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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Superhost

Apartment in Milwaukee

4.88 out of 5 average rating, 326 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.

Nov. 21 – 28

$192 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/

Nov. 5 – 12

$137 CAD per night

Guest favourite

Apartment in Milwaukee

4.96 out of 5 average rating, 662 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

$239 CAD per night

Superhost

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 31 – Jun. 7

$135 CAD per night

Guest favourite

Guesthouse in Milwaukee

4.95 out of 5 average rating, 246 reviews

The Carriage House in Sanger House Gardens

Located in the grounds of the picturesque Victorian Sanger House gardens this secluded downtown Milwaukee location is perfect for boutique weddings, events and stays. The Carriage House accommodation has been tastefully restored by the current Hosts providing luxury accommodation unparalleled in the area. The enchanting house itself can comfortably accommodate two guests and has all modern conveniences. Access to the numerous picturesque sitting areas in the garden is included in your stay.

Mar. 29 – Apr. 5

$179 CAD per night

Guest favourite

Home in Wauwatosa

4.98 out of 5 average rating, 177 reviews

Wauwatosa/Milwaukee 10 Minutes from Downtown

Great location near all Milwaukee attractions. Cozy upper two bedroom duplex with keyless entry in quiet Tosa. Extras such as ironed sheets, snacks and personal items are included. Walk to popular bars and restaurants in the village and along North Ave. Full kitchen and new beds make this a home away from home. 10 min to Froedtert & The Medical College of WI & Children’s Hospital of WI. Near Am Fam Field (Brewers stadium) and the lakefront. 4 miles to downtown Milwaukee. COME STAY WITH US!

Nov. 20 – 27

$219 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. 8 – 15

$254 CAD per night

Guest favourite

Loft in Milwaukee

4.93 out of 5 average rating, 432 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. 26 – Oct. 3

$130 CAD per night

Guest favourite

Apartment in Milwaukee

4.93 out of 5 average rating, 287 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.

Aug. 23 – 30

$186 CAD per night

Guest favourite

Apartment in Milwaukee

4.89 out of 5 average rating, 499 reviews

Thomas Hideaway

Near great views, great restaurants/cafés, cinema, bowling, beach, festivals, colleges, hospital, Whole Foods, Milwaukee River, parks, trails, bus lines, shops, breweries, art, climbing gym, nightlife! 30-minute walk to festivals. Convenient East Side location, urban feel, cozy loft apartment, sunny balcony. 2 flights of stairs. Suits couples, friends, solo adventurers, business travelers. King-sized bed in bedroom. Futon in living room. Parking spot included

May 5 – 12

$147 CAD per night

Superhost

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. 27 – Apr. 3

$189 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!!!

Nov. 14 – 21

$154 CAD per night