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, (1,153 reviews)
"From check in to check out excellent stay!"
United States
Heather
The price is AU$265
includes taxes & fees
25 Jan - 26 Jan
The Plaza Hotel

Stay within Bradly St with AC, Full Kitchen and TV

Stay within Bradly St with AC, Full Kitchen and TV
Lower East Side
The price is AU$202
includes taxes & fees
22 Jan - 23 Jan
Stay within Bradly St with AC, Full Kitchen and TV

Studio apt w/ laundry + parking

Studio apt w/ laundry + parking
Murray Hill
10.0 out of 10, Exceptional, (26 reviews)
"Great location, so walkable"
United States
Randy S.
The price is AU$190
includes taxes & fees
2 Feb - 3 Feb
Studio apt w/ laundry + parking

Stylish Apt in Walker's Point

Stylish Apt in Walker's Point
Fifth Ward
10.0 out of 10, Exceptional, (4 reviews)
"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$384
includes taxes & fees
22 Jan - 23 Jan
Stylish Apt in Walker's Point

Westown Studio Apt Near Fiserv, Baird, and Theater District

Westown Studio Apt Near Fiserv, Baird, and Theater District
Westown
10.0 out of 10, Exceptional, (2 reviews)
"Great location to where I needed to be. Just blocks from everything!"
United States
Pamela P.
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 AU$398
includes taxes & fees
28 Jan - 29 Jan
Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath

Quiet House

Quiet House
Milwaukee
7.6 out of 10, Good, (8 reviews)
"Very relaxing and peaceful "
United States
Laterrance G.
The price is AU$290
includes taxes & fees
28 Jan - 29 Jan
Quiet House

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, (2 reviews)
"Room was spotless and had great amenities. Great location. "
United States
Philip
The price is AU$285
includes taxes & fees
23 Jan - 24 Jan
Deer District Studio Apt - One Block from Fiserv and Baird

Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
9.8 out of 10, Exceptional, (6 reviews)
"Enjoyed stay at this nice home "
United States
Eduardo P.
The price is AU$419
includes taxes & fees
26 Jan - 27 Jan
Remodeled Home - Steps from Brady Street!

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

East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge
Downtown Milwaukee
10.0 out of 10, Exceptional, (1 review)
"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$228
includes taxes & fees
10 Feb - 11 Feb
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge

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 AU$290
includes taxes & fees
22 Jan - 23 Jan
Charming 2-bedroom house with everything you need in the heart of West Allis

Cozy Pet Friendly Home w/ Private Yard & King Bed - Near Wauwatosa

Cozy Pet Friendly Home w/ Private Yard & King Bed - Near Wauwatosa
Milwaukee
10.0 out of 10, Exceptional, (27 reviews)
"Check in was easy, owners are very responsive. We had a very nice stay."
United States
Nicole C.
The price is AU$485
includes taxes & fees
22 Jan - 23 Jan
Cozy Pet Friendly Home w/ Private Yard & King Bed - Near Wauwatosa

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 AU$396
includes taxes & fees
25 Jan - 26 Jan
Tucked Away Off Brady - 4 Beds

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 AU$202
includes taxes & fees
27 Jan - 28 Jan
Relaxing Stay Near DT | Near Lakefront & Culture

Modern Studio Apt with Rooftop, Gym, and Parking

Modern Studio Apt with Rooftop, Gym, and Parking
Westown
9.4 out of 10, Exceptional, (3 reviews)
"Host was amazing and answered all questions. Location is great and walking distance to the night life. "
United States
Jacob D.
Modern Studio Apt with Rooftop, Gym, and Parking

Kegel`s Inn - Studio - Classic Apartment #3

Kegel`s Inn - Studio - Classic Apartment #3
2.0 star property
West Allis
The price is AU$291
includes taxes & fees
22 Jan - 23 Jan
Kegel`s Inn - Studio - Classic Apartment #3

Exclusive Brownstone Residence

Exclusive Brownstone Residence
2.0 star property
Halyard Park
10.0 out of 10, Exceptional, (1 review)
"We had a nice stay at this property and hope to do it again "
United States
Damien S.
The price is AU$374
includes taxes & fees
22 Jan - 23 Jan
Exclusive Brownstone Residence

KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking

KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking
Bay View
9.6 out of 10, Exceptional, (9 reviews)
"Super easy check in and out and great location. Would stay again!"
United States
Katie T.
The price is AU$311
includes taxes & fees
28 Jan - 29 Jan
KK Upper · 2BR Sunny Upper in Prime Bay View - w/ Parking

Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking

Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking
Bay View
10.0 out of 10, Exceptional, (6 reviews)
"Nice place "
United States
John B.
The price is AU$274
includes taxes & fees
27 Jan - 28 Jan
Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking

Eclectic, Stylish, and Cozy Milwaukee Unit!

Eclectic, Stylish, and Cozy Milwaukee Unit!
2.0 star property
Downtown Milwaukee
9.6 out of 10, Exceptional, (40 reviews)
"Great property! We would definitely recommend it and stay again. "
United States
Bridget M.
The price is AU$486
includes taxes & fees
22 Jan - 23 Jan
Eclectic, Stylish, and Cozy Milwaukee Unit!
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$265 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 acclaimed art scene and fascinating museums. The great live music 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?

Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers: This highly rated holiday home rental in Milwaukee offers a fireplace, 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 fridge, a stovetop and a microwave, so that you can cook with friends or family. Some other top choices in Milwaukee are NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms and Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres..

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.