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 NZ$1,259
includes taxes & fees
14 May - 15 May
Large Milwaukee Home 4BR Fast Wifi

The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,169 reviews)
"It was a cute place and we loved the older decor. "
United States
Kim
The price is NZ$326
includes taxes & fees
18 May - 19 May
The Plaza Hotel

MKE Mansion - Both Wings

MKE Mansion - Both Wings
Downtown Milwaukee
9.8 out of 10, Exceptional, (27 reviews)
"Host had everything laid out and clearly communicated well. "
United States
Dan S.
The price is NZ$2,745
includes taxes & fees
26 May - 27 May
MKE Mansion - Both Wings

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 NZ$1,260
includes taxes & fees
26 May - 27 May
The Beacon: A Groom’s Suite with Cream City Style

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 NZ$1,555
includes taxes & fees
18 May - 19 May
Victorian Hot Tub Oasis steps from Restaurants Pubs Coffee, Grocery & The Beach

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 NZ$1,434
includes taxes & fees
14 May - 15 May
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
》Central Location/ kings beds/Free Parking/WI-FI

The Lake Effect Club

The Lake Effect Club
Lower East Side
The Lake Effect Club

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 NZ$553
includes taxes & fees
14 May - 15 May
Downtown Eastside gem near Fiserv Forum Water St Brady St

Three bedrooms upstairs

Three bedrooms upstairs
Riverwest
9.6 out of 10, Exceptional, (90 reviews)
"Great place!! So much room and a great location. Host was communicative and check in process was smooth. We would happily stay here again! And if you like to cook, this kitchen is completely stocked with everything you would need"
United States
Carrie
The price is NZ$359
includes taxes & fees
14 May - 15 May
Three bedrooms upstairs

Large Victorian in Perfect Location!

Large Victorian in Perfect Location!
Downtown Milwaukee
10.0 out of 10, Exceptional, (32 reviews)
"The house was awesome and perfect for our stay. Tons of space, cool vibes, and you could tell the property was well cared for. The neighborhood was awesome and I highly recommend this location. We will look to book again in the future. "
United States
Donnie H.
The price is NZ$1,727
includes taxes & fees
18 May - 19 May
Large Victorian in Perfect Location!

Large Milwaukee Home • 4BR • Fast WiFi

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

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

The Terrapin Station Hot Tub-Games-Groups of 16+
Riverwest
The price is NZ$1,128
includes taxes & fees
25 May - 26 May
The Terrapin Station Hot Tub-Games-Groups of 16+

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Bay View
10.0 out of 10, Exceptional, (30 reviews)
"This was our second time staying here and I can’t recommend it enough! The owners are so thoughtful and have left little treats or things for us each time we’ve stayed. They have everything you might need and then some, making it feel like home away from home. We will definitely stay here again. "
United States
Amber T.
The price is NZ$739
includes taxes & fees
18 May - 19 May
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

201/202- Sleep up to 14/Old World 3rd St/Fiserv Forum/

201/202- Sleep up to 14/Old World 3rd St/Fiserv Forum/
Westown
10.0 out of 10, Exceptional, (1 review)
"Location is perfect. Units very clean. Some small repairs needed, but not anything that would prevent us from staying again. Pizza place downstairs is excellent. Walking distance to many things."
United States
Lisa B.
The price is NZ$687
includes taxes & fees
26 May - 27 May
201/202- Sleep up to 14/Old World 3rd St/Fiserv Forum/

Relax In Tosa—Near Downtown MKE!

Relax In Tosa—Near Downtown MKE!
Wauwatosa
The price is NZ$500
includes taxes & fees
20 May - 21 May
Relax In Tosa—Near Downtown MKE!

Stylish Furnished Private Milwaukee Apt - Close to Local Attractions

Stylish Furnished Private Milwaukee Apt - Close to Local Attractions
Avenues West
The price is NZ$315
includes taxes & fees
19 May - 20 May
Stylish Furnished Private Milwaukee Apt - Close to Local Attractions

Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
Lower East Side
9.6 out of 10, Exceptional, (69 reviews)
"The location is excellent - quiet area, but plenty of restaurants, grocery stores, and even the streetcar are within a reasonable walk. The property is nice as well, with plenty of space and nice amenities. We had a great stay. The host was very responsive and helpful with a minor issue. Would definitely stay again if we are ever in the area. "
United States
Nathaniel S.
The price is NZ$685
includes taxes & fees
14 May - 15 May
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

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 NZ$789
includes taxes & fees
27 May - 28 May
The Residence at Uplifting Mansion

302/303- 2 condos joined for up to 12 people by Fiserv/3rd

302/303- 2 condos joined for up to 12 people by Fiserv/3rd
Westown
9.2 out of 10, Wonderful, (10 reviews)
"The location was great and the hosts were amazing!"
United States
Jill M.
The price is NZ$687
includes taxes & fees
26 May - 27 May
302/303- 2 condos joined for up to 12 people by Fiserv/3rd
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 favorite 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 depends 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 NZ$223 per night. Entering your travel dates in the search wizard you might find 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 fascinating museums and great live music. The lively festivals and acclaimed theatre scene 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?

Three bedrooms upstairs : This highly rated holiday home rental in Milwaukee offers a balcony, a garden and a BBQ to help you feel perfectly comfortable 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. Make the most of games in this rental home to help you unwind. Some other top choices in Milwaukee are Quiet House and 17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18.

How many holiday rentals are there in Milwaukee?

Choose from 540 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.