Book Holiday Homes in Milwaukee

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Featured Holiday Homes in Milwaukee

Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!

Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!

Milwaukee
The price is NZ$912 per night from 22 Nov to 23 Nov
NZ$912
includes taxes & fees
22 Nov - 23 Nov
Stay at this vacation home in Milwaukee. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Milwaukee Art Museum and Fiserv Forum are located ...
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!
Amazing Five Bedroom Milwaukee Vacation Home!!

Amazing Five Bedroom Milwaukee Vacation Home!!

Sussex
Stay at this vacation home in Sussex. Enjoy private pools, a garden, and patios. Popular attractions Sussex Bowl and Purloin Studio are located nearby.
Amazing Five Bedroom Milwaukee Vacation Home!!
Booth Upper · Amazing view, Modern Space

Booth Upper · Amazing view, Modern Space

Milwaukee
Stay at this vacation home in Milwaukee. Enjoy a garden, balconies, and an in-room coffeemaker. Popular attractions Fiserv Forum and Milwaukee Art Museum are ...
Booth Upper · Amazing view, Modern Space
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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$762 per night from 10 Dec to 11 Dec
NZ$762
includes taxes & fees
10 Dec - 11 Dec
Stay at this vacation home in Milwaukee. Enjoy air conditioning. Popular attractions Milwaukee Art Museum and Fiserv Forum are located nearby.
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
Beautiful Waukesha Home

Beautiful Waukesha Home

Waukesha
The price is NZ$930 per night from 24 Nov to 25 Nov
NZ$930
includes taxes & fees
24 Nov - 25 Nov
Stay at this vacation home in Waukesha. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Glacial Drumlin Bike Trail and Waukesha County Expo ...
Beautiful Waukesha Home
Large, Private 3 Br Home | Ideal Location

Large, Private 3 Br Home | Ideal Location

Milwaukee
The price is NZ$675 per night from 29 Nov to 30 Nov
NZ$675
includes taxes & fees
29 Nov - 30 Nov
Stay at this vacation home in Milwaukee. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Milwaukee Art Museum and Fiserv Forum ...
Large, Private 3 Br Home | Ideal Location
Heated Pool, Hot Tub, Fishing Pond, Game Room, Weddings,Events!!Read Description

Heated Pool, Hot Tub, Fishing Pond, Game Room, Weddings,Events!!Read Description

Caledonia
Book a stay at this beach vacation home in Caledonia. Enjoy free WiFi, private pools, and a beach locale. Our guests praise the helpful staff and the property ...
Heated Pool, Hot Tub, Fishing Pond, Game Room, Weddings,Events!!Read Description
Spacious Pewaukee Lake/ Pier Access Home

Spacious Pewaukee Lake/ Pier Access Home

Pewaukee
Stay at this vacation home in Pewaukee. Enjoy free WiFi, a garden, and patios. Popular attractions Pewaukee Lake Beach and Two Brothers Wines are located ...
Spacious Pewaukee Lake/ Pier Access Home
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

Milwaukee
The price is NZ$449 per night from 3 Dec to 4 Dec
NZ$449
includes taxes & fees
3 Dec - 4 Dec
Stay at this vacation home in Milwaukee. Enjoy free WiFi, a garden, and patios. Popular attractions American Family Field and Milwaukee County Zoo are located ...
House 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
322 Holiday Homes
Lowest Price
NZ$178
Highest Price
NZ$930
Popular accommodation
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities! , Amazing Five Bedroom Milwaukee Vacation Home!!, Booth Upper · Amazing view, Modern Space, NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms, Beautiful Waukesha Home, Large, Private 3 Br Home | Ideal Location, Heated Pool, Hot Tub, Fishing Pond, Game Room, Weddings,Events!!Read Description, Spacious Pewaukee Lake/ Pier Access Home, House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

Top trending hotels in Milwaukee

Hilton Milwaukee City Center

Hilton Milwaukee City Center

4 out of 5
509 W Wisconsin Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is NZ$191 per night from 8 Dec to 9 Dec
NZ$191
includes taxes & fees
8 Dec - 9 Dec
Book a stay at this historic hotel in Milwaukee. Enjoy free WiFi, 2 restaurants, and 3 bars/lounges. Our guests praise the helpful staff and the clean rooms ...
Hilton Milwaukee City Center
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 NZ$257 per night from 22 Dec to 23 Dec
NZ$257
includes taxes & fees
22 Dec - 23 Dec
Stay at this hotel in Milwaukee. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the bar in our reviews. Popular attractions ...
Saint Kate - The Arts Hotel
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$296 per night from 15 Dec to 16 Dec
NZ$296
includes taxes & fees
15 Dec - 16 Dec
Book a stay at this spa hotel in Milwaukee. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the bar and the helpful staff in our reviews. ...
The Pfister Hotel
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Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

4 out of 5
333 W Kilbourn Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is NZ$178 per night from 24 Nov to 25 Nov
NZ$178
includes taxes & fees
24 Nov - 25 Nov
Stay at this 4-star business-friendly hotel in Milwaukee. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
Hyatt Regency 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.