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

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

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 £278
includes taxes & fees
14 Oct - 15 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, (30 reviews)
"Nicely remodeled home that was perfect for our trip to Oconomowoc"
United States
Carl G.
The price is £609
includes taxes & fees
7 Oct - 8 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
9.8 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 £304
includes taxes & fees
15 Oct - 16 Oct
Relax & Reboot in this Charming 2-Bedroom Townhome
A beach with a view of the water, boats, and a distant shoreline.

4. Spa House by the beach. Pewaukee Lake

Spa House by the beach. Pewaukee Lake
Downtown Pewaukee
9.0 out of 10, Wonderful, (2 reviews)
"Lovely relaxing home. Had a great time. Train traffic can be a bit much especially if you’re a lite sleeper. Overall great experience."
United States
Ryan E.
The price is £342
includes taxes & fees
17 Oct - 18 Oct
Spa House by the beach. Pewaukee Lake
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 £247
includes taxes & fees
27 Oct - 28 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)
"We had a wonderful stay! It was the perfect Thanksgiving getaway for our family. "
United States
Mikaela M.
The price is £594
includes taxes & fees
4 Oct - 5 Oct
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, (39 reviews)
"Great place and very clean"
United States
Jason d.
The price is £280
includes taxes & fees
4 Oct - 5 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
The price is £681
includes taxes & fees
12 Oct - 13 Oct
Historic, 4-bedroom house in charming Hartford
A basement with a washing machine, an exercise bike, and a water heater.

9. 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
The price is £573
includes taxes & fees
12 Oct - 13 Oct
Appleton Game House With Ping Pong & Foosball 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, (64 reviews)
"Great stay for our team during our travels!"
United States
PGS P.
The price is £301
includes taxes & fees
5 Oct - 6 Oct
Spacious Milwaukee Getaway | Game Room • Theatre • Fenced Yard
A patio with outdoor furniture, a grill, and a satellite dish on a two-story building.

11. 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 £551
includes taxes & fees
25 Oct - 26 Oct
A Quiet Escape Minutes From Downtown Milwaukee 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

Baymont by Wyndham Waukesha

Baymont by Wyndham Waukesha

10/10 Excellent
"Everything was above and beyond excellent"
Cj 3-night trip
Posted 12 hours ago
Baymont by Wyndham Waukesha

Find out more about Oconomowoc

Oconomowoc Holiday Homes information

Number of reviews
112
Accommodation
173 Holiday Homes
Lowest Price
£247
Highest Price
£681