Wisconsin
Courtesy of VRBO
  • 3 bedroom
  • 2 bathroom
  • Sleeps 8

And I must mention places regarding the views. Nothing beats the view from the rooftop hot tub that this condo has at your disposal. 

This contemporary condo offers a stunning view of the city from a hill above the Milwaukee river. 

The unit features 3 bedrooms, 2 bathrooms, 2 gas fireplaces, in-unit laundry, wifi, 2 flat screen TVs, and a 29×10 porch with patio furniture. 

The main level has 2 bedrooms, a full bath, and office space. The master bedroom is lofted, and the master bath has a shower, soaking tub, and laundry. 

The condo with hot tub has a fully stocked kitchen, WiFi, and is available for rent via the AT&T Direct Stream app.

It has a feel like it’s one of the best spa resorts in Wisconsin and for a good reason. 

12. Lower Duplex Unit

bedroom at the Lower Duplex Unit in Milwaukee, Wisconsin
Courtesy of VRBO
  • 2 bedroom
  • 1 bathroom
  • Sleeps 6

This private duplex unit sleeps 6 and offers a fully stocked kitchen and large living room.

I think it’s perfect for gatherings, brewers games, and events like Summerfest. 

The accommodation is located in a great neighborhood, less than a mile from downtown and Water Street. 

It’s close to 73 bars, restaurants, shops, grocery stores, Lakefront brewery, Jacks bar, Veterans park, Charles Allis Art Museum, and more. 

This cozy place to stay also provides free street parking and is conveniently located near various attractions.

When it comes to pet-friendly cabins in Wisconsin this one is a top choice. 

My final thoughts on Airbnbs in Milwaukee

sofa in a living room, Airbnb Milwaukee: Your Guide to the Best 12 Stays in the City

My time exploring Airbnb Milwaukee was absolutely amazing. I found everything from adorable vintage farmhouses to chic urban apartments, so there’s really something for everyone. 

Whether you’re after a snug hideaway or a lavish retreat, Airbnb Milwaukee has got you covered. 

With such a wide range of properties and awesome amenities, Airbnb Milwaukee is definitely the go-to for finding the perfect place to stay in this lively city.

FAQ about Airbnb Milwaukee

What’s the best Airbnb Milwaukee with hot tub?

One of the best Airbnb Milwaukee with hot tub is the Eastside apartment.

The Hampton Home and the Spacious Farmhouse are also great options in terms of the best Airbnb Milwaukee with hot tub.

What is the best cheap Airbnb Milwaukee?

One of the best cheap Airbnb Milwaukee has to offer is the Huge Studio Apartment.

The Hampton Home at Timmerman Field or Historic Greendale Original are also great for budget holidays.