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
Guest favourite
Home in Milwaukee
4.99 out of 5 average rating, 121 reviewsArtfully Designed & Cozy Close to Eats & Shopping
9–16 Dec
₹14,477 per night
Guest favourite
Flat in West Allis
4.91 out of 5 average rating, 252 reviewsThe Cheese House
17–24 Dec
₹8,672 per night
Guest favourite
Flat in Milwaukee
5.0 out of 5 average rating, 30 reviewsThird Ward Mojo Dojo Casa Condo
7–14 Oct
₹10,741 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
₹11,088 per night
Guest favourite
Home in Milwaukee
4.96 out of 5 average rating, 70 reviewsCharming Milwaukee Bungalow Apartment
6–13 Sep
₹5,410 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
₹10,880 per night
Guest favourite
Flat in Mequon
4.97 out of 5 average rating, 87 reviewsPrivate Entrance, Patio & Hot Tub -No Shared Space
30 Dec – 6 Jan
₹12,155 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
₹9,099 per night
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 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
- Rentals with a washing machine and dryer Milwaukee
- Cottage rentals Milwaukee
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- Rentals with outdoor seating Milwaukee
- Rentals with a firepit Milwaukee
- Hotel rentals Milwaukee
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- Family-friendly rentals Milwaukee
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- Monthly Rentals Milwaukee
- Family-friendly rentals Milwaukee
- Rentals with an EV charger Milwaukee
- Rentals with a patio Milwaukee
- Rentals with breakfast Milwaukee
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- Private suite rentals Milwaukee
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- Waterfront rentals Milwaukee
- Cabin rentals Milwaukee
- House rentals Milwaukee
- Flat rentals Milwaukee
- Rentals with a hot tub Milwaukee
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