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

Search Vacation Homes in Oconomowoc

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Oconomowoc vacation homes

Exterior

1. 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 ￥53,578
￥111,501 total
includes taxes & fees
Aug 24 - Aug 25
Stylish Retreat Near Wedding Venues + Fire Pit
Property grounds

2. Waterfront Lake Cottage - Upper Nemahbin Lake

Waterfront Lake Cottage - Upper Nemahbin Lake
Peninsular Park
9.6 out of 10, Exceptional, (37 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 ￥39,558
￥113,974 total
includes taxes & fees
Sep 8 - Sep 9
Waterfront Lake Cottage - Upper Nemahbin Lake
Coffee/tea maker, fridge, microwave, oven

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

3BR Home Near Hahns Lake – Newly Updated Kitchen
Johnson Creek
The price is ￥20,643
￥47,819 total
includes taxes & fees
Sep 1 - Sep 2
3BR Home Near Hahns Lake – Newly Updated Kitchen
Exterior

4. 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 ￥29,682
￥41,585 total
includes taxes & fees
Aug 23 - Aug 24
Relax & Reboot in this Charming 2-Bedroom Townhome
Interior

5. 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)
"Great place and very clean"
United States
Jason d.
The price is ￥26,345
￥58,557 total
includes taxes & fees
Aug 24 - Aug 25
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
Interior

6. 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 ￥43,355
￥125,033 total
includes taxes & fees
Aug 31 - Sep 1
Eclectic Hubertus Home w/ Game Room & Fire Pit!
Private kitchen

7. Comfortable 3 Bedroom with King bed in Waukesha

Comfortable 3 Bedroom with King bed in Waukesha
Waukesha
8.0 out of 10, Very Good, (1 review)
"Great instructions for everything during our stay."
United States
Janet T.
The price is ￥23,671
￥65,369 total
includes taxes & fees
Aug 31 - Sep 1
Comfortable 3 Bedroom with King bed in Waukesha
Smart TV, foosball, table tennis, books

8. CBI Havens is set in a calm and well‑connected pocket of Milwaukee,

CBI Havens is set in a calm and well‑connected pocket of Milwaukee,
Milwaukee
10.0 out of 10, Exceptional, (1 review)
"It was a very nice play to stay and very welcoming and the hosts was very helpful "
United States
Marianna C.
The price is ￥57,572
￥103,509 total
includes taxes & fees
Aug 30 - Aug 31
CBI Havens is set in a calm and well‑connected pocket of Milwaukee,
Interior

9. Historic, 4-bedroom house in charming Hartford

Historic, 4-bedroom house in charming Hartford
Hartford
The price is ￥94,147
￥141,341 total
includes taxes & fees
Aug 25 - Aug 26
Historic, 4-bedroom house in charming Hartford
Coffee/tea maker, fridge, microwave, oven

10. Modern, impeccably styled, a seamless convenience in a prime, quiet location.

Modern, impeccably styled, a seamless convenience in a prime, quiet location.
Milwaukee
The price is ￥56,820
￥118,294 total
includes taxes & fees
Aug 30 - Aug 31
Modern, impeccably styled, a seamless convenience in a prime, quiet location.
Terrace/patio

11. LAKEFRONT HIDDEN GEM !

LAKEFRONT HIDDEN GEM !
Elkhorn
9.6 out of 10, Exceptional, (44 reviews)
"our group really enjoyed this home , it was nicely secluded on a peaceful lake and beach area , the home was super clean with comfortable beds , we enjoyed the campfire wrap around porch and fishing off the pier, we intend a return visit , i would highly recommend this home . "
United States
Kathy M.
The price is ￥125,793
￥201,489 total
includes taxes & fees
Aug 21 - Aug 22
LAKEFRONT HIDDEN GEM !
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Oconomowoc Hotel Reviews

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

10/10 Excellent
"The room was very clean and large. The staff was very helpful. The breakfast was very good and was refilled as food was consumed. The pool and hot tub were very relaxing. The cost was reasonable. there were only two issues. The hot tub was hot but the jets did not work. The bathroom door needed to be trimmed in order to close properly. We will stay there again. I highly recommend."
Paul 1-night trip
Posted less than an hour ago
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

Find out more about Oconomowoc

Oconomowoc Vacation Homes information

Number of reviews
181
Accommodation
176 Vacation Homes
Lowest Price
￥41,585
Highest Price
￥201,489