Milwaukee Holiday Rentals

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Our top choices for Milwaukee holiday rentals

Large Milwaukee Home 4BR Fast Wifi

Large Milwaukee Home 4BR Fast Wifi
3.0 star property
Fifth Ward
The price is AU$1,081
includes taxes & fees
11 Mar - 12 Mar
Large Milwaukee Home 4BR Fast Wifi

MKE Mansion - Both Wings

MKE Mansion - Both Wings
Downtown Milwaukee
9.6 out of 10, Exceptional, (25 reviews)
"Great house - big group I stayed with loved it and tons of places to sleep and hang out. Fantastic location by the water and near some good restaurants. Hosts were super responsive. "
United States
Henri E.
The price is AU$2,322
includes taxes & fees
10 Mar - 11 Mar
MKE Mansion - Both Wings

Schlitz Castle: Huge 5BR/4BA Sleeps 12 w/ Double Kitchens & Living Rooms

Schlitz Castle: Huge 5BR/4BA Sleeps 12 w/ Double Kitchens & Living Rooms
Bay View
10.0 out of 10, Exceptional, (20 reviews)
"Best stay"
United States
Marvin G.
The price is AU$2,876
includes taxes & fees
10 Mar - 11 Mar
Schlitz Castle: Huge 5BR/4BA Sleeps 12 w/ Double Kitchens & Living Rooms

Brew City Game Room Fenced Yard Sleeps 13

Brew City Game Room Fenced Yard Sleeps 13
2.0 star property
Wauwatosa
10.0 out of 10, Exceptional, (1 review)
"Amazing location off the highway was able to make it into the city efficiently. Would recommend!"
United States
Dario
The price is AU$720
includes taxes & fees
7 Apr - 8 Apr
Brew City Game Room Fenced Yard Sleeps 13

Memoria: A Luxury Cream City Bridal Suite

Memoria: A Luxury Cream City Bridal Suite
Fifth Ward
The price is AU$873
includes taxes & fees
13 Mar - 14 Mar
Memoria: A Luxury Cream City Bridal Suite

Downtown Eastside gem near Fiserv Forum Water St Brady St

Downtown Eastside gem near Fiserv Forum Water St Brady St
Downtown Milwaukee
9.0 out of 10, Wonderful, (46 reviews)
"Great location loved the coffee shop downstairs. The place definitely needs some TLC."
United States
Kris J.
The price is AU$472
includes taxes & fees
10 Mar - 11 Mar
Downtown Eastside gem near Fiserv Forum Water St Brady St

The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,156 reviews)
"Always stay at the Plaza when I’m in Milwaukee "
United States
Charles
The price is AU$236
includes taxes & fees
23 Mar - 24 Mar
The Plaza Hotel

Victorian Garden 5 Minutes From The Beach

Victorian Garden 5 Minutes From The Beach
Shorewood
10.0 out of 10, Exceptional, (4 reviews)
"Great location. 1 block walk to a grocery store, a pharmacy, a great restaurant, AND a great coffee shop. Plenty of space for all."
United States
Nicki U.
The price is AU$1,359
includes taxes & fees
10 Mar - 11 Mar
Victorian Garden 5 Minutes From The Beach

》Central Location/ kings beds/Free Parking/WI-FI

》Central Location/ kings beds/Free Parking/WI-FI
Burnham Park
The price is AU$1,049
includes taxes & fees
10 Mar - 11 Mar
》Central Location/ kings beds/Free Parking/WI-FI

Near AmFam Field & Pettit |Sleeps 12|4BR + Parking

Near AmFam Field & Pettit |Sleeps 12|4BR + Parking
Bluemound Heights
The price is AU$945
includes taxes & fees
10 Mar - 11 Mar
Near AmFam Field & Pettit |Sleeps 12|4BR + Parking

Downtown home w/ rooftop patio - walk everywhere!

Downtown home w/ rooftop patio - walk everywhere!
Lower East Side
9.6 out of 10, Exceptional, (8 reviews)
"Great place to stay, especially for events around Brady Street. Lots of room with a great patio and deck area. Host responded quickly to questions and communicated well. "
United States
Anonymous traveller
The price is AU$1,268
includes taxes & fees
10 Mar - 11 Mar
Downtown home w/ rooftop patio - walk everywhere!

The Lake Effect Club

The Lake Effect Club
Lower East Side
The price is AU$1,036
includes taxes & fees
10 Mar - 11 Mar
The Lake Effect Club

Luxury Historic Home - Stellar Location

Luxury Historic Home - Stellar Location
Lower East Side
9.6 out of 10, Exceptional, (27 reviews)
"A lovely historic house with three large bedrooms, a very functional kitchen, beautiful dining room and family room areas and a super fun game room. Great for family get togethers!"
United States
Donna M.
The price is AU$807
includes taxes & fees
10 Mar - 11 Mar
Luxury Historic Home - Stellar Location

Style and Luxury - Unbeatable Location

Style and Luxury - Unbeatable Location
Lower East Side
9.6 out of 10, Exceptional, (13 reviews)
"Great location!"
United States
Mike G.
The price is AU$736
includes taxes & fees
10 Mar - 11 Mar
Style and Luxury - Unbeatable Location

Large Milwaukee Home • 4BR • Fast WiFi

Large Milwaukee Home • 4BR • Fast WiFi
Fifth Ward
Large Milwaukee Home • 4BR • Fast WiFi

Three bedrooms upstairs

Three bedrooms upstairs
Riverwest
9.6 out of 10, Exceptional, (83 reviews)
"Very nice stay in a quaint place. Owner, Ryan, was very nice and hospitable."
United States
Jason D.
The price is AU$334
includes taxes & fees
10 Mar - 11 Mar
Three bedrooms upstairs

CBI Havens is set in a calm and well‑connected pocket of Milwaukee,

CBI Havens is set in a calm and well‑connected pocket of Milwaukee,
Milwaukee
The price is AU$801
includes taxes & fees
14 Mar - 15 Mar
CBI Havens is set in a calm and well‑connected pocket of Milwaukee,

The Residence at Uplifting Mansion

The Residence at Uplifting Mansion
Merrill Park
10.0 out of 10, Exceptional, (2 reviews)
"Excellent accommodations, but even better hosts!"
United States
Don T.
The price is AU$642
includes taxes & fees
10 Mar - 11 Mar
The Residence at Uplifting Mansion

Perfect for Groups, 3BR 1st Floor Duplex, Sleeps 6

Perfect for Groups, 3BR 1st Floor Duplex, Sleeps 6
Bay View
The price is AU$429
includes taxes & fees
10 Mar - 11 Mar
Perfect for Groups, 3BR 1st Floor Duplex, Sleeps 6

Stunning Upscale Retreat - Steps From Everything

Stunning Upscale Retreat - Steps From Everything
Lower East Side
9.8 out of 10, Exceptional, (31 reviews)
"It was a great place and close to Brady street! Definitely recommend. "
United States
Hugh L.
The price is AU$764
includes taxes & fees
10 Mar - 11 Mar
Stunning Upscale Retreat - Steps From Everything
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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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$198 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 Center for the Performing Arts, 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 art scene and great live music. The lively festivals and fascinating museums 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?

Wooded Hills/Indoor Pool/Hot Tub/Arcade: This highly rated holiday home rental in Milwaukee offers an indoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and 1 hot tub so that you can immerse yourself in your holiday. Some other top choices in Milwaukee are Three bedrooms upstairs and Charming 5-bedroom house in Cedarburg.

How many holiday rentals are there in Milwaukee?

Choose from 528 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 Lakeshore State Park are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Marcus Center for the Performing Arts and Milwaukee City Hall.

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.