Oconomowoc Holiday Rentals

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Holiday Rentals in Oconomowoc

3 bedrooms, free WiFi, bed sheets
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
Terrace/patio
Exquisite Newly Renovated Historic Lake Country Home - Maison La Belle
10.0 out of 10, Exceptional, (19)
"Beautiful property with plenty of space and great kitchen. The property is also within short distance to he lake and great for walking."
Exquisite Newly Renovated Historic Lake Country Home - Maison La Belle
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
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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!!
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!
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
Property grounds
Beautiful Waukesha Home
10.0 out of 10, Exceptional, (5)
"Perfect space for my friends & I! We had a great time. The pictures of the home is very accurate and the house was very clean. We enjoyed our stay & I would highly recommend booking."
The price is NZ$909
includes taxes & fees
15 May - 16 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
TV, fireplace, table football, books
Lakefront Waterford Home w/ Game Room & Grills!
10.0 out of 10, Exceptional, (2)
"Amazing place and even more amazing property management. I would stay here again in a heartbeat"
Lakefront Waterford Home w/ Game Room & Grills!
1 bedroom, desk, iron/ironing board, free WiFi
Fast WiFi - King Bed - No Cleaning Fee - Near Froedtert - Underground Parking
10.0 out of 10, Exceptional, (13)
"It was as advertised. We liked the area and parking. Really detailed instructions so I had to go through them a few times. If you do not want to stay downtown this is a good alternative!"
Fast WiFi - King Bed - No Cleaning Fee - Near Froedtert - Underground Parking
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
Spacious 4-bedroom home in quiet neighborhood
10.0 out of 10, Exceptional, (2)
"Very nice and clean."
The price is NZ$364
includes taxes & fees
20 May - 21 May
Spacious 4-bedroom home in quiet neighborhood
View from property
The Cozy Canal Cabin
10.0 out of 10, Exceptional, (11)
"Love this cabin, the property owners were a wonderful attention to detail with a nice welcome gift."
The price is NZ$468
includes taxes & fees
15 May - 16 May
The Cozy Canal Cabin
Fridge, microwave, oven, stovetop
Welcome to the Treehouse. Our home away from home and hopefully yours too.
10.0 out of 10, Exceptional, (62)
"gorgeous part of country"
Welcome to the Treehouse. Our home away from home and hopefully yours too.
Private kitchen
Log Cabin, two mins from Pewaukee Lake Boat Launch
10.0 out of 10, Exceptional, (7)
"We had a great stay at the Hidden Hideaway Cabin. We found everything clean and comfortable and we had everything we needed. We would like to return sometime and would recommend this vacation rental to other couples as well as groups. B&M"
Log Cabin, two mins from Pewaukee Lake Boat Launch
Fridge, microwave, oven, stovetop
Waterfront Getaway: Kayaks, fishing, game room, fire pit, gathering room…
10.0 out of 10, Exceptional, (37)
"Amazing, organized, relaxing, perfection are the words I would use for Twila and her space. She communicated and accommodated our group to make the weekend wonderful and memorable. It was like walking through a comfortable museum, she has embraced the community for a truly landmark property. The house exceeded our expectations and we cannot wait to visit again."
Waterfront Getaway: Kayaks, fishing, game room, fire pit, gathering room…
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 NZ$992
includes taxes & fees
15 May - 16 May
Waterfront Lake Cottage - Upper Nemahbin Lake
Pool
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
9.8 out of 10, Exceptional, (299)
"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
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!
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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, (624)
"Every staff member we encountered were extremely friendly and informative! The rooms were in perfect condition, and the pool was excellent! Definitely would stay again!"
The price is NZ$240
includes taxes & fees
19 May - 20 May
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)
"Our overnight stay was wonderful. We enjoyed the hot tub, found the room and bed very comfortable and clean. The breakfast and service particularly good. Enjoyed it very much, thank you."
The price is NZ$238
includes taxes & fees
23 May - 24 May
Hilton Garden Inn Oconomowoc
Lobby
TownePlace Suites by Marriott Oconomowoc
2.5 star property
8.6 out of 10, Excellent, (51)
"Staff is very friendly! They are working all the time and paying attention to details. Very friendly, clean, well cared for facility. "
The price is NZ$252
includes taxes & fees
22 May - 23 May
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Oconomowoc holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Oconomowoc. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Oconomowoc. Seeing all the best attractions is bound to make you fall in love with Oconomowoc. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Oconomowoc short-term rentals, that won’t be hard to do.

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