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Search results; Over 1,000 homes in Oconomowoc

Guest favourite
Holiday home in Oconomowoc
Scenic 4 Bedroom WI Lake Home - Newly Renovated!
4 bedrooms, 5 beds, 2 private bathrooms
13–18 Sept
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4.87 out of 5 average rating, 172 reviews
Superhost
Home in Oconomowoc
Oconomowoc Downtown River View
3 bedrooms, 4 beds, 1.5 bathrooms
20–25 Sept
4.86 out of 5 average rating, 130 reviews
Home in Oconomowoc
Villa deGrazi in the heart of lake country!
3 bedrooms, 6 beds, 1.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Oconomowoc
Black Squirrel Farmhouse - (Downtown Oconomowoc)
3 bedrooms, 3 queen beds, 1.5 bathrooms
11–16 Oct
4.92 out of 5 average rating, 199 reviews
Top guest favourite
Home in Oconomowoc
Forest Bay Cottage
2 bedrooms, 4 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 48 reviews
Top guest favourite
Home in Oconomowoc
Waters Edge Retreat
2 bedrooms, 3 beds, 1 bathroom
13–18 Oct
5.0 out of 5 average rating, 33 reviews
Guest favourite
Home in Oconomowoc
Quiet Lake Country Retreat
3 bedrooms, 4 beds, 2.5 bathrooms
23–28 Sept
4.83 out of 5 average rating, 178 reviews
Top guest favourite
Home in Oconomowoc
Cozy renovated historic home boasts 4 fireplaces
4 bedrooms, 5 beds, 3.5 bathrooms
11–16 Sept
5.0 out of 5 average rating, 56 reviews
Top guest favourite
Home in Oconomowoc
Chic Retreat Near Wedding Venues + Fire Pit
3 bedrooms, 4 beds, 2 bathrooms
12–17 Oct
4.99 out of 5 average rating, 92 reviews
Guest favourite
Home in Oconomowoc
The Paddle House
3 bedrooms, 4 beds, 2 bathrooms
12–17 Oct
4.97 out of 5 average rating, 29 reviews
Top guest favourite
Flat in Oconomowoc
Charming Historic Upper | Walk to Downtown & Lakes
3 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
4.99 out of 5 average rating, 121 reviews
Superhost
Home in Oconomowoc
Okauchee Lake | Theater, Hot Tub, Bunk Room, Kayak
4 bedrooms, 7 beds, 3 bathrooms
28 Sept – 3 Oct
Top guest favourite
Home in Oconomowoc
4 BD/4 BA Home, Perfect for Weddings & Group Trips
4 bedrooms, 6 beds, 4 bathrooms
4–9 Oct
5.0 out of 5 average rating, 26 reviews
Guest favourite
Home in Oconomowoc
Lakefront Retreat • Hot Tub • 4BR • Genesee Lake
4 bedrooms, 6 beds, 2 bathrooms
16–21 Oct
4.86 out of 5 average rating, 28 reviews
Top guest favourite
Home in Oconomowoc
Lake Country Haven
3 bedrooms, 3 queen beds, 1.5 bathrooms
20–25 Sept
4.92 out of 5 average rating, 24 reviews
Home in Oconomowoc
Okauchee Lake Home with Over 100 Feet of Frontage
4 bedrooms, 4 beds, 3 bathrooms
13–18 Sept
4.78 out of 5 average rating, 9 reviews
Guest favourite
Home in Oconomowoc
Beautiful lake views.
4 bedrooms, 5 beds, 2.5 bathrooms
1–6 Nov
4.96 out of 5 average rating, 26 reviews
Guest favourite
Home in Nashotah
Beautiful home on Okauchee Lake, WI
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.92 out of 5 average rating, 119 reviews
Guest favourite
Home in Oconomowoc
Pappy House - a perfect fall weekend awaits
3 bedrooms, 5 beds, 3 bathrooms
17–22 Sept
5.0 out of 5 average rating, 6 reviews