A city skyline with modern skyscrapers and a river in the foreground.

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

Memoria: A Luxury Cream City Bridal Suite

Memoria: A Luxury Cream City Bridal Suite
Fifth Ward
The price is NZ$1,321
includes taxes & fees
30 June - 1 July
Memoria: A Luxury Cream City Bridal Suite

7 Mi to Lake Michigan: Milwaukee Vacation Rental

7 Mi to Lake Michigan: Milwaukee Vacation Rental
3.0 star property
Milwaukee
The price is NZ$1,020
includes taxes & fees
2 July - 3 July
7 Mi to Lake Michigan: Milwaukee Vacation Rental

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$1,319
includes taxes & fees
29 June - 30 June
Modern, impeccably styled, a seamless convenience in a prime, quiet location.

Luxurious Craftsman Style Home in Famous Bay View with Hot Tub Oasis

Luxurious Craftsman Style Home in Famous Bay View with Hot Tub Oasis
Milwaukee
Luxurious Craftsman Style Home in Famous Bay View with Hot Tub Oasis

EKO Stays | Downtown MKE Group Retreat Near Fiserv

EKO Stays | Downtown MKE Group Retreat Near Fiserv
Fifth Ward
EKO Stays | Downtown MKE Group Retreat Near Fiserv

Spacious house, yard, hot tub & games — 1 mile to Downtown and the East Side

Spacious house, yard, hot tub & games — 1 mile to Downtown and the East Side
Halyard Park
9.8 out of 10, Exceptional, (43 reviews)
"We had a wonderful stay here this past weekend for my birthday! The house had plenty of space/bedrooms for our friends. The kitchen was stocked with seasonings (you'd be surprised how bare boned some places are!) and the hot tub was so relaxing. We'd love to come back! "
United States
Kathleen
The price is NZ$3,033
includes taxes & fees
22 July - 23 July
Spacious house, yard, hot tub & games — 1 mile to Downtown and the East Side

MKE Mansion - Both Wings

MKE Mansion - Both Wings
Downtown Milwaukee
9.6 out of 10, Exceptional, (29 reviews)
"Host had everything laid out and clearly communicated well. "
United States
Dan S.
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 NZ$1,793
includes taxes & fees
29 June - 30 June
Schlitz Castle: Huge 5BR/4BA Sleeps 12 w/ Double Kitchens & Living Rooms

The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,195 reviews)
"Beautiful property, absolutely would stay again!"
United States
Holly
The price is NZ$327
includes taxes & fees
5 July - 6 July
The Plaza Hotel

EKO Stays | Executive Retreat Near Brady St

EKO Stays | Executive Retreat Near Brady St
Riverwest
The price is NZ$1,241
includes taxes & fees
30 June - 1 July
EKO Stays | Executive Retreat Near Brady St

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

》Central Location/ kings beds/Free Parking/WI-FI
Burnham Park
The price is NZ$1,311
includes taxes & fees
29 June - 30 June
》Central Location/ kings beds/Free Parking/WI-FI

Cream City Industrial Loft Near Fiserv with Parking | Suite 1 | Sleeps 8

Cream City Industrial Loft Near Fiserv with Parking | Suite 1 | Sleeps 8
Westown
The price is NZ$254
includes taxes & fees
29 June - 30 June
Cream City Industrial Loft Near Fiserv with Parking | Suite 1 | Sleeps 8

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

Tranquil Downtown Haven | 3-Bed, 2-Bath Delight
Downtown Milwaukee
9.0 out of 10, Wonderful, (14 reviews)
"Host was great, good communication "
United States
Ry M.
Tranquil Downtown Haven | 3-Bed, 2-Bath Delight

Downtown Luxe 2BR Loft Apt | Sleeps 8 | Walkable

Downtown Luxe 2BR Loft Apt | Sleeps 8 | Walkable
Downtown Milwaukee
10.0 out of 10, Exceptional, (1 review)
"Easy entry and check out. The unit has great light and open with high ceilings. The bed was comfortable- which is important for this tall body with a sensitive back. I highly recommend!"
United States
Marissa G.
The price is NZ$316
includes taxes & fees
29 June - 30 June
Downtown Luxe 2BR Loft Apt | Sleeps 8 | Walkable

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)
"We stayed here for one night for a friends birthday party! It was very clean and a great location to Brady St. Would recommend and stay here again. "
United States
RACHEL L.
The price is NZ$1,594
includes taxes & fees
9 July - 10 July
Downtown home w/ rooftop patio - walk everywhere!

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.
Large Victorian in Perfect Location!

Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6

Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6
Fifth Ward
The price is NZ$284
includes taxes & fees
29 June - 30 June
Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6

EKO Stays | Holton Downtown Home Away from Home.

EKO Stays | Holton Downtown Home Away from Home.
Milwaukee
EKO Stays | Holton Downtown Home Away from Home.

Deluxe Dwelling 4Br, 2Ba| Sunlit, Spacious, Serine

Deluxe Dwelling 4Br, 2Ba| Sunlit, Spacious, Serine
Downtown Milwaukee
9.6 out of 10, Exceptional, (24 reviews)
"Everything was great. My kids had a great time and great location."
United States
Karrie C.
Deluxe Dwelling 4Br, 2Ba| Sunlit, Spacious, Serine

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, (6 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$1,807
includes taxes & fees
6 July - 7 July
Victorian Hot Tub Oasis steps from Restaurants Pubs Coffee, Grocery & The Beach
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 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$180 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. 

Explore a world of travel with Expedia

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 great live music and acclaimed theatre scene. 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?

Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions: This highly rated holiday home rental in Milwaukee offers a balcony, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Some other top choices in Milwaukee are Quiet House and Three Bedroom Upper.

How many holiday rentals are there in Milwaukee?

Choose from 538 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 Cathedral Square are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include American Family Field and Marcus Center for the Performing Arts.

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.