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Oconomowoc Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Oconomowoc holiday rentals

1. Charming Historic Upper Walk to Downtown & Lakes

Charming Historic Upper Walk to Downtown & Lakes
Oconomowoc
10.0 out of 10, Exceptional, (42 reviews)
"Beautiful, comfortable house within easy walking distance of downtown and the beach. Thoughtful hosts with great communication. Thanks for a great return stay!"
United States
Mark G.
The price is HK$1,670
HK$4,201 total
includes taxes & fees
27 Sept - 28 Sept
Charming Historic Upper Walk to Downtown & Lakes
A hot tub under a covered area with a wooden roof, surrounded by a white fence, trees, and a clear sky.

2. 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$1,401
HK$2,656 total
includes taxes & fees
29 Sept - 30 Sept
Private Hot Tub • Bright Home Near Downtown
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

3. Spacious Accessible Studio w/ Walk-In Shower

Spacious Accessible Studio w/ Walk-In Shower
Oconomowoc
The price is HK$808
HK$1,090 total
includes taxes & fees
4 Oct - 5 Oct
Spacious Accessible Studio w/ Walk-In Shower
A two-story house with a balcony, a front porch, and a visible garage.

4. Sytlish Retreat Near Wedding Venues & Downtown

Sytlish Retreat Near Wedding Venues & Downtown
Oconomowoc
10.0 out of 10, Exceptional, (28 reviews)
"Incredible stay in such a beautiful home! "
United States
Saarah B.
The price is HK$1,813
HK$4,353 total
includes taxes & fees
24 Sept - 25 Sept
Sytlish Retreat Near Wedding Venues & Downtown
A deck with a view of a lake, docked boats, and a covered area with a bench.

5. Waterfront Lake Cottage - Upper Nemahbin Lake

Waterfront Lake Cottage - Upper Nemahbin Lake
Peninsular Park
9.6 out of 10, Exceptional, (38 reviews)
"The entire process of renting this house was easy and streamlined. The hosts and the property itself were top notch. Highly recommend!"
United States
Payton C.
The price is HK$1,863
HK$5,532 total
includes taxes & fees
28 Sept - 29 Sept
Waterfront Lake Cottage - Upper Nemahbin Lake
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

6. Queen Studio Suite w/ Kitchenette in Oconomowoc

Queen Studio Suite w/ Kitchenette in Oconomowoc
Oconomowoc
The price is HK$808
HK$1,090 total
includes taxes & fees
4 Oct - 5 Oct
Queen Studio Suite w/ Kitchenette in Oconomowoc
A gym with exercise equipment, a mirror, and a television displaying a sports event.

7. Accessible 1BR Suite | Pool & Daily Breakfast

Accessible 1BR Suite | Pool & Daily Breakfast
Oconomowoc
The price is HK$965
HK$1,267 total
includes taxes & fees
18 Oct - 19 Oct
Accessible 1BR Suite | Pool & Daily Breakfast
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

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

Accessible 1-BR Queen Suite w/ Roll-In Shower
Oconomowoc
The price is HK$965
HK$1,267 total
includes taxes & fees
4 Oct - 5 Oct
Accessible 1-BR Queen Suite w/ Roll-In Shower
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

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

Accessible 1-BR Suite w/ Two Double Beds
Oconomowoc
The price is HK$965
HK$1,267 total
includes taxes & fees
4 Oct - 5 Oct
Accessible 1-BR Suite w/ Two Double Beds
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

10. 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$1,600
HK$2,065 total
includes taxes & fees
4 Oct - 5 Oct
2-BR Suite w/ King & Double Beds + Kitchen
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

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

Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
Oconomowoc
"."
United States
Rhonda M.
The price is HK$1,600
HK$2,065 total
includes taxes & fees
4 Oct - 5 Oct
Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

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

Accessible 2-BR Suite w/ Tub & 2 Bathrooms
Oconomowoc
The price is HK$1,592
HK$2,056 total
includes taxes & fees
4 Oct - 5 Oct
Accessible 2-BR Suite w/ Tub & 2 Bathrooms
A compact kitchen with a wooden ceiling, a white door, and a window with a view.

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$1,066
HK$1,887 total
includes taxes & fees
19 Oct - 20 Oct
Historic Downtown Luxury-Lake-Coffee-Spa like BA
A modern kitchen with white cabinets, a central island, a chandelier, and a dining area with orange chairs.

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

Historic Downtown- King Bed-St Johns Acad-Shopping
Delafield
9.8 out of 10, Exceptional, (12 reviews)
"Comfortable, clean, convenient location and stylish decor. Owner was great! Will recommend to my friends."
United States
Susan D.
The price is HK$1,469
HK$2,493 total
includes taxes & fees
12 Oct - 13 Oct
Historic Downtown- King Bed-St Johns Acad-Shopping

15. 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)
"The house worked out just perfect for us! The surrounding grounds are beautiful also. A’Lisa was a very nice host and very easy to get into contact with. We will definitely be back!"
United States
Jon S.
The price is HK$2,432
HK$3,202 total
includes taxes & fees
29 Sept - 30 Sept
Relax & Reboot in this Charming 2-Bedroom Townhome
A modern kitchen with a large island, stainless steel sink, and pendant lights.

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, (39 reviews)
"Great place and very clean"
United States
Jason d.
The price is HK$1,306
HK$2,859 total
includes taxes & fees
24 Sept - 25 Sept
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
A kitchen with a red table, white cabinets, and a chandelier.

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

Historic Downtown-Old World Charm-Dining-Coffee
Delafield
10.0 out of 10, Exceptional, (8 reviews)
"Great place to rest and relax on a fun weekend getaway. "
United States
Jeffrey C.
The price is HK$1,301
HK$2,294 total
includes taxes & fees
21 Oct - 22 Oct
Historic Downtown-Old World Charm-Dining-Coffee
A compact kitchenette with a microwave, a small countertop, and a pendant light.

18. 3BR Home Near Hahns Lake – Newly Updated Kitchen

3BR Home Near Hahns Lake – Newly Updated Kitchen
Johnson Creek
10.0 out of 10, Exceptional, (1 review)
"House is great. Host was excellent when responding to any questions. FYI the bedrooms and bathroom were upstairs. Enjoy our time very much."
United States
D M.
The price is HK$1,262
HK$2,647 total
includes taxes & fees
29 Sept - 30 Sept
3BR Home Near Hahns Lake – Newly Updated Kitchen
A hotel room with a bed, a bathroom with a large mirror, a sink, and a window.

19. 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Milwaukee WI
9.6 out of 10, Exceptional, (37 reviews)
"I will definitely stay again"
United States
Anonymous traveller
The price is HK$571
HK$646 total
includes taxes & fees
19 Oct - 20 Oct
1 Queen Bed | Non-Smoking, Kitchen
A spacious interior with a stone staircase, a large window, and a cozy seating area.

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

Eclectic Hubertus Home w/ Game Room & Fire Pit!
Hubertus
9.8 out of 10, Exceptional, (27 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
27 Sept - 28 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

Baymont by Wyndham Waukesha

Baymont by Wyndham Waukesha

8/10 Good
"Property is in a spot that is a bit awkward to access, but you get used to it. The lobby was clean when we arrived, and stayed clean throughout the stay. I didn't try the breakfast, but did get coffee and hot water from the machine. There's a pool that appeared to be clean and maintained. Our room was a bit small but we weren't cramped. The laundry was maintained. The other patrons were quiet. The staff members were pleasant. I'd recommend staying here."
Thomas 3-night trip
Posted 2 hours ago
Baymont by Wyndham Waukesha

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?

Kohl Manor Luxury Lake 8br year round 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 Beautiful Historic Tudor Mansion with sandy Private Beach and Sunset Lake House w Hot Tub, 4 fireplaces & kids bunkroom!.

How many holiday rentals are there in Oconomowoc?

With 25 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 Oconomowoc Arts Center and Theatre On Main. Other places in town to visit include Lake Okauchee and Upper Nemahbin Lake.

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.