A boat on a calm lake with a forested shoreline in the background.

Holiday Homes in Oconomowoc

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Oconomowoc holiday homes

Exterior

Stylish Retreat Near Wedding Venues + Fire Pit

Stylish Retreat Near Wedding Venues + Fire Pit
Oconomowoc
10.0 out of 10, Exceptional, (26 reviews)
"Incredible stay in such a beautiful home! "
United States
Saarah B.
Stylish Retreat Near Wedding Venues + Fire Pit
Property grounds

Waterfront Lake Cottage - Upper Nemahbin Lake

Waterfront Lake Cottage - Upper Nemahbin Lake
Peninsular Park
9.6 out of 10, Exceptional, (35 reviews)
"Our stay couldn’t have been better! Gorgeous place on the water. Hosts were super helpful and accommodating."
United States
Erin M.
The price is €907
includes taxes & fees
3 Aug - 4 Aug
Waterfront Lake Cottage - Upper Nemahbin Lake
Exterior

Relax & Reboot in this Charming 2-Bedroom Townhome

Relax & Reboot in this Charming 2-Bedroom Townhome
Ixonia
9.8 out of 10, Exceptional, (6 reviews)
"Clean place. "
United States
John M.
Relax & Reboot in this Charming 2-Bedroom Townhome
Exterior

Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub

Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub
Pewaukee
10.0 out of 10, Exceptional, (26 reviews)
"Great stay and great place!"
United States
Macauley M.
The price is €413
includes taxes & fees
29 Jul - 30 Jul
Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub
Dining

Fantastic Voyage on Pewaukee Lake| Location, Comfort, Experience

Fantastic Voyage on Pewaukee Lake| Location, Comfort, Experience
Pewaukee
10.0 out of 10, Exceptional, (13 reviews)
"Nice place. Beautiful views."
United States
Shannon M.
Fantastic Voyage on Pewaukee Lake| Location, Comfort, Experience
Interior

Eclectic Hubertus Home w/ Game Room & Fire Pit!

Eclectic Hubertus Home w/ Game Room & Fire Pit!
Hubertus
9.8 out of 10, Exceptional, (24 reviews)
"We had a wonderful stay! It was the perfect Thanksgiving getaway for our family. "
United States
Mikaela M.
The price is €685
includes taxes & fees
4 Aug - 5 Aug
Eclectic Hubertus Home w/ Game Room & Fire Pit!
Interior

Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
Waukesha
9.8 out of 10, Exceptional, (37 reviews)
"Awesome stay, awesome house and great communication with owner. "
United States
Tom F.
The price is €318
includes taxes & fees
28 Jul - 29 Jul
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
Private kitchen

Comfortable 3 Bedroom with King bed in Waukesha

Comfortable 3 Bedroom with King bed in Waukesha
Waukesha
8.0 out of 10, Very good, (1 review)
"Great instructions for everything during our stay."
United States
Janet T.
Comfortable 3 Bedroom with King bed in Waukesha
Exterior

Dogs Stay Free! Lakefront Bungalow with Dock

Dogs Stay Free! Lakefront Bungalow with Dock
Juneau
10.0 out of 10, Exceptional, (15 reviews)
"We loved our stay here, check in was super easy, place has everything you’d need. Great views, good water access. Host was very responsive and quick with any questions. Would stay here again!"
United States
Logan W.
Dogs Stay Free! Lakefront Bungalow with Dock
Interior

Historic, 4-bedroom house in charming Hartford

Historic, 4-bedroom house in charming Hartford
Hartford
The price is €789
includes taxes & fees
28 Jul - 29 Jul
Historic, 4-bedroom house in charming Hartford
Smart TV, table football, ping pong, books

CBI Havens is set in a calm and well‑connected pocket of Milwaukee,

CBI Havens is set in a calm and well‑connected pocket of Milwaukee,
Milwaukee
10.0 out of 10, Exceptional, (1 review)
The price is €564
includes taxes & fees
13 Aug - 14 Aug
CBI Havens is set in a calm and well‑connected pocket of Milwaukee,
Coffee/tea maker, fridge, microwave, oven

Modern, impeccably styled, a seamless convenience in a prime, quiet location.

Modern, impeccably styled, a seamless convenience in a prime, quiet location.
Milwaukee
The price is €648
includes taxes & fees
13 Aug - 14 Aug
Modern, impeccably styled, a seamless convenience in a prime, quiet location.
1 bedroom, WiFi, bed sheets

Romantic Getaway in a Bed and Breakfast Lodge with Garden Views in Elkhorn, Wisconsin

Romantic Getaway in a Bed and Breakfast Lodge with Garden Views in Elkhorn, Wisconsin
Elkhorn
Romantic Getaway in a Bed and Breakfast Lodge with Garden Views in Elkhorn, Wisconsin
Terrace/patio

Tichigan Lake House - Pontoon Boat & Fire Pit - Dog Friendly - Newly Renovated

Tichigan Lake House - Pontoon Boat & Fire Pit - Dog Friendly - Newly Renovated
Waterford
10.0 out of 10, Exceptional, (8 reviews)
"Loved the location and home. Listing is accurate. You won’t regret staying here!"
United States
Mathew V.
Tichigan Lake House - Pontoon Boat & Fire Pit - Dog Friendly - Newly Renovated
Terrace/patio

LAKEFRONT HIDDEN GEM !

LAKEFRONT HIDDEN GEM !
Elkhorn
9.6 out of 10, Exceptional, (41 reviews)
"Greatly enjoyed our time here."
United States
Christopher H.
LAKEFRONT HIDDEN GEM !
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Oconomowoc Hotel Reviews

Hampton Inn by Hilton Milwaukee Northwest

Hampton Inn by Hilton Milwaukee Northwest

10/10 Excellent
"The staff especially Dhruvil, Charrise, and Kevin are absolutely AMAZING!!! I stayed for 4 days and they were always checking to see how our stay was going, gave us ideas for activities and dining options in the area. The breakfast was fantastic. It's a very clean property too. Highly recommend this place and will definitely stay again!!! Once again shout out to the BEST staff!"
Lindsey 3-night trip
Posted 3 hours ago
Hampton Inn by Hilton Milwaukee Northwest

Find out more about Oconomowoc

Oconomowoc Holiday Homes information

Number of reviews
175
Accommodation
199 Holiday Homes
Lowest Price
€226
Highest Price
€907