Oconomowoc Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In one month
In two months
In three months

Holiday Rentals in Oconomowoc

Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle

10.0 out of 10, Exceptional, (3)
"The house was absolutely perfect for our group. The backyard was a great area for our group to get together play yard games and be able to enjoy the lake at the same time. For the few hours of rain we experienced, we were able to enjoy the fun arcade games in the basement to pass our time. Oh and how could I forget the indoor pool!Katie was a wonderful host. Great communication and she was readily available to help us on the property if any requests were asked. She is very knowledgeable about...
Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle

Sunset Lake House w Hot Tub, 4 fireplaces & kids bunkroom!

9.6 out of 10, Exceptional, (14)
"Wonderful place to create some family Christmas memories. "
Sunset Lake House w Hot Tub, 4 fireplaces & kids bunkroom!

Waterfront Lake Cottage - Upper Nemahbin Lake

9.6 out of 10, Exceptional, (30)
"Beautiful property right on the lakefront that made for a great way to escape the city. Would recommend to anyone looking for a fun weekend on the lake. Very friendly and communicative host who went above and beyond to ensure our group had a great trip!"
Waterfront Lake Cottage - Upper Nemahbin Lake

Charming, Historic Upper- Walk to Downtown, Lakes, Restaurants & Shops

10.0 out of 10, Exceptional, (33)
"Absolutely wonderful stay at the Blue Belle!"
The price is NZ$1,320
includes taxes & fees
3 Oct - 4 Oct
Charming, Historic Upper- Walk to Downtown, Lakes, Restaurants & Shops

Lakefront Wisconsin Escape w/ Boat Dock & Kayaks!

3.0 star property
Lakefront Wisconsin Escape w/ Boat Dock & Kayaks!

3 Bedroom Okauchee Lake

9.6 out of 10, Exceptional, (14)
"Great stay!"
3 Bedroom Okauchee Lake

Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River

9.8 out of 10, Exceptional, (358)
"Beautiful place, loved the fenced in yard for my Yorkies, very excited to stay there again!!"
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River

Wooded Hills/Indoor Pool/Hot Tub/Arcade

9.8 out of 10, Exceptional, (49)
"House was clean and spacious. Pool and extra amenities were great!"
Wooded Hills/Indoor Pool/Hot Tub/Arcade

17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16

8.0 out of 10, Very good, (7)
"This house is definitely a unique treasure. We took our Girl Scout troop here to celebrate. The property definitely has something for everyone. We caught and released some big fish down by the pond, and the girls liked catching frogs. The beautiful landscape made a perfect atmosphere for an outdoor fire. The girls loved the bunk bed, game room, tv room, and of course the pool! The girls kept calling it the jungle oasis with all the beautiful plants. "
The price is NZ$3,338
includes taxes & fees
13 Oct - 14 Oct
17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16

LAKEFRONT HIDDEN GEM !

9.6 out of 10, Exceptional, (35)
"Greatly enjoyed our time here."
LAKEFRONT HIDDEN GEM !

Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.

9.8 out of 10, Exceptional, (14)
"We stayed over the weekend 6/27-6/29 and had so much fun! Our stay was very comfortable. We will definitely be back! Thank you so much! "
Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.

Charming 2-bedroom Lake House

10.0 out of 10, Exceptional, (6)
"We rented this cottage for two months during a relocation. House was very clean with great appliances and many amenities. Views of the lake out of the giant picture windows are amazing especially in the early mornings. Private yard with a nice patio area. Hosts were very friendly and easy to communicate with. Friendly walkable neighborhood with 2 restaraunts."
Charming 2-bedroom Lake House

Spectacular 77 acre estate, fishing ponds & close to Kettle Moraine trails

10.0 out of 10, Exceptional, (107)
"We loved our time here, hiking around the property, watching the birds, and taking a dip in the pool! The house had everything we needed."
Spectacular 77 acre estate, fishing ponds & close to Kettle Moraine trails

Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!

9.8 out of 10, Exceptional, (103)
"The location was perfect and beautiful. We can't wait to come back during the summer so we can enjoy the lake! "
Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!

Family Friendly Lakehouse - Directly on the lake with spacious pier

9.6 out of 10, Exceptional, (11)
"Very pleasant. Grateful for the beautiful views and time with family in such a lovely place."
Family Friendly Lakehouse - Directly on the lake with spacious pier

House - 1 minute to Alpine Valley Ski Hill. 5 acres with fireplace

9.6 out of 10, Exceptional, (5)
House - 1 minute to Alpine Valley Ski Hill. 5 acres with fireplace

Beach House

10.0 out of 10, Exceptional, (37)
"Great location, clean and cozy house! "
Beach House

Brew City Game Room Fenced Yard Sleeps 13

2.0 star property
The price is NZ$2,292
includes taxes & fees
12 Oct - 13 Oct
Brew City Game Room Fenced Yard Sleeps 13

Unique Family Home Overlooking Beautiful Wind Lake With 117' Lake Frontage

9.6 out of 10, Exceptional, (121)
"House was stocked with needed supplies, beautiful lake, check in and out was simple!"
Unique Family Home Overlooking Beautiful Wind Lake With 117' Lake Frontage

Luxury 5BR 3.5B sleeps 17 w/ Hot Tub, Home Theater near Skiing, Golf, & Bars

10.0 out of 10, Exceptional, (4)
"This is a nice place to stay. The bedrooms are all spacious, clean and very comfy. The communication with the host was great. I would stay here again. "
The price is NZ$1,359
includes taxes & fees
13 Oct - 14 Oct
Luxury 5BR 3.5B sleeps 17 w/ Hot Tub, Home Theater near Skiing, Golf, & Bars
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Oconomowoc Hotel Reviews

Find out more about Oconomowoc

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, 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 NZ$1,320 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 8-br exclusive 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 Sunset Lake House w Hot Tub, 4 fireplaces & kids bunkroom! and Waterfront Lake Cottage - Upper Nemahbin Lake.

How many holiday rentals are there in Oconomowoc?

With 19 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 Theatre On Main and Oconomowoc Gallery. 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.