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Search results; Over 1,000 homes in Oconomowoc

Top guest favourite
Flat in Oconomowoc
Charming Historic Upper | Walk to Downtown & Lakes
3 bedrooms, 3 beds, 2 private bathrooms
19–24 Sept
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4.99 out of 5 average rating, 121 reviews
Superhost
Home in Oconomowoc
Oconomowoc Downtown River View
3 bedrooms, 4 beds
20–25 Sept
4.86 out of 5 average rating, 130 reviews
Guest favourite
Home in Oconomowoc
Villa deGrazi in the heart of lake country!
3 bedrooms, 6 beds
20–25 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Oconomowoc
Black Squirrel Farmhouse - (Downtown Oconomowoc)
3 bedrooms, 3 queen beds
11–16 Oct
4.92 out of 5 average rating, 199 reviews
Top guest favourite
Home in Oconomowoc
Cozy renovated historic home boasts 4 fireplaces
4 bedrooms, 5 beds
25–30 Sept
5.0 out of 5 average rating, 56 reviews
Top guest favourite
Home in Oconomowoc
Waters Edge Retreat
2 bedrooms, 3 beds
13–18 Oct
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Home in Oconomowoc
Forest Bay Cottage
2 bedrooms, 4 beds
20–25 Sept
5.0 out of 5 average rating, 49 reviews
Guest favourite
Holiday home in Oconomowoc
Scenic 4 Bedroom WI Lake Home - Newly Renovated!
4 bedrooms, 5 beds
24–29 Oct
4.87 out of 5 average rating, 172 reviews
Top guest favourite
Home in Oconomowoc
Sytlish Retreat Near Wedding Venues + Fire Pit
3 bedrooms, 4 beds
12–17 Oct
4.99 out of 5 average rating, 93 reviews
Guest favourite
Home in Oconomowoc
Quiet Lake Country Retreat
3 bedrooms, 4 beds
23–28 Sept
4.83 out of 5 average rating, 178 reviews
Superhost
Home in Oconomowoc
Okauchee Lake | Theater, Hot Tub, Bunk Room, Kayak
4 bedrooms, 7 beds
28 Sept – 3 Oct
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Oconomowoc
The Paddle House
3 bedrooms, 4 beds
21–26 Sept
4.97 out of 5 average rating, 29 reviews
Guest favourite
Home in Oconomowoc
Beautiful lake views.
4 bedrooms, 5 beds
1–6 Nov
4.96 out of 5 average rating, 26 reviews
Top guest favourite
Home in Oconomowoc
Lake Country Haven
3 bedrooms, 3 queen beds
20–25 Sept
4.92 out of 5 average rating, 24 reviews
Guest favourite
Home in Oconomowoc
Pappy House - a perfect fall weekend awaits
3 bedrooms, 5 beds
22–27 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Oconomowoc
4 BD/4 BA Home, Perfect for Weddings & Group Trips
4 bedrooms, 6 beds
4–9 Oct
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Home in Oconomowoc
Heaven is a little closer in a home by the water
6 bedrooms, 9 beds
28 Sept – 3 Oct
4.97 out of 5 average rating, 71 reviews
Guest favourite
Home in Oconomowoc
Lakefront Retreat • Hot Tub • 4BR • Genesee Lake
4 bedrooms, 6 beds
16–21 Oct
4.86 out of 5 average rating, 28 reviews
Guest favourite
Home in Nashotah
Beautiful home on Okauchee Lake, WI
3 bedrooms, 3 beds
20–25 Sept
4.93 out of 5 average rating, 120 reviews