Milwaukee Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Milwaukee holiday rentals

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)
"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 HK$1,243
HK$2,589 total
includes taxes & fees
1 Mar - 2 Mar
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Dining

Three bedrooms upstairs

Three bedrooms upstairs
Riverwest
9.6 out of 10, Exceptional, (79 reviews)
"Cozy place with an awesome kitchen!"
United States
Lilly I.
The price is HK$1,372
HK$1,829 total
includes taxes & fees
16 Feb - 17 Feb
Three bedrooms upstairs
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$1,511 total
includes taxes & fees
16 Feb - 17 Feb
Quiet House
TV, video games

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
16 Feb - 17 Feb
Remodeled Home - Steps from Brady Street!
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)
"Great property for our family group for a long weekend in Milwaukee. "
United States
Karl S.
The price is HK$1,126
HK$3,419 total
includes taxes & fees
15 Feb - 16 Feb
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
Fridge, microwave, oven, stovetop

Modern Luxury 1BR Apt with Rooftop, Gym, and Parking

Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
Westown
9.4 out of 10, Exceptional, (15 reviews)
"Excellent clean place to stay!"
United States
Elizabeth
The price is HK$929
HK$1,740 total
includes taxes & fees
16 Mar - 17 Mar
Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
1 bedroom, iron/ironing board, WiFi, bed sheets

Studio apt w/ laundry + parking

Studio apt w/ laundry + parking
Murray Hill
10.0 out of 10, Exceptional, (26 reviews)
"We had a wonderful stay! The property was so clean and comfortable. Plus we loved the location. It was in walking distance to so many restaurants and bars. We would stay again!"
United States
Gina L.
The price is HK$750
HK$1,345 total
includes taxes & fees
15 Mar - 16 Mar
Studio apt w/ laundry + parking
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$1,779 total
includes taxes & fees
1 Mar - 2 Mar
Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking
TV

Westown Studio Apt Near Fiserv, Baird, and Theater District

Westown Studio Apt Near Fiserv, Baird, and Theater District
Westown
Westown Studio Apt Near Fiserv, Baird, and Theater District
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, (12 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$1,443
HK$4,263 total
includes taxes & fees
15 Feb - 16 Feb
Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly
Room

KK lower · Funky 2BR in Prime Bay View - w/ Parking

KK lower · Funky 2BR in Prime Bay View - w/ Parking
Bay View
10.0 out of 10, Exceptional, (7 reviews)
"Charming apartment, convenient location"
United States
Ashton G.
The price is HK$563
HK$1,547 total
includes taxes & fees
12 Mar - 13 Mar
KK lower · Funky 2BR in Prime Bay View - w/ Parking
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.
Cream City Industrial Loft By Fiserv + Parking
Lobby

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, (4 reviews)
"Room was spotless and had great amenities. Great location. "
United States
Philip
The price is HK$507
HK$1,082 total
includes taxes & fees
22 Feb - 23 Feb
Deer District Studio Apt - One Block from Fiserv and Baird
Dining

Whole House in Bay View + Fenced-in Yard + Parking

Whole House in Bay View + Fenced-in Yard + Parking
Bay View
10.0 out of 10, Exceptional, (14 reviews)
"was great and close to our daughter"
United States
Nicholas S.
The price is HK$1,048
HK$3,051 total
includes taxes & fees
15 Feb - 16 Feb
Whole House in Bay View + Fenced-in Yard + Parking
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$3,474 total
includes taxes & fees
16 Feb - 17 Feb
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Floor plan

Large Milwaukee Home 4BR Fast Wifi

Large Milwaukee Home 4BR Fast Wifi
3.0 star property
Fifth Ward
The price is HK$1,749
HK$6,002 total
includes taxes & fees
16 Feb - 17 Feb
Large Milwaukee Home 4BR Fast Wifi
Dining

King Bed - Near Froedtert - FAST WiFi

King Bed - Near Froedtert - FAST WiFi
Wauwatosa
10.0 out of 10, Exceptional, (17 reviews)
"Clean and nice location. "
United States
Jim D.
The price is HK$586
HK$1,994 total
includes taxes & fees
14 Feb - 15 Feb
King Bed - Near Froedtert - FAST WiFi
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, (23 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$1,917 total
includes taxes & fees
15 Feb - 16 Feb
King Bed - Near Froedtert - Fast WiFi - Underground 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$1,466
HK$3,737 total
includes taxes & fees
17 Feb - 18 Feb
Beautiful riverside yard, hot tub, game room, large dining table!
TV

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 HK$383
HK$2,092 total
includes taxes & fees
17 Feb - 18 Feb
Tucked Away Off Brady - 4 Beds
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Milwaukee Hotel Reviews

The Pfister Hotel

The Pfister Hotel

10/10 Excellent
"Kudos to Ethan who gave us a warm and memorable welcome at check-in. The Pfister is both an architectural delight and chock-full of great art -- particularly paintings. The hotel does a great job of making the details about both available to interested guests. Our room was clean, comfortable and quiet. The flavored waters in the lobby were a lovely treat. All in all, this was a fantastic experience that exceeded all our expectations. Would gladly stay there again in a heartbeat. "
William F 1-night trip
Posted 10 hours ago
The Pfister Hotel

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 Discovery World, 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 Beautiful Waukesha Home and Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres..

How many holiday rentals are there in Milwaukee?

Choose from 523 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 Milwaukee City Hall and Pabst Theater.

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.