
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

Cute and cozy 2 bedroom house perfectly located!

Cozy cabin getaway near Lake Como and Lake Geneva

Lake Geneva Home w/ Pool near the Lake!

Vacation home: heated inground pool on 4+ acres

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

Nestled in the Southern Kettle Moraine Forest

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

Wooded Hills/Indoor Pool/Hot Tub/Arcade
Weekly house rentals

2Bdrm home next to Humboldt Park

Whitefish Bay Beauty!

Entire Cozy Cottage! Pet Friendly, No Cleaning Fee

Guesthouse on Clover - Historic Greendale

The Stallis Palace

This Must Be the Place- Bayview Bohemian Vibes

Charming Pet-Friendly 3-BR Home, Backyard, Firepit

Auburn Place: Cozy 3BR Home in Wauwatosa
Private house rentals

Cozy home

Bass & Sparrow - Spa Retreat on the MKE River

Brew City Boho - Wauwatosa

Cozy home near airport

Meticulously Restored Tosa Village Historic Home

Gorgeous space with huge porch.

Brady St, Fenced in Yard, Close to Lake Michigan

Quiet Bay View Getaway
Quick stats about house rentals in Milwaukee
Total rentals
1.2K properties
Total number of reviews
40K reviews
Family-friendly rentals
850 properties are a good fit for families
Pet-friendly rentals
400 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
- Holland Holiday rentals
- Saugatuck Holiday rentals
- South Side Holiday rentals
- Lake Michigan Beach Holiday rentals
- Evanston Holiday rentals
- Chicago Holiday rentals
- Rentals with a fireplace Milwaukee
- Lakehouse rentals Milwaukee
- Fitness-friendly rentals Milwaukee
- Loft rentals Milwaukee
- Pet-friendly rentals Milwaukee
- Waterfront rentals Milwaukee
- Rentals with lake access Milwaukee
- Rentals with pools Milwaukee
- Rentals with a hot tub Milwaukee
- Rentals with an EV charger Milwaukee
- Rentals with a patio Milwaukee
- Rentals with a firepit Milwaukee
- Rentals with a washing machine and dryer Milwaukee
- Rentals with beach access Milwaukee
- Rentals with breakfast Milwaukee
- Mansion rentals Milwaukee
- Family-friendly rentals Milwaukee
- Smoking-friendly rentals Milwaukee
- Apartment rentals Milwaukee
- Rentals with outdoor seating Milwaukee
- Flat rentals Milwaukee
- House rentals Milwaukee County
- House rentals Wisconsin
- House rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Six Flags Great America
- Erin Hills Golf Course
- Alpine Valley Resort
- Kohler-Andrae State Park
- Milwaukee Public Museum
- Geneva National Resort & Club
- Illinois Beach State Park
- Harrington Beach State Park
- Bradford Beach
- Grand Geneva Resort & Spa
- Racine North Beach
- Milwaukee County Zoo
- Richard Bong State Recreation Area
- Wilmot Mountain Ski Resort
- The Bull at Pinehurst Farms Golf Course
- Discovery World
- Milwaukee Country Club
- West Bend Country Club
- Springs Water Park
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Heiliger Huegel Ski Club
- Blue Mound Golf and Country Club
- Sunburst
- America's Action Territory