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.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Milwaukee holiday rentals
Other great holiday rentals in Milwaukee
Superhost
Flat in Milwaukee
4.85 out of 5 average rating, 175 reviewsCozy Basement Space In Bay View by Lake Michigan
Guest favourite
Flat in Milwaukee
4.94 out of 5 average rating, 208 reviewsComfortable Riverwest apartment
Guest favourite
Guest suite in Milwaukee
4.97 out of 5 average rating, 187 reviewsBrewers Hill Loft
Guest favourite
Home in Milwaukee
5.0 out of 5 average rating, 42 reviewsBright 1 Bed in the heart of Bay View - w/ Parking
Guest favourite
Home in Milwaukee
5.0 out of 5 average rating, 19 reviewsEntire Cozy Cottage! Pet Friendly, No Cleaning Fee
Guest favourite
Flat in Milwaukee
5.0 out of 5 average rating, 36 reviewsThird Ward Mojo Dojo Casa Condo
Guest favourite
Home in Milwaukee
4.96 out of 5 average rating, 28 reviewsBlair House 1890 Deux- Steps from Brady Street
Guest favourite
Home in Milwaukee
4.96 out of 5 average rating, 74 reviewsCharming Milwaukee Bungalow Apartment
Quick stats about holiday rentals in Milwaukee
Total rentals
2.4T properties
Rentals with dedicated workspaces
1.4T properties have a dedicated workspace
Rentals with a pool
50 properties have a pool
Pet-friendly rentals
770 properties allow pets
Family-friendly rentals
1.5T properties are a good fit for families
Total number of reviews
94T reviews
Destinations to explore
- Downtown ChicagoΒ Holiday rentals
- MadisonΒ Holiday rentals
- Lake GenevaΒ Holiday rentals
- Lake Michigan BeachΒ Holiday rentals
- SaugatuckΒ Holiday rentals
- EvanstonΒ Holiday rentals
- HollandΒ Holiday rentals
- South HavenΒ Holiday rentals
- NapervilleΒ Holiday rentals
- South SideΒ Holiday rentals
- SchaumburgΒ Holiday rentals
- ChicagoΒ Holiday rentals
- Rentals with outdoor seatingΒ Milwaukee
- Waterfront rentalsΒ Milwaukee
- Flat rentalsΒ Milwaukee
- Loft rentalsΒ Milwaukee
- Rentals with lake accessΒ Milwaukee
- Monthly RentalsΒ Milwaukee
- Rentals with a fireplaceΒ Milwaukee
- Rentals with beach accessΒ Milwaukee
- Smoking-friendly rentalsΒ Milwaukee
- Hotel rentalsΒ Milwaukee
- Rentals with a firepitΒ Milwaukee
- Rentals with a washing machine and dryerΒ Milwaukee
- Rentals with poolsΒ Milwaukee
- Rentals with a hot tubΒ Milwaukee
- House rentalsΒ Milwaukee
- Pet-friendly rentalsΒ Milwaukee
- Rentals with a patioΒ Milwaukee
- Fitness-friendly rentalsΒ Milwaukee
- Family-friendly rentalsΒ Milwaukee
- Lakehouse rentalsΒ Milwaukee
- Rentals with breakfastΒ Milwaukee
- Mansion rentalsΒ Milwaukee
- Private suite rentalsΒ Milwaukee
- Apartment rentalsΒ Milwaukee
- Rentals with an EV chargerΒ Milwaukee
- Yurt RentalsΒ United States
- Yurt RentalsΒ United Kingdom
- Castle RentalsΒ United States
- HouseboatsΒ United States
- Holiday CaravansΒ United Kingdom
- Private Island RentalsΒ United States
- Farm HousesΒ United States
- Farm CottagesΒ United Kingdom
- Cabin RentalsΒ Australia
- Luxury CabinsΒ United Kingdom
- Luxury CabinsΒ United States
- Holiday ChaletsΒ United Kingdom
- Cottage RentalsΒ United States
- Holiday CottagesΒ United Kingdom
- Mansion RentalsΒ United States
- Villa RentalsΒ United Kingdom
- Holiday BungalowsΒ United Kingdom
- Bungalow RentalsΒ United States
- Condo RentalsΒ United States
- Holiday ApartmentsΒ Australia
- Holiday HousesΒ United States
- Holiday HousesΒ United Kingdom
- Private Holiday RentalsΒ United Kingdom
- Big House RentalsΒ United States
- Big CottagesΒ Australia
- Large VillasΒ United Kingdom
- House Rentals with a PoolΒ United States
- Cabin Rentals with a PoolΒ United States
- Villas with a PoolΒ United Kingdom
- Apartments with a Hot TubΒ United States
- Holiday Cottages with a Hot TubΒ United Kingdom
- Beach CabinsΒ United States
- Beach CondosΒ United States
- Beachfront RentalsΒ United States
- Beach HousesΒ United Kingdom
- Beach VillasΒ United Kingdom
- Coastal CottagesΒ United Kingdom
- Pet-Friendly Vacation RentalsΒ United States
- Pet-Friendly Beach RentalsΒ United States
- Pet-Friendly Cabin RentalsΒ United States
- Dog-Friendly CottagesΒ United Kingdom
- Luxury Dog-Friendly CottagesΒ United Kingdom