Oconomowoc Vacation Rentals

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Our top choices for Oconomowoc vacation rentals

Apartment in Oconomowoc

Studio | Free Breakfast. Pool. Gym
$114 nightly
The price is $127
Dec 21 - Dec 22
Total with taxes and fees
Studio | Free Breakfast. Pool. Gym
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.
$446 nightly
The price is $504
Dec 29 - Dec 30
Total with taxes and fees
✨ Stylish Home with Fire Pit: Near Downtown & Weddings Venues ✨
$133 nightly
The price is $148
Dec 21 - Dec 22
Total with taxes and fees
Free Breakfast, Gym, Great for Business Travelers!
$114 nightly
The price is $127
Dec 21 - Dec 22
Total with taxes and fees
Pool. Gym. Near Aurora Medical Center!
$221 nightly
The price is $246
Dec 18 - Dec 19
Total with taxes and fees
Free Breakfast. Suite Near Aurora Medical Center!

Condo in Oconomowoc

Pool. Gym. Your Next Trip!
$216 nightly
The price is $241
Dec 21 - Dec 22
Total with taxes and fees
Pool. Gym. Your Next Trip!
$216 nightly
The price is $241
Dec 21 - Dec 22
Total with taxes and fees
Free Breakfast | Great for Business Travelers!
4.0 out of 10, (1)
$163 nightly
The price is $181
Dec 17 - Dec 18
Total with taxes and fees
Free Breakfast, Pool, Hot Tub, Gym. Great Suite!
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.
$202 nightly
The price is $239
Dec 17 - Dec 18
Total with taxes and fees
King Bed - FAST WIFI ~ Near Froedtert ~ Undergrnd Parking
9.8 out of 10, Exceptional, (19)
"Will come and stay again great host and home"
United States
Dion S.
$282 nightly
The price is $319
Jan 4 - Jan 5, 2026
Total with taxes and fees
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
10.0 out of 10, Exceptional, (4)
"Gorgeous interior, responsive host, clear instructions. Enjoyed proximity to hiking, cafe, and arcade. "
United States
M. M.
$330 nightly
The price is $371
Dec 19 - Dec 20
Total with taxes and fees
SUNNY! Convenient to Holy Hill, NFL Draft, Harley Reunion, Hiking+Skiing + Golf
9.0 out of 10, Wonderful, (2)
"Lovely place. Close to family. Was a good place to stay."
United States
Lee S.
$317 nightly
The price is $358
Dec 17 - Dec 18
Total with taxes and fees
Spacious 3-BR with aesthetic living room & fully equipped kitchen in Waukesha
10.0 out of 10, Exceptional, (13)
"Great location and Ian was very responsive to any/all questions."
United States
Tyler B.
$202 nightly
The price is $239
Dec 17 - Dec 18
Total with taxes and fees
King Bed-FAST WiFi - Undrgrd Parking - Near Froedtert
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.
$203 nightly
The price is $229
Dec 17 - Dec 18
Total with taxes and fees
Historic Downtown Luxury-Lake-Coffee-Spa like BA
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.
$202 nightly
The price is $239
Dec 17 - Dec 18
Total with taxes and fees
Underground Parking,Near Froedtert, King Bed, Fast WiFi
2.0 star property
$344 nightly
The price is $388
Dec 17 - Dec 18
Total with taxes and fees
Comfortable 3 Bedroom with King bed in Waukesha
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.
$202 nightly
The price is $239
Dec 17 - Dec 18
Total with taxes and fees
Fast WiFi - Underground Parking - King Bed - Near Froedtert
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.
$206 nightly
The price is $244
Dec 17 - Dec 18
Total with taxes and fees
King Bed - Near Froedtert - Fast WiFi - Underground Parking
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.
$269 nightly
The price is $304
Dec 17 - Dec 18
Total with taxes and fees
Historic Downtown- King Bed-St Johns Acad-Shopping
2.0 star property
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
$432 nightly
The price is $501
Dec 17 - Dec 18
Total with taxes and fees
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oconomowoc vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oconomowoc vacation 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 low season months. For more hustle and bustle, you may prefer to visit Oconomowoc in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $181 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oconomowoc rentals

At Expedia, we put the best Oconomowoc vacation 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 vacation.

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 vacation rentals in Oconomowoc?

Yes, we offer vacation rentals in Oconomowoc close to Fowler Lake Park, or you can choose a more secluded option if you want a relaxing stay. The shops and restaurants are several reasons why visitors like Oconomowoc. Make sure you have time to check out the cafes and sporting events during your trip.

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

Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle: This highly rated vacation home rental in Oconomowoc is located on a lake and has an indoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation. Other favorite 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 vacation rentals are there in Oconomowoc?

With 21 Expedia vacation rentals, you're sure 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 vacation rental in Oconomowoc like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Oconomowoc. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for small groups.