Holiday rentals in Milwaukee

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Top-rated holiday 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!
10–17 May
€ 127 per night
4.99 out of 5 average rating, 179 reviews
Guest favourite
Flat 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.
21–28 AprProfessional Host,
€ 125 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.
25 Sep – 2 OctIndividual Host,
€ 394 per night
4.93 out of 5 average rating, 218 reviews

Popular amenities for Milwaukee holiday 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 holiday rentals in Milwaukee

Guest favourite
Home in Milwaukee
Artfully Designed & Cozy Close to Eats & Shopping
19–26 Nov
€ 209 per night
4.99 out of 5 average rating, 120 reviews
Guest favourite
Flat in Milwaukee
Private 2BR Artist Apartment in great neighborhood
14–21 MayIndividual Host,
€ 106 per night
4.96 out of 5 average rating, 202 reviews
Guest favourite
Flat in Milwaukee
Newly remodeled Chic-Hip apartment-Downtown area
25 Nov – 2 DecIndividual Host,
€ 100 per night
4.97 out of 5 average rating, 355 reviews
Guest favourite
Flat in Milwaukee
Newport House -Walk to UWM- vintage upper+garage
30 Aug – 6 Sep
€ 105 per night
4.93 out of 5 average rating, 149 reviews
Guest favourite
Flat in Milwaukee
Lakeside Beauty
26 Aug – 2 Sep
€ 168 per night
4.85 out of 5 average rating, 210 reviews
Guest favourite
Apartment in Milwaukee
Penthouse Historic Old World 3rd St (Fiserv Forum)
19–26 DecIndividual Host,
€ 504 per night
4.97 out of 5 average rating, 191 reviews
Guest favourite
Home in Wauwatosa
The Little Gray House
6–13 SepIndividual Host,
€ 256 per night
4.99 out of 5 average rating, 179 reviews
Guest favourite
Apartment in Milwaukee
"Perfect" | Spotless Private Studio Walker's Point
29 Jul – 5 AugIndividual Host,
€ 171 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
16–23 Nov
€ 105 per night
4.97 out of 5 average rating, 154 reviews
Guest favourite
Home in Milwaukee
Charming Milwaukee Bungalow Apartment
8–15 Nov
€ 69 per night
4.95 out of 5 average rating, 66 reviews
Guest favourite
Flat in Mequon
Private Entrance, Patio & Hot Tub -No Shared Space
21–28 Jun
€ 154 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!
3–10 Aug
€ 139 per night
4.96 out of 5 average rating, 26 reviews

Quick stats about holiday 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

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