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Oconomowoc Vacation Rentals

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Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Oconomowoc vacation rentals

Exterior

Spacious Accessible Studio w/ Walk-In Shower

Spacious Accessible Studio w/ Walk-In Shower
Oconomowoc
The price is CA $153
CA $205 total
includes taxes & fees
Jul 5 - Jul 6
Spacious Accessible Studio w/ Walk-In Shower
Outdoor spa tub

Private Hot Tub • Bright Home Near Downtown

Private Hot Tub • Bright Home Near Downtown
Oconomowoc
10.0 out of 10, Exceptional, (5 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 CA $333
CA $586 total
includes taxes & fees
Jul 20 - Jul 21
Private Hot Tub • Bright Home Near Downtown
Interior

Downtown Lake Country Oconomowoc with River View

Downtown Lake Country Oconomowoc with River View
Oconomowoc
9.8 out of 10, Exceptional, (7 reviews)
"Great location. Host was very responsive. "
United States
Stephen R.
The price is CA $372
CA $587 total
includes taxes & fees
Jul 12 - Jul 13
Downtown Lake Country Oconomowoc with River View
Property grounds

Waterfront Lake Cottage - Upper Nemahbin Lake

Waterfront Lake Cottage - Upper Nemahbin Lake
Peninsular Park
9.6 out of 10, Exceptional, (32 reviews)
"Our stay couldn’t have been better! Gorgeous place on the water. Hosts were super helpful and accommodating."
United States
Erin M.
The price is CA $703
CA $1,439 total
includes taxes & fees
Aug 3 - Aug 4
Waterfront Lake Cottage - Upper Nemahbin Lake
Exterior

Charming Historic Upper • Walk to Downtown, Festivals & Beach

Charming Historic Upper • Walk to Downtown, Festivals & Beach
Oconomowoc
10.0 out of 10, Exceptional, (40 reviews)
"Very cute and clean property. Location was great - walk to coffee, dinner etc."
United States
Stephanie B.
The price is CA $526
CA $1,060 total
includes taxes & fees
Jul 22 - Jul 23
Charming Historic Upper • Walk to Downtown, Festivals & Beach
Exterior

Queen Studio Suite w/ Kitchenette in Oconomowoc

Queen Studio Suite w/ Kitchenette in Oconomowoc
Oconomowoc
The price is CA $153
CA $205 total
includes taxes & fees
Jul 5 - Jul 6
Queen Studio Suite w/ Kitchenette in Oconomowoc
Exterior

Accessible 1-BR Suite w/ Two Double Beds

Accessible 1-BR Suite w/ Two Double Beds
Oconomowoc
The price is CA $182
CA $237 total
includes taxes & fees
Jul 19 - Jul 20
Accessible 1-BR Suite w/ Two Double Beds
Exterior

Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast

Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
Oconomowoc
The price is CA $308
CA $398 total
includes taxes & fees
Jul 19 - Jul 20
Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
Exterior

2-BR Suite w/ King & Double Beds + Kitchen

2-BR Suite w/ King & Double Beds + Kitchen
Oconomowoc
The price is CA $286
CA $369 total
includes taxes & fees
Jul 5 - Jul 6
2-BR Suite w/ King & Double Beds + Kitchen
Smart TV, printers

King Bed - Near Froedtert - Fast WiFi - Underground Parking

King Bed - Near Froedtert - Fast WiFi - Underground Parking
Wauwatosa
9.2 out of 10, Wonderful, (25 reviews)
"Everything was great! I'd definitely book again!"
United States
Lucas Y.
King Bed - Near Froedtert - Fast WiFi - Underground Parking
Smart TV, foosball, table tennis, books

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
10.0 out of 10, Exceptional, (1 review)
"It was a very nice play to stay and very welcoming and the hosts was very helpful "
United States
Marianna C.
The price is CA $516
CA $935 total
includes taxes & fees
Jul 23 - Jul 24
CBI Havens is set in a calm and well‑connected pocket of Milwaukee,
Fridge, microwave, oven, stovetop

Modern, impeccably styled, a seamless convenience in a prime, quiet location.

Modern, impeccably styled, a seamless convenience in a prime, quiet location.
Milwaukee
The price is CA $509
CA $1,069 total
includes taxes & fees
Jul 5 - Jul 6
Modern, impeccably styled, a seamless convenience in a prime, quiet location.
Living area

Beautiful 4-bedroom AC apartment on the border of Wauwatosa and Brookfield.

Beautiful 4-bedroom AC apartment on the border of Wauwatosa and Brookfield.
Wauwatosa
The price is CA $592
CA $1,158 total
includes taxes & fees
Jul 27 - Jul 28
Beautiful 4-bedroom AC apartment on the border of Wauwatosa and Brookfield.
Smart TV

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.
Underground Parking,Near Froedtert, King Bed, Fast WiFi
1 bedroom, desk, iron/ironing board, free WiFi

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)
"Everything was great! I definitely book again!"
United States
Lucas Y.
Fast WiFi - Underground Parking - King Bed - Near Froedtert
Interior

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 CA $146
CA $503 total
includes taxes & fees
Jul 6 - Jul 7
Live in Chic and Comfort: Experience Our Thoughtfully Designed 1 Bed with Loft!
1 bedroom, free WiFi

1 King Bed | Non-Smoking, Kitchen

1 King Bed | Non-Smoking, Kitchen
Milwaukee WI
10.0 out of 10, Exceptional, (34 reviews)
"Love this place"
United States
Anonymous traveller
The price is CA $135
CA $152 total
includes taxes & fees
Jul 22 - Jul 23
1 King Bed | Non-Smoking, Kitchen
Private kitchen

Comfortable 3 Bedroom with King bed in Waukesha

Comfortable 3 Bedroom with King bed in Waukesha
Waukesha
8.0 out of 10, Very good, (1 review)
"Great instructions for everything during our stay."
United States
Janet T.
The price is CA $303
CA $700 total
includes taxes & fees
Jul 27 - Jul 28
Comfortable 3 Bedroom with King bed in Waukesha
Hair dryer, towels, soap, toilet paper

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
8.8 out of 10, Excellent, (3 reviews)
"The property is in a great location - easy access to anything you may need in the area. We enjoyed our stay there."
United States
Beth M.
The price is CA $315
CA $698 total
includes taxes & fees
Jul 27 - Jul 28
Spacious 3-BR with aesthetic living room & fully equipped kitchen in Waukesha
Interior

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, (35 reviews)
"Awesome stay, awesome house and great communication with owner. "
United States
Tom F.
The price is CA $247
CA $537 total
includes taxes & fees
Jul 7 - Jul 8
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.
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Top Oconomowoc Hotel Reviews

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

8/10 Good
"Our only issue was the pillows. Standard pillows on a king size bed does not work well. Also, pillow firmness options would be a very nice touch. Overall our stay was great and the staff was excellent. "
Robert 1-night trip
Posted 14 hours ago
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

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 8br year round 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. Another good choice for your trip to Oconomowoc is Waterfront Lake Cottage - Upper Nemahbin Lake.

How many vacation rentals are there in Oconomowoc?

With 23 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.