Book Holiday Homes in Milwaukee

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Featured Holiday Homes in Milwaukee

Three bedrooms upstairs

Three bedrooms upstairs

Milwaukee WI
The price is AU$299 per night from 13 May to 14 May
AU$299
13 May - 14 May
includes taxes & fees
With a stay at this vacation home in Milwaukee (Riverwest), you'll be a 5-minute drive from University of Wisconsin-Milwaukee and 6 minutes from Lake ...
Opens in a new windowThree bedrooms upstairs
Modern Lux Home, Sleeps 12, Walk to Brady St Fun

Modern Lux Home, Sleeps 12, Walk to Brady St Fun

Milwaukee WI
With a stay at this vacation home in Milwaukee (Lower East Side), you'll be within a 5-minute drive of Lake Michigan and Fiserv Forum.
Opens in a new windowModern Lux Home, Sleeps 12, Walk to Brady St Fun
Quiet House

Quiet House

Milwaukee WI
With a stay at this vacation home in Milwaukee, you'll be within a 5-minute drive of Marquette University and Fiserv Forum.
Opens in a new windowQuiet House
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Bayview Family-Friendly Stay

Bayview Family-Friendly Stay

Milwaukee WI
With a stay at this vacation home in Milwaukee (Bay View), you'll be a 5-minute drive from Lake Michigan and 6 minutes from Marquette University.
Opens in a new windowBayview Family-Friendly Stay
Welcome to the Charming Stone Haven, a beautiful three bedroom property.

Welcome to the Charming Stone Haven, a beautiful three bedroom property.

Milwaukee WI
With a stay at this vacation home in Milwaukee, you'll be within a 10-minute drive of American Family Field and Milwaukee County Zoo.
Opens in a new windowWelcome to the Charming Stone Haven, a beautiful three bedroom property.
Charming Vintage Farmhouse 3 Bedroom Oasis

Charming Vintage Farmhouse 3 Bedroom Oasis

Milwaukee WI
With a stay at this vacation home in Milwaukee (Bay View), you'll be a 1-minute drive from Lake Michigan and 8 minutes from Marquette University.
Opens in a new windowCharming Vintage Farmhouse 3 Bedroom Oasis
Wonderful craftsman home in Wauwatosa

Wonderful craftsman home in Wauwatosa

Wauwatosa WI
Located in Milwaukee (Wauwatosa), this vacation home is within a 10-minute drive of American Family Field and Potawatomi Bingo Casino.
Opens in a new windowWonderful craftsman home in Wauwatosa
Walk to Brady St, Sleeps 12, 3-Story Brew City Gem

Walk to Brady St, Sleeps 12, 3-Story Brew City Gem

Milwaukee WI
With a stay at this vacation home in Milwaukee (Lower East Side), you'll be within a 5-minute drive of Lake Michigan and Fiserv Forum.
Opens in a new windowWalk to Brady St, Sleeps 12, 3-Story Brew City Gem
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

Milwaukee WI
With a stay at this vacation home in Milwaukee (Johnson Woods), you'll be within a 5-minute drive of American Family Field and Milwaukee County Zoo.
Opens in a new windowHouse in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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
404 Holiday Homes
Lowest Price
AU$164
Highest Price
AU$307
Popular accommodation
Three bedrooms upstairs , Modern Lux Home, Sleeps 12, Walk to Brady St Fun, Quiet House, Bayview Family-Friendly Stay, Welcome to the Charming Stone Haven, a beautiful three bedroom property., Charming Vintage Farmhouse 3 Bedroom Oasis, Wonderful craftsman home in Wauwatosa, Walk to Brady St, Sleeps 12, 3-Story Brew City Gem, House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

Top trending hotels in Milwaukee

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
1611 West Canal Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is AU$241 per night from 18 May to 19 May
AU$241
18 May - 19 May
includes taxes & fees
With a stay at Potawatomi Hotel & Casino in Milwaukee (Menomonee River Valley), you'll be steps from Marquette University and a 2-minute drive from Harley-Davidson ...
Opens in a new windowPotawatomi Hotel & Casino
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is AU$283 per night from 24 May to 25 May
AU$283
24 May - 25 May
includes taxes & fees
A stay at The Pfister Hotel places you in the heart of Milwaukee, within a 15-minute walk of Lake Michigan and Henry W. Maier Festival Park.
Opens in a new windowThe Pfister Hotel
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
500 W Florida Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is AU$307 per night from 31 May to 1 June
AU$307
31 May - 1 June
includes taxes & fees
In the heart of Milwaukee, The Iron Horse Hotel is within a 5-minute drive of Harley-Davidson Museum and Baird Center.
Opens in a new windowThe Iron Horse Hotel
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Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
The price is AU$164 per night from 24 May to 25 May
AU$164
24 May - 25 May
includes taxes & fees
When you stay at Sheraton Milwaukee Brookfield Hotel in Brookfield, you'll be next to a golf course, within a 10-minute drive of Milwaukee County Zoo and American ...
Opens in a new windowSheraton Milwaukee Brookfield Hotel
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.