
House holiday rentals in Milwaukee
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Top-rated house rentals in Milwaukee
Guests agree: these houses are highly rated for location, cleanliness and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Milwaukee
House rentals with a pool

Cute and cozy 2 bedroom house perfectly located!

Cozy cabin getaway near Lake Como and Lake Geneva

Vacation home: heated inground pool on 4+ acres

Newly Updated Modern Lake Condo

Relaxing getaway/StepsToLake/Pool/Tennis/nearDT/WD

Oasis on Oak | Private In-Ground Pool | Hot Tub

Wooded Hills/Indoor Pool/Hot Tub/Arcade

3/3 | 2 Fenced Acres |Pool |Hike & Beach| in Town
Weekly house rentals

Gatsby Glam w/ Lounge, Fireplace, Private Parking!

Near AmFam Field & Pettit |Sleeps 12|4BR + Parking

2Bdrm home next to Humboldt Park

Entire Cozy Cottage! Pet Friendly, No Cleaning Fee

Modern Luxury | Steps to Brady St

East Side 2nd floor Gem

Auburn Place: Cozy 3BR Home in Wauwatosa

Brady St, Fenced in Yard, Close to Lake Michigan
Private house rentals

Charming Home near dining + lake

Cozy Modern Retreat, 5min to DT, Newly Refurbished

Bass & Sparrow - Spa Retreat on the MKE River

Cozy Dog Friendly Home Near Airport & Downtown

The Stallis Palace

Fenced in yard, Steps away from MKE Entertainment

Gorgeous space with huge porch.

Green Valley Homes - Updated Lower Apartment
Quick stats about house rentals in Milwaukee
Total rentals
1.1K properties
Total number of reviews
41K reviews
Family-friendly rentals
860 properties are a good fit for families
Pet-friendly rentals
410 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
660 properties have a dedicated workspace
Destinations to explore
- Downtown Chicago Holiday rentals
- Lake Geneva Holiday rentals
- Madison Holiday rentals
- West Side Holiday rentals
- North Side Holiday rentals
- South Haven Holiday rentals
- Saugatuck Holiday rentals
- Holland Holiday rentals
- South Side Holiday rentals
- Lake Michigan Beach Holiday rentals
- Evanston Holiday rentals
- Chicago Holiday rentals
- Fitness-friendly rentals Milwaukee
- Rentals with pools Milwaukee
- Pet-friendly rentals Milwaukee
- Rentals with a firepit Milwaukee
- Rentals with a washing machine and dryer Milwaukee
- Waterfront rentals Milwaukee
- Rentals with beach access Milwaukee
- Rentals with a patio Milwaukee
- Apartment rentals Milwaukee
- Smoking-friendly rentals Milwaukee
- Rentals with a fireplace Milwaukee
- Flat rentals Milwaukee
- Beachfront rentals Milwaukee
- Lakehouse rentals Milwaukee
- Rentals with lake access Milwaukee
- Rentals with a hot tub Milwaukee
- Family-friendly rentals Milwaukee
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- Six Flags Great America
- Erin Hills Golf Course
- Alpine Valley Resort
- Kohler-Andrae State Park
- Milwaukee Public Museum
- Illinois Beach State Park
- Geneva National Resort & Club
- Harrington Beach State Park
- Milwaukee County Zoo
- Racine North Beach
- Richard Bong State Recreation Area
- Bradford Beach
- Grand Geneva Resort & Spa
- Wilmot Mountain Ski Resort
- West Bend Country Club
- Milwaukee Country Club
- The Bull at Pinehurst Farms Golf Course
- Discovery World
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Springs Water Park
- America's Action Territory
- Sunburst
- Blue Mound Golf and Country Club