Milwaukee Holiday Rentals

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Our top choices for Milwaukee holiday rentals

The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,178 reviews)
"Unique Art Deco era property, a bit overpriced for a weekend stay in May imo but would still recommend, nice rooms, nice restaurant and old fashioned diner, close to lake"
United States
Cheryl
The price is AU$275
includes taxes & fees
21 June - 22 June
The Plaza Hotel

Memoria: A Luxury Cream City Bridal Suite

Memoria: A Luxury Cream City Bridal Suite
Fifth Ward
The price is AU$1,067
includes taxes & fees
11 June - 12 June
Memoria: A Luxury Cream City Bridal Suite

Downtown Eastside gem near Fiserv Forum Water St Brady St

Downtown Eastside gem near Fiserv Forum Water St Brady St
Downtown Milwaukee
9.0 out of 10, Wonderful, (51 reviews)
"Good stay "
United States
Mason M.
The price is AU$469
includes taxes & fees
10 June - 11 June
Downtown Eastside gem near Fiserv Forum Water St Brady St

Modern, impeccably styled, a seamless convenience in a prime, quiet location.

Modern, impeccably styled, a seamless convenience in a prime, quiet location.
Milwaukee
The price is AU$1,051
includes taxes & fees
10 June - 11 June
Modern, impeccably styled, a seamless convenience in a prime, quiet location.

Downtown home w/ rooftop patio - walk everywhere!

Downtown home w/ rooftop patio - walk everywhere!
Lower East Side
9.6 out of 10, Exceptional, (8 reviews)
"We stayed here for one night for a friends birthday party! It was very clean and a great location to Brady St. Would recommend and stay here again. "
United States
RACHEL L.
The price is AU$1,287
includes taxes & fees
10 June - 11 June
Downtown home w/ rooftop patio - walk everywhere!

Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6

Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6
Fifth Ward
The price is AU$386
includes taxes & fees
5 July - 6 July
Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6

MKE Mansion - Both Wings

MKE Mansion - Both Wings
Downtown Milwaukee
9.8 out of 10, Exceptional, (27 reviews)
"Host had everything laid out and clearly communicated well. "
United States
Dan S.
The price is AU$2,275
includes taxes & fees
7 July - 8 July
MKE Mansion - Both Wings

The Lake Effect Club

The Lake Effect Club
Lower East Side
The Lake Effect Club

Large Milwaukee Home w. Hot tub/Courtyard/Arcade

Large Milwaukee Home w. Hot tub/Courtyard/Arcade
Riverwest
Large Milwaukee Home w. Hot tub/Courtyard/Arcade

Victorian Hot Tub Oasis steps from Restaurants Pubs Coffee, Grocery & The Beach

Victorian Hot Tub Oasis steps from Restaurants Pubs Coffee, Grocery & The Beach
Shorewood
10.0 out of 10, Exceptional, (6 reviews)
"Great location. 1 block walk to a grocery store, a pharmacy, a great restaurant, AND a great coffee shop. Plenty of space for all."
United States
Nicki U.
The price is AU$1,404
includes taxes & fees
10 June - 11 June
Victorian Hot Tub Oasis steps from Restaurants Pubs Coffee, Grocery & The Beach

Relax In Tosa—Near Downtown MKE!

Relax In Tosa—Near Downtown MKE!
Wauwatosa
The price is AU$430
includes taxes & fees
22 June - 23 June
Relax In Tosa—Near Downtown MKE!

Large Victorian in Perfect Location!

Large Victorian in Perfect Location!
Downtown Milwaukee
10.0 out of 10, Exceptional, (32 reviews)
"The house was awesome and perfect for our stay. Tons of space, cool vibes, and you could tell the property was well cared for. The neighborhood was awesome and I highly recommend this location. We will look to book again in the future. "
United States
Donnie H.
The price is AU$1,655
includes taxes & fees
29 June - 30 June
Large Victorian in Perfect Location!

Eclectic, Stylish, and Cozy Milwaukee Home!

Eclectic, Stylish, and Cozy Milwaukee Home!
Downtown Milwaukee
9.8 out of 10, Exceptional, (13 reviews)
"The communication was great, the house was phenomenal. Excellent experience all around!"
United States
John H.
Eclectic, Stylish, and Cozy Milwaukee Home!

201/202- Sleep up to 14/Old World 3rd St/Fiserv Forum/

201/202- Sleep up to 14/Old World 3rd St/Fiserv Forum/
Westown
10.0 out of 10, Exceptional, (1 review)
"Location is perfect. Units very clean. Some small repairs needed, but not anything that would prevent us from staying again. Pizza place downstairs is excellent. Walking distance to many things."
United States
Lisa B.
201/202- Sleep up to 14/Old World 3rd St/Fiserv Forum/

Schlitz Castle: Huge 5BR/4BA Sleeps 12 w/ Double Kitchens & Living Rooms

Schlitz Castle: Huge 5BR/4BA Sleeps 12 w/ Double Kitchens & Living Rooms
Bay View
10.0 out of 10, Exceptional, (20 reviews)
"Best stay"
United States
Marvin G.
The price is AU$1,291
includes taxes & fees
11 June - 12 June
Schlitz Castle: Huge 5BR/4BA Sleeps 12 w/ Double Kitchens & Living Rooms

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

Spacious Luxury 2BR Apt with Gym, Parking, and Rooftop
Westown
9.6 out of 10, Exceptional, (8 reviews)
"Fantastic location in a beautiful, historic building. Amenities were perfect and host was very accommodating and quick to respond to our questions. Thank you! "
United States
Jacob G.
Spacious Luxury 2BR Apt with Gym, Parking, and Rooftop

CBI Havens is set in a calm and well‑connected pocket of Milwaukee,

CBI Havens is set in a calm and well‑connected pocket of Milwaukee,
Milwaukee
10.0 out of 10, Exceptional, (1 review)
"It was a very nice play to stay and very welcoming and the hosts was very helpful "
United States
Marianna C.
The price is AU$923
includes taxes & fees
10 June - 11 June
CBI Havens is set in a calm and well‑connected pocket of Milwaukee,

》Central Location/ kings beds/Free Parking/WI-FI

》Central Location/ kings beds/Free Parking/WI-FI
Burnham Park
The price is AU$1,038
includes taxes & fees
22 June - 23 June
》Central Location/ kings beds/Free Parking/WI-FI

628- 2 Bedroom condo w/ king beds/Free parking/downtown

628- 2 Bedroom condo w/ king beds/Free parking/downtown
Westown
9.8 out of 10, Exceptional, (9 reviews)
"Great place and location"
United States
Karen P.
628- 2 Bedroom condo w/ king beds/Free parking/downtown
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

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, 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 favourite 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 depend 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 AU$191 per night. Entering your travel dates in the search wizard might find you 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. 

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 acclaimed theatre scene. The fascinating museums 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?

Quiet House: This highly rated holiday home rental in Milwaukee offers a fireplace, a selection of games and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Some other top choices in Milwaukee are Three Bedroom Upper and Executive Brown Deer Home with 4 Bedrooms 6 Beds 2.5 Baths Big Screen Media Room.

How many holiday rentals are there in Milwaukee?

Choose from 538 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 Cathedral Square are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include American Family Field and Marcus Center for the Performing Arts.

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.