Oconomowoc Holiday Rentals

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Holiday Rentals in Oconomowoc

Smart TV
3 Bedroom Okauchee Lake
10.0 out of 10, Exceptional, (7)
"This property was great! Exactly as described. The music on the weekend did not interfere with relaxing or sleeping. We were even greeted at the bar with a round of free drinks! Would definitely Saturday again if we are in the area!"
3 Bedroom Okauchee Lake
Smart TV
Luxury Lakefront Home, Okauchee Lake's Finest Swim Frontage, 3 levels LakeViews
10.0 out of 10, Exceptional, (13)
"We thoroughly enjoyed our stay. Great house, perfect view, brilliant location. We thank you so much for the festive decorations and tree! We’ll be back to see you one summer…"
Luxury Lakefront Home, Okauchee Lake's Finest Swim Frontage, 3 levels LakeViews
Terrace/patio
Exquisite Newly Renovated Historic Lake Country Home - Maison La Belle
10.0 out of 10, Exceptional, (21)
"CEO1: "It was such a cool house! Accommodations were excellent and the home was beautiful." CEO2: "Very nice house with wonderful attention to detail. Perfect for our purpose.""
Exquisite Newly Renovated Historic Lake Country Home - Maison La Belle
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View from property
Lakefront Wisconsin Escape w/ Boat Dock & Kayaks!
4.0 out of 10, (1)
"The boats are sit on tops, not kayaks. The property was not prepared when I arrived. Leaks in roof, I could see through roof . Wet floor in bathroom. No towels were out. I had to vacuum up a broken dish upon my arrival. Dirty sponges in sink. And the deck drops off to lawn with no stairs. No one but a giant would call that a step. And the dock is unsafe, boards have holes and end was unsecure."
Lakefront Wisconsin Escape w/ Boat Dock & Kayaks!
Smart TV, fireplace
Waterfront Lake Cottage - Upper Nemahbin Lake
9.8 out of 10, Exceptional, (22)
"We loved our stay. The home is cozy. Lake and pier and great. The owners are great with communicating. Would definitely come back!"
The price is AU$905
includes taxes & fees
29 May - 30 May
Waterfront Lake Cottage - Upper Nemahbin Lake
Fridge, microwave, oven, stovetop
Amazing Five Bedroom Milwaukee Vacation Home!!
10.0 out of 10, Exceptional, (30)
"Huge pool and pool room, arcade, pool table, ping pong, what’s not to like…?"
Amazing Five Bedroom Milwaukee Vacation Home!!
Beautiful lakefront, large deck, family friendly!
9.8 out of 10, Exceptional, (161)
"Had a great stay. Wished it could have been longer."
Beautiful lakefront, large deck, family friendly!
Pool
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
9.8 out of 10, Exceptional, (300)
"We had a wonderful time and Grant was a great host! He answered the emails to the questions we had in a timely fashion. We fished everyday, caught about 10 to 15 pan fish, even though it was like fishing in a tornado but it was fun. The house was clean, and had everything we needed. We decided not to take our little dogs with, but Grant had a great fenced in space for them. Thanks Grant and hope to be back soon! Leta and Barb"
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
Fridge, microwave, oven, stovetop
Spacious 4-bedroom home in quiet neighborhood
9.0 out of 10, Wonderful, (4)
"House was simple and comfy with lots of space inside and out. Could use some updating, but it served is purpose and was in a very nice neighborhood."
The price is AU$336
includes taxes & fees
10 June - 11 June
Spacious 4-bedroom home in quiet neighborhood
Fridge, microwave, oven, stovetop
$89 This Week! - Mins to Froedert / State Fair
9.6 out of 10, Exceptional, (5)
"Great communication, cleanliness, and property."
The price is AU$849
includes taxes & fees
3 June - 4 June
$89 This Week! - Mins to Froedert / State Fair
Outdoor dining
Modern Lake House: Sandy Floor, Breathtaking Views
8.6 out of 10, Excellent, (4)
"Perfect for our needs… loved that we could bring our dogs"
The price is AU$449
includes taxes & fees
3 June - 4 June
Modern Lake House: Sandy Floor, Breathtaking Views
Property grounds
Lakeside Cottage with Inspiring Views! Master Bedroom & Lakeside Decks!
9.4 out of 10, Exceptional, (59)
"The house wasn't as clean as I would have liked but I am also I'm very particular. The owner was available for an issue we had and was extremely helpful and kind. I would stay there again."
Lakeside Cottage with Inspiring Views! Master Bedroom & Lakeside Decks!
Property grounds
Beautiful Waukesha Home
10.0 out of 10, Exceptional, (6)
"We stayed here to attend my daughter's graduation from Graduate School, and it was the perfect location. The house was beautiful, and clean with plenty of room for our family. Would highly recommend."
The price is AU$831
includes taxes & fees
29 May - 30 May
Beautiful Waukesha Home
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
Rock River Haven - charming, spacious, peaceful
10.0 out of 10, Exceptional, (26)
"Our stay was wonderful. Clean, cozy and the owners were very accommodating, we will surely be visiting again when we are in town. Perfect find, don't pass it up if you are in need of a place to stay while in Watertown. MJ and Andy thank you very much."
Rock River Haven - charming, spacious, peaceful
Aerial view
Family Retreat, private, large, great for multi-family, company retreat, wedding
10.0 out of 10, Exceptional, (46)
"This property is fantastic! Great amenities, clean, huge open spaces, and comfortable beds! The owners/property managers were great, too!"
Family Retreat, private, large, great for multi-family, company retreat, wedding
Property grounds
Lake Home | Sunsets, Pier, Pontoon Rental, Dog Friendly, Walk to town
10.0 out of 10, Exceptional, (15)
"It is a quiet location on the lake. Nice yard. Neighbors are kind and will leave you alone or talk to you....your choice. Home is clean and comfortable. LOVE the deck! We were able to enjoy the birds early in the morning with our coffee. This is a place to relax."
Lake Home | Sunsets, Pier, Pontoon Rental, Dog Friendly, Walk to town
Fridge, microwave, oven, stovetop
Waterfront Getaway: Kayaks, fishing, game room, fire pit, gathering room…
10.0 out of 10, Exceptional, (37)
"This is a 5+ star accommodation. We absolutely could not believe how amazing and beautiful this place was. The pictures just cannot show all the detail and thought that was put into every detail to ensure you have a comfortable and enjoyable stay (all the extra amenities). They truly thought of everything that someone may need!! This is a vacation inside of itself and you would never have to leave the premises. We will make this a once a year stay if not more. First class!"
Waterfront Getaway: Kayaks, fishing, game room, fire pit, gathering room…
Property grounds
Eclectic Hubertus Home w/ Game Room & Fire Pit!
10.0 out of 10, Exceptional, (2)
"The house and property are amazing. We had four adults and four children on our trip. The house is huge so there is plenty of space for everyone. The place feels like its right out of the Brady Bunch, in a good way. Would definitely book this property again."
Eclectic Hubertus Home w/ Game Room & Fire Pit!
Aerial view
4BR House in Glacier Hills County Park / Heart of the Kettle Moraine!
9.6 out of 10, Exceptional, (150)
"Pictures were accurate. If you have a large group would advise bringing larger pans for cooking as the ones here were small and limited in numbers. The water softener would probably help eliminate or minimize the sulfur smell from the water, however, there was no salt in the brine tank to make it work. So if that is a concern I would also advise bringing bottled water. We stayed here for my daughter’s wedding and it was very convenient. Also host was very prompt in response times."
4BR House in Glacier Hills County Park / Heart of the Kettle Moraine!
4 Bdrm 4 Bath Lake front Lake Sinissippi home
10.0 out of 10, Exceptional, (36)
"Awesome place to stay on the lake. Property had lots of beds to sleep on and things to do. Highly recommend!"
4 Bdrm 4 Bath Lake front Lake Sinissippi home
Don't see what you're looking for?
See all available properties in Oconomowoc
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.

Other types of properties in Oconomowoc you may be interested in

Indoor pool
Staybridge Suites Milwaukee West-Oconomowoc, an IHG Hotel
3.0 star property
9.0 out of 10, Wonderful, (627)
"Good breakdfast"
The price is AU$217
includes taxes & fees
4 June - 5 June
Staybridge Suites Milwaukee West-Oconomowoc, an IHG Hotel
Terrace/patio
Hilton Garden Inn Oconomowoc
3.0 star property
9.0 out of 10, Wonderful, (565)
"Bathrooms need upgrades. Get rid of the tubs. "
The price is AU$215
includes taxes & fees
9 June - 10 June
Hilton Garden Inn Oconomowoc
Lobby
TownePlace Suites by Marriott Oconomowoc
2.5 star property
8.8 out of 10, Excellent, (52)
"Loved it! "
The price is AU$221
includes taxes & fees
3 June - 4 June
TownePlace Suites by Marriott Oconomowoc
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.

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 favourite 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 depend 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 AU$336 per night. Entering your travel dates in the search wizard might find you 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?

Amazing Five Bedroom Milwaukee Vacation Home!!: This holiday home rental outside of Oconomowoc offers an indoor pool, a fireplace and a BBQ to help you feel perfectly comfortable 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. Kick off your shoes and enjoy yourself with a balcony and a garden.

How many holiday rentals are there in Oconomowoc?

With 22 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 Lac La Belle and Fowler Lake Park, 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.

Recent reviews of Oconomowoc properties
Expedia verified reviews

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

5/5 Excellent
"Elevator needs to be fix, staff are ok not too friendly "
A verified traveller stayed at Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI
Posted 2 days ago
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI