Oconomowoc Vacation Rentals

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Vacation Rentals in Oconomowoc

Vacation Home in Oconomowoc

9.6 out of 10, Exceptional, (14)
"The lake activities kept the kids and I happy. The sunsets finished each day with beauty. "
United States
J P.
Sunset Lake House w Hot Tub, 4 fireplaces & kids bunkroom!

Vacation Home in Oconomowoc

10.0 out of 10, Exceptional, (3)
"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...
United States
Billy L.
Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle

Vacation Home in Oconomowoc

9.6 out of 10, Exceptional, (36)
"Our stay at wildwood was fantastic,great place to focus on family. The house was so spacious. We are a group of 21 people. We loved the pool, played kickball in the yard and brought our boat and enjoyed tubing in a very clean lake."
United States
Lori S.
Beautiful Historic Tudor Mansion with sandy Private Beach

Vacation Home in Oconomowoc

10.0 out of 10, Exceptional, (17)
"Clean, cozy and convenient for walks dowtown! Stayed a week- Loved all of the special touches- including lots of towels, keurig pods and the smores basket! Thank you for a liovely stay in Oconomowoc."
United States
sk k.
✨ Stylish Home with Fire Pit- Near Downtown & Weddings Venues ✨

Condo in Oconomowoc

4.0 out of 10, (1)
$163 nightly
The price is $181
Nov 27 - Nov 28
Total with taxes and fees
Free Breakfast, Pool, Hot Tub, Gym. Great Suite!

Cottage in Maplewood

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

Vacation Home in New Berlin

8.4 out of 10, Very Good, (8)
"We had an excellent family vacation at The Garden of Eden!!"
United States
Cheryl S.
$1,932 nightly
The price is $2,183
Nov 20 - Nov 21
Total with taxes and fees
17-acre private Oasis estate with indoor pool, hot tub, private lake, sleeps 18

Vacation Home in Richfield

10.0 out of 10, Exceptional, (18)
"Beautiful home with beautiful surroundings. Beautiful home great place to stay."
United States
Melissa H.
NEW! Experience the Serene & Unique Blue Tree House – Hike, Relax & Lake Nearby

Vacation Home in Waukesha

10.0 out of 10, Exceptional, (15)
"Will come and stay again great host and home"
United States
Dion S.
$269 nightly
The price is $304
Nov 23 - Nov 24
Total with taxes and fees
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

Vacation Home in Sussex

9.8 out of 10, Exceptional, (50)
"Wonderful property. Host was extremely responsive and helpful."
United States
joan r.
Wooded Hills/Indoor Pool/Hot Tub/Arcade

Vacation Home in Starke Peninsula

2.0 star property
Serene 4-bedroom Lake House in Pewaukee-Hot Tub!

Vacation Home in Elkhorn

9.6 out of 10, Exceptional, (35)
"Property was clean and the layout is absolutely beautiful."
United States
Daniel C.
LAKEFRONT HIDDEN GEM !

Vacation Home in Rubicon

9.6 out of 10, Exceptional, (4)
"This place was absolutely amazing! It’s cozy and filled with things to do! I absolutely recommend and would stay here again. "
United States
Maylee K.
Erin Hills Area Perfect Getaway - NEW Fall Color and Winter Pricing!

Vacation Home in Hartford

10.0 out of 10, Exceptional, (5)
"This is a nice place to stay. The bedrooms are all spacious, clean and very comfy. The communication with the host was great. I would stay here again. "
United States
Nicole D.
$721 nightly
The price is $811
Dec 10 - Dec 11
Total with taxes and fees
Luxury 5BR 3.5B sleeps 17 w/ Hot Tub, Home Theater near Skiing, Golf, & Bars

Vacation Home in Juneau

10.0 out of 10, Exceptional, (43)
"Wonderful place for our families and 8 children age ranges 2-10. Very kind house who understood the chaos. Many water toys to explore the water and life jackets, beach towels and even sunscreen. Thank you so much for a pleasant stay and for being kind. "
United States
Jennifer M.
4 Bdrm 4 Bath Lake front Lake Sinissippi home

Vacation Home in Hubertus

9.6 out of 10, Exceptional, (166)
"Very comfortable and spacious for 12 people. Excellent location for nearby restaurants and park facilities. Definitely recommend for a stay, and loved how big the kitchen was! "
United States
Elaine D.
4BR House in Glacier Hills County Park / Heart of the Kettle Moraine!

Vacation Home in Wauwatosa

10.0 out of 10, Exceptional, (47)
"Stayed with family for a short getaway to visit relatives. The home was pleasant and the yard was nice to bbq and catch up. "
United States
Samantha S.
Relax Near Everything in Milwaukee

Vacation Home in Eagle

10.0 out of 10, Exceptional, (109)
"Bring nightcrawlers, fishing was great!! Loved our time!!"
United States
Cathy H.
Spectacular 77 acre estate, fishing ponds & close to Kettle Moraine trails

Vacation Home in Hustisford

9.6 out of 10, Exceptional, (189)
"The house was so nice And very clean Communication with the owner was excellent Nice quiet place to relax "
United States
Heidi H.
Beautiful lakefront, Newly Remodeled Lower Level!

Vacation Home in Wind Lake

9.6 out of 10, Exceptional, (107)
"The property management was great. We all had a wonderful time while we were there."
United States
Anonymous traveler
Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!
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

Find out more about Oconomowoc

Everything you need to know about Oconomowoc vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oconomowoc vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oconomowoc vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oconomowoc vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oconomowoc. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Oconomowoc in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $181 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oconomowoc rentals

At Expedia, we put the best Oconomowoc vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Oconomowoc rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oconomowoc vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oconomowoc. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Oconomowoc?

Yes, we offer vacation rentals in Oconomowoc close to Fowler Lake Park, or you can choose a more secluded option if you want a relaxing stay. The shops and restaurants are several reasons why visitors like Oconomowoc. Make sure you have time to check out the cafes and sporting events during your trip.

What are some of the best vacation rentals that Oconomowoc has to offer?

Sunset Lake House w Hot Tub, 4 fireplaces & kids bunkroom!: This highly rated vacation home rental in Oconomowoc is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. Other favorite homes for rent in Oconomowoc are Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle and Beautiful Historic Tudor Mansion with sandy Private Beach.

How many vacation rentals are there in Oconomowoc?

With 20 Expedia vacation rentals, you're sure 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 Oconomowoc Gallery and Oconomowoc Arts Center. Other places in town to visit include Oconomowoc Golf Club and Oakbrook-Eser Studios and Gallery.

What’s a vacation rental in Oconomowoc like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Oconomowoc. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for small groups.