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
Home in Milwaukee
4.99 out of 5 average rating, 121 reviewsArtfully Designed & Cozy Close to Eats & Shopping
9–16 Dec
$367 NZD per night
Guest favourite
Apartment in West Allis
4.91 out of 5 average rating, 252 reviewsThe Cheese House
17–24 Dec
$227 NZD per night
Guest favourite
Apartment in Milwaukee
5.0 out of 5 average rating, 30 reviewsThird Ward Mojo Dojo Casa Condo
7–14 Oct
$292 NZD per night
Guest favourite
Home in Milwaukee
5.0 out of 5 average rating, 13 reviewsEntire Cozy Cottage! Pet Friendly, No Cleaning Fee
8–15 Dec
$271 NZD per night
Guest favourite
Home in Milwaukee
4.96 out of 5 average rating, 70 reviewsCharming Milwaukee Bungalow Apartment
6–13 Sep
$133 NZD per night
Guest favourite
Home in Milwaukee
5.0 out of 5 average rating, 35 reviewsBright 1 Bed in the heart of Bay View - w/ Parking
2–9 Jan
$277 NZD per night
Guest favourite
Apartment in Mequon
4.97 out of 5 average rating, 87 reviewsPrivate Entrance, Patio & Hot Tub -No Shared Space
30 Dec – 6 Jan
$260 NZD per night
Guest favourite
Home in Milwaukee
4.96 out of 5 average rating, 27 reviewsUnique creative space in great MKE location!
4–11 Dec
$239 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
- St. Joseph Holiday rentals
- Chicago Holiday rentals
- Private suite rentals Milwaukee
- Pet-friendly rentals Milwaukee
- Rentals with pools Milwaukee
- Rentals with a patio Milwaukee
- Fitness-friendly rentals Milwaukee
- Rentals with lake access Milwaukee
- Rentals with a hot tub Milwaukee
- Cabin rentals Milwaukee
- Kid-friendly rentals Milwaukee
- Rentals with outdoor seating Milwaukee
- Monthly Rentals Milwaukee
- Smoking-friendly rentals Milwaukee
- House rentals Milwaukee
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- Rentals with beach access Milwaukee
- Loft rentals Milwaukee
- Condo rentals Milwaukee
- Apartment rentals Milwaukee
- Rentals with a fire pit Milwaukee
- Hotel rentals Milwaukee
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- Family-friendly rentals Milwaukee
- Rentals with breakfast Milwaukee
- Mansion rentals Milwaukee
- Waterfront rentals Milwaukee
- Rentals with a washing machine and dryer Milwaukee
- Cottage rentals Milwaukee
- Lakehouse rentals Milwaukee
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