Oak Creek Holiday Rentals

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Our top choices for Oak Creek holiday rentals

Holiday Home in Oak Creek

Affordable 3 bed Oakcreek
2.5 star property
8.0 out of 10, Very good, (9)
"The start was awesome. Nice neighborhood, clean home and enough amenities to keep everyone comfortable. Thank you"
United States
Dyris H.
The price is NZ$929
includes taxes & fees
3 Jan - 4 Jan 2026
Affordable 3 bed Oakcreek

Aparthotel in Downtown Milwaukee

The Plaza Hotel
3.0 star property
8.8 out of 10, Excellent, (1153)
"From check in to check out excellent stay!"
United States
Heather
The price is NZ$282
includes taxes & fees
18 Jan - 19 Jan 2026
The Plaza Hotel

Apartment in Downtown Milwaukee

Downtown Luxury 1BR Loft
8.8 out of 10, Excellent, (3)
"Recently rehab. Very nice finishes. Safe, quiet, and walkable to many restaurants. "
United States
Brandon
Downtown Luxury 1BR Loft
9.2 out of 10, Wonderful, (5)
"I was in town for a conference at Baird Center. It was perfect location and a great place to stay for one to two people (couple). Will definitely book again if I come back."
Canada
William
The price is NZ$206
includes taxes & fees
12 Jan - 13 Jan 2026
Deer District Studio Apt - One Block from Fiserv and Baird
9.4 out of 10, Exceptional, (13)
"Excellent clean place to stay!"
United States
Elizabeth
The price is NZ$247
includes taxes & fees
1 Jan - 2 Jan 2026
Modern 1BR Apt with Skywalk to Fiserv, Rooftop, and Parking
10.0 out of 10, Exceptional, (6)
"Nice place "
United States
John B.
The price is NZ$284
includes taxes & fees
14 Jan - 15 Jan 2026
Potter Upper · Bright 1.5BR in the Heart of Bay View - w/ Parking

Apartment in Fifth Ward

Stylish Apt in Walker's Point
10.0 out of 10, Exceptional, (4)
"I loved my stay here! the location is in a good area near downtown milwaukee with lots of food near by! My stay here was great and the host was very responsive and helpful and provided lots of information. Very cute and aesthetic decor, felt very homey! "
United States
Anthony R.
The price is NZ$457
includes taxes & fees
4 Jan - 5 Jan 2026
Stylish Apt in Walker's Point

Holiday Home in Downtown Milwaukee

Remodeled Home - Steps from Brady Street!
10.0 out of 10, Exceptional, (5)
"Enjoyed stay at this nice home "
United States
Eduardo P.
The price is NZ$455
includes taxes & fees
4 Jan - 5 Jan 2026
Remodeled Home - Steps from Brady Street!

Apartment in Murray Hill

2BR apt w/ laundry + parking
10.0 out of 10, Exceptional, (12)
"The apartment is clean, spacious and close to the activities we were in town for."
United States
Kelly S.
The price is NZ$250
includes taxes & fees
5 Jan - 6 Jan 2026
2BR apt w/ laundry + parking

Aparthotel in Westown

Kasa Westown Milwaukee
4.0 star property
9.0 out of 10, Wonderful, (121)
"Hosts get 5 stars for excellent communication. They checked in with me multiple times on my day of arrival to make sure everything was good and they gave very thorough instructions."
United States
Melissa
Kasa Westown Milwaukee
10.0 out of 10, Exceptional, (1)
"We enjoyed our stay at East Side Luxury apartments. Everything was as advertised and it was great staying close to Brady St. We would definitely stay here again."
United States
Greg W.
The price is NZ$213
includes taxes & fees
4 Jan - 5 Jan 2026
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge
2.0 star property
6.0 out of 10, (3)
"If you’re high maintenance this may not be the spot for you. It is small since it is an efficiency apartment but you get what you pay for. Parking is a bit tough if your not use to it. Location was great it was like a 8 min walk to the bars if you wanna go out at night. Messaging the host was easy they responded very quickly and were helpful. I would stay here again."
United States
Tanner V.
The price is NZ$231
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy Bright Studio | McKinley Beach & Brady St
9.4 out of 10, Exceptional, (6)
"Great location! Super-cool historic building. Easy booking and check-in process, and responsive host. We will be back!"
United States
Christy M.
The price is NZ$262
includes taxes & fees
1 Jan - 2 Jan 2026
Brewery District Luxe 2BR Near Fiserv with Parking
10.0 out of 10, Exceptional, (1)
"Host and cleaning staff were wellcoming."
United States
James T S.
The price is NZ$258
includes taxes & fees
31 Dec - 1 Jan 2026
Relaxing Stay Near DT | Near Lakefront & Culture

Apartment in Racine

Welcome To My Loft!
10.0 out of 10, Exceptional, (16)
"Great place to stay!"
United States
kathleen
The price is NZ$190
includes taxes & fees
4 Jan - 5 Jan 2026
Welcome To My Loft!

Holiday Home in Milwaukee

Quiet House
7.2 out of 10, Good, (7)
"Great stay for attending Summerfest. Short trip to the festival. Place was tidy and comfortable."
United States
Kerry N.
The price is NZ$331
includes taxes & fees
5 Jan - 6 Jan 2026
Quiet House
10.0 out of 10, Exceptional, (7)
"Charming apartment, convenient location"
United States
Ashton G.
The price is NZ$343
includes taxes & fees
14 Jan - 15 Jan 2026
KK lower · Funky 2BR in Prime Bay View - w/ Parking
7.8 out of 10, Good, (6)
"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.
The price is NZ$252
includes taxes & fees
4 Jan - 5 Jan 2026
Cream City 2BR Apt - Just 3 Blocks to Fiserv with Gym and Parking

Apartment in Downtown Milwaukee

Downtown Luxury 2BR Penthouse Apt
2.0 star property
10.0 out of 10, Exceptional, (6)
"What an awesome location, we’ll definitely be back. The place was perfect!"
United States
Justin G.
The price is NZ$270
includes taxes & fees
4 Jan - 5 Jan 2026
Downtown Luxury 2BR Penthouse Apt
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 Oak Creek Hotel Reviews

Find out more about Oak Creek

Everything you need to know about Oak Creek 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 Oak Creek 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 Oak Creek holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Oak Creek holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oak Creek. 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 Oak Creek 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 Oak Creek holiday rentals we have selected for you start as low as NZ$282 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oak Creek rentals

At Expedia, we put the best Oak Creek 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 Oak Creek 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 Oak Creek 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 Oak Creek. 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

Can I find a holiday rental in Oak Creek?

Yes, there are holiday rentals in Oak Creek close to Just 4 Ewe, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in Oak Creek. You can also check out the festivals while you're visiting.

What are some of the best holiday rentals that Oak Creek has to offer?

The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft: This holiday home rental outside of Oak Creek 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 6 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 garden, a pool table and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Oak Creek?

Expedia has 3 holiday rentals for your stay in Oak Creek.

What’s there to see and do in Oak Creek?

Family-friendly attractions include Just 4 Ewe, whereas Lake Michigan is a spot to enjoy the outdoors. In the wider area, you’ll find South Milwaukee Downtown Market and Milwaukee County Sport Complex.

What’s a holiday rental in Oak Creek like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oak Creek. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for family trips.