
House holiday rentals in Milwaukee
Find and book unique houses on Airbnb
Top-rated house rentals in Milwaukee
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday 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

Woodhaven, a Luxury Lake Geneva HotTub-Pool Estate

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

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

Wooded Hills/Indoor Pool/Hot Tub/Arcade

Farmhouse with Heated Pool on almost 160 Acres!

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

Modern Luxury | Steps to Brady St

East Side 2nd floor Gem

Gorgeous space with huge porch.

Green Valley Homes - Updated Lower Apartment

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

Cozy Modern Retreat, 5min to DT, Newly Refurbished

Charming Home near dining + lake

Whitefish Bay Beauty!

Bass & Sparrow - Spa Retreat on the MKE River

Charming Milwaukee flat

Cozy 2-bedroom cottage close to everything!

Comfortable & Charming 4BR, near Stadium & Zoo!

Quiet Bay View Getaway
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
- Pet-friendly rentals Milwaukee
- Flat rentals Milwaukee
- Rentals with a patio Milwaukee
- Rentals with breakfast Milwaukee
- Mansion rentals Milwaukee
- Beachfront rentals Milwaukee
- Family-friendly rentals Milwaukee
- Rentals with a hot tub Milwaukee
- Rentals with lake access Milwaukee
- Waterfront rentals Milwaukee
- Loft rentals Milwaukee
- Rentals with a firepit Milwaukee
- Rentals with a washing machine and dryer Milwaukee
- Rentals with beach access Milwaukee
- Rentals with outdoor seating Milwaukee
- Lakehouse rentals Milwaukee
- Apartment rentals Milwaukee
- Smoking-friendly rentals Milwaukee
- Fitness-friendly rentals Milwaukee
- Rentals with an EV charger Milwaukee
- Rentals with a fireplace Milwaukee
- Rentals with pools 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
- Milwaukee Country Club
- Discovery World
- West Bend Country Club
- The Bull at Pinehurst Farms Golf Course
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Springs Water Park
- Sunburst
- America's Action Territory
- Blue Mound Golf and Country Club