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
The price is NZ$942 per night from 5 Aug to 6 Aug
NZ$942
5 Aug - 6 Aug
includes taxes & fees
Stay at this vacation home in Cedarburg. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Cedar Creek Settlement and Amy's Candy ...
Charming 5-bedroom house in Cedarburg
Three bedrooms upstairs

Three bedrooms upstairs

Milwaukee
The price is NZ$439 per night from 3 Aug to 4 Aug
NZ$439
3 Aug - 4 Aug
includes taxes & fees
Book a stay at this business-friendly vacation home in Milwaukee. Enjoy free WiFi, breakfast (surcharge), and a garden. Popular attractions Fiserv Forum and ...
Three bedrooms upstairs
Quiet House

Quiet House

Milwaukee
The price is NZ$418 per night from 4 Aug to 5 Aug
NZ$418
4 Aug - 5 Aug
includes taxes & fees
Stay at this vacation home in Milwaukee. Enjoy an in-room coffeemaker and in-room fireplaces. Popular attractions The Rave-Eagles Club and Potawatomi Bingo Casino ...
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
Book a stay at this golf vacation home in Milwaukee. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Fiserv Forum and Henry W. Maier Festival ...
Rare East Side Gem! Walk > Lake Michigan. Historic Flat by Beach, UWM, Lake Park
Green bean casserole

Green bean casserole

Milwaukee
Stay at this vacation home in Milwaukee. Enjoy laundry facilities and air conditioning. Popular attractions Fiserv Forum and The Rave-Eagles Club are located ...
Green bean casserole
Warm spacious midsize home w/ comfort and fun

Warm spacious midsize home w/ comfort and fun

Glendale
Stay at this vacation home in Milwaukee. Enjoy laundry facilities, an in-room coffeemaker, and air conditioning. Popular attractions Fiserv Forum and The Rave-Eagles ...
Warm spacious midsize home w/ comfort and fun
Stunning Upscale Retreat - Steps From Everything

Stunning Upscale Retreat - Steps From Everything

Milwaukee
The price is NZ$901 per night from 3 Aug to 4 Aug
NZ$901
3 Aug - 4 Aug
includes taxes & fees
Stay at this vacation home in Milwaukee. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Milwaukee Art Museum and Fiserv Forum are located ...
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 NZ$822 per night from 27 Aug to 28 Aug
NZ$822
27 Aug - 28 Aug
includes taxes & fees
Stay at this vacation home in Milwaukee. Enjoy laundry facilities, air conditioning, and a hot tub. Popular attractions Fiserv Forum and Henry W. Maier Festival ...
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 NZ$676 per night from 13 Aug to 14 Aug
NZ$676
13 Aug - 14 Aug
includes taxes & fees
Book a stay at this family-friendly vacation home in Milwaukee. Enjoy free WiFi, a beach locale, and a water park. Popular attractions Fiserv Forum and Henry ...
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
NZ$127
Highest Price
NZ$942
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 NZ$368 per night from 28 Aug to 29 Aug
NZ$368
28 Aug - 29 Aug
includes taxes & fees
Stay at this 4.5-star luxury hotel in Milwaukee. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the bar and the helpful staff in our ...
The Pfister Hotel
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 NZ$181 per night from 10 Aug to 11 Aug
NZ$181
10 Aug - 11 Aug
includes taxes & fees
Stay at this 3.5-star business-friendly hotel in Milwaukee. Enjoy free WiFi, free parking, and a free area shuttle. Our guests praise the helpful staff and the ...
Sonesta Milwaukee West Wauwatosa
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 NZ$127 per night from 17 Aug to 18 Aug
NZ$127
17 Aug - 18 Aug
includes taxes & fees
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
AmericInn by Wyndham Glendale/Milwaukee
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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 NZ$170 per night from 10 Aug to 11 Aug
NZ$170
10 Aug - 11 Aug
includes taxes & fees
Stay at this 3.5-star golf hotel in Brookfield. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in ...
Sheraton 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.