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 Milwaukee
Vibrant 2BR Hillside Hideaway in charming Bay View
2nd floor of 1921 duplex in Milwaukee's lively Bay View neighborhood. Walk to restaurants or take a short bike ride or car ride to local well-loved taverns. Downtown is a 5 minute ride on the highway. 2 bedrooms, a cozy living room, and an eat-in kitchen. Beautiful Lake Michigan and multiple award-winning Milwaukee County Parks nearby offer year-round scenic walks, and seasonal farmers markets, ice skating and live music. Close enough to the action of the city with the comfort of a quiet street.
5–12 SeptIndividual Host,
£80 per night
4.88 out of 5 average rating, 199 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.
30 Nov – 7 DecProfessional Host,
£97 per night
4.86 out of 5 average rating, 204 reviews
Guest favourite
Home in Milwaukee
Historic East Side MKE Lower, No Cleaning Fees!
Only minutes from downtown Milwaukee by car or bus, the whole group will enjoy easy access to everything from this centrally located place less than a mile from the UWM campus. Located a block from the Urban Ecology Center and Oak Leaf Trail access and easy walking distance to North Avenue's restaurants, bars, and the Oriental Theater, there's no shortage of activities, entertainment, and dining options around this historic and charming East Side abode. Or stay in with our grill and fire pit.
24–31 Aug
£117 per night
4.85 out of 5 average rating, 114 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 Wauwatosa
Wauwatosa/Milwaukee 10 Minutes from Downtown
6–13 FebIndividual Host,
£129 per night
4.98 out of 5 average rating, 175 reviews
Guest favourite
Home in Milwaukee
Sunny Upper Flat in Shorewood Near UWM & Downtown
31 Dec – 7 JanIndividual Host,
£91 per night
4.98 out of 5 average rating, 191 reviews
Guest favourite
Flat in Milwaukee
Lakeview Downtown Milwaukee Condo
15–22 Jan
£145 per night
4.99 out of 5 average rating, 83 reviews
Guest favourite
Home in Walker's Point
Unique creative space in great MKE location!
25 Apr – 2 May
£101 per night
4.96 out of 5 average rating, 26 reviews
Guest favourite
Flat in Milwaukee
Cozy studio near Brady St
27 Apr – 4 May
£84 per night
4.86 out of 5 average rating, 35 reviews
Guest favourite
Flat in Milwaukee
Milwaukee Explorer #210
22–29 AprProfessional Host,
£101 per night
4.8 out of 5 average rating, 10 reviews
Guest favourite
Home in Milwaukee
Charming Milwaukee Bungalow Apartment
8–15 Nov
£59 per night
4.95 out of 5 average rating, 66 reviews
Guest favourite
Flat in Mequon
Private Entrance, Patio & Hot Tub -No Shared Space
22–29 Jun
£131 per night
4.96 out of 5 average rating, 74 reviews
Guest favourite
Guest suite in Cudahy
RARE Private Butler’s Suite in Historic Home
25 Jan – 1 Feb
£74 per night
4.94 out of 5 average rating, 66 reviews
Guest favourite
Flat in Milwaukee
Third Ward Mojo Dojo Casa Condo
1–8 AugIndividual Host,
£157 per night
5.0 out of 5 average rating, 26 reviews
Guest favourite
Flat in Milwaukee
The Third Floor A-Frame with King Bed
25 May – 1 Jun
£104 per night
4.94 out of 5 average rating, 16 reviews
Guest favourite
Home in Saint Francis
Eden Place
22–29 Apr
£112 per night
4.98 out of 5 average rating, 55 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