Holiday Rentals in Milwaukee

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Holiday Rentals in Milwaukee

The Plaza Hotel

3.0 star property
8.8 out of 10, Excellent, (1142)
"Loved this hotel! Clean friendly and cute!!"
The price is €156
includes taxes & fees
3 Nov - 4 Nov
The Plaza Hotel

Kasa Westown Milwaukee

4.0 star property
9.0 out of 10, Wonderful, (104)
"Very nice apartment and right down town location is perfect!"
Kasa Westown Milwaukee

KLVG - Malt House

4.0 star property
8.8 out of 10, Excellent, (10)
"Loved the uniqueness, location and cleanliness of the unit."
KLVG - Malt House

KB - Prospec

3.0 star property
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!"
KB - Prospec

Three bedrooms upstairs

9.6 out of 10, Exceptional, (74)
"The property was cute and stylish. I would stay here again. "
The price is €158
includes taxes & fees
13 Oct - 14 Oct
Three bedrooms upstairs

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

2.0 star property
9.6 out of 10, Exceptional, (4)
"Parking was great"
The price is €139
includes taxes & fees
27 Oct - 28 Oct
Modern Studio Apt with Skywalk to Fiserv, Rooftop, and Parking

Downtown Eastside gem near Fiserv Forum Water St Brady St

9.2 out of 10, Wonderful, (43)
"Walking distance to several great bars, restaurants, breweries and the summer fest area. We really enjoyed our stay!"
The price is €293
includes taxes & fees
13 Oct - 14 Oct
Downtown Eastside gem near Fiserv Forum Water St Brady St

Cozy 2 Bedroom Downtown Milwaukee Apartment

9.8 out of 10, Exceptional, (8)
"Stayed here two nights in June with my husband to attend Summerfest. The unit is walking distance to downtown Milwaukee, about 1.5 miles away from Summerfest (Uber ride was less that 10). Check in process was easy and host was quick to respond to questions. The unit is on the second floor of a house, so keep in mind that you must be able to go up one flight of stairs to enter unit (not wheelchair accessible). Unit had a well stocked kitchen with several cooking utensils, including a coffee maker...
Cozy 2 Bedroom Downtown Milwaukee Apartment

Quiet House

6.8 out of 10, (5)
"We were mainly at the property to drop our stuff off, enjoy Summerfest, sleep and shower! Property was clean. Had a little trouble with the front door code but were able to get it to work. "
The price is €170
includes taxes & fees
13 Oct - 14 Oct
Quiet House

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

9.6 out of 10, Exceptional, (248)
"We loved staying in this property on our Frank Lloyd Wright weekend! It’s a two hour drive from Taliesen, but really helped the weekend feel complete to stay in this spacious house that was right on theme. We loved all of the details and the kind host."
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

Stunning Upscale Retreat - Steps From Everything

9.8 out of 10, Exceptional, (31)
"Great location and super clean property. Highly recommend."
The price is €475
includes taxes & fees
12 Oct - 13 Oct
Stunning Upscale Retreat - Steps From Everything

Deer District Studio Apt JC3 - One Block from Fiserv and Baird

10.0 out of 10, Exceptional, (1)
"Straightforward checking in/out process."
The price is €114
includes taxes & fees
12 Oct - 13 Oct
Deer District Studio Apt JC3 - One Block from Fiserv and Baird

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

9.8 out of 10, Exceptional, (25)
"Loved the location "
The price is €266
includes taxes & fees
19 Oct - 20 Oct
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

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

2.0 star property
10.0 out of 10, Exceptional, (23)
"Loved it "
The price is €349
includes taxes & fees
12 Oct - 13 Oct
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Studio apt w/ laundry + parking

10.0 out of 10, Exceptional, (25)
"Great place. "
The price is €104
includes taxes & fees
20 Oct - 21 Oct
Studio apt w/ laundry + parking

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

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

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

9.8 out of 10, Exceptional, (7)
"Great place!"
The price is €391
includes taxes & fees
20 Oct - 21 Oct
Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers

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

9.4 out of 10, Exceptional, (15)
"We loved this property! We will definitely stay again if we are in the area."
The price is €243
includes taxes & fees
4 Nov - 5 Nov
Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking

Private Home w/ Backyard + Game Table – Walk to Brady St Fun

10.0 out of 10, Exceptional, (2)
"Nice place "
Private Home w/ Backyard + Game Table – Walk to Brady St Fun

NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

2.0 star property
9.8 out of 10, Exceptional, (15)
"The house was perfect - unfortunately we had record heat and humidity. The house was clean and location was great. The AC couldn’t keep up but that was just because of the heat. We would definitely stay again. "
The price is €408
includes taxes & fees
4 Nov - 5 Nov
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
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

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 €104 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

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 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 acclaimed theatre scene and fascinating museums. The great live music 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?

Three bedrooms upstairs : This highly rated holiday home rental in Milwaukee offers a balcony, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind. Some other top choices in Milwaukee are Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10 and Deluxe Dwelling 4Br, 2Ba| Sunlit, Spacious, Serine.

How many holiday rentals are there in Milwaukee?

Choose from 487 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 Cathedral Square 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.