Holiday houses 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
Guest favourite
Guesthouse in Milwaukee
4.86 out of 5 average rating, 274 reviewsCozy Brewer's Hill Coach House
3 – 10 Feb
$1,435 AUD total
Guest favourite
Home in Milwaukee
4.98 out of 5 average rating, 192 reviewsSunny Upper Flat in Shorewood Near UWM & Downtown
19 – 26 Apr
$1,236 AUD total
Guest favourite
Apartment in Milwaukee
4.99 out of 5 average rating, 92 reviewsLakeview Downtown Milwaukee Condo
27 Nov – 4 Dec
$1,981 AUD total
Guest favourite
Home in Milwaukee
5.0 out of 5 average rating, 13 reviewsEntire Cozy Cottage! Pet Friendly, No Cleaning Fee
8 – 15 Dec
$1,667 AUD total
Guest favourite
Apartment in Milwaukee
5.0 out of 5 average rating, 30 reviewsThird Ward Mojo Dojo Casa Condo
14 – 21 Oct
$1,833 AUD total
Guest favourite
Home in Milwaukee
4.96 out of 5 average rating, 70 reviewsCharming Milwaukee Bungalow Apartment
8 – 15 Sept
$843 AUD total
Guest favourite
Apartment in Mequon
4.97 out of 5 average rating, 90 reviewsPrivate Entrance, Patio & Hot Tub -No Shared Space
2 – 9 Jan
$1,647 AUD total
Guest favourite
Home in Milwaukee
4.96 out of 5 average rating, 27 reviewsUnique creative space in great MKE location!
15 – 22 Apr
$1,513 AUD total
Quick stats about holiday rentals in Milwaukee
Total rentals
2.4K properties
Rentals with dedicated workspaces
1.4K 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
94K reviews
Destinations to explore
- Downtown Chicago Holiday rentals
- Madison Accommodation & holiday rentals
- Lake Geneva Accommodation & holiday rentals
- Lake Michigan Beach Accommodation & holiday rentals
- Saugatuck Accommodation & holiday rentals
- Evanston Accommodation & holiday rentals
- Holland Accommodation & holiday rentals
- South Haven Holiday rentals
- Naperville Accommodation & holiday rentals
- South Side Accommodation & holiday rentals
- Schaumburg Accommodation & holiday rentals
- Chicago Accommodation & holiday rentals
- Rentals with outdoor seating Milwaukee
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