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    Check prices for these dates, 13 – 14 December 2026

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    Our top choices for Oconomowoc holiday rentals

    1. Spacious Accessible Studio w/ Walk-In Shower

    A hotel lobby with a stone fireplace, a flat-screen TV, a seating area with sofas and chairs, and a dining area with a table and chairs.

    2. Private Hot Tub • Bright Home Near Downtown

    A hot tub under a covered area with a wooden roof, surrounded by a white fence, trees, and a clear sky.

    3. Queen Studio Suite w/ Kitchenette in Oconomowoc

    A hotel lobby with a stone fireplace, a flat-screen TV, a seating area with sofas and chairs, and a dining area with a table and chairs.

    4. 2-BR Suite w/ King & Double Beds + Kitchen

    A hotel lobby with a stone fireplace, a flat-screen TV, a seating area with sofas and chairs, and a dining area with a table and chairs.

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

    A hotel lobby with a stone fireplace, a flat-screen TV, a seating area with sofas and chairs, and a dining area with a table and chairs.

    6. Accessible 1-BR Suite w/ Two Double Beds

    A hotel lobby with a stone fireplace, a flat-screen TV, a seating area with sofas and chairs, and a dining area with a table and chairs.

    7. Accessible 1BR Suite | Pool & Daily Breakfast

    A hotel lobby with a seating area, a fireplace, a flat-screen TV, and a staircase leading to an upper level.

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

    A hotel lobby with a seating area, a fireplace, a flat-screen TV, and a staircase leading to an upper level.

    9. Accessible 2-BR Suite w/ Tub & 2 Bathrooms

    A hotel lobby with a stone fireplace, a flat-screen TV, a seating area with sofas and chairs, and a dining area with a table and chairs.

    10. Historic Downtown Luxury-Lake-Coffee-Spa like BA

    A brick building with a sign for Riverview Lodges and a Green Door Café.

    11. Historic Downtown- King Bed-St Johns Acad-Shopping

    A two-story building with a green door and a sign indicating seating outside.

    12. Relax & Reboot in this Charming 2-Bedroom Townhome

    Outdoor dining

    13. Historic Downtown-Old World Charm-Dining-Coffee

    A brick building with a sign for Riverview Lodges and a Green Door Café.

    14. 4 bedroom house 7 min.to Erin Hills SAND VALLEY GOLF COURSE HOLY HILL WHISTLING

    A two-story house with a stone facade, a front porch, and three attached garages.

    15. Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub

    A log cabin with a stone foundation, a large garage, and a well-maintained lawn.

    16. King Bed! Family-Friendly, Minutes from Holy Hill, Hiking+Skiing + Golf

    A room with a wooden floor, a red sofa, a small table with a lamp, and a painting on the wall.

    17. 3BR Home Near Hahns Lake – Newly Updated Kitchen

    A modern kitchen with a stainless steel refrigerator, a black stove, and wooden flooring.

    18. 1 Queen Bed | Non-Smoking, Kitchen

    A hotel room with a bed, a bathroom with a large mirror, a sink, and a window.

    19. Eclectic Hubertus Home w/ Game Room & Fire Pit!

    A spacious interior with a stone staircase, a large window, and a cozy seating area.

    20. Eclectic Hubertus Home w/ Game Room & Fire Pit!

    A spacious interior with a stone staircase, a large window, and a cozy seating area.

    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

    Holiday Inn Express & Suites Delafield by IHG

    A spacious living area with a fireplace, seating, and large windows.

    Staybridge Suites Milwaukee West-Oconomowoc by IHG

    A pantry stocked with various food items and beverages.

    Hilton Garden Inn Milwaukee Brookfield Conference Center, WI

    A modern hotel with a prominent entrance, multiple floors, and a well-lit facade.

    Marriott Milwaukee West

    A modern lobby with a stone wall, a fireplace, and two yellow armchairs.

    Find out more about Oconomowoc

    Everything you need to know about Oconomowoc holiday rentals

    Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oconomowoc holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

    There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oconomowoc holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

    Oconomowoc holiday rentals: An excellent choice for every season

    Whenever you want to travel, a warm welcome awaits you in Oconomowoc. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

    Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oconomowoc holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Oconomowoc holiday rentals we have selected for you start as low as £63 per night. Entering your travel dates in the search wizard you might find even better deals!

    How to find incredible deals on Oconomowoc rentals

    At Expedia, we put the best Oconomowoc holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

    To find some top Oconomowoc rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oconomowoc holiday.

    If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oconomowoc. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

    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?

    Kohl Manor Luxury Lake 8br year round retreat Pool, Cinema, Arcade on LacLaBelle: This highly rated holiday home rental in Oconomowoc is located on a lake, and has an indoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday. Other favourite homes for rent in Oconomowoc are Beautiful Historic Tudor Mansion with sandy Private Beach and Sunset Lake House w Hot Tub, 4 fireplaces & kids bunkroom!.

    How many holiday rentals are there in Oconomowoc?

    With 25 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 Theatre On Main. Other places in town to visit include Oconomowoc Golf Club and Lake Okauchee.

    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.