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.

Guest favourite
Guest suite in Brookfield
In the Canopy (beautiful Brookfield/Milwaukee)
Relax "in the Canopy" of beautiful maples! If you're looking for party central…this isn't it. But if you want a comfortable place in a tree-filled neighborhood, just a few minutes from all the best Milwaukee has to offer, you're in luck! 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 10 – 17
$186 CAD per night
4.99 out of 5 average rating, 179 reviews
Guest favourite
Apartment in Milwaukee
Spacious Loft |Queen 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.
Apr. 21 – 28
$184 CAD per night
4.86 out of 5 average rating, 204 reviews
Guest favourite
Loft in Milwaukee
Spacious Luxury Loft, Pamper That Special Person
Custom built, large luxury loft with lots of special amenities. Right in the heart of the city with great restaurants, shopping and entertainment all within walking distance. Enjoy the city but have a get away to pamper yourself. 3100 square feet of elegant Loft space and inside garage parking means a home away from home. Two bedrooms each with their own bathroom are closed off from the rest of the Loft for privacy allowing two couples/business people to share the Loft with plenty of space.
Sep. 25 – Oct. 2
$580 CAD per night
4.93 out of 5 average rating, 218 reviews

Popular amenities for Milwaukee vacation rentals

Stay near Milwaukee's top sights

Milwaukee County Zoo118 locals recommend
Harley-Davidson Museum208 locals recommend
Milwaukee Art Museum398 locals recommend
Milwaukee Public Market267 locals recommend
Wisconsin State Fair Park48 locals recommend
Potawatomi Hotel & Casino65 locals recommend

Other great vacation rentals in Milwaukee

Guest favourite
Home in Milwaukee
Artfully Designed & Cozy Close to Eats & Shopping
Nov. 19 – 26
$308 CAD per night
4.99 out of 5 average rating, 120 reviews
Guest favourite
Apartment in Milwaukee
Private 2BR Artist Apartment in great neighborhood
May 14 – 21
$155 CAD per night
4.96 out of 5 average rating, 202 reviews
Guest favourite
Apartment in Milwaukee
Newly remodeled Chic-Hip apartment-Downtown area
Nov. 25 – Dec. 2
$147 CAD per night
4.97 out of 5 average rating, 355 reviews
Guest favourite
Apartment in Milwaukee
Newport House -Walk to UWM- vintage upper+garage
Aug. 30 – Sep. 6
$154 CAD per night
4.93 out of 5 average rating, 149 reviews
Guest favourite
Apartment in Milwaukee
Lakeside Beauty
Aug. 26 – Sep. 2
$247 CAD per night
4.85 out of 5 average rating, 210 reviews
Guest favourite
Condo in Milwaukee
Penthouse Historic Old World 3rd St (Fiserv Forum)
Dec. 19 – 26
$742 CAD per night
4.97 out of 5 average rating, 191 reviews
Guest favourite
Home in Wauwatosa
The Little Gray House
Sep. 6 – 13
$377 CAD per night
4.99 out of 5 average rating, 179 reviews
Guest favourite
Condo in Milwaukee
"Perfect" | Spotless Private Studio Walker's Point
Jul. 29 – Aug. 5
$251 CAD per night
4.98 out of 5 average rating, 179 reviews
Guest favourite
Home in West Allis
Near to all Milwaukee favorites/ Free Parking/WiFi
Nov. 16 – 23
$154 CAD per night
4.97 out of 5 average rating, 154 reviews
Guest favourite
Home in Milwaukee
Charming Milwaukee Bungalow Apartment
Nov. 8 – 15
$101 CAD per night
4.95 out of 5 average rating, 66 reviews
Guest favourite
Apartment in Mequon
Private Entrance, Patio & Hot Tub -No Shared Space
Jun. 21 – 28
$226 CAD per night
4.96 out of 5 average rating, 74 reviews
Guest favourite
Home in Walker's Point
Unique creative space in great MKE location!
Aug. 3 – 10
$205 CAD per night
4.96 out of 5 average rating, 26 reviews

Quick stats about vacation rentals in Milwaukee

Total rentals

2.5K properties

Rentals with dedicated workspaces

1.5K 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

99K reviews

Destinations to explore

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  2. United States
  3. Wisconsin
  4. Milwaukee County
  5. Milwaukee