Oak Creek Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jan 2 - Jan 4
In two months
Feb 13 - Feb 15
In three months
Mar 13 - Mar 15
In four months
Apr 10 - Apr 12

Our top choices for Oak Creek vacation rentals

Premier Room, 1 King Bed | Iron/ironing board, free WiFi, bed sheets
The Plaza Hotel

The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1153)
"Loved this hotel! Clean friendly and cute!!"
United States
Sharon H
The price is ￥21,185
￥24,977 total
includes taxes & fees
Jan 12 - Jan 13, 2026
The Plaza Hotel
Fireplace
Kasa Westown Milwaukee

Kasa Westown Milwaukee

Kasa Westown Milwaukee
4.0 star property
Westown
9.0 out of 10, Wonderful, (119)
"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
Billiards
ROVE LIVING/KL - Malt House

ROVE LIVING/KL - Malt House

ROVE LIVING/KL - Malt House
4.0 star property
Westown
9.0 out of 10, Wonderful, (11)
"The room was clean and spacious and very comfy the property was as well very beautiful and so much to look at … my family enjoyed the games that were in the room as well. We will definitely stay their again for our next visit "
United States
Ivan
The price is ￥8,881
￥25,429 total
includes taxes & fees
Dec 18 - Dec 19
ROVE LIVING/KL - Malt House
Property grounds
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft

The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft

The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft
Kenosha
10.0 out of 10, Exceptional, (249)
"Great weekend, thank you for the space!"
United States
Ed C.
The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft
Outdoor pool, a heated pool
7 1/2 Acre Estate, Fish Pond, Events! Weddings, MSG Owner for discounts!!!

7 1/2 Acre Estate, Fish Pond, Events! Weddings, MSG Owner for discounts!!!

7 1/2 Acre Estate, Fish Pond, Events! Weddings, MSG Owner for discounts!!!
Caledonia
9.8 out of 10, Exceptional, (213)
"It was nice "
United States
Kevin C.
The price is ￥52,586
￥101,013 total
includes taxes & fees
Dec 21 - Dec 22
7 1/2 Acre Estate, Fish Pond, Events! Weddings, MSG Owner for discounts!!!
Terrace/patio
17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18

17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18

17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18
New Berlin
7.8 out of 10, Good, (10)
"Awesome place!"
United States
Daniel M.
The price is ￥126,066
￥283,484 total
includes taxes & fees
Dec 22 - Dec 23
17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18
Dining room
ROVE LIVING/KB - Prospect

ROVE LIVING/KB - Prospect

ROVE LIVING/KB - Prospect
3.0 star property
Lower East Side
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!"
United States
Vera
ROVE LIVING/KB - Prospect
Dining
Three bedrooms upstairs

Three bedrooms upstairs

Three bedrooms upstairs
Riverwest
9.6 out of 10, Exceptional, (78)
"He was very kind!"
United States
Hope
The price is ￥27,345
￥36,468 total
includes taxes & fees
Dec 17 - Dec 18
Three bedrooms upstairs
Exterior
Downtown Eastside gem near Fiserv Forum Water St Brady St

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, (46)
"The check in instructions were perfect and not sure he could have laid that out any better. It's a nice place close to everything. We'd stay there again. "
United States
Chad-Tara A.
The price is ￥34,877
￥51,172 total
includes taxes & fees
Dec 27 - Dec 28
Downtown Eastside gem near Fiserv Forum Water St Brady St
Property grounds
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
Lower East Side
9.6 out of 10, Exceptional, (67)
"It was clean and close to our wedding venue. "
United States
Kathy H.
The price is ￥30,780
￥67,888 total
includes taxes & fees
Dec 17 - Dec 18
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
Fridge, microwave, oven, stovetop
Renovated Brady St. Classic

Renovated Brady St. Classic

Renovated Brady St. Classic
Downtown Milwaukee
8.4 out of 10, Very Good, (10)
"Comfortable property in a great location. Liked that my adult children could walk to nearby restaurants, shops and bars. Neighborhood parking is limited, but not unusual for downtown-type stays."
United States
Mike F.
Renovated Brady St. Classic
Interior
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

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

NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
2.0 star property
Lower East Side
9.8 out of 10, Exceptional, (20)
"Great property for our family group for a long weekend in Milwaukee. "
United States
Karl S.
The price is ￥20,473
￥65,655 total
includes taxes & fees
Dec 17 - Dec 18
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
Fridge, microwave, oven, stovetop
Stunning Upscale Retreat - Steps From Everything

Stunning Upscale Retreat - Steps From Everything

Stunning Upscale Retreat - Steps From Everything
Lower East Side
9.8 out of 10, Exceptional, (31)
"It was a great place and close to Brady street! Definitely recommend. "
United States
Hugh L.
The price is ￥31,552
￥83,494 total
includes taxes & fees
Dec 17 - Dec 18
Stunning Upscale Retreat - Steps From Everything
Exterior
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Johnson Woods
9.8 out of 10, Exceptional, (26)
"We stayed while attending the WI state fair. Quiet and safe neighborhood and really close to the fairgrounds. House was clean and easy to get to. We enjoyed our stay and the fenced in backyard was perfect for our Frenchie. "
United States
Roy W.
The price is ￥24,647
￥51,721 total
includes taxes & fees
Jan 14 - Jan 15, 2026
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Dining
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

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

Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10
Burnham Park
9.6 out of 10, Exceptional, (253)
"This spacious house is a true gem, lovingly preserved. Really enjoyed our stay!!!!"
United States
Lynne W.
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10
Exterior
Wisconsin Treehouse Getaway!

Wisconsin Treehouse Getaway!

Wisconsin Treehouse Getaway!
Racine
9.6 out of 10, Exceptional, (26)
"We had a wonderful time staying here while visiting the surrounding area!"
United States
Collin C.
The price is ￥19,531
￥38,004 total
includes taxes & fees
Dec 29 - Dec 30
Wisconsin Treehouse Getaway!
Dining
Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers

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

Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers
Bay View
9.6 out of 10, Exceptional, (8)
"Great place!"
United States
Kathy R.
The price is ￥37,083
￥72,195 total
includes taxes & fees
Dec 23 - Dec 24
Pink Diamond Rental in Bayview area Milwaukee with WiFi, AC for pink lovers
Fridge, microwave, oven, stovetop
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River

Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River

Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
Waterford
9.8 out of 10, Exceptional, (367)
"Beautiful place, loved the fenced in yard for my Yorkies, very excited to stay there again!!"
United States
Pamela Q.
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
Outdoor dining
MKE Mansion - Both Wings

MKE Mansion - Both Wings

MKE Mansion - Both Wings
Downtown Milwaukee
9.6 out of 10, Exceptional, (23)
"Great house - big group I stayed with loved it and tons of places to sleep and hang out. Fantastic location by the water and near some good restaurants. Hosts were super responsive. "
United States
Henri E.
The price is ￥155,654
￥255,153 total
includes taxes & fees
Dec 21 - Dec 22
MKE Mansion - Both Wings
3 bedrooms, iron/ironing board, free WiFi, bed sheets
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
Waukesha
9.8 out of 10, Exceptional, (19)
"Will come and stay again great host and home"
United States
Dion S.
The price is ￥23,252
￥48,871 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Oak Creek Hotel Reviews

The Iron Horse Hotel

The Iron Horse Hotel

10/10 Excellent
"The iron horse hotel stay was wonderful. Special shout out to Maze, Kyle and and Maurice that went above and beyond to make my stay and my dog Hazel’s stay wonderful. "
Aditi 1-night trip
Posted 1 day ago
The Iron Horse Hotel

Find out more about Oak Creek

Search for holiday rentals in Oak Creek on Expedia! You can easily find your home rentals, villas, holiday apartments in Oak Creek using one of the methods below:

  • View our selection of featured holiday rentals in Oak Creek
  • Use the map to find apartments and other holiday homes in the Oak Creek neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oak Creek while they last

Look no further and take a look at our great range of rental properties in Oak Creek!

Frequently asked questions

Can I find a vacation rental in Oak Creek?

Yes, there are vacation rentals in Oak Creek close to Just 4 Ewe, or you can select a 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's the top vacation rental that Oak Creek has to offer?

The Retreat on Lake Michigan Spectacular 6 bd/4bth 4000 sqft: This vacation home rental outside of Oak Creek is located on a lake and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. It offers a garden, a pool table, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Oak Creek?

Expedia has 3 vacation 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 larger area, you’ll find South Milwaukee Downtown Market and Milwaukee County Sport Complex.

What’s a vacation rental in Oak Creek like?

Vacation rentals are private properties you can book for a couple days or more in Oak Creek. Vacation rentals feature extras such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for family trips.