Oconomowoc Holiday Rentals

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Check prices for these dates

In two weeks
22 May - 24 May
In two months
3 Jul - 5 Jul
In three months
31 Jul - 2 Aug
In four months
28 Aug - 30 Aug

Our top choices for Oconomowoc holiday rentals

Exterior

Queen Studio Suite w/ Kitchenette in Oconomowoc

Queen Studio Suite w/ Kitchenette in Oconomowoc
Oconomowoc
The price is HK$1,006
HK$1,314 total
includes taxes & fees
10 May - 11 May
Queen Studio Suite w/ Kitchenette in Oconomowoc
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 HK$1,492
HK$2,775 total
includes taxes & fees
21 May - 22 May
Private Hot Tub • Bright Home Near Downtown
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.
The price is HK$1,481
HK$3,550 total
includes taxes & fees
13 May - 14 May
Charming Historic Upper • Walk to Downtown, Festivals & Beach
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 HK$2,080
HK$4,784 total
includes taxes & fees
1 Jun - 2 Jun
Waterfront Lake Cottage - Upper Nemahbin Lake
Exterior

Spacious Accessible Studio w/ Walk-In Shower

Spacious Accessible Studio w/ Walk-In Shower
Oconomowoc
The price is HK$1,006
HK$1,314 total
includes taxes & fees
10 May - 11 May
Spacious Accessible Studio w/ Walk-In Shower
Exterior

Accessible 1-BR Queen Suite w/ Roll-In Shower

Accessible 1-BR Queen Suite w/ Roll-In Shower
Oconomowoc
The price is HK$1,151
HK$1,487 total
includes taxes & fees
10 May - 11 May
Accessible 1-BR Queen Suite w/ Roll-In Shower
Exterior

Accessible 1-BR Suite w/ Two Double Beds

Accessible 1-BR Suite w/ Two Double Beds
Oconomowoc
The price is HK$1,151
HK$1,486 total
includes taxes & fees
10 May - 11 May
Accessible 1-BR Suite w/ Two Double Beds
Exterior

Accessible 2-BR Suite With Roll-In Shower

Accessible 2-BR Suite With Roll-In Shower
Oconomowoc
The price is HK$1,730
HK$2,238 total
includes taxes & fees
10 May - 11 May
Accessible 2-BR Suite With Roll-In Shower
Exterior

Accessible 2-BR Suite w/ Tub & 2 Bathrooms

Accessible 2-BR Suite w/ Tub & 2 Bathrooms
Oconomowoc
The price is HK$1,527
HK$1,973 total
includes taxes & fees
14 May - 15 May
Accessible 2-BR Suite w/ Tub & 2 Bathrooms
Exterior

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

2-BR Suite w/ King & Double Beds + Kitchen
Oconomowoc
The price is HK$1,730
HK$2,229 total
includes taxes & fees
11 May - 12 May
2-BR Suite w/ King & Double Beds + Kitchen
1 bedroom, free WiFi

1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Milwaukee WI
10.0 out of 10, Exceptional, (34 reviews)
"I will definitely stay again"
United States
Anonymous traveller
The price is HK$603
HK$681 total
includes taxes & fees
17 May - 18 May
1 Queen Bed | Non-Smoking, Kitchen
Exterior

Historic Downtown Luxury-Lake-Coffee-Spa like BA

Historic Downtown Luxury-Lake-Coffee-Spa like BA
Delafield
9.6 out of 10, Exceptional, (8 reviews)
"The host couldn't have been more helpful especially in light of our last minute changes. The place is just as it looks and is located in darling Delafield. I'll definitely be back."
United States
Nancy N.
The price is HK$995
HK$1,875 total
includes taxes & fees
10 May - 11 May
Historic Downtown Luxury-Lake-Coffee-Spa like BA
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 HK$1,513
HK$2,092 total
includes taxes & fees
22 May - 23 May
Relax & Reboot in this Charming 2-Bedroom Townhome
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, (28 reviews)
"Still doing some renovations but a nice place. Great location!"
United States
Kelley J.
The price is HK$1,163
HK$2,518 total
includes taxes & fees
12 May - 13 May
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
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 HK$939
HK$2,893 total
includes taxes & fees
19 May - 20 May
Comfortable 3 Bedroom with King bed in Waukesha
Smart TV, books

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 HK$987
HK$2,934 total
includes taxes & fees
13 May - 14 May
King Bed! Family-Friendly, Minutes from Holy Hill, Hiking+Skiing + Golf
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 HK$1,163
HK$3,085 total
includes taxes & fees
19 May - 20 May
Spacious 3-BR with aesthetic living room & fully equipped kitchen in Waukesha
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 HK$1,371
HK$2,489 total
includes taxes & fees
10 May - 11 May
Historic Downtown- King Bed-St Johns Acad-Shopping
Smart TV, table football, ping pong, 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 HK$2,850
HK$5,382 total
includes taxes & fees
9 May - 10 May
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 HK$2,813
HK$6,881 total
includes taxes & fees
9 May - 10 May
Modern, impeccably styled, a seamless convenience in a prime, quiet location.
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
"Great atmosphere for families"
Andre 2-night trip
Posted 2 hours ago
Embassy Suites by Hilton Milwaukee Brookfield

Find out more about Oconomowoc

Search for holiday rentals in Oconomowoc on Expedia! You can easily find your home rentals, villas, holiday apartments in Oconomowoc using one of the methods below:

  • View our selection of featured holiday rentals in Oconomowoc
  • Use the map to find apartments and other holiday homes in the Oconomowoc neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oconomowoc while they last

Look no further and take a look at our great range of rental properties in Oconomowoc!

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. Another good choice for your trip to Oconomowoc is Kohl Manor Luxury Lake 8br year round retreat Pool, Cinema, Arcade on LacLaBelle.

How many holiday rentals are there in Oconomowoc?

With 24 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 Arts Center and Oconomowoc Historical Museum. 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.