Milwaukee Holiday Rentals

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Holiday Rentals in Milwaukee

The Plaza Hotel

3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1150)
"We had a great stay at The plaza from start to finish. Will stay again!"
United States
Susan
The price is NZ$318
includes taxes & fees
16 Nov - 17 Nov
The Plaza Hotel

Kasa Westown Milwaukee

4.0 star property
Westown
9.0 out of 10, Wonderful, (116)
"It's always nice staying in a room in a building you could see yourself living in. Very nice condo and the room was great. Amazing location in Brewery District near Pabst Brewery. Would stay again!"
Canada
Trevor
Kasa Westown Milwaukee

ROVE LIVING/KL - Malt House

4.0 star property
Westown
8.8 out of 10, Excellent, (10)
"Our stay overall was good! The room was as photographed, but furniture was on the cheaper side. Since we were staying mainly for a place to sleep, we were happy with the mattress quality and the rooms comfortability. Aside from the apartment maybe not being fully vacuumed, the apartment felt clean. The theme of the building is fun and the gym is nice. The rec area’s games/tables are heavily worn but fun nonetheless. The best part of our stay was honestly the easiness of it all. My husband and I...
United States
Olivia
The price is NZ$280
includes taxes & fees
17 Nov - 18 Nov
ROVE LIVING/KL - Malt House

ROVE LIVING/KB - Prospect

3.0 star property
Lower East Side
7.6 out of 10, Good, (7)
"The lodging was just what I needed for my short stay. The only problem I experienced (which is a very important to me) was the in ability to control the heating. Its either on or off. When its off, it's going to get super cold and when its on, it will get super hot and uncomfortable. I had to open the window often to cool of. "
United States
Shemekia
ROVE LIVING/KB - Prospect

Stunning Upscale Retreat - Steps From Everything

Lower East Side
9.8 out of 10, Exceptional, (31)
"This was perfect for us! A good amount of space, everything we needed to relax, and a wonderful location. Would definitely visit again. "
United States
Anna I.
The price is NZ$946
includes taxes & fees
17 Nov - 18 Nov
Stunning Upscale Retreat - Steps From Everything

Downtown Eastside gem near Fiserv Forum Water St Brady St

Downtown Milwaukee
9.0 out of 10, Wonderful, (45)
"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$583
includes taxes & fees
14 Nov - 15 Nov
Downtown Eastside gem near Fiserv Forum Water St Brady St

Three bedrooms upstairs

Riverwest
9.6 out of 10, Exceptional, (76)
"He was very kind!"
United States
Hope
The price is NZ$351
includes taxes & fees
17 Nov - 18 Nov
Three bedrooms upstairs

Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!

River Hills
10.0 out of 10, Exceptional, (3)
"Easy to work with and beautiful home! "
United States
Evan C.
Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!

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

2.0 star property
Lower East Side
9.8 out of 10, Exceptional, (18)
"The townhouse was the perfect fit for me and my family! We absolutely enjoyed the space and all the amenities. Tonga was a great host and was very responsive when I had any questions. I would definitely stay here again!"
United States
Janis H.
The price is NZ$754
includes taxes & fees
17 Nov - 18 Nov
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

Brady St Retreat! 4BR House w Patio & Fenced Yard

Lower East Side
6.0 out of 10, (1)
"Have rented numerous properties in MKE, have not stayed in this area of town before. Pros of rental -*Rental was clean *deck and backyard space a great amenity*dinning table large enough for our crew of 7*bathroom on main floor - large and spacious. *Great plumbing (this matters because no one wants to deal with the issues of the alternative when you have a larger group ).*plenty of towels in bathrooms*makeup remover wipes*comfortable beds/linen *britta pitcher for water Cons:*We had a group of...
United States
NONI K.
Brady St Retreat! 4BR House w Patio & Fenced Yard

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

2.0 star property
Bay View
10.0 out of 10, Exceptional, (25)
"Loved it "
United States
Susan W.
The price is NZ$700
includes taxes & fees
17 Nov - 18 Nov
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Step into this spacious-style home

2.0 star property
Milwaukee
10.0 out of 10, Exceptional, (1)
"The home is so nice and cozy.The host was respectful,kind,friendly,& patient I appreciated her the whole stay would definitely book again."
United States
Anonymous traveller
Step into this spacious-style home

Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers

Bay View
9.6 out of 10, Exceptional, (8)
"Everything was amazing!! Exactly what I was looking for and hosts were GREAT and made everything so easy!!"
United States
Samantha C.
The price is NZ$819
includes taxes & fees
19 Nov - 20 Nov
Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers

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

Lower East Side
9.6 out of 10, Exceptional, (64)
"Clean, nice area, clise to restaurants and downtown"
United States
Nancy D.
The price is NZ$717
includes taxes & fees
17 Nov - 18 Nov
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

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

2.0 star property
Westown
9.8 out of 10, Exceptional, (6)
"Very convenient for the concert. It was quite loud for sleeping. Lots of traffic noise. It was clean and comfortable. "
United States
Karla
The price is NZ$290
includes taxes & fees
17 Nov - 18 Nov
Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking

MKE Mansion - Both Wings

Downtown Milwaukee
9.6 out of 10, Exceptional, (23)
"Had a great time! Everyone was super comfortable and had plenty of room "
United States
Hannah D.
The price is NZ$2,957
includes taxes & fees
17 Nov - 18 Nov
MKE Mansion - Both Wings

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

Johnson Woods
9.8 out of 10, Exceptional, (26)
"The house was really nice and had plenty of room. The location was perfect and easy to access many locations."
United States
Marcia W.
The price is NZ$533
includes taxes & fees
16 Nov - 17 Nov
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

Renovated Brady St. Classic

Downtown Milwaukee
8.8 out of 10, Excellent, (8)
"It is a nicely located property right off Brady St. You can walk to just about whatever restaurant or bar you want. I would recommend bringing your own fan or sound machine, as there is no white noise and people can be loud late at night outside. The bedrooms do not have fans, so air flow would be good to have. Overall, nice place to stay!"
United States
Danielle W.
Renovated Brady St. Classic

Quiet House

Milwaukee
6.8 out of 10, (6)
"Nice and clean inside. Not safe neighborhood."
United States
Jacob H.
The price is NZ$304
includes taxes & fees
23 Nov - 24 Nov
Quiet House

Style and Luxury - Unbeatable Location

Lower East Side
9.8 out of 10, Exceptional, (12)
"We came to Milwaukee for a wedding with our little one and her grandparents and needed some space! The proximity to the lakefront and downtown was also great. Parking was a little challenging, but overall we loved our stay. "
United States
Kaila S.
The price is NZ$930
includes taxes & fees
17 Nov - 18 Nov
Style and Luxury - Unbeatable Location
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$280 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 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?

Brady St Retreat! 4BR House w Patio & Fenced Yard: This highly rated holiday home rental in Milwaukee offers a patio, 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 stovetop and a microwave, so that you can cook with friends or family. Some other top choices in Milwaukee are Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub 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 514 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 Cathedral Square 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.