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
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Oconomowoc vacation homes

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 ￥27,853
￥50,683 total
includes taxes & fees
Sep 21 - Sep 22
Private Hot Tub • Bright Home Near Downtown
Exterior

2. Sytlish Retreat Near Wedding Venues + Fire Pit

Sytlish Retreat Near Wedding Venues + Fire Pit
Oconomowoc
10.0 out of 10, Exceptional, (28 reviews)
"Incredible stay in such a beautiful home! "
United States
Saarah B.
The price is ￥62,540
￥117,115 total
includes taxes & fees
Sep 21 - Sep 22
Sytlish Retreat Near Wedding Venues + Fire Pit
Property grounds

3. 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 ￥37,038
￥109,957 total
includes taxes & fees
Sep 22 - Sep 23
Waterfront Lake Cottage - Upper Nemahbin Lake
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)
"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 ￥48,345
￥64,002 total
includes taxes & fees
Sep 24 - Sep 25
Relax & Reboot in this Charming 2-Bedroom Townhome
Interior

5. 3BR Home Near Hahns Lake – Newly Updated Kitchen

3BR Home Near Hahns Lake – Newly Updated Kitchen
Johnson Creek
The price is ￥23,916
￥51,228 total
includes taxes & fees
Sep 29 - Sep 30
3BR Home Near Hahns Lake – Newly Updated Kitchen
Interior

6. 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 ￥25,966
￥55,071 total
includes taxes & fees
Sep 20 - Sep 21
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
Beach nearby

7. 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 ￥44,446
￥71,067 total
includes taxes & fees
Sep 26 - Sep 27
Spa House by the beach. Pewaukee Lake
Interior

8. 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 ￥42,730
￥121,586 total
includes taxes & fees
Sep 23 - Sep 24
Eclectic Hubertus Home w/ Game Room & Fire Pit!
Interior

9. Historic, 4-bedroom house in charming Hartford

Historic, 4-bedroom house in charming Hartford
Hartford
The price is ￥92,790
￥139,304 total
includes taxes & fees
Sep 25 - Sep 26
Historic, 4-bedroom house in charming Hartford
Duplex, 3 Bedrooms | Living area | Smart TV, streaming services

10. 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 ￥52,583
￥108,226 total
includes taxes & fees
Sep 23 - Sep 24
A Quiet Escape Minutes From Downtown Milwaukee 3 Bedroom Duplex
Property grounds

11. The Red Lodge - Unique Gem Near Lakes with Game Room and Hot Tub!

The Red Lodge - Unique Gem Near Lakes with Game Room and Hot Tub!
Elkhorn
10.0 out of 10, Exceptional, (23 reviews)
"Very good place to stay for a family! "
United States
Brad W.
The Red Lodge - Unique Gem Near Lakes with Game Room and Hot Tub!
Terrace/patio

12. LAKEFRONT HIDDEN GEM !

LAKEFRONT HIDDEN GEM !
Elkhorn
9.6 out of 10, Exceptional, (47 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 ￥139,871
￥220,440 total
includes taxes & fees
Sep 26 - Sep 27
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.
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Top Oconomowoc Hotel Reviews

Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

10/10 Excellent
"Love the evening reception. The room iss very comfortable. I wish there was a sign indicating where the ice machine is on the first floor. I have difficulty walking and looked around for it and finally went to front desk. They were very friendly and explained it was all the way down the back hallway and in between the glass doors going outside. It is not easily visible so unless you were actually going outside you would have no idea it as there."
Sandra 2-night trip
Posted 3 hours ago
Embassy Suites by Hilton Milwaukee Brookfield

Find out more about Oconomowoc

Oconomowoc Vacation Homes information

Number of reviews
216
Accommodation
176 Vacation Homes
Lowest Price
￥50,683
Highest Price
￥220,440