Holiday houses 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.
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
Loft in Milwaukee
4.83 out of 5 average rating, 399 reviewsCharming Loft - sparkling clean-walk everywhere
29 Nov – 6 Dec
Apartment in Milwaukee
4.85 out of 5 average rating, 454 reviewsLittle Bohemia
21 – 28 Aug
Home in Milwaukee
4.99 out of 5 average rating, 124 reviewsArtfully Designed & Cozy Close to Eats & Shopping
16 – 23 Feb
Home in Wauwatosa
4.98 out of 5 average rating, 178 reviewsWauwatosa/Milwaukee 10 Minutes from Downtown
5 – 12 Dec
Apartment in Wauwatosa
4.83 out of 5 average rating, 264 reviewsTosa Village Studio Apartment
16 – 23 June
Home in West Allis
4.97 out of 5 average rating, 161 reviewsNear to all Milwaukee favorites/ Free Parking/WiFi
23 – 30 Jan
Home in Milwaukee
4.98 out of 5 average rating, 194 reviewsSunny Upper Flat in Shorewood Near UWM & Downtown
25 Oct – 1 Nov
Home in Cudahy
4.81 out of 5 average rating, 105 reviewsMake Yourself At Home! Close to Lake & Airport!
29 Mar – 5 Apr
Quick stats about holiday rentals in Milwaukee
Total rentals
2.4K properties
Rentals with dedicated workspaces
1.4K properties have a dedicated workspace
Rentals with a pool
50 properties have a pool
Pet-friendly rentals
770 properties allow pets
Family-friendly rentals
1.5K properties are a good fit for families
Total number of reviews
94K reviews
Destinations to explore
- Downtown Chicago Holiday rentals
- Madison Accommodation & holiday rentals
- Lake Geneva Accommodation & holiday rentals
- Lake Michigan Beach Accommodation & holiday rentals
- Saugatuck Accommodation & holiday rentals
- Evanston Accommodation & holiday rentals
- Holland Accommodation & holiday rentals
- South Haven Holiday rentals
- Naperville Accommodation & holiday rentals
- South Side Accommodation & holiday rentals
- Schaumburg Accommodation & holiday rentals
- Chicago Accommodation & holiday rentals
- Mansion rentals Milwaukee
- Rentals with an EV charger Milwaukee
- House rentals Milwaukee
- Rentals with a fireplace Milwaukee
- Apartment rentals Milwaukee
- Kid-friendly rentals Milwaukee
- Rentals with a fire pit Milwaukee
- Rentals with pools Milwaukee
- Waterfront rentals Milwaukee
- Rentals with lake access Milwaukee
- Rentals with outdoor seating Milwaukee
- Private suite rentals Milwaukee
- Rentals with beach access Milwaukee
- Rentals with a patio Milwaukee
- Fitness-friendly rentals Milwaukee
- Condo rentals Milwaukee
- Rentals with a hot tub Milwaukee
- Rentals with breakfast Milwaukee
- Smoking-friendly rentals Milwaukee
- Rentals with a washing machine and dryer Milwaukee
- Loft rentals Milwaukee
- Monthly Rentals Milwaukee
- Lakehouse rentals Milwaukee
- Cabin rentals Milwaukee
- Pet-friendly rentals Milwaukee
- Hotel 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