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Search results; Over 1,000 homes in Oconomowoc

Guest favorite

Home in Oconomowoc

Black Squirrel Farmhouse - (Downtown Oconomowoc)

3 bedrooms, 3 beds, 1 private bath

Aug 16 – 21

$1,437 for 5 nights

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4.92 out of 5 average rating, 195 reviews

Guest favorite

Home in Oconomowoc

Oconomowoc Downtown River View

3 bedrooms, 4 beds

Sep 20 – 25

Free cancellation

4.86 out of 5 average rating, 127 reviews

Home in Oconomowoc

Villa deGrazi in the heart of lake country!

3 bedrooms, 6 beds

Sep 20 – 25

$1,360 for 5 nights

Free cancellation

5.0 out of 5 average rating, 4 reviews

Top guest favorite

Home in Oconomowoc

Waters Edge Retreat

2 bedrooms, 3 beds

Oct 4 – 9

$1,290 for 5 nights

5.0 out of 5 average rating, 27 reviews

Top guest favorite

Home in Oconomowoc

Forest Bay Cottage

2 bedrooms, 4 beds

Aug 29 – Sep 3

$1,643 for 5 nights

5.0 out of 5 average rating, 42 reviews

Top guest favorite

Apartment in Oconomowoc

Charming Historic Upper | Walk to Downtown & Lakes

3 bedrooms, 3 beds

Aug 16 – 21

$1,580 for 5 nights

4.99 out of 5 average rating, 119 reviews

Home in Oconomowoc

Fully furnish and appointed Monthly Rental

4 bedrooms, 8 beds

Oct 23 – 28

$1,826 for 5 nights

Guest favorite

Home in Oconomowoc

Quiet Lake Country Retreat

3 bedrooms, 4 beds

Sep 9 – 14

Free cancellation

4.82 out of 5 average rating, 175 reviews

Top guest favorite

Home in Oconomowoc

Stylish Retreat Near Wedding Venues + Fire Pit

3 bedrooms, 4 beds

Aug 30 – Sep 4

$2,378 for 5 nights

4.99 out of 5 average rating, 89 reviews

Superhost

Home in Oconomowoc

Okauchee Lake | Theater, Hot Tub, Bunk Room, Pier

4 bedrooms, 7 beds

Sep 20 – 25

Guest favorite

Vacation home in Oconomowoc

Scenic 4 Bedroom WI Lake Home - Newly Renovated!

4 bedrooms, 5 beds

Sep 13 – 18

$1,295 for 5 nights

4.87 out of 5 average rating, 171 reviews

Top guest favorite

Home in Oconomowoc

4 BD/4 BA Home, Perfect for Weddings & Group Trips

4 bedrooms, 6 beds

Oct 4 – 9

$2,700 for 5 nights

5.0 out of 5 average rating, 22 reviews

Top guest favorite

Home in Oconomowoc

Cozy renovated historic home boasts 4 fireplaces

4 bedrooms, 5 beds

Sep 8 – 13

$4,223 for 5 nights

5.0 out of 5 average rating, 54 reviews

Top guest favorite

Room in Oconomowoc

Room in Lakehouse - Room 1

1 bed

Aug 20 – 25

$670 for 5 nights

Free cancellation

4.96 out of 5 average rating, 26 reviews

Guest favorite

Home in Nashotah

Beautiful home on Okauchee Lake, WI

3 bedrooms, 3 beds

Sep 20 – 25

$1,788 for 5 nights

Free cancellation

4.92 out of 5 average rating, 116 reviews

Guest favorite

Home in Oconomowoc

The Paddle House

3 bedrooms, 4 beds

Aug 20 – 25

4.96 out of 5 average rating, 26 reviews

Top guest favorite

Home in Wales

Beautifully Restored Historic Victorian

1 bedroom, 3 beds

Aug 30 – Sep 4

$663 for 5 nights

Free cancellation

4.95 out of 5 average rating, 206 reviews

Guest favorite

Home in Oconomowoc

Beautiful lake views.

4 bedrooms, 5 beds

Sep 30 – Oct 5

$3,025 for 5 nights

Free cancellation

4.96 out of 5 average rating, 26 reviews

Top guest favorite

Guesthouse in Delafield

Private Guest Apt - .4 miles to Downtown Delafield

1 bedroom, 2 beds

Aug 23 – 28

$1,035 for 5 nights

5.0 out of 5 average rating, 33 reviews