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$219
includes taxes & fees
29 Mar - 30 Mar
Studio | Free Breakfast. Pool. Gym

Bright, cozy 3BR ranch in Lake Country with fenced yard and covered patio.

Bright, cozy 3BR ranch in Lake Country with fenced yard and covered patio.
Oconomowoc
10.0 out of 10, Exceptional, (4 reviews)
"Our stay was wonderful. Our host was very responsive to questions, and the home was welcoming and had all needed amenities. "
United States
Heather F.
The price is AU$414
includes taxes & fees
27 Mar - 28 Mar
Bright, cozy 3BR ranch in Lake Country with fenced yard and covered patio.

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

Free Breakfast, Pool, Hot Tub, Gym. Great Suite!
Oconomowoc
The price is AU$250
includes taxes & fees
21 Apr - 22 Apr
Free Breakfast, Pool, Hot Tub, Gym. Great Suite!

Pool. Gym. Near Aurora Medical Center!

Pool. Gym. Near Aurora Medical Center!
Oconomowoc
The price is AU$219
includes taxes & fees
29 Mar - 30 Mar
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$335
includes taxes & fees
29 Mar - 30 Mar
Free Breakfast. Suite Near Aurora Medical Center!

Free Breakfast | Great for Business Travelers!

Free Breakfast | Great for Business Travelers!
Oconomowoc
The price is AU$378
includes taxes & fees
29 Mar - 30 Mar
Free Breakfast | Great for Business Travelers!

Pool. Gym. Your Next Trip!

Pool. Gym. Your Next Trip!
Oconomowoc
The price is AU$387
includes taxes & fees
30 Mar - 31 Mar
Pool. Gym. Your Next Trip!

Live in Chic and Comfort: Experience Our Thoughtfully Designed 1 Bed with Loft!

Live in Chic and Comfort: Experience Our Thoughtfully Designed 1 Bed with Loft!
Germantown
9.0 out of 10, Wonderful, (4 reviews)
"Such a sweet, cozy little place with all the amenities of a large space. We loved the area it was super quiet and lots within walking distance. The neighbors were also very nice!"
United States
Debbie M.
The price is AU$504
includes taxes & fees
31 Mar - 1 Apr
Live in Chic and Comfort: Experience Our Thoughtfully Designed 1 Bed with Loft!

Historic Downtown Luxury-Lake-Coffee-Spa like BA

Historic Downtown Luxury-Lake-Coffee-Spa like BA
Delafield
9.6 out of 10, Exceptional, (7 reviews)
"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$339
includes taxes & fees
27 Mar - 28 Mar
Historic Downtown Luxury-Lake-Coffee-Spa like BA

Comfortable 3 Bedroom with King bed in Waukesha

Comfortable 3 Bedroom with King bed in Waukesha
Waukesha
The price is AU$546
includes taxes & fees
31 Mar - 1 Apr
Comfortable 3 Bedroom with King bed in Waukesha

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
10.0 out of 10, Exceptional, (27 reviews)
"host was responsive and we enjoyed our stay. "
United States
ashley m.
The price is AU$441
includes taxes & fees
31 Mar - 1 Apr
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

Underground Parking,Near Froedtert, King Bed, Fast WiFi

Underground Parking,Near Froedtert, King Bed, Fast WiFi
Wauwatosa
9.4 out of 10, Exceptional, (3 reviews)
"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$364
includes taxes & fees
30 Mar - 31 Mar
Underground Parking,Near Froedtert, King Bed, Fast WiFi

Tichigan Lake House - Pontoon Boat & Fire Pit - Dog Friendly - Newly Renovated

Tichigan Lake House - Pontoon Boat & Fire Pit - Dog Friendly - Newly Renovated
Waterford
10.0 out of 10, Exceptional, (8 reviews)
"Loved the location and home. Listing is accurate. You won’t regret staying here!"
United States
Mathew V.
The price is AU$660
includes taxes & fees
16 Apr - 17 Apr
Tichigan Lake House - Pontoon Boat & Fire Pit - Dog Friendly - Newly Renovated

Historic Downtown- King Bed-St Johns Acad-Shopping

Historic Downtown- King Bed-St Johns Acad-Shopping
Delafield
9.6 out of 10, Exceptional, (7 reviews)
"Comfortable, clean, convenient location and stylish decor. Owner was great! Will recommend to my friends."
United States
Susan D.
The price is AU$450
includes taxes & fees
27 Mar - 28 Mar
Historic Downtown- King Bed-St Johns Acad-Shopping

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
The price is AU$814
includes taxes & fees
30 Mar - 31 Mar
CBI Havens is set in a calm and well‑connected pocket of Milwaukee,

Lakefront Lauderdale Lakes Home with Private Pier Near Lake Geneva

Lakefront Lauderdale Lakes Home with Private Pier Near Lake Geneva
Elkhorn
9.6 out of 10, Exceptional, (7 reviews)
"Great property on the lake! Easy check-in process with lots of information in advance. Beds were comfortable and everything we needed was available in the house. Thanks for a great stay!"
United States
Jacy H.
The price is AU$956
includes taxes & fees
26 Apr - 27 Apr
Lakefront Lauderdale Lakes Home with Private Pier Near Lake Geneva

Luxury 5BR 3.5B sleeps 17 w/ Hot Tub, Home Theater near Skiing, Golf, & Bars

Luxury 5BR 3.5B sleeps 17 w/ Hot Tub, Home Theater near Skiing, Golf, & Bars
Hartford
10.0 out of 10, Exceptional, (7 reviews)
"This is a nice place to stay. The bedrooms are all spacious, clean and very comfy. The communication with the host was great. I would stay here again. "
United States
Nicole D.
The price is AU$1,289
includes taxes & fees
6 Apr - 7 Apr
Luxury 5BR 3.5B sleeps 17 w/ Hot Tub, Home Theater near Skiing, Golf, & Bars

King Bed! Family-Friendly, Minutes from Holy Hill, Hiking+Skiing + Golf

King Bed! Family-Friendly, Minutes from Holy Hill, Hiking+Skiing + Golf
Hartford
10.0 out of 10, Exceptional, (5 reviews)
"Gorgeous interior, responsive host, clear instructions. Enjoyed proximity to hiking, cafe, and arcade. "
United States
M. M.
The price is AU$517
includes taxes & fees
10 Apr - 11 Apr
King Bed! Family-Friendly, Minutes from Holy Hill, Hiking+Skiing + Golf

Historic, 4-bedroom house in charming Hartford

Historic, 4-bedroom house in charming Hartford
Hartford
The price is AU$1,233
includes taxes & fees
30 Mar - 31 Mar
Historic, 4-bedroom house in charming Hartford

Historic Downtown-Old World Charm-Dining-Coffee

Historic Downtown-Old World Charm-Dining-Coffee
Delafield
10.0 out of 10, Exceptional, (5 reviews)
"Great place to rest and relax on a fun weekend getaway. "
United States
Jeffrey C.
The price is AU$414
includes taxes & fees
29 Mar - 30 Mar
Historic Downtown-Old World Charm-Dining-Coffee
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$441 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?

Sunset Lake House w Hot Tub, 4 fireplaces & kids bunkroom!: This highly rated holiday home rental in Oconomowoc is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 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 selection of games and 1 hot tub so that you can immerse yourself in your holiday. Other favourite homes for rent in Oconomowoc are Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle and Beautiful Historic Tudor Mansion with sandy Private Beach.

How many holiday rentals are there in Oconomowoc?

With 23 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.