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Vacation rentals in Milwaukee

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Top-rated vacation rentals in Milwaukee

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Apartment in Milwaukee

4.88 out of 5 average rating, 327 reviews

Historic Loft |Κing Bed|Harbor Dist./Third Ward

Welcome to our modern 1-bedroom, 1-bathroom apartment in the heart of Milwaukee's vibrant Harbor District, within a beautifully renovated industrial warehouse. The bedroom boasts a comfortable retreat, offering a peaceful sanctuary after a day of exploring Milwaukee. The modern bathroom features all the amenities you require for a refreshing stay. This urban retreat offers a unique blend of historic charm and contemporary comfort, making it the perfect home base for your visit to the Brew City.

Dec. 7 – 14

$171 CAD per night

Guest favourite

Apartment in Milwaukee

4.89 out of 5 average rating, 193 reviews

Bay View Historic Home-1/2 block from Lake

This old Victorian home is perfect for an urban experience with the charm of an old home. A 1/2 block from the lake, the location offers lakefront walks in the heart of Milwaukee's trendiest neighborhood. Around the corner is an Italian grocery, Indy music venue, and numerous trendy restaurants. Downtown attractions are 10 minutes away by car & easilyaccessible by bus. Here's a link to a very fast moving video tour of the neighborhood: https://www.visitmilwaukee.org/neighborhoods/bay-view/

Oct. 29 – Nov. 5

$137 CAD per night

Apartment in Milwaukee

4.86 out of 5 average rating, 204 reviews

The LuLu Nest: Bay View Studio, 5 min to downtown!

Cozy and convenient studio apartment in the center of one of Milwaukee's hottest neighborhoods! Bay View, situated right betw downtown Milwaukee and the airport/Amtrak hub, is the perfect neighborhood to enjoy all the best Milwaukee has to offer. This studio apartment is only one of five in our building and is situated right above a popular neighborhood restaurant yet still quiet and tranquil enough for a good night's sleep. Book 5+ nights and receive a gift certificate to our restaurant!

May 29 – Jun. 5

$136 CAD per night

Guest favourite

Apartment in Milwaukee

4.96 out of 5 average rating, 663 reviews

Beautiful Bay View MKE Flat - w/parking!

This is a bright, sunny apartment on the upper level of a sweet little 1870's "Polish Flat" in the heart of Bay View, one of the city's most desirable neighborhoods! We are just steps away from some of Milwaukee's best restaurants, bars, taprooms, boutiques and coffee shops. The space features an efficiency kitchenette, living room, beautiful bedroom and renovated bathroom with walk-in shower! Close to East Side, Walker’s Point, Historic Third Ward, Summerfest, Mitchell Park and the airport.

Jun. 16 – 21

$254 CAD per night

Guest favourite

Condo in Milwaukee

4.98 out of 5 average rating, 179 reviews

"Perfect" | Spotless Private Studio Walker's Point

5-star reviews and SuperHost! Immaculately clean and newly renovated studio on an exciting street. Easy self check-in process. INDOOR PARKING INCLUDED A few blocks from the Harley Davidson Museum, Great Lakes Distillery and dozens of MKE's hottest restaurants breweries and night spots. Fast Uber/Lift pick-up. Walk to 3rd Ward and downtown. Bike share just outside the door. Walker's Point is an original settlement that became MKE, cool mix of industry, residential and entertainment.

Aug. 7 – 14

$254 CAD per night

Guest favourite

Loft in Milwaukee

4.93 out of 5 average rating, 434 reviews

Clock Tower Loft Close to Key Attractions

This cozy quiet apt is softly illuminated by the full moon face of the Rockwell Clock Tower, a beacon in Milwaukee’s hip and historic Walker’s Point. Relax on the balcony and enjoy garden views plus treats & refreshments. Head out on a stroll or Bublr bike to discover great eats, crafted beers & spirits. Close to: HD Museum, Fiserv Forum, AmFam Park, theaters, museums & the lakefront. Welcome solo adventurers, couples & biz travelers! Easy access to Interstate, Airport & Amtrak.

Sep. 25 – Oct. 2

$130 CAD per night

Guest favourite

Guest suite in Sussex

4.99 out of 5 average rating, 125 reviews

Garden Retreat in law Suite

Welcome to our in-law suite apartment featuring a full eat-in kitchen, living room, queen bed in large bedroom, walk in closet and full bathroom with walk-in shower. Our beautiful two acre yard has many areas to relax in, including a hammock and fire pit for the evenings. Twenty mins. to Erin Hills and Holy Hill and a half hour to most downtown Milwaukee attractions, as well as the RNC activities taking place this summer. Lots of city tips and suggestions for our guests.

Sep. 11 – 18

$217 CAD per night

Guest favourite

Apartment in Milwaukee

4.93 out of 5 average rating, 288 reviews

Chic King Suite in the Heart of Downtown Milwaukee

The hotel in downtown Milwaukee offers a modern and comfortable stay. With spacious rooms and suites, it provides a welcoming retreat for both business and leisure travelers. Its central location allows easy access to the city's attractions, dining, and entertainment. Guests can relax in well-appointed rooms with modern amenities. A fitness center, restaurant, and bar enhance the guest experience. This Milwaukee hotel promises a memorable stay in the heart of the city.

Sep. 13 – 20

$168 CAD per night

Apartment in Milwaukee

4.85 out of 5 average rating, 144 reviews

Comfortable east side Milwaukee apartment

Clean and comfortable one bedroom apartment with queen size bed, full kitchen, and onsite coin laundry laundry. Located on the desirable east side of Milwaukee, you will find plenty of restaurants, coffee houses, and boutique type shops all within close proximity. Only 2.5 miles from the Summerfest grounds and right near Lake Michigan! Free garage parking, but accommodates vehicles that do not exceed 73" in height.

Mar. 30 – Apr. 6

$188 CAD per night

Guest favourite

Home in West Allis

4.97 out of 5 average rating, 160 reviews

Near to all Milwaukee favorites/ Free Parking/WiFi

Make yourself, family or friends at home in this Cozy comfortable upper 2 bedroom, 1 bathroom house with Wisconsin charm! It’s a great location in the city of West Allis just a short drive to everywhere in Milwaukee. I appreciate that you considered my Airbnb listing! Please feel free to contact me on how I can improve your stay. Also, please take a moment to review my house rules. Can wait to host you, thanks!!!

Sep. 2 – 9

$134 CAD per night

Guest favourite

Apartment in West Allis

4.95 out of 5 average rating, 132 reviews

Clean 2 bedroom/1 bath close to everything!

Charming, recently and tastefully furnished 2 bedroom 1 bathroom apartment with private entrance and parking. Close to downtown, shopping malls, zoo, hospital, airport, and main freeways. Full kitchen with stove, microwave, coffee pot, toaster, and kitchenware. Unit has TVs and WiFi. Coin operated laundry is accessible in building. Why stay at a hotel when you can feel at home in this lovely unit?

Oct. 5 – 12

$132 CAD per night

Guest favourite

Guest suite in Milwaukee

4.97 out of 5 average rating, 419 reviews

Cozy Suite, Private Entrance, Spa-Like Shower.

Cozy and quaint efficiency studio suite. Gorgeous bathroom with walk-in slate and stone shower. Comfortable queen-size bed, adjustable frame, Nectar memory foam mattress. There is not a full kitchen but there is a small refrigerator, microwave, coffee maker, toaster (toaster oven upon request). TV, WIFI. A/C and heat. LGBT-Welcome. ALL are welcome here.

Jul. 20 – 25

$129 CAD per night

Vacation rentals for every style

Get the amount of space that is right for you.

Cottages

Quaint homes, peaceful surroundings

Cabins

Kick off your hiking boots at these rustic lodgings

Apartments

Convenient locations with everyday essentials

Popular amenities for Milwaukee vacation rentals

Free parking on premises

Air conditioning

Stay near Milwaukee's top sights

Milwaukee County Zoo118 locals recommend

Harley-Davidson Museum208 locals recommend

Milwaukee Art Museum398 locals recommend

Wisconsin State Fair Park48 locals recommend

Miller Park178 locals recommend

Milwaukee Public Market267 locals recommend

Other great vacation rentals in Milwaukee

Guest favourite

Home in Wauwatosa

4.98 out of 5 average rating, 177 reviews

Wauwatosa/Milwaukee 10 Minutes from Downtown

Apr. 15 – 22

$223 CAD per night

Guest favourite

Apartment in Milwaukee

4.97 out of 5 average rating, 368 reviews

Newly remodeled Chic-Hip apartment-Downtown area

Apr. 18 – 25

$149 CAD per night

Guest favourite

Apartment in Milwaukee

4.85 out of 5 average rating, 449 reviews

Little Bohemia

Aug. 14 – 21

$160 CAD per night

Guest favourite

Apartment in Milwaukee

4.93 out of 5 average rating, 215 reviews

Flexhome Skywalk to Fiserv U2 Rooftop+Gym+Parking

Jun. 5 – 12

$251 CAD per night

Guest favourite

Apartment in West Allis

4.91 out of 5 average rating, 253 reviews

The Cheese House

Oct. 5 – 12

$176 CAD per night

Guest favourite

Guesthouse in Milwaukee

4.86 out of 5 average rating, 274 reviews

Cozy Brewer's Hill Coach House

Jan. 23 – 30

$181 CAD per night

Guest favourite

Guest suite in Brookfield

4.99 out of 5 average rating, 183 reviews

In the Canopy (beautiful Brookfield/Milwaukee)

Sep. 21 – 28

$232 CAD per night

Guest favourite

Home in Milwaukee

4.99 out of 5 average rating, 122 reviews

Artfully Designed & Cozy Close to Eats & Shopping

Dec. 9 – 16

$298 CAD per night

Quick stats about vacation rentals in Milwaukee

Total rentals
2.4K properties
Rentals with dedicated workspaces
1.4K properties have a dedicated workspace
Rentals with a pool
50 properties have a pool
Pet-friendly rentals
770 properties allow pets
Family-friendly rentals
1.5K properties are a good fit for families
Total number of reviews
94K reviews

Destinations to explore