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.
Holiday rentals for every style
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Popular amenities for Milwaukee holiday rentals
Other great holiday rentals in Milwaukee
Apartment in Milwaukee
4.97 out of 5 average rating, 364 reviewsNewly remodeled Chic-Hip apartment-Downtown area
19 – 26 Nov
Apartment in Milwaukee
4.95 out of 5 average rating, 104 reviewsCozy Garden Apartment in Eclectic Riverwest
4 – 9 Sept
Home in West Allis
4.97 out of 5 average rating, 160 reviewsNear to all Milwaukee favorites/ Free Parking/WiFi
19 – 26 Oct
Apartment in Milwaukee
4.99 out of 5 average rating, 90 reviewsLakeview Downtown Milwaukee Condo
17 – 24 Mar
Home in Milwaukee
5.0 out of 5 average rating, 13 reviewsEntire Cozy Cottage! Pet Friendly, No Cleaning Fee
8 – 15 Dec
Apartment in Milwaukee
5.0 out of 5 average rating, 30 reviewsThird Ward Mojo Dojo Casa Condo
21 – 28 Sept
Home in Milwaukee
4.96 out of 5 average rating, 70 reviewsCharming Milwaukee Bungalow Apartment
14 – 21 Sept
Home in Milwaukee
4.96 out of 5 average rating, 27 reviewsUnique creative space in great MKE location!
23 – 30 Jan
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
- Rentals with a fireplace Milwaukee
- Rentals with beach access Milwaukee
- Loft rentals Milwaukee
- Condo rentals Milwaukee
- Apartment rentals Milwaukee
- Rentals with a fire pit Milwaukee
- Hotel rentals Milwaukee
- Rentals with an EV charger Milwaukee
- 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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