Book Holiday Homes in Milwaukee

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Featured Holiday Homes in Milwaukee

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

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

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 windowBrady St Retreat! 4BR House w Patio & Fenced Yard
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

Milwaukee
With a stay at this vacation home in Milwaukee (Burnham Park), you'll be within a 5-minute drive of The Rave-Eagles Club and Marquette University.
Opens in a new windowFrank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10
Wonderful craftsman home in Wauwatosa

Wonderful craftsman home in Wauwatosa

Wauwatosa
Located in Milwaukee (Wauwatosa), this vacation home is within a 10-minute drive of Mayfair Mall and American Family Field.
Opens in a new windowWonderful craftsman home in Wauwatosa
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Bayview Family-Friendly Stay

Bayview Family-Friendly Stay

Milwaukee
The price is AU$831 per night from 1 Dec to 2 Dec
AU$831
1 Dec - 2 Dec
includes taxes & fees
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
Style and Luxury - Unbeatable Location

Style and Luxury - Unbeatable Location

Milwaukee
The price is AU$812 per night from 4 Nov to 5 Nov
AU$812
4 Nov - 5 Nov
includes taxes & fees
With a stay at this vacation home in Milwaukee (Lower East Side), you'll be within a 5-minute drive of Lake Michigan and University of Wisconsin-Milwaukee.
Opens in a new windowStyle and Luxury - Unbeatable Location
Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!

Milwaukee
The price is AU$413 per night from 5 Nov to 6 Nov
AU$413
5 Nov - 6 Nov
includes taxes & fees
With a stay at this vacation home, you'll be centrally located in Milwaukee, within a 5-minute drive of Lake Michigan and Fiserv Forum.
Opens in a new windowRemodeled Home - Steps from Brady Street!
Deluxe Dwelling 4Br, 2Ba| Sunlit, Spacious, Serine

Deluxe Dwelling 4Br, 2Ba| Sunlit, Spacious, Serine

Milwaukee
With a stay at this vacation home, you'll be centrally located in Milwaukee, within a 5-minute drive of Lake Michigan and Fiserv Forum.
Opens in a new windowDeluxe Dwelling 4Br, 2Ba| Sunlit, Spacious, Serine
Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.

Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.

Waukesha
Located in Wales, this vacation home is within a 10-minute drive of Retzer Nature Center and Nagawaukee County Park and Beach.
Opens in a new windowMagnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.
Luxury Historic Home - Stellar Location

Luxury Historic Home - Stellar Location

Milwaukee
The price is AU$871 per night from 4 Nov to 5 Nov
AU$871
4 Nov - 5 Nov
includes taxes & fees
With a stay at this vacation home, you'll be centrally located in Milwaukee, within a 5-minute drive of Lake Michigan and University of Wisconsin-Milwaukee.
Opens in a new windowLuxury Historic Home - Stellar Location
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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
406 Holiday Homes
Lowest Price
AU$151
Highest Price
AU$871
Popular accommodation
Brady St Retreat! 4BR House w Patio & Fenced Yard, Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10, Wonderful craftsman home in Wauwatosa, Bayview Family-Friendly Stay, Style and Luxury - Unbeatable Location, Remodeled Home - Steps from Brady Street!, Deluxe Dwelling 4Br, 2Ba| Sunlit, Spacious, Serine, Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres., Luxury Historic Home - Stellar Location

Top trending hotels in Milwaukee

Hilton Milwaukee

Hilton Milwaukee

4 out of 5
509 W Wisconsin Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is AU$151 per night from 9 Nov to 10 Nov
AU$151
9 Nov - 10 Nov
includes taxes & fees
With a stay at Hilton Milwaukee, you'll be centrally located in Milwaukee, just a 3-minute walk from Marquette University and 10 minutes by foot from Fiserv ...
Opens in a new windowHilton 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$248 per night from 11 Nov to 12 Nov
AU$248
11 Nov - 12 Nov
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
Sonesta Milwaukee West Wauwatosa

Sonesta Milwaukee West Wauwatosa

3.5 out of 5
10499 W Innovation Dr, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is AU$156 per night from 6 Nov to 7 Nov
AU$156
6 Nov - 7 Nov
includes taxes & fees
With a stay at Sonesta Milwaukee West Wauwatosa in Milwaukee (Wauwatosa), you'll be a 3-minute drive from Milwaukee County Zoo and 6 minutes from Wisconsin Exposition ...
Opens in a new windowSonesta Milwaukee West Wauwatosa
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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$274 per night from 24 Nov to 25 Nov
AU$274
24 Nov - 25 Nov
includes taxes & fees
With a stay at The Pfister Hotel, you'll be centrally located in Milwaukee, within a 5-minute drive of Lake Michigan and Fiserv Forum.
Opens in a new windowThe Pfister 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.