Oconomowoc Holiday Rentals

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Holiday Rentals in Oconomowoc

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

10.0 out of 10, Exceptional, (2)
"Katie was the most welcoming host you can ask for. She was really sweet and the home was just breathtaking. Lots of space, big kitchen, and plenty of activities to pass time with. We were a group of 10 adult men celebrating for a bachelor party and we did not regret the house we selected. The lake activities really sell the experience. You have kayaks and then there's the boat tubing! Make sure you ask about that and schedule a time with Katie to take you out on the boat. We even got to see a...
Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle

Beautiful Family Home on Quiet Lake Ashippun

10.0 out of 10, Exceptional, (23)
"Excellent place to stay, just as described, great neighborhood."
Beautiful Family Home on Quiet Lake Ashippun

Waterfront Lake Cottage - Upper Nemahbin Lake

9.6 out of 10, Exceptional, (28)
"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$472
includes taxes & fees
25 Aug - 26 Aug
Waterfront Lake Cottage - Upper Nemahbin Lake

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

9.6 out of 10, Exceptional, (13)
"Wonderful place to create some family Christmas memories. "
Sunset Lake House w Hot Tub, 4 fireplaces & kids bunkroom!

Okauchee Lake Vacation Rental w/ Boat Dock!

8.6 out of 10, Excellent, (7)
"Ideal lake location near bars and town and on the water."
Okauchee Lake Vacation Rental w/ Boat Dock!

Lakefront Wisconsin Escape w/ Boat Dock & Kayaks!

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

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

10.0 out of 10, Exceptional, (31)
"Absolutely wonderful stay at the Blue Belle!"
Stylish, Historic Upper- Walk to Downtown, Lakes, Restaurants & Shops

Free Breakfast, Pool, Hot Tub, Gym. Great Suite!

The price is AU$321
includes taxes & fees
17 Aug - 18 Aug
Free Breakfast, Pool, Hot Tub, Gym. Great Suite!

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

10.0 out of 10, Exceptional, (103)
"One of the most beautiful homes in Wisconsin, cherished each night spend here. "
Spectacular 77 acre estate, fishing ponds & close to Kettle Moraine trails

4 Bdrm 4 Bath Lake front Lake Sinissippi home

10.0 out of 10, Exceptional, (42)
"Myself and a group of friends stayed at Chase's home in August and we had such a great time. The house was spacious enough for all of us to be together. The weather was fantastic so we got to use the different outdoor toys and hangout in the water a lot too. Nice and private area where we felt comfortable to do as we pleased. We would definitely come back again!"
4 Bdrm 4 Bath Lake front Lake Sinissippi home

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

9.8 out of 10, Exceptional, (98)
"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!

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

9.0 out of 10, Wonderful, (2)
"We had an excellent family vacation at The Garden of Eden!!"
17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16

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

9.8 out of 10, Exceptional, (353)
"This Elm Island home was perfect for our 6 adults and 4 toddlers. The living area was roomy with enough seating to accommodate our group. Kitchen had lots of counter space, and backyard was fenced to corral the dog. Would definitely stay again if in the area. "
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, (47)
"House was clean and spacious. Pool and extra amenities were great!"
Wooded Hills/Indoor Pool/Hot Tub/Arcade

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

9.6 out of 10, Exceptional, (119)
"The best place ever we will come back soon 🙂"
Unique Family Home Overlooking Beautiful Wind Lake With 117' Lake Frontage

Pet-Friendly New Berlin Retreat w/ Patio & Yard!

2.0 star property
9.0 out of 10, Wonderful, (4)
"Easy, clean"
Pet-Friendly New Berlin Retreat w/ Patio & Yard!

LAKEFRONT HIDDEN GEM !

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

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

10.0 out of 10, Exceptional, (32)
"Loved everything and can't wait to come 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.

9.8 out of 10, Exceptional, (13)
"The house was amazing. The kitchen was fabulous. There was spices and supplies, even though we werent ther but during the night. Plenty of space, clean and beautiful. "
Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.

Lauderdale Lakes Stay: Seasonal Hot Tub & Firepit

9.2 out of 10, Wonderful, (5)
"This house is very nice and large! The owners have provided a great restful place. The beds are comfy and they are not stingy with towels and toiletries. The basement was a great addition. The owners were also great with communication. We were very disappointed we couldn't use the fireplace or the hot tub, but still enjoyed our stay."
Lauderdale Lakes Stay: Seasonal Hot Tub & Firepit
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

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 Waterfront Lake Cottage - Upper Nemahbin Lake and Sunset Lake House w Hot Tub, 4 fireplaces & kids bunkroom!.

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 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.