A boat on a calm lake with a forested shoreline in the background.

Oconomowoc Holiday Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Oconomowoc holiday rentals

Outdoor spa tub

1. Private Hot Tub • Bright Home Near Downtown

Private Hot Tub • Bright Home Near Downtown
Oconomowoc
10.0 out of 10, Exceptional, (5 reviews)
"Our stay was wonderful. Our host was very responsive to questions, and the home was welcoming and had all needed amenities. "
United States
Heather F.
The price is HK$1,453
HK$2,723 total
includes taxes & fees
19 Aug - 20 Aug
Private Hot Tub • Bright Home Near Downtown
Exterior

2. Spacious Accessible Studio w/ Walk-In Shower

Spacious Accessible Studio w/ Walk-In Shower
Oconomowoc
The price is HK$874
HK$1,165 total
includes taxes & fees
17 Aug - 18 Aug
Spacious Accessible Studio w/ Walk-In Shower
Exterior

3. Charming Historic Upper Walk to Downtown & Lakes

Charming Historic Upper Walk to Downtown & Lakes
Oconomowoc
10.0 out of 10, Exceptional, (41 reviews)
"Very cute and clean property. Location was great - walk to coffee, dinner etc."
United States
Stephanie B.
The price is HK$2,088
HK$4,797 total
includes taxes & fees
9 Aug - 10 Aug
Charming Historic Upper Walk to Downtown & Lakes
Exterior

4. Stylish Retreat Near Wedding Venues + Fire Pit

Stylish Retreat Near Wedding Venues + Fire Pit
Oconomowoc
10.0 out of 10, Exceptional, (27 reviews)
"Incredible stay in such a beautiful home! "
United States
Saarah B.
The price is HK$2,506
HK$5,331 total
includes taxes & fees
16 Aug - 17 Aug
Stylish Retreat Near Wedding Venues + Fire Pit
Property grounds

5. Waterfront Lake Cottage - Upper Nemahbin Lake

Waterfront Lake Cottage - Upper Nemahbin Lake
Peninsular Park
9.6 out of 10, Exceptional, (36 reviews)
"Our stay couldn’t have been better! Gorgeous place on the water. Hosts were super helpful and accommodating."
United States
Erin M.
The price is HK$1,961
HK$5,650 total
includes taxes & fees
1 Sept - 2 Sept
Waterfront Lake Cottage - Upper Nemahbin Lake
Exterior

6. Queen Studio Suite w/ Kitchenette in Oconomowoc

Queen Studio Suite w/ Kitchenette in Oconomowoc
Oconomowoc
The price is HK$845
HK$1,132 total
includes taxes & fees
7 Sept - 8 Sept
Queen Studio Suite w/ Kitchenette in Oconomowoc
Exterior

7. Accessible 1-BR Suite w/ Two Double Beds

Accessible 1-BR Suite w/ Two Double Beds
Oconomowoc
The price is HK$1,141
HK$1,475 total
includes taxes & fees
11 Aug - 12 Aug
Accessible 1-BR Suite w/ Two Double Beds
Interior

8. Accessible 1BR Suite | Pool & Daily Breakfast

Accessible 1BR Suite | Pool & Daily Breakfast
Oconomowoc
The price is HK$1,051
HK$1,365 total
includes taxes & fees
7 Sept - 8 Sept
Accessible 1BR Suite | Pool & Daily Breakfast
Exterior

9. Accessible 2-BR Suite w/ Tub & 2 Bathrooms

Accessible 2-BR Suite w/ Tub & 2 Bathrooms
Oconomowoc
The price is HK$1,585
HK$2,040 total
includes taxes & fees
7 Sept - 8 Sept
Accessible 2-BR Suite w/ Tub & 2 Bathrooms
Exterior

10. 2-BR Suite w/ King & Double Beds + Kitchen

2-BR Suite w/ King & Double Beds + Kitchen
Oconomowoc
The price is HK$1,687
HK$2,181 total
includes taxes & fees
7 Sept - 8 Sept
2-BR Suite w/ King & Double Beds + Kitchen
Exterior

11. Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast

Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
Oconomowoc
The price is HK$1,854
HK$2,396 total
includes taxes & fees
11 Aug - 12 Aug
Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
Exterior

12. Historic Downtown-Old World Charm-Dining-Coffee

Historic Downtown-Old World Charm-Dining-Coffee
Delafield
10.0 out of 10, Exceptional, (6 reviews)
"Great place to rest and relax on a fun weekend getaway. "
United States
Jeffrey C.
The price is HK$1,402
HK$2,329 total
includes taxes & fees
17 Aug - 18 Aug
Historic Downtown-Old World Charm-Dining-Coffee
Exterior

13. Relax & Reboot in this Charming 2-Bedroom Townhome

Relax & Reboot in this Charming 2-Bedroom Townhome
Ixonia
9.8 out of 10, Exceptional, (6 reviews)
"Clean place. "
United States
John M.
The price is HK$1,423
HK$1,973 total
includes taxes & fees
12 Aug - 13 Aug
Relax & Reboot in this Charming 2-Bedroom Townhome
Interior

14. Historic Downtown- King Bed-St Johns Acad-Shopping

Historic Downtown- King Bed-St Johns Acad-Shopping
Delafield
9.6 out of 10, Exceptional, (8 reviews)
"Comfortable, clean, convenient location and stylish decor. Owner was great! Will recommend to my friends."
United States
Susan D.
The price is HK$1,696
HK$2,652 total
includes taxes & fees
1 Sept - 2 Sept
Historic Downtown- King Bed-St Johns Acad-Shopping
Exterior

15. Historic Downtown Luxury-Lake-Coffee-Spa like BA

Historic Downtown Luxury-Lake-Coffee-Spa like BA
Delafield
9.6 out of 10, Exceptional, (9 reviews)
"Loved the location and it was just the perfect size for the two of us. Will definitely stay here again when we are in Delafield. "
United States
Becky M.
The price is HK$1,502
HK$2,371 total
includes taxes & fees
1 Sept - 2 Sept
Historic Downtown Luxury-Lake-Coffee-Spa like BA
Interior

16. 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
Waukesha
9.8 out of 10, Exceptional, (38 reviews)
"Awesome stay, awesome house and great communication with owner. "
United States
Tom F.
The price is HK$1,306
HK$2,868 total
includes taxes & fees
11 Aug - 12 Aug
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
1 bedroom, free WiFi

17. 1 King Bed | Non-Smoking, Kitchen

1 King Bed | Non-Smoking, Kitchen
Milwaukee WI
9.6 out of 10, Exceptional, (37 reviews)
"Love this place"
United States
Anonymous traveller
The price is HK$673
HK$760 total
includes taxes & fees
31 Aug - 1 Sept
1 King Bed | Non-Smoking, Kitchen
Interior

18. Eclectic Hubertus Home w/ Game Room & Fire Pit!

Eclectic Hubertus Home w/ Game Room & Fire Pit!
Hubertus
9.8 out of 10, Exceptional, (26 reviews)
"We had a wonderful stay! It was the perfect Thanksgiving getaway for our family. "
United States
Mikaela M.
The price is HK$2,149
HK$6,115 total
includes taxes & fees
13 Aug - 14 Aug
Eclectic Hubertus Home w/ Game Room & Fire Pit!
Interior

19. Eclectic Hubertus Home w/ Game Room & Fire Pit!

Eclectic Hubertus Home w/ Game Room & Fire Pit!
3.0 star property
Hubertus
The price is HK$2,620
HK$6,054 total
includes taxes & fees
3 Sept - 4 Sept
Eclectic Hubertus Home w/ Game Room & Fire Pit!
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

Wildwood Lodge

Wildwood Lodge

10/10 Excellent
"Great location"
Roger 1-night trip
Posted 2 hours ago
Wildwood Lodge

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:

  • View our selection of featured holiday rentals in Oconomowoc
  • Use the map to find apartments and other holiday homes in the Oconomowoc neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oconomowoc while they last

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?

Waterfront Lake Cottage - Upper Nemahbin Lake: This highly rated holiday home rental in Oconomowoc is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as a selection of games. Other favourite homes for rent in Oconomowoc are Kohl Manor Luxury Lake 8br year round retreat Pool, Cinema, Arcade on LacLaBelle and Beautiful Historic Tudor Mansion with sandy Private Beach.

How many holiday rentals are there in Oconomowoc?

With 24 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 Historical Museum. Other places in town to visit include Oconomowoc Arts Center and Oconomowoc Golf Club.

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.