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

Home in Wauwatosa

4.98 out of 5 average rating, 175 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 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!

6–13 Oct

£127 per night
Guest favourite

Flat in Milwaukee

4.86 out of 5 average rating, 206 reviews

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 Jan

£98 per night
Guest favourite

Guest suite in Milwaukee

4.98 out of 5 average rating, 122 reviews

Grand tub+free parking near music & wedding venues

Welcome to this lively space full of character! Includes all the essentials needed for a day trip or weekend stay. Expect all the right vibes from the natural light and spacious atmosphere. Local staples (coffee shops, restaurants, breweries) are all walking distance. You are a short drive to major attractions: 4 mins to the Harley-Davidson Museum/5 mins to the MKE Public Market/6 mins to Summerfest/7 mins to Fiserv Forum/8 mins to American Family Field Enjoy a sweet life at Suite Life MKE!

9–16 May

£114 per night

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

Flat in Milwaukee

4.86 out of 5 average rating, 367 reviews

Riverwest Loft with city skyline view

1–8 Dec

£93 per night
Guest favourite

Home in Milwaukee

4.98 out of 5 average rating, 191 reviews

Sunny Upper Flat in Shorewood Near UWM & Downtown

22–29 Oct

£92 per night
Guest favourite

Flat in West Allis

4.96 out of 5 average rating, 158 reviews

Clean 1bd/1bath close to everything!

29 Aug – 5 Sept

£57 per night
Guest favourite

Flat in Milwaukee

4.96 out of 5 average rating, 261 reviews

Bremen Street House | Lower Flat

11–18 Jun

£69 per night
Superhost

Home in Milwaukee

4.79 out of 5 average rating, 121 reviews

Peaceful home in beauitful Bayview! Sleeps 6+

30 Apr – 7 May

£121 per night
Guest favourite

Flat in Milwaukee

5.0 out of 5 average rating, 28 reviews

Third Ward Mojo Dojo Casa Condo

23–30 Apr

£109 per night
Guest favourite

Flat in Milwaukee

4.99 out of 5 average rating, 87 reviews

Lakeview Downtown Milwaukee Condo

2–9 Mar

£138 per night
Guest favourite

Home in Walker's Point

4.96 out of 5 average rating, 27 reviews

Unique creative space in great MKE location!

8–15 Nov

£112 per night
Guest favourite

Flat in Milwaukee

4.86 out of 5 average rating, 36 reviews

Cozy studio near Brady St

23–30 Apr

£84 per night
Guest favourite

Home in Milwaukee

4.96 out of 5 average rating, 67 reviews

Charming Milwaukee Bungalow Apartment

25 Feb – 4 Mar

£60 per night
Guest favourite

Flat in Milwaukee

4.86 out of 5 average rating, 70 reviews

Private Getaway steps away from Lake Michigan

5–12 Sept

£103 per night
Guest favourite

Home in Milwaukee

5.0 out of 5 average rating, 31 reviews

Bright 1 Bed in the heart of Bay View - w/ Parking

11–18 Oct

£158 per night

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

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