Book Holiday Homes in Milwaukee

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Featured Holiday Homes in Milwaukee

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

Milwaukee
The price is AU$528 per night from 27 Mar to 28 Mar
AU$528
includes taxes & fees
27 Mar - 28 Mar
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.
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Spacious Walkers Point Gem in Central Milwaukee

Spacious Walkers Point Gem in Central Milwaukee

Milwaukee
With a stay at this vacation home in Milwaukee (Fifth Ward), you'll be within a 5-minute drive of Fiserv Forum and Harley-Davidson Museum.
Spacious Walkers Point Gem in Central Milwaukee
Spacious 4-bedroom house in terrific Menomonee Falls with WiFi, AC

Spacious 4-bedroom house in terrific Menomonee Falls with WiFi, AC

Menomonee Falls
The price is AU$670 per night from 15 Mar to 16 Mar
AU$670
includes taxes & fees
15 Mar - 16 Mar
With a stay at this vacation home in Menomonee Falls, you'll be within a 5-minute drive of Harley Davidson Factory and Purloin Studio.
Spacious 4-bedroom house in terrific Menomonee Falls with WiFi, AC
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Cream City Lounge Parking AC Patio Pets Sleeps 11

Cream City Lounge Parking AC Patio Pets Sleeps 11

Milwaukee
With a stay at this vacation home in Milwaukee (Downtown Milwaukee), you'll be within a 5-minute drive of Fiserv Forum and Lake Michigan.
Cream City Lounge Parking AC Patio Pets Sleeps 11
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 9 minutes from Fiserv Forum.
Warm spacious midsize home w/ comfort and fun
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

Caledonia
The price is AU$770 per night from 11 Mar to 12 Mar
AU$770
includes taxes & fees
11 Mar - 12 Mar
With a stay at this vacation home in Caledonia, you'll be on the beach, within a 15-minute drive of Lake Michigan and Ascension SE Wisconsin Hospital - Franklin ...
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool
MKE Mansion - Both Wings

MKE Mansion - Both Wings

Milwaukee
The price is AU$2,435 per night from 11 Mar to 12 Mar
AU$2,435
includes taxes & fees
11 Mar - 12 Mar
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.
MKE Mansion - Both Wings
Upscale Retreat in the Heart of MKE

Upscale Retreat in the Heart of MKE

Milwaukee
The price is AU$725 per night from 17 Mar to 18 Mar
AU$725
includes taxes & fees
17 Mar - 18 Mar
With a stay at this vacation home in Milwaukee, you'll be within a 5-minute drive of Fiserv Forum and Marquette University.
Upscale Retreat in the Heart of MKE
Relax Near Everything in Milwaukee

Relax Near Everything in Milwaukee

Wauwatosa
With a stay at this vacation home, you'll be centrally located in Milwaukee, a 3-minute drive from Milwaukee County Zoo and 13 minutes from Fiserv Forum.
Relax Near Everything in 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.

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
330 Holiday Homes
Lowest Price
AU$168
Highest Price
AU$2,435
Popular accommodation
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!, Spacious Walkers Point Gem in Central Milwaukee, Spacious 4-bedroom house in terrific Menomonee Falls with WiFi, AC, Cream City Lounge Parking AC Patio Pets Sleeps 11, Warm spacious midsize home w/ comfort and fun, 7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool, MKE Mansion - Both Wings, Upscale Retreat in the Heart of MKE, Relax Near Everything in Milwaukee

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$318 per night from 24 Mar to 25 Mar
AU$318
includes taxes & fees
24 Mar - 25 Mar
With a stay at The Pfister Hotel, you'll be centrally located in Milwaukee, just a 5-minute walk from Riverside Theater and 14 minutes by foot from Lake ...
The Pfister Hotel
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
139 E Kilbourn Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is AU$241 per night from 30 Mar to 31 Mar
AU$241
includes taxes & fees
30 Mar - 31 Mar
With a stay at Saint Kate - The Arts Hotel, you'll be centrally located in Milwaukee, within a 10-minute walk of Riverside Theater and Fiserv Forum.
Saint Kate - The Arts Hotel
Hyatt Place Milwaukee Airport

Hyatt Place Milwaukee Airport

3 out of 5
200 W Grange Avenue, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is AU$168 per night from 17 Mar to 18 Mar
AU$168
includes taxes & fees
17 Mar - 18 Mar
When you stay at Hyatt Place Milwaukee Airport in Milwaukee, you'll be near the airport, within a 15-minute drive of Lake Michigan and Fiserv Forum.
Hyatt Place Milwaukee Airport
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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$290 per night from 11 Mar to 12 Mar
AU$290
includes taxes & fees
11 Mar - 12 Mar
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
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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.