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Search results; Over 1,000 homes in Oconomowoc

Top guest favourite
Home in Oconomowoc
Cozy renovated historic home boasts 4 fireplaces
4 bedrooms, 5 beds, 3.5 private bathrooms
8–13 Sept
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5.0 out of 5 average rating, 54 reviews
Guest favourite
Home in Oconomowoc
Oconomowoc Downtown River View
3 bedrooms, 4 beds, 1.5 bathrooms
11–16 Oct
4.86 out of 5 average rating, 128 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
30 Aug – 4 Sept
4.92 out of 5 average rating, 196 reviews
Top guest favourite
Home in Oconomowoc
Forest Bay Cottage
2 bedrooms, 4 beds, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 44 reviews
Top guest favourite
Flat in Oconomowoc
Charming Historic Upper | Walk to Downtown & Lakes
3 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.99 out of 5 average rating, 120 reviews
Top guest favourite
Room in Oconomowoc
Room in Lakehouse - Room 1
1 bed, 1 bathroom
22–27 Aug
4.96 out of 5 average rating, 27 reviews
Top guest favourite
Home in Oconomowoc
Waters Edge Retreat
2 bedrooms, 3 beds, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Room in Oconomowoc
Personable Home in Charming Town
1 queen bed, 1.5 bathrooms
20–25 Aug
4.97 out of 5 average rating, 175 reviews
Guest favourite
Home in Oconomowoc
The Paddle House
3 bedrooms, 4 beds, 2 bathrooms
20–25 Aug
4.96 out of 5 average rating, 28 reviews
Superhost
Home in Oconomowoc
Okauchee Lake | Theater, Hot Tub, Bunk Room, Pier
4 bedrooms, 7 beds, 3 bathrooms
28 Sept – 3 Oct
Top guest favourite
Home in Oconomowoc
Stylish Retreat Near Wedding Venues + Fire Pit
3 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
4.99 out of 5 average rating, 89 reviews
Hotel in Brookfield
Near Brookfield Square | Free Shuttle & Parking
1 bedroom, 1 king bed, 1 bathroom
22–27 Aug
4.62 out of 5 average rating, 516 reviews
Guest favourite
Holiday home in Oconomowoc
Scenic 4 Bedroom WI Lake Home - Newly Renovated!
4 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
4.87 out of 5 average rating, 171 reviews
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, 24 reviews
Guest favourite
Home in Waukesha
The Cozy Coop | Private Upstairs Retreat | Sleep 8
2 bedrooms, 5 beds, 1 bathroom
7–12 Sept
4.92 out of 5 average rating, 210 reviews
Guest favourite
Home in Oconomowoc
Quiet Lake Country Retreat
3 bedrooms, 4 beds, 2.5 bathrooms
9–14 Sept
4.82 out of 5 average rating, 175 reviews
Guest favourite
Home in Delafield
Lake Country Retreat| Shared Pier Access|Lake View
1 bedroom, 3 beds, 1 bathroom
31 Aug – 5 Sept
4.92 out of 5 average rating, 24 reviews
Top guest favourite
Flat in Watertown
The Ernest Inn-Main Street
1 queen bed, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 31 reviews