Oconomowoc Vacation Rentals

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Check prices for these dates

In two weeks
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

Our top choices for Oconomowoc vacation rentals

Exterior

Charming Historic Upper • Walk to Downtown, Festivals & Beach

Charming Historic Upper • Walk to Downtown, Festivals & Beach
Oconomowoc
10.0 out of 10, Exceptional, (37 reviews)
"Very cute and clean property. Location was great - walk to coffee, dinner etc."
United States
Stephanie B.
Charming Historic Upper • Walk to Downtown, Festivals & Beach
Exterior

Spacious Accessible Studio w/ Walk-In Shower

Spacious Accessible Studio w/ Walk-In Shower
Oconomowoc
The price is CA $172
CA $225 total
includes taxes & fees
May 24 - May 25
Spacious Accessible Studio w/ Walk-In Shower
Property grounds

Waterfront Lake Cottage - Upper Nemahbin Lake

Waterfront Lake Cottage - Upper Nemahbin Lake
Peninsular Park
9.6 out of 10, Exceptional, (30 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 $365
CA $1,016 total
includes taxes & fees
Jun 8 - Jun 9
Waterfront Lake Cottage - Upper Nemahbin Lake
Smart TV, DVD player

Private Hot Tub • Bright Home Near Downtown

Private Hot Tub • Bright Home Near Downtown
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 CA $269
CA $493 total
includes taxes & fees
May 26 - May 27
Private Hot Tub • Bright Home Near Downtown
1 bedroom, iron/ironing board, free WiFi

Queen Studio Suite w/ Kitchenette in Oconomowoc

Queen Studio Suite w/ Kitchenette in Oconomowoc
Oconomowoc
The price is CA $137
CA $186 total
includes taxes & fees
May 24 - May 25
Queen Studio Suite w/ Kitchenette in Oconomowoc
Exterior

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

2-BR Suite w/ King & Double Beds + Kitchen
Oconomowoc
The price is CA $300
CA $389 total
includes taxes & fees
May 24 - May 25
2-BR Suite w/ King & Double Beds + Kitchen
Pool

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

Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
Oconomowoc
The price is CA $342
CA $439 total
includes taxes & fees
Jun 3 - Jun 4
Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
Exterior

Accessible 1-BR Suite w/ Two Double Beds

Accessible 1-BR Suite w/ Two Double Beds
Oconomowoc
The price is CA $217
CA $281 total
includes taxes & fees
May 21 - May 22
Accessible 1-BR Suite w/ Two Double Beds
Exterior

Relax & Reboot in this Charming 2-Bedroom Townhome

Relax & Reboot in this Charming 2-Bedroom Townhome
Ixonia
9.6 out of 10, Exceptional, (5 reviews)
"Clean place. "
United States
John M.
The price is CA $266
CA $370 total
includes taxes & fees
May 24 - May 25
Relax & Reboot in this Charming 2-Bedroom Townhome
Exterior

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 $500
CA $901 total
includes taxes & fees
May 19 - May 20
CBI Havens is set in a calm and well‑connected pocket of Milwaukee,
Exterior

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 CA $235
CA $430 total
includes taxes & fees
May 25 - May 26
Historic Downtown-Old World Charm-Dining-Coffee
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 $494
CA $1,036 total
includes taxes & fees
May 19 - May 20
Modern, impeccably styled, a seamless convenience in a prime, quiet location.
Interior

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 $261
CA $468 total
includes taxes & fees
Jun 2 - Jun 3
Historic Downtown- King Bed-St Johns Acad-Shopping
Fridge, microwave, oven, stovetop

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, (29 reviews)
"Still doing some renovations but a nice place. Great location!"
United States
Kelley J.
The price is CA $209
CA $446 total
includes taxes & fees
May 20 - May 21
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
3 bedrooms, desk, iron/ironing board, WiFi

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 $204
CA $546 total
includes taxes & fees
May 19 - May 20
Spacious 3-BR with aesthetic living room & fully equipped kitchen in Waukesha
Fridge, microwave, stovetop, toaster

2 Queen Beds | Smoking, Kitchen

2 Queen Beds | Smoking, Kitchen
Milwaukee WI
10.0 out of 10, Exceptional, (28 reviews)
"Good place to stay,"
United States
Anonymous traveller
The price is CA $121
CA $137 total
includes taxes & fees
May 26 - May 27
2 Queen Beds | 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 $165
CA $513 total
includes taxes & fees
May 19 - May 20
Comfortable 3 Bedroom with King bed in Waukesha
2 bedrooms, desk, iron/ironing board, free WiFi

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 CA $210
CA $557 total
includes taxes & fees
May 29 - May 30
King Bed! Family-Friendly, Minutes from Holy Hill, Hiking+Skiing + Golf
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.
The price is CA $92
CA $342 total
includes taxes & fees
Jun 2 - Jun 3
Fast WiFi - Underground Parking - King Bed - Near Froedtert
Exterior

Historic, 4-bedroom house in charming Hartford

Historic, 4-bedroom house in charming Hartford
Hartford
The price is CA $818
CA $1,228 total
includes taxes & fees
May 22 - May 23
Historic, 4-bedroom house in charming Hartford
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

Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

10/10 Excellent
"The hotel was excellent! The staff was friendly and helpful! The breakfast was very good!"
Ronald 1-night trip
Posted 5 hours ago
Embassy Suites by Hilton Milwaukee Brookfield

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.

Explore a world of travel with Expedia

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?

Sunset Lake House w Hot Tub, 4 fireplaces & kids bunkroom!: This highly rated vacation home rental in Oconomowoc is located on a lake and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. Another good choice for your trip to Oconomowoc is Kohl Manor Luxury Lake 8br year round retreat Pool, Cinema, Arcade on LacLaBelle.

How many vacation rentals are there in Oconomowoc?

With 24 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.