Book Holiday Homes in Milwaukee
More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)
We keep it easy with the option to pay now or later on select accommodation
Book up 'til the last second - millions of rooms to crash tonight^
Featured Holiday Homes in Milwaukee

Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

Family Paradise 3 bedroom, Cozy Home + Game Room.

Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

Charming Vintage Farmhouse 1 bedroom Garden Oasis

17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18

Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!

Remodeled Home - Steps from Brady Street!

Brady St Retreat! 4BR House w Patio & Fenced Yard

Serene 4-bedroom Lake House in Pewaukee-Hot Tub!
Milwaukee Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Milwaukee vacation homes are the perfect way for you to wing it.
Holiday houses in Milwaukee let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Milwaukee in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Milwaukee adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Milwaukee with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Milwaukee vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Milwaukee Holiday Homes essential information
Accommodation | 408 Holiday Homes |
|---|---|
Lowest Price | AU$178 |
Highest Price | AU$2,787 |
Popular accommodation | Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub, Family Paradise 3 bedroom, Cozy Home + Game Room., Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find, Charming Vintage Farmhouse 1 bedroom Garden Oasis, 17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18, Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!, Remodeled Home - Steps from Brady Street!, Brady St Retreat! 4BR House w Patio & Fenced Yard, Serene 4-bedroom Lake House in Pewaukee-Hot Tub! |
Top trending hotels in Milwaukee

The Pfister Hotel

Saint Kate - The Arts Hotel

Hilton Milwaukee

Drury Plaza Hotel Milwaukee Downtown
More ways to explore Milwaukee
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.
