Milwaukee Holiday Rentals

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Holiday Rentals in Milwaukee

Classic Room, 2 Queen Beds
The Plaza Hotel
3.0 star property
8.6 out of 10, Excellent, (984)
"No elevators. Stairs only. "
The price is NZ$304
per night
3 Jun - 4 Jun
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 NZ$1,539
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 NZ$269
per night
27 May - 28 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 NZ$681
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 NZ$538
per night
29 May - 30 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)
"I have ALWAYS wanted to stay in a Frank Lloyd Wright house! What a gorgeous home! Joan was very accommodating. We were there for a family wedding. Close to airport, close to downtown. Loved it."
Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI
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 NZ$395
per night
29 May - 30 May
Urban Oasis minutes to Fiserv, Summerfest & more
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 NZ$270
per night
2 Jun - 3 Jun
15 minutes to anywhere in and around Milwaukee.
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
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 NZ$826
per night
27 May - 28 May
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!
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
Interior
Home in the Heart of West Allis
9.0 out of 10, Wonderful, (2)
"Nice spacious apartment felt vey privet. "
The price is NZ$340
per night
27 May - 28 May
Home in the Heart of West Allis
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"
Nice three 3 bedroom unit with free parking and wi-fi
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 NZ$650
per night
2 Jun - 3 Jun
Safe location lively Wauwatosa and within 10 min of what Milwaukee has to offer.
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 NZ$655
per night
29 May - 30 May
Stunning/River View Brady St Home! Loaded w Extras
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 NZ$1,864
per night
27 May - 28 May
MKE Mansion - Both Wings
Property grounds
Sunny 3 BR Craftsman Bungalow | Bay View
10.0 out of 10, Exceptional, (13)
"My husband and our two kids, aged 21 and 18, stayed here for spring break. The house is beautiful. Exactly as advertised. The property managers were very helpful and repos we quickly to any questions. Check in and check out were easy. We stayed here for a Bucks game and the location was excellent to get to and from Fiserv center. Highly recommend."
Sunny 3 BR Craftsman Bungalow | Bay View
Fridge, microwave, oven, stovetop
Spacious Home Perfect for Families & Groups: Near Fiserv Forum & Brady Street!
10.0 out of 10, Exceptional, (1)
"The place was as advertised and was clean and great for our group."
The price is NZ$1,029
per night
29 May - 30 May
Spacious Home Perfect for Families & Groups: Near Fiserv Forum & Brady Street!
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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, (1666)
"Staff was very friendly and helpful "
The price is NZ$255
per night
27 May - 28 May
Saint Kate - The Arts Hotel
Interior
The Pfister Hotel
4.5 star property
9.4 out of 10, Exceptional, (1307)
"Wonderful "
The price is NZ$350
per night
28 May - 29 May
The Pfister Hotel
Lobby
Hilton Milwaukee City Center
4.0 star property
8.0 out of 10, Very good, (1007)
"Would definitely stay again "
The price is NZ$260
per night
27 May - 28 May
Hilton Milwaukee City Center
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Milwaukee holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Milwaukee. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Milwaukee. Seeing all the best attractions is bound to make you fall in love with Milwaukee. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Milwaukee short-term rentals, that won’t be hard to do.

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