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

Holiday Homes in Oconomowoc

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Oconomowoc holiday homes

A hot tub under a covered area with a wooden roof, surrounded by a white fence, trees, and a clear sky.

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 €299
includes taxes & fees
26 Oct - 27 Oct
Private Hot Tub • Bright Home Near Downtown
A two-story house with a balcony, a front porch, and a visible garage.

2. Sytlish Retreat Near Wedding Venues & Downtown

Sytlish Retreat Near Wedding Venues & Downtown
Oconomowoc
10.0 out of 10, Exceptional, (31 reviews)
The price is €517
includes taxes & fees
25 Oct - 26 Oct
Sytlish Retreat Near Wedding Venues & Downtown
Exterior

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

Relax & Reboot in this Charming 2-Bedroom Townhome
Ixonia
9.2 out of 10, Wonderful, (7 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 €369
includes taxes & fees
28 Oct - 29 Oct
Relax & Reboot in this Charming 2-Bedroom Townhome
A two-story house with a front porch, a chimney, and a garage.

4. 4 bedroom house 7 min.to Erin Hills SAND VALLEY GOLF COURSE HOLY HILL WHISTLING

4 bedroom house 7 min.to Erin Hills SAND VALLEY GOLF COURSE HOLY HILL WHISTLING
Hartford
The price is €1,140
includes taxes & fees
1 Nov - 2 Nov
4 bedroom house 7 min.to Erin Hills SAND VALLEY GOLF COURSE HOLY HILL WHISTLING
A living room with a sofa, a television on a stand, a ceiling fan, and a window with curtains.

5. 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 €288
includes taxes & fees
26 Oct - 27 Oct
3BR Home Near Hahns Lake – Newly Updated Kitchen
A spacious interior with a stone staircase, a large window, and a cozy seating area.

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

Eclectic Hubertus Home w/ Game Room & Fire Pit!
Hubertus
9.8 out of 10, Exceptional, (28 reviews)
"The house was fun and amazing! Our family loved the sprawling layout and the hip retro vibe! Excellent value for the price! Wish we could have stayed longer! Would highly recommend!"
United States
Humphries D.
The price is €701
includes taxes & fees
17 Nov - 18 Nov
Eclectic Hubertus Home w/ Game Room & Fire Pit!
A modern kitchen with a large island, stainless steel sink, and pendant lights.

7. 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, (41 reviews)
"Great place and very clean"
United States
Jason d.
The price is €325
includes taxes & fees
25 Oct - 26 Oct
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
A spacious living area with a wooden staircase, a round table with a book and certificates, and a cozy seating area with a sofa and chairs.

8. Historic, 4-bedroom house in charming Hartford

Historic, 4-bedroom house in charming Hartford
Hartford
10.0 out of 10, Exceptional, (1 review)
"Beautiful place, easy check in and out, host was very commentating"
United States
Katrina S.
The price is €802
includes taxes & fees
26 Oct - 27 Oct
Historic, 4-bedroom house in charming Hartford
A room with a ping pong table, a washing machine, and a bicycle.

9. A Quiet Escape Minutes From Downtown Milwaukee 3 Bedroom Duplex

A Quiet Escape Minutes From Downtown Milwaukee 3 Bedroom Duplex
3.0 star property
Milwaukee
The price is €641
includes taxes & fees
23 Oct - 24 Oct
A Quiet Escape Minutes From Downtown Milwaukee 3 Bedroom Duplex
A modern kitchen with grey cabinets, a coffee bar, and a dining area with a sofa and table.

10. Spacious Milwaukee Getaway | Game Room • Theatre • Fenced Yard

Spacious Milwaukee Getaway | Game Room • Theatre • Fenced Yard
Wauwatosa
9.4 out of 10, Exceptional, (65 reviews)
"Great stay for our team during our travels!"
United States
PGS P.
The price is €435
includes taxes & fees
1 Nov - 2 Nov
Spacious Milwaukee Getaway | Game Room • Theatre • Fenced Yard
A white door with a glass panel and a 'Win a Prize' sign, leading to a covered porch with a view of a tree-lined street.

11. Appleton Game House With Ping Pong & Foosball 3 Bedroom Duplex

Appleton Game House With Ping Pong & Foosball 3 Bedroom Duplex
3.0 star property
Milwaukee
Appleton Game House With Ping Pong & Foosball 3 Bedroom Duplex
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

AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

10/10 Excellent
"The room was clean and the staff was courteous. The heating unit was a little noisy but my husband and I slept well. There is room for improvement in the breakfast. The eggs were lukewarm to cold, the juice and coffee was weak and tasteless."
Ruth 1-night trip
Posted less than an hour ago
AmericInn by Wyndham Brookfield

Find out more about Oconomowoc

Oconomowoc Holiday Homes information

Number of reviews
180
Accommodation
174 Holiday Homes
Lowest Price
€288
Highest Price
€1,140