House holiday rentals in Milwaukee
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Top-rated house rentals in Milwaukee
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Milwaukee house rentals
House rentals with a pool
Home in Lake Geneva
4.91 out of 5 average rating, 126 reviewsHome away from Home
Home in Sussex
4.86 out of 5 average rating, 83 reviewsAmazing Five Bedroom Milwaukee Vacation Home!!
Home in Milwaukee
4.94 out of 5 average rating, 86 reviewsThe Gem of Brewers Hill w/hot tub & heated pool
Home in Lake Geneva
5.0 out of 5 average rating, 34 reviewsRelaxing getaway/StepsToLake/Pool/Tennis/nearDT/WD
Home in Menomonee Falls
4.96 out of 5 average rating, 27 reviewsYour Own Spacious Place with a Pool & Peloton
Home in Milwaukee
4.9 out of 5 average rating, 20 reviewsCentral Location w/ Skyline View
Home in Whitewater
5.0 out of 5 average rating, 64 reviewsNestled in the Southern Kettle Moraine Forest
Home in Delafield
4.96 out of 5 average rating, 23 reviewsCute and cozy 2 bedroom house perfectly located!
Weekly house rentals
Home in Whitefish Bay
4.98 out of 5 average rating, 104 reviews3 BDR Home - World Champion Bucks, Site of the RNC
Home in Wauwatosa
4.99 out of 5 average rating, 190 reviewsThe Little Gray House
Home in Milwaukee
4.84 out of 5 average rating, 104 reviews3BR/3BA | AmFam Field | Arcade | Fenced Yard
Home in Milwaukee
5.0 out of 5 average rating, 100 reviewsHistoric Brewery Tied-House in Bayview (Sleeps 12)
Home in Milwaukee
4.94 out of 5 average rating, 110 reviewsArtist's East Side Oasis Near Lakefront Attractions
Home in Muskego
4.98 out of 5 average rating, 147 reviews3 Bedroom Muskego Home
Home in Milwaukee
5.0 out of 5 average rating, 44 reviewsBright 1.5BR in the Heart of Bay View - w/ Parking
Home in Milwaukee
5.0 out of 5 average rating, 21 reviewsEntire Cozy Cottage! Pet Friendly, No Cleaning Fee
Private house rentals
Home in Milwaukee
4.96 out of 5 average rating, 75 reviewsCharming Milwaukee Bungalow Apartment
Home in Milwaukee
4.83 out of 5 average rating, 71 reviewsThat 70s Bungalow
Home in Milwaukee
4.97 out of 5 average rating, 35 reviewsStylish & Modern Apartment in Bay View - King Bed!
Home in Milwaukee
4.95 out of 5 average rating, 57 reviewsRemodeled Apartment in Bay View
Home in West Allis
5.0 out of 5 average rating, 37 reviewsPet Friendly, No Cleaning Fee + Near It All
Home in Milwaukee
4.94 out of 5 average rating, 51 reviewsSwan City Cozy Boho in Bay View
Home in Greendale
4.96 out of 5 average rating, 81 reviewsThe Robin's Roost LLC
Home in Milwaukee
5.0 out of 5 average rating, 30 reviewsCozy Pet Friendly Home w/ Private Yard & King Bed
Quick stats about house rentals in Milwaukee
Total rentals
1.1K properties
Rentals with dedicated workspaces
640 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
360 properties allow pets
Family-friendly rentals
840 properties are a good fit for families
Total number of reviews
33K reviews
Destinations to explore
- Downtown Chicago Holiday rentals
- Madison Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Saugatuck Holiday rentals
- Evanston Holiday rentals
- Holland Holiday rentals
- South Haven Holiday rentals
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