17 Of The Best Airbnb and VRBO Milwaukee Rental Options

Milwaukee is a fantastic place to visit. The city’s breweries will be appreciated by beer enthusiasts, and the museums and zoo make this an excellent destination for families. One of the best ways to spend time in this awesome city is by staying in an Airbnb or VRBO, Milwaukee has a lot of great ones to offer!

Airbnb Milwaukee

Milwaukee has concerts, Brewers games, an awesome city to explore, and more! One of these Milwaukee rentals is sure to suit your fancy and be perfect for your trip!

Quick Breakdown of Milwaukee VRBO and Airbnb Milwaukee Rentals

In this article discover a selection of 17 fabulous Milwaukee VRBO and Airbnb rentals. These would be great for a weekend with your family or friends or even longer! We have selected top vacation rentals including swimming pools, hot tubs, pet friendly and more.

While we do love each and every one of the options listed, there are some favorites we’d like to highlight. 

These include the following:

East Side Milwaukee  

Centrally Located Modern & Clean Home Away from Home

VRBO Milwaukee option

A totally modern space, located on a private corner lot with ample street parking. The condo offers 2 bedrooms with their own private patios. Also includes 2 separate living areas, gas fireplace, and big bay windows for natural light.

  • Number of guests: 6
  • Price: starting at $229
  • Location: Milwaukee, WI
  • Dog Friendly: No
  • Pool: No
  • Hot Tub: No
  • Things to walk to in the area: Riverwest, UWM campus, shops and restaurants, movie theaters, galleries and studios

Book the Modern Home Away from Home now! 

Single family house in lively East Side district

VRBO Milwaukee option

Those looking for something on the upper east side of the city will appreciate this spacious 3-bedroom house. The Dutch colonial house has 9 foot ceilings and refurbished floors with tons of history in this 100 year old home.

  • Number of guests: 6
  • Price: starting at $173
  • Location: Milwaukee, WI
  • Dog Friendly: Yes
  • Pool: No
  • Hot Tub: No
  • Things to walk to in the area: Riverwest, UWM campus, shops and restaurants, movie theaters, galleries and studios

Book the Upper East Side Home now! 

Stunning Brady Street Home

Brady Street Living Room Airbnb Milwaukee option

A bright and colorful home that is loaded with amenities, guests agree that these stays are some of the best they’ve had. The free parking space is a money saver. Plus this house has a lot to offer! Especially things that matter most including swimming pool, patio and a grill!

  • Number of guests: 10
  • Price: starting at $217
  • Location: Milwaukee, WI
  • Dog Friendly: Yes
  • Pool: Yes
  • Hot Tub: No
  • Things to walk to in the area: Brady Street, riverfront, shops and restaurants, movie theaters, galleries and studios

Book the Stunning Brady Street Home now! 

Simple 1BR Apt near the River

VRBO Milwaukee option

Ideal for a couple or a solo traveler, this is a private room two guests can enjoy. The tiny apartment is located in the Lower East side and offers lake views, brand new appliances, and comfortable furniture. 

  • Number of guests: 2
  • Price: starting at $159
  • Location: Milwaukee, WI
  • Dog Friendly: No
  • Pool: No
  • Hot Tub: No
  • Things to walk to in the area: restaurants, coffee shops, Pabst Theatre, and Riverwalk Plaza

Book the Sunny Bay View Guest Suite now! 

Milwaukee by Lakefront 

The July House

July House Living Room

Those looking for a house on Lake Michigan will appreciate this lovely property. Beach gear is provided, the bathroom is absolutely luxurious, and the lake views from the house are incredible. 

  • Number of guests: 10
  • Price: starting at $237
  • Location: Racine, WI
  • Dog Friendly: No
  • Pool: No
  • Hot Tub: No
  • Things to walk to in the area: lakefront, downtown Racine, restaurants and shops

Book the July House now! 

Cozy Apartment

Cozy Apartment in Milwaukee

This apartment is interesting in that it’s located above a popular local eatery and bar. It can accommodate up to five guests in two beds, and it’s within walking distance of the lake. 

  • Number of guests: 5
  • Price: starting at $73
  • Location: Saint Francis, WI
  • Dog Friendly: No
  • Pool: No
  • Hot Tub: No
  • Things to walk to in the area: lakefront, restaurants and coffee shops

Book the Cozy Apartment now! 

Milwaukee by Third Ward

Beautiful Updated Walkers Point Home

third Ward Airbnb Milwaukee options

With a hot tub for relaxing, a big open kitchen, and lovely simple and clean decor, this renovated 120-year-old historic home is the perfect place to stay while in Milwaukee. 

  • Number of guests: 12
  • Price: starting at $270
  • Location: Milwaukee, WI
  • Dog Friendly: Yes
  • Pool: No
  • Hot Tub: Yes
  • Things to walk to in the area: restaurants and bars, riverfront, the Harley Davidson Museum

Book the Updated Walker Point Home now! 

Updated Industrial Two-Bedroom Loft

Industrial living room picture

Located near the Historic Third Ward and other attractions, the location of this loft is spectacular. We love the unique industrial feel of the space, as well as the comfortable, modern furnishings. 

  • Number of guests: 4
  • Price: starting at $94
  • Location: Milwaukee, WI
  • Dog Friendly: No
  • Pool: No
  • Hot Tub: No
  • Things to walk to in the area: Historic Third Ward, riverfront, restaurants and bars, live theater, the Harley Davidson Museum

Book the Industrial Two-Bedroom Loft now! 

Luxury Third Ward Condo

Luxury third ward stay

A newer unit with high-end modern furnishings, this 1000+ square foot condo is the perfect home base. Those staying here have access to a community patio as well as a fitness center. 

  • Number of guests: 6
  • Price: starting at $84
  • Location: Milwaukee, WI
  • Dog Friendly: No
  • Pool: No
  • Hot Tub: No
  • Things to walk to in the area: Historic Third Ward, riverfront, restaurants and bars, live theater, the Harley Davidson Museum

Book the Luxury Third Ward Condo now! 

Milwaukee by Fiserv Forum

Apartment with Skywalk to Fiserv Forum

VRBO Milwaukee option

An absolutely gorgeous apartment with a skywalk that connects to the Fiserv Forum. Perfect for a couple so get away and a date night. You can enjoy the rooftop patio, fitness center, and game lounge as well.

  • Number of guests: 3
  • Price: starting at $195
  • Location: Milwaukee, WI
  • Dog Friendly: No
  • Pool: No
  • Hot Tub: No
  • Things to walk to in the area: bars and restaurants, Water Street, Cathedral Square, Third Ward Fiserv Forum

Book Skywalk to Fiserv Forum now! 

4 bedroom house walking distance from Fiserv Forum

VRBO Milwaukee option

This awesome four-bedroom house has plenty of space for the family and is highly rated for location and amenities. There is so much you can walk to or even catch the new passenger train and ride to from this location. Also, has a fenced in backyard so bring your fur babies with you! We love that you can bring your pets, VRBO vacation homes have a variety of rules when it comes to pets so be sure to check with the owner when you book.

  • Number of guests: 10
  • Price: starting at $420
  • Location: Milwaukee, WI
  • Dog Friendly: Yes
  • Pool: No
  • Hot Tub: No
  • Things to walk to in the area: new passenger train, bars and restaurants, Water Street, Cathedral Square, Third Ward Fiserv Forum

Book the 4-bedroom house now! 

Two Bedroom Suite

Living Room picture of 3 bedroom suite.

Those looking for a good deal will love the price of this amazing two-bedroom apartment. Surprisingly, this affordable unit is located in the heart of the entertainment district, and unsurprisingly, its stays are highly rated.

  • Number of guests: 8
  • Price: starting at $75
  • Location: Milwaukee, WI
  • Dog Friendly: No
  • Pool: No
  • Hot Tub: No
  • Things to walk to in the area: bars and restaurants, Water Street, Cathedral Square, Third Ward Fiserv Forum

Book the Two-Bedroom Suite now! 

Downtown Milwaukee VRBO and Airbnbs

Private Studio Apartment

Private studio apartement

A cute little studio apartment in the middle of downtown Milwaukee, this is a great place for those who wish to see the sights on foot. In addition to a great location, this apartment also offers pool access, free parking, and more. 

  • Number of guests: 2
  • Price: starting at $125
  • Location: Milwaukee, WI
  • Dog Friendly: No
  • Pool: Yes
  • Hot Tub: No
  • Things to walk to in the area: Milwaukee Art Museum, Water Street, lakefront, Cathedral Square Park

Book the Private Studio Apartment now! 

One-Bedroom Guest Apartment

One bedroom guest apartment

Another perfect apartment for those who like to see the sights on foot, this little apartment is great for a solo traveler or a couple. It features a pool, Wi-Fi, free parking, and even a washer and dryer. 

  • Number of guests: 2
  • Price: starting at $100
  • Location: Milwaukee, WI
  • Dog Friendly: No
  • Pool: Yes
  • Hot Tub: No
  • Things to walk to in the area: Milwaukee Art Museum, Water Street, lakefront, Cathedral Square Park

Book the One-Bedroom Guest Apartment now! 

Colorful Two-Bedroom Apartment 

2 bedroom apartment

If you need something bigger in the heart of downtown, this is the place for you. It sleeps six guests in two bedrooms and offers all the comforts of home. 

  • Number of guests: 6
  • Price: starting at $192
  • Location: Milwaukee, WI
  • Dog Friendly: No
  • Pool: No
  • Hot Tub: No
  • Things to walk to in the area: Milwaukee Art Museum, Water Street, lakefront, Cathedral Square Park

Book the Colorful Two-Bedroom Apartment now! 

Unique Milwaukee VRBO and Airbnb Stays

Modern urban dwelling with rooftop deck and amazing views

VRBO Milwaukee option

Unique looking house with a rooftop deck in downtown Milwaukee. The windows and rooftop deck allow for panoramic views of the river or city from every room. You can also unwind with the double sided fireplace.

  • Number of guests: 8
  • Price: starting at $500
  • Location: Milwaukee, WI
  • Dog Friendly: Yes
  • Pool: No
  • Hot Tub: No
  • Things to walk to in the area: Riverwalk plaza, Fiserv Forum, Pabst Theatre, and Milwaukee Public Market.

Book the Modern urban dwelling now! 

Charming Sailboat Stay

Sailboat stay

This adorable sailboat features a bedroom with a full-size bed and a second room with two beds. A partial kitchen and half bath are also available on board. Additionally, guests of this boat have access to the marina’s shower facilities, pool, and hot tub. 

Slightly outside of Milwaukee in Racine – we still thought it was worth it to add – because it is a sailboat!! How cool is that?!

  • Number of guests: 3
  • Price: starting at $103
  • Location: Racine, WI
  • Dog Friendly: No
  • Pool: Yes
  • Hot Tub: Yes
  • Things to walk to in the area: lakefront, downtown Racine, restaurants and shops

Book the Charming Sailboat Stay now!

Traveling with friends, family or even pets for a holiday a weekend or longer Milwaukee offers a large selection of top options for a stay. As you can see the listings offer a large variety of things that will help you enjoy a enjoy a memorable holiday with your friends and family!

Time to book your trip! You will love all of the awesome things to do in Milwaukee! If you are looking for more Midwest road trips be sure to check out Chicago, Kenosha, and Minneapolis.

All images courtesy of vrbo.com and Airbnb.com



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