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
Loft in Milwaukee
4.83 out of 5 average rating, 399 reviewsCharming Loft - sparkling clean-walk everywhere
29 Nov – 6 Dec
$262 NZD per night
Guest favourite
Apartment in Milwaukee
4.85 out of 5 average rating, 454 reviewsLittle Bohemia
21–28 Aug
$193 NZD per night
Guest favourite
Home in Milwaukee
4.99 out of 5 average rating, 124 reviewsArtfully Designed & Cozy Close to Eats & Shopping
16–23 Feb
$398 NZD per night
Guest favourite
Home in Wauwatosa
4.98 out of 5 average rating, 178 reviewsWauwatosa/Milwaukee 10 Minutes from Downtown
5–12 Dec
$268 NZD per night
Guest favourite
Apartment in Wauwatosa
4.83 out of 5 average rating, 264 reviewsTosa Village Studio Apartment
16–23 Jun
$178 NZD per night
Guest favourite
Home in West Allis
4.97 out of 5 average rating, 161 reviewsNear to all Milwaukee favorites/ Free Parking/WiFi
23–30 Jan
$190 NZD per night
Guest favourite
Home in Milwaukee
4.98 out of 5 average rating, 194 reviewsSunny Upper Flat in Shorewood Near UWM & Downtown
25 Oct – 1 Nov
$194 NZD per night
Superhost
Home in Cudahy
4.81 out of 5 average rating, 106 reviewsMake Yourself At Home! Close to Lake & Airport!
29 Mar – 5 Apr
$151 NZD per night
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 Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Saugatuck Holiday rentals
- Evanston Holiday rentals
- Holland Holiday rentals
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Side Holiday rentals
- Schaumburg Holiday rentals
- Chicago Holiday rentals
- Mansion rentals Milwaukee
- Rentals with an EV charger Milwaukee
- House rentals Milwaukee
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- Apartment rentals Milwaukee
- Kid-friendly rentals Milwaukee
- Rentals with a fire pit Milwaukee
- Rentals with pools Milwaukee
- Waterfront rentals Milwaukee
- Rentals with lake access Milwaukee
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- Private suite rentals Milwaukee
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- Loft rentals Milwaukee
- Monthly Rentals Milwaukee
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- Cabin rentals Milwaukee
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- Hotel rentals Milwaukee
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