67+ Private Villas and Holiday Rentals in Oconomowoc |
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Oconomowoc Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Oconomowoc

Discover more than 67 vacation rentals available in Oconomowoc. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Oconomowoc.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Oconomowoc, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Oconomowoc. On average, places to stay near Oconomowoc offer 1544.36 ft², with nightly prices averaging ZA R13,340.

With Casai, finding and comparing holiday rentals in Oconomowoc is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Oconomowoc

Type Count
Vacation Homes 36
Holiday Apartments 6
Cottages 3
Villas 1

Use these Quick Filters to Find a Holiday Rental in Oconomowoc

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Oconomowoc.

Weather in Oconomowoc, WI

View the weather forecast for Oconomowoc before booking your Oconomowoc Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Oconomowoc, WI

Casai offers a large selection of top attractions around Oconomowoc . Research things to do on your vacation before you visit Oconomowoc.


Lac La Belle
Oconomowoc Arts Center
Imagination Station
Fowler Lake Park
Oconomowoc Gallery
Oconomowoc Golf Club
AKA Combat Entertainment
Theatre On Main
Knollward
Point Comfort Okauchee
Oakbrook-Eser Studios and Gallery
Oconomowoc Masonic Center
Oconomowoc Historical Museum
Oconomowoc Memorial Hospital
Aurora Medical Center Summit
Alpine Valley Ski Resort
Alpine Valley Music Theatre
University of Wisconsin-Whitewater
Fireside Dinner Theatre
Jefferson County Fairgrounds

Other Places to Stay in Oconomowoc, WI


Hillside Park Merton 87 Properties
Stonebank 82 Properties
Davies Plateau 74 Properties
Hayburn Heights 73 Properties
Peninsular Park 69 Properties
AKA Combat Entertainment 66 Properties
Lac La Belle 66 Properties
Summit Corners 55 Properties
Maplewood 42 Properties
Summit 35 Properties
Oconomowoc Lake 31 Properties
Okauchee Lake 31 Properties

Frequently Asked Questions About Oconomowoc?

What are the top holiday rentals in Oconomowoc?

With numerous options available in Oconomowoc, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Oconomowoc:

Which holiday homes in Oconomowoc are best for families?

If you're searching for a family-friendly holiday home in Oconomowoc, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Oconomowoc:

How many Casai.co.za holiday rentals are available in Oconomowoc?

As of 2025, Casai boasts over 67 properties listed in the Oconomowoc area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Oconomowoc.

Nearby Neighborhood (7) 
Neighborhood Property Count
Maplewood Vacation Rentals in Milwaukee, Wisconsin 42
Peninsular Park Vacation Rentals in Milwaukee, Wisconsin 69
Hillside Park Merton Vacation Rentals in Milwaukee, Wisconsin 87
Davies Plateau Vacation Rentals in Milwaukee, Wisconsin 74
Hayburn Heights Vacation Rentals in Milwaukee, Wisconsin 73
Breens Bay Vacation Rentals in Milwaukee, Wisconsin 63
Bauers Bays Vacation Rentals in Milwaukee, Wisconsin 30

People Also Ask

There are 67 Oconomowoc, WI Holiday Rentals

Recently Booked Holiday Rentals in Oconomowoc