Vacation rentals in Milwaukee

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Top-rated vacation rentals in Milwaukee

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Guest favourite

Apartment in Milwaukee

4.91 out of 5 average rating, 228 reviews

Spacious 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.

Jan. 25 – Feb. 1

$168 CAD per night

Guest favourite

Home in Milwaukee

4.95 out of 5 average rating, 133 reviews

Bay View Beau - Near 3rd Ward, Summerfest, Fiserv

Beautifully appointed 2 bedroom, 1 bath with all of the comforts of home! Fast internet, private space, great for remote working. Lower unit in duplex, built in 1906, has been lovingly updated to reflect current design sensibilities while preserving the house’s historic character. Perfect for groups or a couple that wants to stretch out. Great location, next to Humboldt Park and short walk to all that Bayview has to offer. Short drive to 3rd Ward, Fiserv, Festival Park. Sorry No Parties please.

May 4 – 11

$263 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. 1 – 8

$138 CAD per night

Guest favourite

Guest suite in Brookfield

4.99 out of 5 average rating, 182 reviews

In the Canopy (beautiful Brookfield/Milwaukee)

Relax "in the Canopy" of beautiful maples! We’re a Superhosted, verified Guest Favorite, available for the GOP Convention! A comfortable retreat in a tree-filled neighborhood, just a few minutes from all the best Milwaukee has to offer. Perfect location for quick access to the city, or to Lake Country to the west. Quiet, comfortable, safe, surrounded by beautiful gardens. We’re in a perfect launching spot to visit Summerfest, Brewers/Bucks games, or Milwaukee's western suburbs. Bring the kids!

May 30 – Jun. 6

$201 CAD per night

Guest favourite

Apartment in Milwaukee

4.96 out of 5 average rating, 660 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 – 23

$259 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!

Jan. 22 – 29

$224 CAD per night

Guest favourite

Townhouse in Milwaukee

4.94 out of 5 average rating, 363 reviews

Vintage Bay View - Big Backyard, Big 1 Bedroom

Welcome to your Milwaukee getaway! Located in the Bay View area, you're walking distance from the best farm-to-table restaurants, music venues, art fairs, and craft beer in the city. Not only that, but Lake Michigan's beaches, Miller Park, and downtown are a short drive away. The location is ideal. The place was created with a 70's midwestern feel, with wood-paneled furniture pieces and mod design. It also boasts a giant kitchen and backyard with grill. We can't wait for you to visit!

May 24 – 31

$148 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.

Sep. 23 – 30

$256 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.

Oct. 1 – 8

$131 CAD per night

Guest favourite

Guest suite in Sussex

4.99 out of 5 average rating, 124 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. 18 – 25

$210 CAD per night

Guest favourite

Apartment in Milwaukee

4.94 out of 5 average rating, 285 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.

May 3 – 10

$161 CAD per night

Guest favourite

Apartment in Milwaukee

4.89 out of 5 average rating, 498 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

Aug. 5 – 12

$157 CAD per night