Book Holiday Homes in Milwaukee

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Milwaukee

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 NZ$939 per night from 1 Apr to 2 Apr
NZ$939
includes taxes & fees
1 Apr - 2 Apr
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 ...
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool
Charming Vintage Farmhouse 1 bedroom Garden Oasis

Charming Vintage Farmhouse 1 bedroom Garden Oasis

Milwaukee
Stay at this vacation home in Milwaukee. Enjoy a garden, balconies, and an in-room coffeemaker. Popular attractions Henry W. Maier Festival Park and Harley-Davidson ...
Charming Vintage Farmhouse 1 bedroom Garden Oasis
Wonderful craftsman home in Wauwatosa

Wonderful craftsman home in Wauwatosa

Wauwatosa
Stay at this vacation home in Milwaukee. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions American Family Field and ...
Wonderful craftsman home in Wauwatosa
Save an average of 15% on thousands of hotels when you're signed in
Charming 3-bedroom house with AC and WiFi in West Allis perfect for pets& family

Charming 3-bedroom house with AC and WiFi in West Allis perfect for pets& family

2 out of 5
West Allis
Stay at this vacation home in Milwaukee. Enjoy air conditioning. Popular attractions Wisconsin State Fair Park and Milwaukee County Zoo are located nearby.
Charming 3-bedroom house with AC and WiFi in West Allis perfect for pets& family
Charming 2-bedroom townhome in wonderful Milwaukee

Charming 2-bedroom townhome in wonderful Milwaukee

Milwaukee
Stay at this vacation home in Milwaukee. Enjoy air conditioning. Popular attractions Harley-Davidson Museum and Henry W. Maier Festival Park are located ...
Charming 2-bedroom townhome in wonderful Milwaukee
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 an in-room coffeemaker and air conditioning. Popular attractions Fiserv Forum and The Rave-Eagles Club are located ...
Warm spacious midsize home w/ comfort and fun
Charming Vintage Farmhouse 3 Bedroom Oasis

Charming Vintage Farmhouse 3 Bedroom Oasis

Milwaukee
Stay at this vacation home in Milwaukee. Enjoy a garden, balconies, and an in-room coffeemaker. Popular attractions Harley-Davidson Museum and Potawatomi Bingo ...
Charming Vintage Farmhouse 3 Bedroom Oasis
Modern and Convenient Waukesha 3BR home with 2 King Beds

Modern and Convenient Waukesha 3BR home with 2 King Beds

Waukesha
Stay at this vacation home in Waukesha. Enjoy free WiFi, a garden, and patios. Popular attractions Monkey Joe's and Frame Park Formal Gardens are located ...
Modern and Convenient Waukesha 3BR home with 2 King Beds
Cozy Single Family Home Away

Cozy Single Family Home Away

Milwaukee
Stay at this vacation home in Milwaukee. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Milwaukee County Zoo and American Family ...
Cozy Single Family Home Away
Don't see what you're looking for?
See all available properties in Milwaukee
View all properties
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
404 Holiday Homes
Lowest Price
NZ$229
Highest Price
NZ$939
Popular accommodation
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool, Charming Vintage Farmhouse 1 bedroom Garden Oasis, Wonderful craftsman home in Wauwatosa, Charming 3-bedroom house with AC and WiFi in West Allis perfect for pets& family, Charming 2-bedroom townhome in wonderful Milwaukee , Warm spacious midsize home w/ comfort and fun, Charming Vintage Farmhouse 3 Bedroom Oasis, Modern and Convenient Waukesha 3BR home with 2 King Beds, Cozy Single Family Home Away

Top trending hotels in Milwaukee

Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

3 out of 5
700 N. Water Street, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is NZ$229 per night from 6 Apr to 7 Apr
NZ$229
includes taxes & fees
6 Apr - 7 Apr
Stay at this 3-star business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and ...
Drury Plaza Hotel Milwaukee Downtown
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$390 per night from 20 Apr to 21 Apr
NZ$390
includes taxes & fees
20 Apr - 21 Apr
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
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 NZ$320 per night from 1 Apr to 2 Apr
NZ$320
includes taxes & fees
1 Apr - 2 Apr
Stay at this 4.5-star luxury hotel in Milwaukee. Enjoy free WiFi, free parking, and 7 restaurants. Our guests praise the helpful staff and the clean rooms in ...
Potawatomi Hotel & Casino
Save an average of 15% on thousands of hotels when you're signed in
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$305 per night from 21 Apr to 22 Apr
NZ$305
includes taxes & fees
21 Apr - 22 Apr
Stay at this 4-star hotel in Milwaukee. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the bar in our reviews. Popular ...
Saint Kate - The Arts Hotel
Don't see what you're looking for?
See all available properties in Milwaukee
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.