
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
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Popular amenities for Milwaukee holiday rentals
Other great holiday rentals in Milwaukee
Guest favourite

Private room in Greenfield
4.91 out of 5 average rating, 337 reviewsSpacious Downstairs Suite/private bathroom
Top guest favourite

Private room in Riverwest
4.96 out of 5 average rating, 662 reviewsBremen Street House | Private Room
Top guest favourite

Private room in New Berlin
4.99 out of 5 average rating, 267 reviewsThe Orchard Room-Quiet Private Suite Near Milw
Top guest favourite

Home in Bay View
5 out of 5 average rating, 56 reviewsBayview Treehouse
Top guest favourite

Private room in Milwaukee
4.99 out of 5 average rating, 70 reviewsLannon Stone Beauty
Superhost

Private room in Milwaukee
4.82 out of 5 average rating, 261 reviewsEl Parador- A Room Single bed Downtown Convenience
Superhost

Private room in Milwaukee
4.88 out of 5 average rating, 315 reviewsFoote Manor MKE - Browning Rm
Top guest favourite

Private room in Milwaukee
4.99 out of 5 average rating, 104 reviewsSerene Cottage in Center of Milw/Tosa (for women)
Quick stats about holiday rentals in Milwaukee
Total rentals
2.4K properties
Total number of reviews
108K reviews
Family-friendly rentals
1.5K properties are a good fit for families
Pet-friendly rentals
790 properties allow pets
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
1.4K properties have a dedicated workspace
Destinations to explore
- Chicago Holiday rentals
- Indianapolis Holiday rentals
- Upper Peninsula of Michigan Holiday rentals
- Downtown Chicago Holiday rentals
- Platteville Holiday rentals
- Detroit Holiday rentals
- Minneapolis Holiday rentals
- Wisconsin River Holiday rentals
- Windsor Holiday rentals
- Traverse City Holiday rentals
- Lake Geneva Holiday rentals
- Madison Holiday rentals
- Smoking-friendly rentals Milwaukee
- Rentals with a fireplace Milwaukee
- Rentals with lake access Milwaukee
- Waterfront rentals Milwaukee
- Rentals with breakfast Milwaukee
- Mansion rentals Milwaukee
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- Rentals with a patio Milwaukee
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- Cabin rentals Milwaukee
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- Apartment rentals Milwaukee
- Rentals with a hot tub Milwaukee
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- Rentals with a washing machine and dryer Milwaukee
- Beachfront rentals Milwaukee
- Rentals with pools Milwaukee
- Pet-friendly rentals Milwaukee
- Flat rentals Milwaukee
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- Rentals with an EV charger Milwaukee
- House rentals Milwaukee
- Six Flags Great America
- Alpine Valley Resort
- Kohler-Andrae State Park
- Erin Hills Golf Course
- Illinois Beach State Park
- Geneva National Resort & Club
- Harrington Beach State Park
- Milwaukee County Zoo
- Racine North Beach
- Grand Geneva Resort & Spa
- Richard Bong State Recreation Area
- Bradford Beach
- Wilmot Mountain Ski Resort
- West Bend Country Club
- Discovery World
- The Bull at Pinehurst Farms Golf Course
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Milwaukee Country Club
- Milwaukee Public Museum
- Heiliger Huegel Ski Club
- Springs Water Park
- America's Action Territory
- Sunburst
- Blue Mound Golf and Country Club
- Things to do Milwaukee
- Things to do Milwaukee County
- Things to do Wisconsin
- Art and culture Wisconsin
- Nature and outdoors Wisconsin
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