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Milwaukee Holiday Rentals

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Our top choices for Milwaukee holiday rentals

1. The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,243 reviews)
"charming and historic hotel"
United States
Veronica
The price is AU$276
includes taxes & fees
8 Oct - 9 Oct
The Plaza Hotel

2. Fenced Yard! Spacious Home, 4 Mi to Dtwn Milwaukee

Fenced Yard! Spacious Home, 4 Mi to Dtwn Milwaukee
3.0 star property
Milwaukee
2.0 out of 10, (1 review)
"They cancelled my order without a call, message or notice. We drove 6 hours and called ahead a couple hours before arrival only to find out they cancelled our stay. Had to quick find a different place to stay. Don't trust their system."
United States
Jeremy
The price is AU$747
includes taxes & fees
8 Sept - 9 Sept
Fenced Yard! Spacious Home, 4 Mi to Dtwn Milwaukee

3. 7 Mi to Lake Michigan: Milwaukee Vacation Rental

7 Mi to Lake Michigan: Milwaukee Vacation Rental
3.0 star property
Milwaukee
The price is AU$799
includes taxes & fees
30 Sept - 1 Oct
7 Mi to Lake Michigan: Milwaukee Vacation Rental

4. 6 Mi to Summerfest Park: Home w/ Game Room!

6 Mi to Summerfest Park: Home w/ Game Room!
3.0 star property
Cudahy
The price is AU$724
includes taxes & fees
13 Sept - 14 Sept
6 Mi to Summerfest Park: Home w/ Game Room!

5. Walkable Thiensville Retreat Near Hiking!

Walkable Thiensville Retreat Near Hiking!
3.0 star property
Thiensville
The price is AU$713
includes taxes & fees
20 Sept - 21 Sept
Walkable Thiensville Retreat Near Hiking!

6. Eclectic Hubertus Home w/ Game Room & Fire Pit!

Eclectic Hubertus Home w/ Game Room & Fire Pit!
3.0 star property
Hubertus
The price is AU$1,071
includes taxes & fees
8 Sept - 9 Sept
Eclectic Hubertus Home w/ Game Room & Fire Pit!
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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Top Milwaukee Hotel Reviews

Find out more about Milwaukee

Everything you need to know about Milwaukee holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Milwaukee holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Milwaukee holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Milwaukee holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Milwaukee. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Milwaukee holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Milwaukee holiday rentals we have selected for you start as low as AU$112 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Milwaukee rentals

At Expedia, we put the best Milwaukee holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Milwaukee rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Milwaukee holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Milwaukee. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Milwaukee?

Yes, there are holiday rentals in Milwaukee close to Marcus Performing Arts Center, or you can select a more secluded option if you're looking for a relaxing stay. Travellers who like culture and the arts give Milwaukee high marks for its acclaimed theatre scene and fascinating museums. The great live music and lively festivals are some other things you might like to check out during your trip.

What are some of the best holiday rentals that Milwaukee has to offer?

Welcome to the Charming Stone Haven, a beautiful three bedroom property.: This highly rated holiday home rental in Milwaukee is located near skiing, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. Some other top choices in Milwaukee are Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions and Peaceful 2-bedroom, one level Shorewood brick duplex near Lake Michigan.

How many holiday rentals are there in Milwaukee?

Choose from 549 Expedia holiday rentals in Milwaukee for a memorable holiday.

What can I see and do in Milwaukee?

Cultural attractions include Riverside Theater and Pabst Theater, whereas Lake Michigan and Veteran's Park are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include American Family Field and Milwaukee Public Market.

What’s a holiday rental in Milwaukee like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Milwaukee. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for a family trip or a small group gathering.