Oconomowoc Holiday Rentals

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Our top choices for Oconomowoc holiday rentals

Studio | Free Breakfast. Pool. Gym

Studio | Free Breakfast. Pool. Gym
Oconomowoc
The price is AU$201
includes taxes & fees
29 Dec - 30 Dec
Studio | Free Breakfast. Pool. Gym

✨ Stylish Home with Fire Pit: Near Downtown & Weddings Venues ✨

✨ Stylish Home with Fire Pit: Near Downtown & Weddings Venues ✨
Oconomowoc
10.0 out of 10, Exceptional, (19)
"Clean, cozy and convenient for walks dowtown! Stayed a week- Loved all of the special touches- including lots of towels, keurig pods and the smores basket! Thank you for a liovely stay in Oconomowoc."
United States
sk k.
The price is AU$767
includes taxes & fees
29 Dec - 30 Dec
✨ Stylish Home with Fire Pit: Near Downtown & Weddings Venues ✨

Free Breakfast, Gym, Great for Business Travelers!

Free Breakfast, Gym, Great for Business Travelers!
Oconomowoc
The price is AU$226
includes taxes & fees
21 Dec - 22 Dec
Free Breakfast, Gym, Great for Business Travelers!

Pool. Gym. Near Aurora Medical Center!

Pool. Gym. Near Aurora Medical Center!
Oconomowoc
The price is AU$203
includes taxes & fees
29 Dec - 30 Dec
Pool. Gym. Near Aurora Medical Center!

Free Breakfast. Suite Near Aurora Medical Center!

Free Breakfast. Suite Near Aurora Medical Center!
Oconomowoc
The price is AU$372
includes taxes & fees
11 Jan - 12 Jan 2026
Free Breakfast. Suite Near Aurora Medical Center!

Pool. Gym. Your Next Trip!

Pool. Gym. Your Next Trip!
Oconomowoc
The price is AU$366
includes taxes & fees
21 Dec - 22 Dec
Pool. Gym. Your Next Trip!

Free Breakfast | Great for Business Travelers!

Free Breakfast | Great for Business Travelers!
Oconomowoc
The price is AU$376
includes taxes & fees
29 Dec - 30 Dec
Free Breakfast | Great for Business Travelers!

Free Breakfast, Pool, Hot Tub, Gym. Great Suite!

Free Breakfast, Pool, Hot Tub, Gym. Great Suite!
Oconomowoc
4.0 out of 10, (1)
The price is AU$278
includes taxes & fees
17 Dec - 18 Dec
Free Breakfast, Pool, Hot Tub, Gym. Great Suite!

King Bed - FAST WIFI ~ Near Froedtert ~ Undergrnd Parking

King Bed - FAST WIFI ~ Near Froedtert ~ Undergrnd Parking
Wauwatosa
10.0 out of 10, Exceptional, (4)
"Came to the Milwaukee area for a family function and Ian’s place was perfect. Convenient to everything you need and underground parking was a nice perk. Would check his place out for any return trips."
United States
Jane H.
The price is AU$363
includes taxes & fees
18 Dec - 19 Dec
King Bed - FAST WIFI ~ Near Froedtert ~ Undergrnd Parking

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 AU$485
includes taxes & fees
4 Jan - 5 Jan 2026
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

SUNNY! Convenient to Holy Hill, NFL Draft, Harley Reunion, Hiking+Skiing + Golf

SUNNY! Convenient to Holy Hill, NFL Draft, Harley Reunion, Hiking+Skiing + Golf
Hartford
10.0 out of 10, Exceptional, (4)
"Gorgeous interior, responsive host, clear instructions. Enjoyed proximity to hiking, cafe, and arcade. "
United States
M. M.
The price is AU$563
includes taxes & fees
19 Dec - 20 Dec
SUNNY! Convenient to Holy Hill, NFL Draft, Harley Reunion, Hiking+Skiing + Golf

Spacious 3-BR with aesthetic living room & fully equipped kitchen in Waukesha

Spacious 3-BR with aesthetic living room & fully equipped kitchen in Waukesha
Waukesha
9.0 out of 10, Wonderful, (2)
The price is AU$659
includes taxes & fees
30 Dec - 31 Dec
Spacious 3-BR with aesthetic living room & fully equipped kitchen in Waukesha

King Bed-FAST WiFi - Undrgrd Parking - Near Froedtert

King Bed-FAST WiFi - Undrgrd Parking - Near Froedtert
Wauwatosa
10.0 out of 10, Exceptional, (13)
"Great location and Ian was very responsive to any/all questions."
United States
Tyler B.
The price is AU$363
includes taxes & fees
17 Dec - 18 Dec
King Bed-FAST WiFi - Undrgrd Parking - Near Froedtert

Historic Downtown Luxury-Lake-Coffee-Spa like BA

Historic Downtown Luxury-Lake-Coffee-Spa like BA
Delafield
9.4 out of 10, Exceptional, (6)
"We were in town for a wedding and this place was perfect. Great location, close to restaurants, shopping and the wedding venue was only 15 minutes away. Unit was very clean and comfortable. It had everything we needed. We loved Angelina's Restaurant which is right around the corner. If you stay here definitely eat at Angelina's."
United States
Christopher M.
The price is AU$349
includes taxes & fees
19 Dec - 20 Dec
Historic Downtown Luxury-Lake-Coffee-Spa like BA

Underground Parking,Near Froedtert, King Bed, Fast WiFi

Underground Parking,Near Froedtert, King Bed, Fast WiFi
Wauwatosa
9.4 out of 10, Exceptional, (3)
"Everything was clean when we got to the place. It's in a nice neighborhood and everyone in the building seems to be quiet and mindful of others. It is also a short ride away from groceries, gas stations, and food places."
United States
Rica P.
The price is AU$363
includes taxes & fees
17 Dec - 18 Dec
Underground Parking,Near Froedtert, King Bed, Fast WiFi

Comfortable 3 Bedroom with King bed in Waukesha

Comfortable 3 Bedroom with King bed in Waukesha
2.0 star property
Waukesha
Comfortable 3 Bedroom with King bed in Waukesha

Fast WiFi - Underground Parking - King Bed - Near Froedtert

Fast WiFi - Underground Parking - King Bed - Near Froedtert
Wauwatosa
9.8 out of 10, Exceptional, (22)
"Our stay at Dolphin Square was wonderful. It introduced us to Wawutosa which is a wonderful small with great places to eat - shop - walk 😊"
United States
Mary Ann P.
The price is AU$363
includes taxes & fees
17 Dec - 18 Dec
Fast WiFi - Underground Parking - King Bed - Near Froedtert

King Bed - Near Froedtert - Fast WiFi - Underground Parking

King Bed - Near Froedtert - Fast WiFi - Underground Parking
Wauwatosa
9.2 out of 10, Wonderful, (23)
"Great place. Great location for me. If you're visit is around Hwy 100, in West Allis or Wauwatosa this is your place."
United States
Robert D.
The price is AU$370
includes taxes & fees
17 Dec - 18 Dec
King Bed - Near Froedtert - Fast WiFi - Underground Parking

Historic Downtown- King Bed-St Johns Acad-Shopping

Historic Downtown- King Bed-St Johns Acad-Shopping
Delafield
9.4 out of 10, Exceptional, (6)
"Needed a low cost option for staying downtown for a business meeting. Super convenient and very nice."
United States
Eric B.
The price is AU$462
includes taxes & fees
17 Dec - 18 Dec
Historic Downtown- King Bed-St Johns Acad-Shopping

Brew City Game Room Fenced Yard Sleeps 13

Brew City Game Room Fenced Yard Sleeps 13
2.0 star property
Wauwatosa
10.0 out of 10, Exceptional, (1)
"Amazing location off the highway was able to make it into the city efficiently. Would recommend!"
United States
Dario
Brew City Game Room Fenced Yard Sleeps 13
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 Oconomowoc Hotel Reviews

Find out more about Oconomowoc

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

Oconomowoc holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oconomowoc. 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 Oconomowoc 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 Oconomowoc holiday rentals we have selected for you start as low as AU$278 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Oconomowoc rentals

At Expedia, we put the best Oconomowoc 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 Oconomowoc 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 Oconomowoc 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 Oconomowoc. 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 holiday rentals in Oconomowoc?

Yes, there are holiday rentals in Oconomowoc close to Fowler Lake Park, or you can select a more secluded option if you're looking for a relaxing stay. The shops and restaurants are several reasons why visitors like Oconomowoc. Make sure you have time to check out the cafés and sporting events during your trip.

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

Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle: This highly rated holiday home rental in Oconomowoc is located on a lake, and has an indoor pool, a fireplace 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. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday. Other favourite homes for rent in Oconomowoc are Sunset Lake House w Hot Tub, 4 fireplaces & kids bunkroom! and Beautiful Historic Tudor Mansion with sandy Private Beach.

How many holiday rentals are there in Oconomowoc?

With 21 Expedia holiday rentals, you're guaranteed to find just the right place for your Oconomowoc stay.

What’s there to see and do in Oconomowoc?

Enjoy the outdoors at Fowler Lake Park and Lac La Belle, or simply take in cultural attractions like Oconomowoc Historical Museum and Oconomowoc Arts Center. Other places in town to visit include Oconomowoc Golf Club and Oakbrook-Eser Studios and Gallery.

What’s a holiday rental in Oconomowoc like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oconomowoc. Holiday rentals provide amenities like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for a small group gathering.