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
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

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, (6 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$2,724 total
includes taxes & fees
17 Aug - 18 Aug
Private Hot Tub • Bright Home Near Downtown
Exterior

2. Accessible 1-BR Queen Suite w/ Roll-In Shower

Accessible 1-BR Queen Suite w/ Roll-In Shower
Oconomowoc
The price is HK$1,034
HK$1,346 total
includes taxes & fees
23 Aug - 24 Aug
Accessible 1-BR Queen Suite w/ Roll-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$1,579
HK$4,134 total
includes taxes & fees
16 Aug - 17 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$2,507
HK$5,333 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$1,962
HK$5,652 total
includes taxes & fees
2 Sept - 3 Sept
Waterfront Lake Cottage - Upper Nemahbin Lake
Interior

6. Accessible 1BR Suite | Pool & Daily Breakfast

Accessible 1BR Suite | Pool & Daily Breakfast
Oconomowoc
The price is HK$1,020
HK$1,330 total
includes taxes & fees
13 Sept - 14 Sept
Accessible 1BR Suite | Pool & Daily Breakfast
Exterior

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

Accessible 1-BR Suite w/ Two Double Beds
Oconomowoc
The price is HK$981
HK$1,286 total
includes taxes & fees
16 Aug - 17 Aug
Accessible 1-BR Suite w/ Two Double Beds
Exterior

8. Queen Studio Suite w/ Kitchenette in Oconomowoc

Queen Studio Suite w/ Kitchenette in Oconomowoc
Oconomowoc
The price is HK$824
HK$1,109 total
includes taxes & fees
13 Sept - 14 Sept
Queen Studio Suite w/ Kitchenette in Oconomowoc
Exterior

9. Spacious Accessible Studio w/ Walk-In Shower

Spacious Accessible Studio w/ Walk-In Shower
Oconomowoc
The price is HK$824
HK$1,109 total
includes taxes & fees
13 Sept - 14 Sept
Spacious Accessible Studio w/ Walk-In Shower
Exterior

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

Accessible 2-BR Suite w/ Tub & 2 Bathrooms
Oconomowoc
The price is HK$1,491
HK$1,924 total
includes taxes & fees
16 Aug - 17 Aug
Accessible 2-BR Suite w/ Tub & 2 Bathrooms
Exterior

11. 2-BR Suite w/ King & Double Beds + Kitchen

2-BR Suite w/ King & Double Beds + Kitchen
Oconomowoc
10.0 out of 10, Exceptional, (1 review)
"The two bedroom suite was perfect! The room was spotless and the furnishings were comfortable. They had breakfast and a social hour in the evening. It was very nice. We didn’t use the pool and it was great. Would definitely stay here again."
United States
Sharon J.
The price is HK$1,577
HK$2,039 total
includes taxes & fees
16 Aug - 17 Aug
2-BR Suite w/ King & Double Beds + Kitchen
Exterior

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

Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
Oconomowoc
The price is HK$1,728
HK$2,236 total
includes taxes & fees
23 Aug - 24 Aug
Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
Exterior

13. 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$1,159
HK$1,939 total
includes taxes & fees
1 Sept - 2 Sept
Historic Downtown Luxury-Lake-Coffee-Spa like BA
Exterior

14. 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$1,408
HK$1,974 total
includes taxes & fees
17 Aug - 18 Aug
Relax & Reboot in this Charming 2-Bedroom Townhome
Interior

15. 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$1,587
HK$2,565 total
includes taxes & fees
16 Aug - 17 Aug
Historic Downtown- King Bed-St Johns Acad-Shopping
Exterior

16. Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub

Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub
Pewaukee
10.0 out of 10, Exceptional, (26 reviews)
"Great stay and great place!"
United States
Macauley M.
The price is HK$1,977
HK$3,271 total
includes taxes & fees
19 Aug - 20 Aug
Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub
Exterior

17. 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$2,347 total
includes taxes & fees
1 Sept - 2 Sept
Historic Downtown-Old World Charm-Dining-Coffee
Interior

18. 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$1,307
HK$2,904 total
includes taxes & fees
18 Aug - 19 Aug
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
1 bedroom, free WiFi

19. 1 King Bed | Non-Smoking, Kitchen

1 King Bed | Non-Smoking, Kitchen
Milwaukee WI
9.4 out of 10, Exceptional, (39 reviews)
"Love this place"
United States
Anonymous traveller
The price is HK$610
HK$689 total
includes taxes & fees
1 Sept - 2 Sept
1 King Bed | Non-Smoking, Kitchen
Interior

20. 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$2,150
HK$5,936 total
includes taxes & fees
16 Aug - 17 Aug
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

Holiday Inn Express Milwaukee West Allis by IHG

Holiday Inn Express Milwaukee West Allis by IHG

10/10 Excellent
"Breakfast disorganization was poor and coffee and juice machine not working. Otherwise excellent property."
Linda 1-night trip
Posted 1 hour ago
Holiday Inn Express Milwaukee West Allis by IHG

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 Gallery. Other places in town to visit include Oconomowoc Golf Club and Lake Okauchee.

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.