Milwaukee Holiday Rentals

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Holiday Rentals in Milwaukee

Iron/ironing board, free WiFi, bed sheets
The Plaza Hotel
3.0 star property
8.6 out of 10, Excellent, (982)
"No elevators. Stairs only. "
The price is HK$1,365
per night
27 May - 28 May
The Plaza Hotel
Outdoor pool, a heated pool
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events Allowed! Read Description
9.8 out of 10, Exceptional, (180)
"Beautiful sprawling property Good Fishing Swimming - Hot Tubbing - Games Super Cool half modern retro home Good Times for all - We highly recommend!"
The price is HK$4,175
per night
20 Jun - 21 Jun
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events Allowed! Read Description
Fridge, microwave, oven, stovetop
Amazing Five Bedroom Milwaukee Vacation Home!!
10.0 out of 10, Exceptional, (30)
"Huge pool and pool room, arcade, pool table, ping pong, what’s not to like…?"
Amazing Five Bedroom Milwaukee Vacation Home!!
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Fireplace
Kasa Westown Milwaukee
4.0 star property
9.0 out of 10, Wonderful, (43)
"Awesome property with a handy vital help desk. Truly unique experience I recommend staying here"
The price is HK$1,201
per night
28 May - 29 May
Kasa Westown Milwaukee
Exterior
Step right up, step right up! Welcome to the grand, the unique, the unparalleled
9.8 out of 10, Exceptional, (53)
"Such a unique, fabulous house to be able to stay at!! We enjoyed our time there and had plenty of room for our large family!"
Step right up, step right up! Welcome to the grand, the unique, the unparalleled
Bathtub, hair dryer, towels
10min to DT + Fire Pit + Home Gym + Shuffleboard
10.0 out of 10, Exceptional, (7)
"We were in MKE for an extended family gathering and this home was perfect for our party of six. Clean, well maintained, with everything we needed to feel comfortable. Good communication with hosts. We will stay here again when visiting the area. Highly recommend."
The price is HK$1,139
per night
27 May - 28 May
10min to DT + Fire Pit + Home Gym + Shuffleboard
Fridge, microwave, oven, stovetop
Eclectic, Stylish, and Cozy Milwaukee Unit!
10.0 out of 10, Exceptional, (4)
"Fantastic location for night life. Spacious home for our family"
The price is HK$882
per night
28 May - 29 May
Eclectic, Stylish, and Cozy Milwaukee Unit!
Dining
Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI
9.8 out of 10, Exceptional, (219)
"Nice and clean lodging with great location to Downtown, Third Ward, East Side, and Lake front of Milwaukee!!"
Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI
Exterior
15 minutes to anywhere in and around Milwaukee.
10.0 out of 10, Exceptional, (14)
"Very clean and cozy. Perfect for two or three people. It is a basement apartment but nice windows so it doesn't feel totally under ground. The hosts live upstairs and are very nice! Nice area outside if you want to hang out outdoors. I will definitely stay here again."
The price is HK$702
per night
3 Jun - 4 Jun
15 minutes to anywhere in and around Milwaukee.
Interior
Home in the Heart of West Allis
9.0 out of 10, Wonderful, (2)
"Nice spacious apartment felt vey privet. "
The price is HK$585
per night
24 May - 25 May
Home in the Heart of West Allis
Fitness facility
Urban Oasis minutes to Fiserv, Summerfest & more
9.8 out of 10, Exceptional, (7)
"This rental is gorgeous and spacious. The host was great with communication. Great stay."
The price is HK$741
per night
29 May - 30 May
Urban Oasis minutes to Fiserv, Summerfest & more
Property grounds
Safe location lively Wauwatosa and within 10 min of what Milwaukee has to offer.
10.0 out of 10, Exceptional, (12)
"We enjoyed the games in the basement and easy walk to coffee shop and restaurants in Wauwatosa. Comfortable beds and lots of room to spread out."
The price is HK$1,171
per night
27 May - 28 May
Safe location lively Wauwatosa and within 10 min of what Milwaukee has to offer.
Private kitchen
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!
10.0 out of 10, Exceptional, (3)
"We loved this property! Five of us stayed for the night and had everything we needed! The apartment is spacious, has a large variety of sleeping options and is extremely clean. The decor looks exactly like the photos (even better in person!) and has all the amenities you will need, including a washer and dryer if need be. Check in was simple and seamless. The neighborhood was clean and felt very safe. The host is wonderful. She communicates quickly and was able to answer all of our questions. We...
The price is HK$1,561
per night
27 May - 28 May
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!
Exterior
Booth Upper · Amazing view, Modern Space
10.0 out of 10, Exceptional, (26)
"Awesome area to have a fun time in MKE without need for vehicle"
Booth Upper · Amazing view, Modern Space
Smart TV
Cozy 5-Bedroom Home in Milwaukee
10.0 out of 10, Exceptional, (1)
"Very clean. Very spacious. Great location. Only issue only one bathroom. If you’re okay with that it’s a perfect place. A lot of space and many food options in walking distance close to the airport."
Cozy 5-Bedroom Home in Milwaukee
Fridge, microwave, oven, stovetop
Large, Private 3 Br Home | Ideal Location
10.0 out of 10, Exceptional, (14)
"I looked at a bunch of options before settling on this VRBO. It was just my adult daughter and I so we had plenty of room. The living room was a great place for us to spend most of our time together. We each had our own rooms for privacy. Didn't cook but we could have as the kitchen was well appointed. The bed was more comfortable than my bed at home. I loved the bedding. Didn't get that icky feeling when laying in the bed like at most other establishments. Just rested comfortably in the soft,...
The price is HK$929
per night
27 May - 28 May
Large, Private 3 Br Home | Ideal Location
Fridge, microwave, oven, stovetop
Nice three 3 bedroom unit with free parking and wi-fi
7.2 out of 10, Good, (12)
"The place was clean but old. Not enough dishes, toilet paper, no paper towels. There was wash cloths and towels but they were put up very high we didn’t find them until it was time to leave but over all it was a great place to lay our heads and we thank the owner My recommendation is to paint and update unit to look bright and sleek and to get a toilet for tall people. My mom had a hard time sitting on the low toilet so did I. Overall it served it’s purpose"
The price is HK$1,366
per night
24 May - 25 May
Nice three 3 bedroom unit with free parking and wi-fi
Exterior
MKE Mansion - Both Wings
9.6 out of 10, Exceptional, (5)
"The spot worked out great for our large group. Everyone had a comfortable spot to sleep. Communication with host was great and the location couldn’t be better."
The price is HK$7,796
per night
26 May - 27 May
MKE Mansion - Both Wings
Exterior
Booth Lower · Beautiful Victorian, Amazing View!
10.0 out of 10, Exceptional, (14)
"The property was updated and clean. Nice view of the city. The neighborhood was quiet and a nice walking area for exercise. Would rent this property again."
Booth Lower · Beautiful Victorian, Amazing View!
Fridge, microwave, oven, stovetop
Stunning/River View Brady St Home! Loaded w Extras
9.6 out of 10, Exceptional, (47)
"Very charming property and well maintained. Easy Uber ride to venue. If it was nicer weather we could have enjoyed the deck. Definitely recommend 😊"
The price is HK$1,319
per night
29 May - 30 May
Stunning/River View Brady St Home! Loaded w Extras
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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.

Other types of properties in Milwaukee you may be interested in

Premium bedding, down duvets, in-room safe, blackout curtains
Saint Kate - The Arts Hotel
4.0 star property
9.8 out of 10, Exceptional, (1660)
"Great location, good food, enjoyed the art, room was clean and well decorated. My only negative was our record player in our room didn’t work which we didn’t know was in there when we booked the room, so not missing out on anything we were expecting. Would stay here again. "
The price is HK$1,033
per night
28 May - 29 May
Saint Kate - The Arts Hotel
Lobby
Hilton Milwaukee City Center
4.0 star property
8.0 out of 10, Very good, (1006)
"Hotel was nice. Bed was comfortable. Construction currently on the streets surrounding the hotel. Attached restaurant is open late on weekends."
The price is HK$968
per night
26 May - 27 May
Hilton Milwaukee City Center
Interior
The Pfister Hotel
4.5 star property
9.4 out of 10, Exceptional, (1301)
"Enjoyed our stay"
The price is HK$1,413
per night
28 May - 29 May
The Pfister Hotel
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.

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
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  • 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 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 acclaimed art scene and great live music. 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?

Step right up, step right up! Welcome to the grand, the unique, the unparalleled: This highly rated holiday home rental in Milwaukee is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and an arcade/games room. Some other top choices in Milwaukee are Large, Private 3 Br Home | Ideal Location and Heated Pool, Hot Tub, Fishing Pond, Game Room, Events Allowed! Read Description.

How many holiday rentals are there in Milwaukee?

Choose from 533 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 Veterans Park are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include American Family Field 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.

Recent reviews of Milwaukee properties
Expedia verified reviews

Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

5/5 Excellent
Great hotel!
"The room was very comfortable and the front desk staff helped correct my booking easily. The valets were so nice and friendly. It is located in a great location"
A verified traveller stayed at Hyatt Regency Milwaukee
Posted 2 days ago
Hyatt Regency Milwaukee