Oconomowoc Vacation Rentals

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Our top choices for Oconomowoc vacation rentals

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, (1 review)
"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 CA $159
CA $355 total
includes taxes & fees
Feb 11 - Feb 12
Bright, cozy 3BR ranch in Lake Country with fenced yard and covered patio.

Pool. Gym. Your Next Trip!

Pool. Gym. Your Next Trip!
Oconomowoc
The price is CA $267
CA $337 total
includes taxes & fees
Feb 18 - Feb 19
Pool. Gym. Your Next Trip!

Pool. Gym. Near Aurora Medical Center!

Pool. Gym. Near Aurora Medical Center!
Oconomowoc
The price is CA $136
CA $181 total
includes taxes & fees
Feb 18 - Feb 19
Pool. Gym. Near Aurora Medical Center!

Studio | Free Breakfast. Pool. Gym

Studio | Free Breakfast. Pool. Gym
Oconomowoc
The price is CA $136
CA $181 total
includes taxes & fees
Feb 18 - Feb 19
Studio | Free Breakfast. Pool. Gym

Free Breakfast, Gym, Great for Business Travelers!

Free Breakfast, Gym, Great for Business Travelers!
Oconomowoc
The price is CA $162
CA $211 total
includes taxes & fees
Feb 18 - Feb 19
Free Breakfast, Gym, Great for Business Travelers!

Free Breakfast | Great for Business Travelers!

Free Breakfast | Great for Business Travelers!
Oconomowoc
The price is CA $267
CA $337 total
includes taxes & fees
Feb 18 - Feb 19
Free Breakfast | Great for Business Travelers!

Free Breakfast. Suite Near Aurora Medical Center!

Free Breakfast. Suite Near Aurora Medical Center!
Oconomowoc
The price is CA $267
CA $337 total
includes taxes & fees
Feb 18 - Feb 19
Free Breakfast. Suite Near Aurora Medical Center!

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

Free Breakfast, Pool, Hot Tub, Gym. Great Suite!
Oconomowoc
4.0 out of 10, (1 review)
The price is CA $162
CA $211 total
includes taxes & fees
Feb 12 - Feb 13
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 reviews)
"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 CA $92
CA $347 total
includes taxes & fees
Mar 1 - Mar 2
King Bed - FAST WIFI ~ Near Froedtert ~ Undergrnd Parking

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 reviews)
"Lovely place. Close to family. Was a good place to stay."
United States
Lee S.
The price is CA $140
CA $462 total
includes taxes & fees
Feb 10 - Feb 11
Spacious 3-BR with aesthetic living room & fully equipped kitchen in Waukesha

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, (4 reviews)
"Gorgeous interior, responsive host, clear instructions. Enjoyed proximity to hiking, cafe, and arcade. "
United States
M. M.
The price is CA $172
CA $509 total
includes taxes & fees
Feb 20 - Feb 21
King Bed! Family-Friendly, Minutes from Holy Hill, Hiking+Skiing + Golf

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, (23 reviews)
"Beautiful home, modern amenities, easy location for food and shopping"
United States
Emily G.
The price is CA $185
CA $414 total
includes taxes & fees
Feb 9 - Feb 10
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

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 CA $174
CA $311 total
includes taxes & fees
Feb 8 - Feb 9
Historic Downtown Luxury-Lake-Coffee-Spa like BA

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 CA $239
CA $414 total
includes taxes & fees
Feb 8 - Feb 9
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 review)
"Amazing location off the highway was able to make it into the city efficiently. Would recommend!"
United States
Dario
The price is CA $310
CA $634 total
includes taxes & fees
Mar 10 - Mar 11
Brew City Game Room Fenced Yard Sleeps 13

Comfortable 3 Bedroom with King bed in Waukesha

Comfortable 3 Bedroom with King bed in Waukesha
Waukesha
The price is CA $146
CA $539 total
includes taxes & fees
Mar 3 - Mar 4
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, (24 reviews)
"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 CA $92
CA $343 total
includes taxes & fees
Feb 8 - Feb 9
Fast WiFi - Underground Parking - King Bed - Near Froedtert

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 CA $419
CA $562 total
includes taxes & fees
Feb 8 - Feb 9
CBI Havens is set in a calm and well‑connected pocket of Milwaukee,

King Bed-FAST WiFi - Undrgrd Parking - Near Froedtert

King Bed-FAST WiFi - Undrgrd Parking - Near Froedtert
Wauwatosa
10.0 out of 10, Exceptional, (14 reviews)
"Great location and Ian was very responsive to any/all questions."
United States
Tyler B.
The price is CA $92
CA $343 total
includes taxes & fees
Feb 8 - Feb 9
King Bed-FAST WiFi - Undrgrd Parking - Near Froedtert

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 CA $92
CA $343 total
includes taxes & fees
Feb 8 - Feb 9
Underground Parking,Near Froedtert, King Bed, Fast WiFi
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Oconomowoc. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 Oakbrook-Eser Studios and Gallery and Theatre On Main.

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.