Milwaukee Holiday Rentals

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Our top choices for Milwaukee holiday rentals

The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,154 reviews)
"Always stay at the Plaza when I’m in Milwaukee "
United States
Charles
The price is NZ$275
includes taxes & fees
9 Mar - 10 Mar
The Plaza Hotel

Large Milwaukee Home 4BR Fast Wifi

Large Milwaukee Home 4BR Fast Wifi
3.0 star property
Fifth Ward
The price is NZ$1,274
includes taxes & fees
16 Feb - 17 Feb
Large Milwaukee Home 4BR Fast Wifi

Kasa Westown Milwaukee

Kasa Westown Milwaukee
4.0 star property
Westown
9.0 out of 10, Wonderful, (125 reviews)
"Everything was great . Very clean,parking was good ."
United States
Violet
Kasa Westown Milwaukee

Relaxing Stay Near DT | Near Lakefront & Culture

Relaxing Stay Near DT | Near Lakefront & Culture
Lower East Side
10.0 out of 10, Exceptional, (1 review)
"Host and cleaning staff were wellcoming."
United States
James T S.
The price is NZ$224
includes taxes & fees
17 Feb - 18 Feb
Relaxing Stay Near DT | Near Lakefront & Culture

Quiet House

Quiet House
Milwaukee
7.6 out of 10, Good, (8 reviews)
"Very relaxing and peaceful "
United States
Laterrance G.
The price is NZ$320
includes taxes & fees
23 Feb - 24 Feb
Quiet House

Chic Studio Apartment in McKinley Beach & Brady St

Chic Studio Apartment in McKinley Beach & Brady St
Lower East Side
6.8 out of 10, (8 reviews)
"For me, the location was great. The area seemed safe, front door and studio doors locked with an easy push code to enter. I loved the Comet Cafe just around the corner for food. I walked most everywhere on MKE and had no issue a bit of extra time getting to where I need to from the location."
United States
Scott
The price is NZ$222
includes taxes & fees
16 Feb - 17 Feb
Chic Studio Apartment in McKinley Beach & Brady St

Westown Studio Apt Near Fiserv, Baird, and Theater District

Westown Studio Apt Near Fiserv, Baird, and Theater District
Westown
Westown Studio Apt Near Fiserv, Baird, and Theater District

Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath

Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath
Brewers Hill
10.0 out of 10, Exceptional, (2 reviews)
"The property was lovely and well equipped. The host was responsive and communicative. Great location and easy rideshare to get anywhere. Would absolutely stay again!"
United States
Nuala J.
The price is NZ$424
includes taxes & fees
17 Feb - 18 Feb
Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath

King Bed - FAST WiFi - Near Froedtert

King Bed - FAST WiFi - Near Froedtert
Wauwatosa
9.2 out of 10, Wonderful, (15 reviews)
"Very clean and comfortable in an ideal location"
United States
Margaret M.
The price is NZ$406
includes taxes & fees
3 Mar - 4 Mar
King Bed - FAST WiFi - Near Froedtert

Deer District Studio Apt - One Block from Fiserv and Baird

Deer District Studio Apt - One Block from Fiserv and Baird
Westown
10.0 out of 10, Exceptional, (4 reviews)
"Room was spotless and had great amenities. Great location. "
United States
Philip
The price is NZ$229
includes taxes & fees
22 Feb - 23 Feb
Deer District Studio Apt - One Block from Fiserv and Baird

Luxury 3-bedroom retreat with Hot Tub! I Steps away from downtown MKE I Sleeps 8

Luxury 3-bedroom retreat with Hot Tub! I Steps away from downtown MKE I Sleeps 8
Brewers Hill
The price is NZ$822
includes taxes & fees
16 Feb - 17 Feb
Luxury 3-bedroom retreat with Hot Tub! I Steps away from downtown MKE I Sleeps 8

Downtown Luxury 1BR Loft

Downtown Luxury 1BR Loft
Downtown Milwaukee
7.6 out of 10, Good, (7 reviews)
"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.
Downtown Luxury 1BR Loft

Modern Studio Apt with Rooftop, Gym, and Parking

Modern Studio Apt with Rooftop, Gym, and Parking
Westown
10.0 out of 10, Exceptional, (5 reviews)
"Great room "
United States
julio
The price is NZ$281
includes taxes & fees
3 Mar - 4 Mar
Modern Studio Apt with Rooftop, Gym, and Parking

Tucked Away Off Brady - 4 Beds

Tucked Away Off Brady - 4 Beds
Downtown Milwaukee
9.0 out of 10, Wonderful, (19 reviews)
"The place was spotless when we arrived and it had everything we needed for a comfortable stay. It was in a great location with lots to do."
United States
Ben K.
The price is NZ$446
includes taxes & fees
25 Feb - 26 Feb
Tucked Away Off Brady - 4 Beds

Eclectic, Stylish, and Cozy Milwaukee Unit!

Eclectic, Stylish, and Cozy Milwaukee Unit!
Downtown Milwaukee
9.6 out of 10, Exceptional, (40 reviews)
"Great place and location. "
United States
Michael R.
The price is NZ$537
includes taxes & fees
17 Feb - 18 Feb
Eclectic, Stylish, and Cozy Milwaukee Unit!

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 NZ$677
includes taxes & fees
25 Feb - 26 Feb
CBI Havens is set in a calm and well‑connected pocket of Milwaukee,

Charming 2-bedroom house with everything you need in the heart of West Allis

Charming 2-bedroom house with everything you need in the heart of West Allis
West Allis
9.6 out of 10, Exceptional, (4 reviews)
"Had a great weekend stay. House was clean and cute and our host was very accommodating!"
United States
Renee W.
The price is NZ$368
includes taxes & fees
17 Feb - 18 Feb
Charming 2-bedroom house with everything you need in the heart of West Allis

Rare East Side-2 min walk to UWM-Garage-Lake Mich

Rare East Side-2 min walk to UWM-Garage-Lake Mich
Upper East Side
10.0 out of 10, Exceptional, (2 reviews)
"Loved our stay. Nice clean place that was well stocked."
United States
Patty S.
The price is NZ$464
includes taxes & fees
17 Feb - 18 Feb
Rare East Side-2 min walk to UWM-Garage-Lake Mich

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 NZ$740
includes taxes & fees
16 Feb - 17 Feb
Brew City Game Room Fenced Yard Sleeps 13
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$275 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 Discovery World, 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 fascinating museums. The acclaimed theatre scene 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?

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 Beautiful Waukesha Home and Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres..

How many holiday rentals are there in Milwaukee?

Choose from 523 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 Milwaukee City Hall and Pabst Theater.

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.