Milwaukee Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

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$960
includes taxes & fees
26 Apr - 27 Apr
Large Milwaukee Home 4BR Fast Wifi

The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,166 reviews)
"It was a cute place and we loved the older decor. "
United States
Kim
The price is AU$272
includes taxes & fees
11 May - 12 May
The Plaza Hotel

The Beacon: A Groom’s Suite with Cream City Style

The Beacon: A Groom’s Suite with Cream City Style
Fifth Ward
The price is AU$1,024
includes taxes & fees
10 May - 11 May
The Beacon: A Groom’s Suite with Cream City Style

MKE Mansion - Both Wings

MKE Mansion - Both Wings
Downtown Milwaukee
9.6 out of 10, Exceptional, (25 reviews)
"Host had everything laid out and clearly communicated well. "
United States
Dan S.
The price is AU$2,258
includes taxes & fees
25 May - 26 May
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$3,088
includes taxes & fees
10 May - 11 May
Schlitz Castle: Huge 5BR/4BA Sleeps 12 w/ Double Kitchens & Living Rooms

Modern, impeccably styled, a seamless convenience in a prime, quiet location.

Modern, impeccably styled, a seamless convenience in a prime, quiet location.
Milwaukee
The price is AU$1,114
includes taxes & fees
25 Apr - 26 Apr
Modern, impeccably styled, a seamless convenience in a prime, quiet location.

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

》Central Location/ kings beds/Free Parking/WI-FI
Burnham Park
The price is AU$1,020
includes taxes & fees
7 May - 8 May
》Central Location/ kings beds/Free Parking/WI-FI

Victorian Hot Tub Oasis steps from Restaurants Pubs Coffee, Grocery & The Beach

Victorian Hot Tub Oasis steps from Restaurants Pubs Coffee, Grocery & 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$1,291
includes taxes & fees
27 Apr - 28 Apr
Victorian Hot Tub Oasis steps from Restaurants Pubs Coffee, Grocery & The Beach

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, (50 reviews)
"Walking distance to several great bars, restaurants, breweries and the summer fest area. We really enjoyed our stay!"
United States
SCOTT T.
The price is AU$469
includes taxes & fees
28 Apr - 29 Apr
Downtown Eastside gem near Fiserv Forum Water St Brady St

Kegel`s Inn - Studio - Classic Apartment #3

Kegel`s Inn - Studio - Classic Apartment #3
West Allis
The price is AU$244
includes taxes & fees
27 Apr - 28 Apr
Kegel`s Inn - Studio - Classic Apartment #3

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

Near AmFam Field & Pettit |Sleeps 12|4BR + Parking
Bluemound Heights
The price is AU$942
includes taxes & fees
30 Apr - 1 May
Near AmFam Field & Pettit |Sleeps 12|4BR + Parking

MKE East Side Hideaway: Walk to Brady & Lakefront!

MKE East Side Hideaway: Walk to Brady & Lakefront!
Lower East Side
The price is AU$305
includes taxes & fees
1 May - 2 May
MKE East Side Hideaway: Walk to Brady & Lakefront!

The Lake Effect Club

The Lake Effect Club
Lower East Side
The Lake Effect Club

Tranquil Downtown Haven | 3-Bed, 2-Bath Delight

Tranquil Downtown Haven | 3-Bed, 2-Bath Delight
Downtown Milwaukee
9.0 out of 10, Wonderful, (13 reviews)
"We had a lovely stay at Jake's place in Milwaukee! The location was convenient and walkable to Brady street and downtown. The space was clean and well appointed and the neighborhood was safe and quiet. I wouldn't hesitate to recommend this place or stay here again."
United States
Pamela C.
Tranquil Downtown Haven | 3-Bed, 2-Bath Delight

Relax In Tosa—Near Downtown MKE!

Relax In Tosa—Near Downtown MKE!
Wauwatosa
The price is AU$420
includes taxes & fees
10 May - 11 May
Relax In Tosa—Near Downtown MKE!

Large Milwaukee Home • 4BR • Fast WiFi

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

Quiet Bay View Getaway

Quiet Bay View Getaway
Town of Lake
The price is AU$422
includes taxes & fees
10 May - 11 May
Quiet Bay View Getaway

The Terrapin Station Hot Tub-Games-Groups of 16+

The Terrapin Station Hot Tub-Games-Groups of 16+
Riverwest
The Terrapin Station Hot Tub-Games-Groups of 16+

Three bedrooms upstairs

Three bedrooms upstairs
Riverwest
9.6 out of 10, Exceptional, (87 reviews)
"Very nice stay in a quaint place. Owner, Ryan, was very nice and hospitable."
United States
Jason D.
The price is AU$238
includes taxes & fees
28 Apr - 29 Apr
Three bedrooms upstairs

“Charming West Allis Stay • 3BR • Quiet Block, Close to It All!”

“Charming West Allis Stay • 3BR • Quiet Block, Close to It All!”
West Allis
The price is AU$568
includes taxes & fees
27 Apr - 28 Apr
“Charming West Allis Stay • 3BR • Quiet Block, Close to It All!”
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.
Save an average of 15% on thousands of hotels when you're signed in

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$189 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 fascinating museums 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?

7 1/2 Acre Estate, Awesome Farm House with Heated Pool, Hot tub, Fishing Pond: This highly rated holiday home rental in Milwaukee is located on the beach, and has an outdoor pool, a fireplace 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. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday. Some other top choices in Milwaukee are Welcome to the Charming Stone Haven, a beautiful three bedroom property. and Wooded Hills/Indoor Pool/Hot Tub/Arcade.

How many holiday rentals are there in Milwaukee?

Choose from 542 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.