Milwaukee Holiday Rentals

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Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Milwaukee holiday rentals

Dining

Three bedrooms upstairs

Three bedrooms upstairs
Riverwest
9.6 out of 10, Exceptional, (82 reviews)
"We had a wonderful stay! The house is tucked in a quiet neighborhood but still a very short drive to downtown and anything you need. Ryan was more than accommodating."
United States
Ashleigh P.
The price is HK$1,373
HK$1,831 total
includes taxes & fees
2 Mar - 3 Mar
Three bedrooms upstairs
Outdoor dining

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Johnson Woods
9.8 out of 10, Exceptional, (27 reviews)
"Was a year place to stay. Super cute and cozy inside and close to American family field"
United States
Jeannie
The price is HK$1,243
HK$2,591 total
includes taxes & fees
30 Mar - 31 Mar
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
TV

Westown Studio Apt Near Fiserv, Baird, and Theater District

Westown Studio Apt Near Fiserv, Baird, and Theater District
Westown
The price is HK$460
HK$1,029 total
includes taxes & fees
3 Mar - 4 Mar
Westown Studio Apt Near Fiserv, Baird, and Theater District
Dining

Quiet House

Quiet House
Milwaukee
7.6 out of 10, Good, (8 reviews)
"Very relaxing and peaceful "
United States
Laterrance G.
The price is HK$422
HK$1,512 total
includes taxes & fees
5 Mar - 6 Mar
Quiet House
Interior

Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions

Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
Lower East Side
9.8 out of 10, Exceptional, (24 reviews)
"Tonga was an exceptional host! He helped us out throughout our stay."
United States
Mike S.
The price is HK$1,127
HK$3,422 total
includes taxes & fees
1 Mar - 2 Mar
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
Dining

Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking

Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking
Bay View
9.2 out of 10, Wonderful, (16 reviews)
"The property is extraordinarily charming and was perfect for a short family visit in mid/late September. It's close to Bayview and is generally a good location for having fun in Milwaukee.I'm bookmarking this place for future visits with family and friends."
United States
Alexander H.
The price is HK$758
HK$1,789 total
includes taxes & fees
4 Mar - 5 Mar
Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking
Terrace/patio

Beautiful riverside yard, hot tub, game room, large dining table!

Beautiful riverside yard, hot tub, game room, large dining table!
Glendale
10.0 out of 10, Exceptional, (4 reviews)
"Roomy and comfortable place for a large group. Will definitely come back if we're in the area again."
United States
Mark B.
The price is HK$1,162
HK$3,314 total
includes taxes & fees
2 Mar - 3 Mar
Beautiful riverside yard, hot tub, game room, large dining table!
Smart TV, books, music library, stereo

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

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Bay View
10.0 out of 10, Exceptional, (27 reviews)
"We were overall very impressed "
United States
Ethan N.
The price is HK$1,407
HK$3,476 total
includes taxes & fees
3 Mar - 4 Mar
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Interior

Best location in Milwaukee! Upper Duplex Unit

Best location in Milwaukee! Upper Duplex Unit
Downtown Milwaukee
The price is HK$645
HK$1,240 total
includes taxes & fees
1 Mar - 2 Mar
Best location in Milwaukee! Upper Duplex Unit
Fridge, microwave, oven, stovetop

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 HK$383
HK$2,074 total
includes taxes & fees
2 Mar - 3 Mar
Remodeled Home - Steps from Brady Street!
Dining

Spacious Luxury 2BR Apt with Parking, Rooftop, and Gym

Spacious Luxury 2BR Apt with Parking, Rooftop, and Gym
Westown
8.8 out of 10, Excellent, (9 reviews)
"Our host was great with communication and we enjoyed the stay at this unique property and appreciated the history behind the building and how it has been preserved in a modern industrial style! "
United States
Maria Doxtator
The price is HK$508
HK$1,264 total
includes taxes & fees
3 Mar - 4 Mar
Spacious Luxury 2BR Apt with Parking, Rooftop, and Gym
1 bedroom, desk, iron/ironing board, free WiFi

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 HK$508
HK$1,935 total
includes taxes & fees
11 Mar - 12 Mar
King Bed - FAST WiFi - Near Froedtert
Interior

Cream City Industrial Loft By Fiserv + Parking

Cream City Industrial Loft By Fiserv + Parking
Westown
8.4 out of 10, Very good, (8 reviews)
"It was really nice ,only issue was trying to watch tv, but other than that was good , i would stay there again "
United States
Marty E.
The price is HK$451
HK$1,063 total
includes taxes & fees
1 Mar - 2 Mar
Cream City Industrial Loft By Fiserv + Parking
TV

Tucked Away Off Brady - 4 Beds

Tucked Away Off Brady - 4 Beds
Downtown Milwaukee
9.0 out of 10, Wonderful, (20 reviews)
"Great location near Brady street. Walkable to lots of shops, bars, restaurants."
United States
Andrea M.
The price is HK$383
HK$2,074 total
includes taxes & fees
1 Mar - 2 Mar
Tucked Away Off Brady - 4 Beds
Smart TV, books

Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly

Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly
Murray Hill
10.0 out of 10, Exceptional, (13 reviews)
"We had a wonderful stay and appreciate the hospitality! While in town to visit family and our first trip with an infant, the house had everything we needed making it a comfortable and pleasant first trip! The location was fantastic and allowed for us to easily walk to restaurants, the market and enjoy the sights of the lake! "
United States
Christina T.
The price is HK$1,520
HK$4,364 total
includes taxes & fees
5 Mar - 6 Mar
Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly
Smart TV, printers

King Bed - Near Froedtert - Fast WiFi - Underground Parking

King Bed - Near Froedtert - Fast WiFi - Underground Parking
Wauwatosa
9.2 out of 10, Wonderful, (24 reviews)
"Great place. Great location for me. If you're visit is around Hwy 100, in West Allis or Wauwatosa this is your place."
United States
Robert D.
The price is HK$524
HK$1,945 total
includes taxes & fees
1 Mar - 2 Mar
King Bed - Near Froedtert - Fast WiFi - Underground Parking
Floor plan

Large Milwaukee Home 4BR Fast Wifi

Large Milwaukee Home 4BR Fast Wifi
3.0 star property
Fifth Ward
The price is HK$1,776
HK$6,037 total
includes taxes & fees
3 Mar - 4 Mar
Large Milwaukee Home 4BR Fast Wifi
Fridge, microwave, oven, stovetop

Stunning Upscale Retreat - Steps From Everything

Stunning Upscale Retreat - Steps From Everything
Lower East Side
9.8 out of 10, Exceptional, (31 reviews)
"It was a great place and close to Brady street! Definitely recommend. "
United States
Hugh L.
The price is HK$1,584
HK$4,192 total
includes taxes & fees
1 Mar - 2 Mar
Stunning Upscale Retreat - Steps From Everything
Dining

Relax In Tosa—Near Downtown MKE!

Relax In Tosa—Near Downtown MKE!
Wauwatosa
The price is HK$1,165
HK$2,538 total
includes taxes & fees
30 Mar - 31 Mar
Relax In Tosa—Near Downtown MKE!
Smart TV, computer monitors

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 HK$767
HK$1,838 total
includes taxes & fees
1 Mar - 2 Mar
Charming 2-bedroom house with everything you need in the heart of West Allis
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

The Knickerbocker on the Lake

The Knickerbocker on the Lake

10/10 Excellent
"Great stay, definitely going to be booking here for future visits to Milwaukee "
Bailey 1-night trip
Posted 18 hours ago
The Knickerbocker on the Lake

Find out more about Milwaukee

Search for holiday rentals in Milwaukee on Expedia! You can easily find your home rentals, villas, holiday apartments in Milwaukee using one of the methods below:

  • View our selection of featured holiday rentals in Milwaukee
  • Use the map to find apartments and other holiday homes in the Milwaukee neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Milwaukee while they last

Look no further and take a look at our great range of rental properties in Milwaukee!

Frequently asked questions

Are there holiday rentals in Milwaukee?

Yes, there are holiday rentals in Milwaukee close to Marcus Center for the Performing Arts, 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 Three bedrooms upstairs and Charming 5-bedroom house in Cedarburg.

How many holiday rentals are there in Milwaukee?

Choose from 530 Expedia holiday rentals in Milwaukee for a memorable holiday.

What can I see and do in Milwaukee?

Cultural attractions include Riverside Theater and Pabst 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 Marcus Center for the Performing Arts and Milwaukee City Hall.

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.