Milwaukee Holiday Rentals

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Holiday Rentals in Milwaukee

Comfort Near Historic Pabst Brewery & Fiserv

2.0 star property
Westown
9.4 out of 10, Exceptional, (14)
"With the historic of the building it was a great place to stay. Quite place to stay. "
United States
Michael S.
The price is AU$247
includes taxes & fees
10 Dec - 11 Dec
Comfort Near Historic Pabst Brewery & Fiserv

The Plaza Hotel

3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1153)
"Loved this hotel! Clean friendly and cute!!"
United States
Sharon H
The price is AU$255
includes taxes & fees
4 Jan - 5 Jan 2026
The Plaza Hotel

Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking

2.0 star property
Westown
10.0 out of 10, Exceptional, (4)
"Great room "
United States
julio
The price is AU$246
includes taxes & fees
14 Dec - 15 Dec
Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking

Cozy Bright Studio | McKinley Beach & Brady St

2.0 star property
Lower East Side
8.0 out of 10, Very good, (2)
"If you’re high maintenance this may not be the spot for you. It is small since it is an efficiency apartment but you get what you pay for. Parking is a bit tough if your not use to it. Location was great it was like a 8 min walk to the bars if you wanna go out at night. Messaging the host was easy they responded very quickly and were helpful. I would stay here again."
United States
Tanner V.
The price is AU$222
includes taxes & fees
12 Dec - 13 Dec
Cozy Bright Studio | McKinley Beach & Brady St

Deer District Studio Apt - One Block from Fiserv and Baird

Westown
10.0 out of 10, Exceptional, (2)
"Room was spotless and had great amenities. Great location. "
United States
Philip
The price is AU$238
includes taxes & fees
8 Dec - 9 Dec
Deer District Studio Apt - One Block from Fiserv and Baird

2BR apt w/ laundry + parking

Murray Hill
10.0 out of 10, Exceptional, (11)
"The apartment is clean, spacious and close to the activities we were in town for."
United States
Kelly S.
The price is AU$220
includes taxes & fees
10 Dec - 11 Dec
2BR apt w/ laundry + parking

Stylish Apt in Walker's Point

Fifth Ward
10.0 out of 10, Exceptional, (4)
"I loved my stay here! the location is in a good area near downtown milwaukee with lots of food near by! My stay here was great and the host was very responsive and helpful and provided lots of information. Very cute and aesthetic decor, felt very homey! "
United States
Anthony R.
The price is AU$355
includes taxes & fees
8 Dec - 9 Dec
Stylish Apt in Walker's Point

Lake Effect Club | The Hoan

2.0 star property
Lower East Side
Lake Effect Club | The Hoan

East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge

Downtown Milwaukee
10.0 out of 10, Exceptional, (1)
"We enjoyed our stay at East Side Luxury apartments. Everything was as advertised and it was great staying close to Brady St. We would definitely stay here again."
United States
Greg W.
The price is AU$215
includes taxes & fees
10 Dec - 11 Dec
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge

King Bed - FAST WiFi - Near Froedtert

Wauwatosa
9.2 out of 10, Wonderful, (13)
"Great location 10 minutes to Brewers baseball Great restaurants you can walk to!"
United States
Ann
The price is AU$400
includes taxes & fees
8 Dec - 9 Dec
King Bed - FAST WiFi - Near Froedtert

ROVE LIVING/KL - Malt House

4.0 star property
Westown
8.8 out of 10, Excellent, (10)
"Loved the uniqueness, location and cleanliness of the unit."
United States
Teresa
The price is AU$246
includes taxes & fees
10 Dec - 11 Dec
ROVE LIVING/KL - Malt House

Close to MU & Fiserv | Pool, Gym, W/D & Parking

Westown
9.8 out of 10, Exceptional, (6)
"Great place in a cool area! Highly recommend. "
United States
Maggie B.
The price is AU$281
includes taxes & fees
12 Dec - 13 Dec
Close to MU & Fiserv | Pool, Gym, W/D & Parking

Stylish Home - Walk to Brady St - Sleeps 7 + Pets

2.0 star property
Lower East Side
The price is AU$373
includes taxes & fees
8 Dec - 9 Dec
Stylish Home - Walk to Brady St - Sleeps 7 + Pets

Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking

Bay View
9.4 out of 10, Exceptional, (15)
"We loved this property! We will definitely stay again if we are in the area."
United States
Taryn O.
The price is AU$358
includes taxes & fees
9 Dec - 10 Dec
Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking

KK lower · Funky 2BR in Prime Bay View - w/ Parking

Bay View
10.0 out of 10, Exceptional, (7)
"Charming apartment, convenient location"
United States
Ashton G.
The price is AU$343
includes taxes & fees
9 Dec - 10 Dec
KK lower · Funky 2BR in Prime Bay View - w/ Parking

Downtown Luxury 1BR Loft

2.0 star property
Downtown Milwaukee
7.6 out of 10, Good, (7)
"Excellent location for a little overnight getaway in the heart of downtown Milwaukee. My husband and I had tickets to an event at The Riverside Theater and ate dinner right next to the apartment at The Swingin’ Door Exchange - everything within walking distance! So convenient! The restaurant was a super cool atmosphere and so delicious! I would definitely stay here again!"
United States
Liz Z.
The price is AU$250
includes taxes & fees
8 Dec - 9 Dec
Downtown Luxury 1BR Loft

Fast WiFi - Underground Parking - King Bed - Near Froedtert

Wauwatosa
9.8 out of 10, Exceptional, (21)
"Our stay at Dolphin Square was wonderful. It introduced us to Wawutosa which is a wonderful small with great places to eat - shop - walk 😊"
United States
Mary Ann P.
The price is AU$400
includes taxes & fees
8 Dec - 9 Dec
Fast WiFi - Underground Parking - King Bed - Near Froedtert

Remodeled Home - Steps from Brady Street!

Downtown Milwaukee
10.0 out of 10, Exceptional, (5)
"Enjoyed stay at this nice home "
United States
Eduardo P.
The price is AU$407
includes taxes & fees
8 Dec - 9 Dec
Remodeled Home - Steps from Brady Street!

Spacious 1BR Near Fiserv with Rooftop, Gym, and Parking

Westown
10.0 out of 10, Exceptional, (3)
"We loved our stay in this cute industrial apartment. The building is amazing. We had such a great time exploring the area."
United States
Connie P.
The price is AU$302
includes taxes & fees
28 Dec - 29 Dec
Spacious 1BR Near Fiserv with Rooftop, Gym, and Parking

NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

2.0 star property
Lower East Side
9.8 out of 10, Exceptional, (19)
"Great property for our family group for a long weekend in Milwaukee. "
United States
Karl S.
The price is AU$647
includes taxes & fees
9 Dec - 10 Dec
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
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$246 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 Betty Brinn Children's Museum, 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 art scene. 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?

17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18: 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 7 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 Wooded Hills/Indoor Pool/Hot Tub/Arcade and 7 1/2 Acre Estate, Fish Pond, Events! Weddings, MSG Owner for discounts!!!.

How many holiday rentals are there in Milwaukee?

Choose from 522 Expedia holiday rentals in Milwaukee for a memorable holiday.

What can I see and do in Milwaukee?

Cultural attractions include Marcus Center for the Performing Arts and Riverside 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 Pabst Theater 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.