Holiday Rentals in Milwaukee

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Holiday Rentals in Milwaukee

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 €169
includes taxes & fees
2 Dec - 3 Dec
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
The price is €181
includes taxes & fees
25 Nov - 26 Nov
Kasa Westown Milwaukee

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 €143
includes taxes & fees
26 Nov - 27 Nov
ROVE LIVING/KL - Malt House

ROVE LIVING/KB - Prospect

3.0 star property
Lower East Side
7.6 out of 10, Good, (7)
"Our stay was great. The property was at it was described and expected. The owner was available via text and communicated with me when I had questions. We would stay again!"
United States
Vera
ROVE LIVING/KB - Prospect

Downtown Eastside gem near Fiserv Forum Water St Brady St

Downtown Milwaukee
9.0 out of 10, Wonderful, (46)
"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 €296
includes taxes & fees
27 Nov - 28 Nov
Downtown Eastside gem near Fiserv Forum Water St Brady St

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

River Hills
10.0 out of 10, Exceptional, (3)
"Love the indoor pool and the movie room!"
United States
JOE C.
Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!

Stunning Upscale Retreat - Steps From Everything

Lower East Side
9.8 out of 10, Exceptional, (31)
"It was a great place and close to Brady street! Definitely recommend. "
United States
Hugh L.
The price is €501
includes taxes & fees
19 Dec - 20 Dec
Stunning Upscale Retreat - Steps From Everything

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

Bay View
9.6 out of 10, Exceptional, (8)
"Great place!"
United States
Kathy R.
The price is €411
includes taxes & fees
1 Dec - 2 Dec
Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers

Three bedrooms upstairs

Riverwest
9.6 out of 10, Exceptional, (76)
"He was very kind!"
United States
Hope
The price is €177
includes taxes & fees
25 Nov - 26 Nov
Three bedrooms upstairs

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

Johnson Woods
9.8 out of 10, Exceptional, (26)
"We stayed while attending the WI state fair. Quiet and safe neighborhood and really close to the fairgrounds. House was clean and easy to get to. We enjoyed our stay and the fenced in backyard was perfect for our Frenchie. "
United States
Roy W.
The price is €266
includes taxes & fees
25 Nov - 26 Nov
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

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

Burnham Park
9.6 out of 10, Exceptional, (251)
"Easy access, enjoyed the history, had everything we needed"
United States
Derrick G.
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

Cozy place on Brady St. Short distance to Fiserv Forum, Summer Fest, Lake Front.

Lower East Side
9.4 out of 10, Exceptional, (12)
"me and my friends had a great stay . We enjoyed the area and bnb ! I will definitely be recommending to others! "
United States
Stephanie L.
The price is €248
includes taxes & fees
30 Nov - 1 Dec
Cozy place on Brady St. Short distance to Fiserv Forum, Summer Fest, Lake Front.

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

Lower East Side
9.6 out of 10, Exceptional, (64)
"It was clean and close to our wedding venue. "
United States
Kathy H.
The price is €445
includes taxes & fees
22 Dec - 23 Dec
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)
"Great house - big group I stayed with loved it and tons of places to sleep and hang out. Fantastic location by the water and near some good restaurants. Hosts were super responsive. "
United States
Henri E.
MKE Mansion - Both Wings

Remodeled Home - Steps from Brady Street!

Downtown Milwaukee
10.0 out of 10, Exceptional, (4)
"Enjoyed stay at this nice home "
United States
Eduardo P.
The price is €236
includes taxes & fees
30 Nov - 1 Dec
Remodeled Home - Steps from Brady Street!

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)
"Great property for our family group for a long weekend in Milwaukee. "
United States
Karl S.
The price is €381
includes taxes & fees
7 Dec - 8 Dec
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

Quiet House

Milwaukee
6.8 out of 10, (6)
"Great stay for attending Summerfest. Short trip to the festival. Place was tidy and comfortable."
United States
Kerry N.
The price is €172
includes taxes & fees
2 Dec - 3 Dec
Quiet House

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

2.0 star property
Westown
9.8 out of 10, Exceptional, (6)
"Parking was great"
United States
Margaret S.
The price is €146
includes taxes & fees
30 Nov - 1 Dec
Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking

Family Paradise 3 bedroom, Cozy Home + Game Room.

2.0 star property
Brown Deer
10.0 out of 10, Exceptional, (2)
"The property was great and fit our family of five perfectly. The basement game room was a hit with the kids and the beds were comfortable. The location was in a good neighborhood and everything we needed was available. "
United States
Patrick G.
The price is €251
includes taxes & fees
5 Dec - 6 Dec
Family Paradise 3 bedroom, Cozy Home + Game Room.

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
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, apart-hotels, 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 €143 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. 

Explore a world of travel with Expedia

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 Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub and Family Paradise 3 bedroom, Cozy Home + Game Room..

How many holiday rentals are there in Milwaukee?

Choose from 524 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.