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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
16–21 Aug
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4.99 out of 5 average rating, 119 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, 127 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, 26 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, 43 reviews
Guest favourite
Home in Oconomowoc
Black Squirrel Farmhouse - (Downtown Oconomowoc)
3 bedrooms, 3 queen beds, 1.5 bathrooms
16–21 Aug
4.92 out of 5 average rating, 195 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
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, 27 reviews
Top guest favourite
Room in Oconomowoc
Personable Home in Charming Town
1 queen bed, 1.5 bathrooms
16–21 Aug
4.97 out of 5 average rating, 174 reviews
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
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
Top guest favourite
Room in Nashotah
Lake Country Loft , Quiet & Clean.
1 queen bed, 1.5 bathrooms
24–29 Aug
4.97 out of 5 average rating, 202 reviews
Top guest favourite
Home in Oconomowoc
Cozy renovated historic home boasts 4 fireplaces
4 bedrooms, 5 beds, 3.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 54 reviews
Hotel in Brookfield
Near Brookfield Square | Free Shuttle & Parking
1 bedroom, 1 king bed, 1 bathroom
16–21 Aug
4.62 out of 5 average rating, 508 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
Guest suite in Helenville
Chic Loft Surrounded by Nature
3 beds, 1 bathroom
16–21 Aug
4.95 out of 5 average rating, 382 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, 22 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
Top guest favourite
Cottage in Delafield
Lake Country Guest Cottage & Sauna
2 bedrooms, 4 beds, 1 bathroom
9–14 Oct
5.0 out of 5 average rating, 83 reviews
Top guest favourite
Rooms in Nashotah
Tucked away in nature
2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 76 reviews