Book Holiday Homes in Milwaukee

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Featured Holiday Homes in Milwaukee

Charming 5-bedroom house in Cedarburg

Charming 5-bedroom house in Cedarburg

Cedarburg
With a stay at this vacation home in Cedarburg, you'll be within a 15-minute drive of Lake Michigan and Cedar Creek Settlement.
Charming 5-bedroom house in Cedarburg
Three bedrooms upstairs

Three bedrooms upstairs

Milwaukee
The price is AU$406 per night from 5 Aug to 6 Aug
AU$406
5 Aug - 6 Aug
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 ...
Three bedrooms upstairs
Quiet House

Quiet House

Milwaukee
The price is AU$388 per night from 5 Aug to 6 Aug
AU$388
5 Aug - 6 Aug
includes taxes & fees
With a stay at this vacation home in Milwaukee, you'll be within a 5-minute drive of The Rave-Eagles Club and Marquette University.
Quiet House
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Rare East Side Gem! Walk > Lake Michigan. Historic Flat by Beach, UWM, Lake Park

Rare East Side Gem! Walk > Lake Michigan. Historic Flat by Beach, UWM, Lake Park

Milwaukee
A stay at this vacation home places you in the heart of Milwaukee, within a 15-minute walk of Lake Michigan and University of Wisconsin-Milwaukee.
Rare East Side Gem! Walk > Lake Michigan. Historic Flat by Beach, UWM, Lake Park
Green bean casserole

Green bean casserole

Milwaukee
With a stay at this vacation home in Milwaukee (Harambee), you'll be within a 5-minute drive of Marquette University and Fiserv Forum.
Green bean casserole
Warm spacious midsize home w/ comfort and fun

Warm spacious midsize home w/ comfort and fun

Glendale
With a stay at this vacation home in Milwaukee (Glendale), you'll be a 3-minute drive from Lake Michigan and 8 minutes from University of ...
Warm spacious midsize home w/ comfort and fun
Stunning Upscale Retreat - Steps From Everything

Stunning Upscale Retreat - Steps From Everything

Milwaukee
The price is AU$826 per night from 7 Aug to 8 Aug
AU$826
7 Aug - 8 Aug
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.
Stunning Upscale Retreat - Steps From Everything
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

2 out of 5
Milwaukee
The price is AU$751 per night from 2 Sept to 3 Sept
AU$751
2 Sept - 3 Sept
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 Fiserv Forum.
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

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

Milwaukee
The price is AU$624 per night from 13 Aug to 14 Aug
AU$624
13 Aug - 14 Aug
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.
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
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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
414 Holiday Homes
Lowest Price
AU$113
Highest Price
AU$826
Popular accommodation
Charming 5-bedroom house in Cedarburg, Three bedrooms upstairs , Quiet House, Rare East Side Gem! Walk > Lake Michigan. Historic Flat by Beach, UWM, Lake Park, Green bean casserole, Warm spacious midsize home w/ comfort and fun, Stunning Upscale Retreat - Steps From Everything, NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms, Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

Top trending hotels in Milwaukee

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$337 per night from 28 Aug to 29 Aug
AU$337
28 Aug - 29 Aug
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.
The Pfister Hotel
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$303 per night from 2 Sept to 3 Sept
AU$303
2 Sept - 3 Sept
includes taxes & fees
With a stay at Potawatomi Hotel & Casino in Milwaukee, you'll be near the airport, just steps from Marquette University and a 2-minute drive from Harley-Davidson ...
Potawatomi 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$166 per night from 10 Aug to 11 Aug
AU$166
10 Aug - 11 Aug
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 ...
Sonesta Milwaukee West Wauwatosa
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AmericInn by Wyndham Glendale/Milwaukee

AmericInn by Wyndham Glendale/Milwaukee

2.5 out of 5
5110 N Port Washington Rd, (772), Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is AU$113 per night from 6 Aug to 7 Aug
AU$113
6 Aug - 7 Aug
includes taxes & fees
With a stay at AmericInn by Wyndham Glendale/Milwaukee in Milwaukee (Glendale), you'll be a 4-minute drive from Lake Michigan and 7 minutes from Fiserv ...
AmericInn by Wyndham Glendale/Milwaukee
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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.