Oconomowoc Holiday Rentals

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Check prices for these dates

Tonight
17 Oct - 18 Oct
Tomorrow
18 Oct - 19 Oct
This weekend
17 Oct - 19 Oct
Next weekend
24 Oct - 26 Oct

Holiday Rentals in Oconomowoc

Dining
Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle
Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle
9.0 out of 10, Wonderful, (4)
"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...
Billy L.
Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle
Smart TV, fireplace, DVD player, books
Sunset Lake House w Hot Tub, 4 fireplaces & kids bunkroom!
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. "
William H.
Sunset Lake House w Hot Tub, 4 fireplaces & kids bunkroom!
Smart TV, fireplace
Waterfront Lake Cottage - Upper Nemahbin Lake
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!"
Jay W.
Waterfront Lake Cottage - Upper Nemahbin Lake
Interior
Stylish Historic Upper Steps from Downtown, Shops + Holiday Festivities
Stylish Historic Upper Steps from Downtown, Shops + Holiday Festivities
10.0 out of 10, Exceptional, (33)
"Lovely, very clean, charming apartment in Oconomowoc. Highly recommend for families with kids. "
Sam L.
Stylish Historic Upper Steps from Downtown, Shops + Holiday Festivities
Outdoor dining
3 Bedroom Okauchee Lake
3 Bedroom Okauchee Lake
9.6 out of 10, Exceptional, (14)
"Great stay!"
Louis N.
3 Bedroom Okauchee Lake
Interior
Lakefront Wisconsin Escape w/ Boat Dock & Kayaks!
Lakefront Wisconsin Escape w/ Boat Dock & Kayaks!
3.0 star property
Lakefront Wisconsin Escape w/ Boat Dock & Kayaks!
Terrace/patio
17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16
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. "
Caitlin B.
The price is HK$6,987
HK$15,034 total
includes taxes & fees
19 Oct - 20 Oct
17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16
Fridge, microwave, oven, stovetop
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
9.8 out of 10, Exceptional, (360)
"Beautiful place, loved the fenced in yard for my Yorkies, very excited to stay there again!!"
Pamela Q.
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
Balcony
LAKEFRONT HIDDEN GEM !
LAKEFRONT HIDDEN GEM !
9.6 out of 10, Exceptional, (35)
"Property was clean and the layout is absolutely beautiful."
Daniel C.
LAKEFRONT HIDDEN GEM !
Property grounds
Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!
Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!
9.8 out of 10, Exceptional, (104)
"The kids love the access to immediate fishing and swimming and appreciated the use of the kayak"
Robert M.
Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!
Marina
Charming 2-bedroom Lake House
Charming 2-bedroom Lake House
10.0 out of 10, Exceptional, (8)
"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."
Ryan F.
Charming 2-bedroom Lake House
Fridge, microwave, oven, stovetop
Wooded Hills/Indoor Pool/Hot Tub/Arcade
Wooded Hills/Indoor Pool/Hot Tub/Arcade
9.8 out of 10, Exceptional, (50)
"House was clean and spacious. Pool and extra amenities were great!"
Demi A.
Wooded Hills/Indoor Pool/Hot Tub/Arcade
Outdoor dining
Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.
Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.
9.8 out of 10, Exceptional, (14)
"Had a great time with family. "
Steve K.
Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.
Smart TV, fireplace, video games
House - 1 minute to Alpine Valley Ski Hill. 5 acres with fireplace
House - 1 minute to Alpine Valley Ski Hill. 5 acres with fireplace
9.8 out of 10, Exceptional, (6)
"One of the best stays we’ve ever had. So cute and thoughtful and clean"
Ashley J.
House - 1 minute to Alpine Valley Ski Hill. 5 acres with fireplace
Outdoor pool, a heated pool
Spectacular 77 acre estate, fishing ponds & close to Kettle Moraine trails
Spectacular 77 acre estate, fishing ponds & close to Kettle Moraine trails
10.0 out of 10, Exceptional, (108)
"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."
Melissa R.
Spectacular 77 acre estate, fishing ponds & close to Kettle Moraine trails
3 bedrooms, iron/ironing board, free WiFi, bed sheets
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
10.0 out of 10, Exceptional, (14)
"Will come and stay again great host and home"
Dion S.
The price is HK$1,166
HK$2,503 total
includes taxes & fees
20 Oct - 21 Oct
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
Exterior
Unique Family Home Overlooking Beautiful Wind Lake With 117' Lake Frontage
Unique Family Home Overlooking Beautiful Wind Lake With 117' Lake Frontage
9.6 out of 10, Exceptional, (124)
"House was stocked with needed supplies, beautiful lake, check in and out was simple!"
curttanya g.
Unique Family Home Overlooking Beautiful Wind Lake With 117' Lake Frontage
3 bedrooms, in-room safe, free WiFi, bed sheets
Beautiful lakefront, Newly Remodeled Lower Level!
Beautiful lakefront, Newly Remodeled Lower Level!
9.6 out of 10, Exceptional, (188)
"Perfect place on a gorgeous lake! Hustisford was adorable and we enjoyed our visit! Thank you for sharing!"
Glen W.
Beautiful lakefront, Newly Remodeled Lower Level!
Outdoor dining
4BR House in Glacier Hills County Park / Heart of the Kettle Moraine!
4BR House in Glacier Hills County Park / Heart of the Kettle Moraine!
9.6 out of 10, Exceptional, (165)
"Loved the place already planning a future trip"
Robert
4BR House in Glacier Hills County Park / Heart of the Kettle Moraine!
Sun-loungers
Cozy, private, cabin on a quiet lake.
Cozy, private, cabin on a quiet lake.
9.8 out of 10, Exceptional, (70)
"Best sunsets, beautiful home and accomodations. Loved being able to bring our pets too. Hosts were excellent with cimmunication. The beach was so peaceful and fun too. "
Jen M.
Cozy, private, cabin on a quiet lake.
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

Hampton Inn by Hilton Milwaukee Northwest

Hampton Inn by Hilton Milwaukee Northwest

10/10 Excellent
"We loved everything in the hotel. Lovely room and we loved the room and bed. We also loved the pool and hot tub. My boyfriend didn't want to leave the hot tub. "
meghan 1-night trip
Posted 20 hours ago
Hampton Inn by Hilton Milwaukee Northwest

Find out more about Oconomowoc

Search for holiday rentals in Oconomowoc on Expedia! You can easily find your home rentals, villas, holiday apartments in Oconomowoc using one of the methods below:

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Look no further and take a look at our great range of rental properties in Oconomowoc!

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 20 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.