
Holiday rentals in Milwaukee
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Milwaukee
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Milwaukee holiday rentals
Other great holiday rentals in Milwaukee
Guest favourite

Flat in Riverwest
4.94 out of 5 average rating, 107 reviewsSpacious+Mod Booth St Apt w Yard | Brewer’s Hill
Guest favourite

Flat in Milwaukee
4.94 out of 5 average rating, 272 reviewsCozy 1BR Close to Fiserv with Parking
Guest favourite

Home in Bay View
4.97 out of 5 average rating, 36 reviews2Bdrm home next to Humboldt Park
Top guest favourite

Home in Bluemound Heights
5 out of 5 average rating, 75 reviewsEntire Cozy Cottage! Pet Friendly, No Cleaning Fee
Top guest favourite

Flat in Brewer's Hill
5 out of 5 average rating, 35 reviewsPalmer House MKE
Top guest favourite

Bungalow in Bay View
5 out of 5 average rating, 44 reviewsLittle Lady Lincoln
Guest favourite

Apartment in Riverwest
4.98 out of 5 average rating, 51 reviewsRiverfront 2BR • Outdoor Oasis • King Beds
Guest favourite

Home in Walker's Point
5 out of 5 average rating, 31 reviewsThe Art Loft House
Quick stats about holiday rentals in Milwaukee
Total rentals
2.5K properties
Total number of reviews
107K reviews
Family-friendly rentals
1.5K properties are a good fit for families
Pet-friendly rentals
780 properties allow pets
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
1.4K 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
- Apartment rentals Milwaukee
- Family-friendly rentals Milwaukee
- Rentals with a patio Milwaukee
- Rentals with outdoor seating Milwaukee
- Rentals with a hot tub Milwaukee
- Smoking-friendly rentals Milwaukee
- Rentals with a firepit Milwaukee
- Rentals with a washing machine and dryer Milwaukee
- Waterfront rentals Milwaukee
- Rentals with a fireplace Milwaukee
- Flat rentals Milwaukee
- Rentals with beach access Milwaukee
- Rentals with lake access Milwaukee
- Rentals with breakfast Milwaukee
- Mansion rentals Milwaukee
- Rentals with pools Milwaukee
- Fitness-friendly rentals Milwaukee
- Loft rentals Milwaukee
- Lakehouse rentals Milwaukee
- Rentals with an EV charger Milwaukee
- Pet-friendly rentals Milwaukee
- House rentals Milwaukee
- 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
- Discovery World
- The Bull at Pinehurst Farms Golf Course
- Milwaukee Country Club
- West Bend Country Club
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Heiliger Huegel Ski Club
- Springs Water Park
- America's Action Territory
- Blue Mound Golf and Country Club
- Sunburst