Milwaukee County Holiday Rentals

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Top Holiday Rentals Destinations in Milwaukee County

The Plaza Hotel

3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1151)
"We had a great stay at The plaza from start to finish. Will stay again!"
United States
Susan
The price is AU$267
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 AU$246
includes taxes & fees
16 Nov - 17 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

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!

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 AU$514
includes taxes & fees
16 Nov - 17 Nov
Downtown Eastside gem near Fiserv Forum Water St Brady St

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 AU$833
includes taxes & fees
16 Nov - 17 Nov
Stunning Upscale Retreat - Steps From Everything

Three bedrooms upstairs

Riverwest
9.6 out of 10, Exceptional, (76)
"He was very kind!"
United States
Hope
The price is AU$307
includes taxes & fees
17 Nov - 18 Nov
Three bedrooms upstairs

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 AU$657
includes taxes & fees
16 Nov - 17 Nov
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

Burnham Park
9.6 out of 10, Exceptional, (251)
"Enjoyed the home…perfect cozy family getaway. Thank you"
United States
Mary B.
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

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 AU$610
includes taxes & fees
16 Nov - 17 Nov
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

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 AU$466
includes taxes & fees
16 Nov - 17 Nov
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

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 AU$717
includes taxes & fees
21 Nov - 22 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 AU$628
includes taxes & fees
17 Nov - 18 Nov
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

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 AU$2,573
includes taxes & fees
15 Dec - 16 Dec
MKE Mansion - Both Wings

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

Remodeled Home - Steps from Brady Street!

Downtown Milwaukee
10.0 out of 10, Exceptional, (4)
"The property was clean, well maintained, and very conveniently located. Riverwest Food Coop is just a few min away! Would definitely stay again. "
United States
Becca B.
The price is AU$414
includes taxes & fees
20 Nov - 21 Nov
Remodeled Home - Steps from Brady Street!

Quiet House

Milwaukee
6.8 out of 10, (6)
"Nice and clean inside. Not safe neighborhood."
United States
Jacob H.
The price is AU$266
includes taxes & fees
30 Nov - 1 Dec
Quiet House

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

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 AU$819
includes taxes & fees
16 Nov - 17 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 County Hotel Reviews

Find out more about Milwaukee County

Everything you need to know about Milwaukee County 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 County 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 County holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Milwaukee County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Milwaukee County. 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 County 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 County holiday rentals we have chosen for you start as low as AU$246 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Milwaukee County rentals

At Expedia, we put the best Milwaukee County 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 County 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 County 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 County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.