Oconomowoc Holiday Rentals

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Holiday Rentals in Oconomowoc

Luxury Lakefront Home, Okauchee Lake's Finest Swim Frontage, 3 levels LakeViews

10.0 out of 10, Exceptional, (15)
"Really great location. Excellent accommodation. Clean very well equipped easy check in and out process. Only recommendation a few more blankets for beds. I’m from Fl and was in the teens needed a few extra lol. Thank you for a great home like atmosphere we were in town for our best friends funeral. "
Luxury Lakefront Home, Okauchee Lake's Finest Swim Frontage, 3 levels LakeViews

✨Chic Retreat near Wedding Venues, Downtown & Lakes with King Bed✨

10.0 out of 10, Exceptional, (11)
"Great location and beautiful home. Super clean, well-stocked and looks so well-cares for!"
✨Chic Retreat near Wedding Venues, Downtown & Lakes with King Bed✨

3 Bedroom Okauchee Lake

9.2 out of 10, Wonderful, (10)
"Property description is accurate, yes you are staying above a very popular bar so you will hear the music late into the evening. We were there for a holiday weekend so this was just fine for us and our adult kids! Hosts communicated promptly and even provided a waffle bar and snacks! Loved being able to go downstairs and order food and drinks. We also walked to nearby restaurants, a perfect location to experience some lake life. Thank you!"
3 Bedroom Okauchee Lake

Exquisite Newly Renovated Historic Lake Country Home - Maison La Belle

10.0 out of 10, Exceptional, (31)
"Charming delightful immaculate beautiful comfortable home we had the pleasure of staying in . It just felt like home . Nothjng was overlooked the attention to detail incredible . Fantastic location within walking distance to downtown the lake the restaurants . Communication with owner was outstanding "
The price is AU$1,426
includes taxes & fees
3 Feb - 4 Feb
Exquisite Newly Renovated Historic Lake Country Home - Maison La Belle

Waterfront Lake Cottage - Upper Nemahbin Lake

9.6 out of 10, Exceptional, (25)
"Property manager very helpful and prompt. Great location for us. Nice lakeshore. Low ceilings so tall people beware. Note: no potable water but they provide drinking water. This property more like rustic cabin rental. Also need to be very careful walking down uneven steps down to front door so not for elderly."
Waterfront Lake Cottage - Upper Nemahbin Lake

Beautiful Family Home on Quiet Lake Ashippun

10.0 out of 10, Exceptional, (12)
"We got together to celebrate one of our siblings birthday. My family is from all over and four flew into Milwaukee airport. It was a convenient location to do this. House is beautiful and roomy. Had 6 adults staying and all were comfortable and had plenty of space. We hosted our sibs party and all had a great time and were impressed with the house. Would recommend this property."
Beautiful Family Home on Quiet Lake Ashippun

Amazing Five Bedroom Milwaukee Vacation Home!!

10.0 out of 10, Exceptional, (40)
"We have a family of 10 and this house was perfect for us. There was entertainment for all ages. Large areas for everyone to gather but also gave everyone their own space. Loved watching movies while swimming in the pool. Host was excellent to work with and process was easy. "
Amazing Five Bedroom Milwaukee Vacation Home!!

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

10.0 out of 10, Exceptional, (326)
"This was a great location and space for my family of four. We were visiting family during the winter and were delighted with our stay. The space and amenities were great and as described. It was fun (and very warming!) to make a fire in the fireplace and be able to watch the ducks tentatively walking on the frozen water. With the kayaks nearby we could see how this would also be a great place to stay during warmer months. We will definitely see if this place is available the next time we visit."
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River

Beautiful lakefront, Newly Remodeled Lower Level! ^^

9.8 out of 10, Exceptional, (175)
"Very nice stay over Thanksgiving week with family and pets. Well equipped kitchen, comfortable beds and plenty of room. Will return when the weather is a bit warmer. "
Beautiful lakefront, Newly Remodeled Lower Level! ^^

4 Bdrm 4 Bath Lake front Lake Sinissippi home

10.0 out of 10, Exceptional, (39)
"Great"
4 Bdrm 4 Bath Lake front Lake Sinissippi home

Stunning Log Cabin Getaway Near Lake Beulah *Pool Table*Grill

9.8 out of 10, Exceptional, (92)
"A beautiful and very spacious house. It was wonderful spending Christmas here. Highly recommend!"
Stunning Log Cabin Getaway Near Lake Beulah *Pool Table*Grill

SuMMeR IS HeRe BrinG ur boat and tie to dock, Tavern, huge DECK, KIDS jungle gym

8.6 out of 10, Excellent, (11)
"Enjoyed the spaces for young adults and parents to hang out together and separately. Had a fantastic time at the cabin and enjoyed the lake access for water sports."
SuMMeR IS HeRe BrinG ur boat and tie to dock, Tavern, huge DECK, KIDS jungle gym

Beautiful Waukesha Home

10.0 out of 10, Exceptional, (24)
"This home is very nice. Clean, well maintained and quiet neighborhood. Nice location with plenty of stores and restaurants nearby. Highly recommended. Five Stars *****"
Beautiful Waukesha Home

Family Friendly Sandy Beach Lake Home! Your 3Bed, 2Bath Escape For All Seasons!

10.0 out of 10, Exceptional, (31)
"We loved our stay here. We wanted a quiet place to stay for an extended weekend and this was the perfect spot. My kids loved the pier, the kayaks, and the bikes. I loved the giant couch and the view! The pictures didn't show off how amazing this house really is so when I walked in I literally said "Wow!". The house had everything you could possibly need. Thank you for letting us stay at your property. We will definitely be back again. "
Family Friendly Sandy Beach Lake Home! Your 3Bed, 2Bath Escape For All Seasons!

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

10.0 out of 10, Exceptional, (6)
"This is a very old house with some modern updates. Used the dining room table for eating and playing games for a group of 13. This was a great house and served us well. It reminded me of my grandparents farm home. My visit was in December when the outside temps were 11 my second floor bedroom was 51. Kitchen, basement and bathrooms were updated. "
Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.

🌊 Well Appointed Home Steps from Pewaukee Lake + KING Bed 🌊

9.6 out of 10, Exceptional, (10)
"Lovely unit very clean, and great hosts!"
🌊 Well Appointed Home Steps from Pewaukee Lake + KING Bed 🌊

Wisconsin Dream! Lakeside Cottage - Sunset Views over Rock Lake

9.8 out of 10, Exceptional, (18)
"Great place had a wedding in area and had time to golf just near by"
Wisconsin Dream! Lakeside Cottage - Sunset Views over Rock Lake

Near Froedtert - King Bed - Fast WiFi - Underground Parking

9.8 out of 10, Exceptional, (17)
"Everything was super perfect. Great experience for my team and me."
The price is AU$396
includes taxes & fees
12 Feb - 13 Feb
Near Froedtert - King Bed - Fast WiFi - Underground Parking

Newly remodeled Lauderdale Lakes waterfront home-hot tub, sauna, pickleball!

10.0 out of 10, Exceptional, (7)
"Great property right on Lauderdale Lakes and next door to Lauderdale landing. House was new, clean, and great for entertaining a large group. Briana was a fantastic host with lightning-quick responses. Couldn't recommend this property enough for larger groups looking to spend a few days on the lake."
Newly remodeled Lauderdale Lakes waterfront home-hot tub, sauna, pickleball!

4BR House in Glacier Hills County Park / Heart of the Kettle Moraine!

9.6 out of 10, Exceptional, (157)
"Enjoyed being close to the wedding venue. Samantha was available to answer any questions. The bedrooms were large and living space great for family. "
4BR House in Glacier Hills County Park / Heart of the Kettle Moraine!
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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Other types of properties in Oconomowoc you may be interested in

Hilton Garden Inn Oconomowoc

3.0 star property
9.0 out of 10, Wonderful, (608)
"I appreciate the cleanliness and staff helpfulness especially. A little disappointed hot timing wad being worked on, under going specific maintenance, But all mechanical items do at times."
The price is AU$197
includes taxes & fees
23 Feb - 24 Feb
Hilton Garden Inn Oconomowoc

TownePlace Suites by Marriott Oconomowoc

2.5 star property
9.0 out of 10, Wonderful, (90)
"Comfortable beds; easy parking; very good breakfast selections."
The price is AU$191
includes taxes & fees
26 Jan - 27 Jan
TownePlace Suites by Marriott Oconomowoc

Staybridge Suites Milwaukee West-Oconomowoc, an IHG Hotel

3.0 star property
9.2 out of 10, Wonderful, (699)
" ."
The price is AU$232
includes taxes & fees
24 Jan - 25 Jan
Staybridge Suites Milwaukee West-Oconomowoc, an IHG Hotel
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.

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 21 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 Oconomowoc Historical Museum and Theatre On Main. 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.