Oconomowoc Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Oconomowoc

Our top choices for Oconomowoc holiday rentals

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 HK$1,954
HK$4,653 total
includes taxes & fees
8 Sept - 9 Sept
Waterfront Lake Cottage - Upper Nemahbin Lake

Beautiful Family Home on Quiet Lake Ashippun

10.0 out of 10, Exceptional, (25)
"Excellent place to stay, just as described, great neighborhood."
Beautiful Family Home on Quiet Lake Ashippun

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!

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

The price is HK$1,209
HK$1,536 total
includes taxes & fees
27 Aug - 28 Aug
Free Breakfast, Pool, Hot Tub, Gym. Great Suite!

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

9.8 out of 10, Exceptional, (99)
"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!

Quiet Country Home on 5 acres with fireplace. 1 minute to Alpine Valley Ski Hill

10.0 out of 10, Exceptional, (3)
"One of the best stays we’ve ever had. So cute and thoughtful and clean"
Quiet Country Home on 5 acres with fireplace. 1 minute to Alpine Valley Ski Hill

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

10.0 out of 10, Exceptional, (105)
"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."
Spectacular 77 acre estate, fishing ponds & close to Kettle Moraine trails

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

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

8.0 out of 10, Very good, (4)
"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

LAKEFRONT HIDDEN GEM !

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

Wooded Hills/Indoor Pool/Hot Tub/Arcade

9.8 out of 10, Exceptional, (48)
"House was clean and spacious. Pool and extra amenities were great!"
Wooded Hills/Indoor Pool/Hot Tub/Arcade

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

2.0 star property
8.8 out of 10, Excellent, (5)
"Easy, clean"
Pet-Friendly New Berlin Retreat w/ Patio & Yard!

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

9.6 out of 10, Exceptional, (120)
"The best place ever we will come back soon 🙂"
Unique Family Home Overlooking Beautiful Wind Lake With 117' Lake Frontage

Waterfront Getaway: Kayaks, fishing, game room, fire pit, gathering room…

10.0 out of 10, Exceptional, (57)
"This is a spectacular property. The host do an incredible job making sure you have everything you could possibly need to have a great stay"
Waterfront Getaway: Kayaks, fishing, game room, fire pit, gathering room…

Beautiful lakefront, Newly Remodeled Lower Level!

9.8 out of 10, Exceptional, (186)
"Perfect place on a gorgeous lake! Hustisford was adorable and we enjoyed our visit! Thank you for sharing!"
Beautiful lakefront, Newly Remodeled Lower Level!

Perfect Lake House Getaway!

10.0 out of 10, Exceptional, (26)
"Great place, right on the water. Booking, check in, checkout was smooth and easy. Will recommend and stay again! "
Perfect Lake House Getaway!

Cabin, Waterfront, Firepit, Dog Friendly

9.8 out of 10, Exceptional, (22)
"Location was perfect and the owners went above and beyond to make sure we enjoyed our stay. I would definitely stay here again."
The price is HK$1,829
HK$3,735 total
includes taxes & fees
13 Sept - 14 Sept
Cabin, Waterfront, Firepit, Dog Friendly

Beach House

10.0 out of 10, Exceptional, (35)
"Excellent location, friendly host and neighbors. Great access to Rock Lake and the Village of Lake Mills. Highly recommend!"
Beach House
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.
Save an average of 15% on thousands of hotels when you're signed in

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.