Book Holiday Homes in Oconomowoc

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Featured Holiday Homes in Oconomowoc

Beautiful lakefront, Newly Remodeled Lower Level! ^^

Beautiful lakefront, Newly Remodeled Lower Level! ^^

Hustisford
Stay at this vacation home in Hustisford. Enjoy free WiFi, a garden, and tennis courts. Our guests praise the helpful staff and the property condition in our ...
Beautiful lakefront, Newly Remodeled Lower Level! ^^
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River

Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River

Waterford
Stay at this vacation home in Waterford. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Green Meadows Petting Farm and Edgewood ...
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
Eclectic Hubertus Home w/ Game Room & Fire Pit!

Eclectic Hubertus Home w/ Game Room & Fire Pit!

Hubertus
Stay at this vacation home in Hubertus. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Heiliger Huegel Ski Club and Holy Hill are located ...
Eclectic Hubertus Home w/ Game Room & Fire Pit!
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Newly Renovated Lakefront Cottage, Peaceful, Cozy Modern Farmhouse ~Dog Friendly

Newly Renovated Lakefront Cottage, Peaceful, Cozy Modern Farmhouse ~Dog Friendly

Waterford
Book a stay at this family-friendly vacation home in Waterford. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Edgewood Golf Course ...
Newly Renovated Lakefront Cottage, Peaceful, Cozy Modern Farmhouse ~Dog Friendly
 Modern lake house with a double lot. The views are amazing inside and out!

Modern lake house with a double lot. The views are amazing inside and out!

Wind Lake
The price is NZ$1,209 per night from 5 Jan to 6 Jan
NZ$1,209
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this vacation home in Waterford. Enjoy free WiFi, in-room jetted tubs, and an in-room coffeemaker. Popular attractions Edgewood Golf Course and Martin's ...
Modern lake house with a double lot. The views are amazing inside and out!
Amazing Five Bedroom Milwaukee Vacation Home!!

Amazing Five Bedroom Milwaukee Vacation Home!!

Sussex
Stay at this vacation home in Sussex. Enjoy private pools, a garden, and patios. Popular attractions Sussex Bowl and Purloin Studio are located nearby.
Amazing Five Bedroom Milwaukee Vacation Home!!
Modern Lake House: Sandy Floor, Breathtaking Views

Modern Lake House: Sandy Floor, Breathtaking Views

Wind Lake
Stay at this vacation home in Waterford. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Edgewood Golf Course and Lotza Fun Room are ...
Modern Lake House: Sandy Floor, Breathtaking Views
Beautiful Waukesha Home

Beautiful Waukesha Home

Waukesha
The price is NZ$958 per night from 6 Jan to 7 Jan
NZ$958
includes taxes & fees
6 Jan - 7 Jan 2025
Stay at this vacation home in Waukesha. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Glacial Drumlin Bike Trail and Waukesha County Expo ...
Beautiful Waukesha Home
Family Friendly Sandy Beach Lake Home! Your 3Bed, 2Bath Escape For All Seasons!

Family Friendly Sandy Beach Lake Home! Your 3Bed, 2Bath Escape For All Seasons!

dousman
Book a stay at this beach vacation home in Dousman. Enjoy free WiFi, a garden, and patios.
Family Friendly Sandy Beach Lake Home! Your 3Bed, 2Bath Escape For All Seasons!
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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.

Oconomowoc Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Oconomowoc vacation homes are the perfect way for you to wing it.

Holiday houses in Oconomowoc let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Oconomowoc in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Oconomowoc adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Oconomowoc with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Oconomowoc vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Oconomowoc Holiday Homes essential information

Accommodation
148 Holiday Homes
Lowest Price
NZ$172
Highest Price
NZ$1,209
Popular accommodation
Beautiful lakefront, Newly Remodeled Lower Level! ^^, Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River, Eclectic Hubertus Home w/ Game Room & Fire Pit!, Newly Renovated Lakefront Cottage, Peaceful, Cozy Modern Farmhouse ~Dog Friendly, Modern lake house with a double lot. The views are amazing inside and out! , Amazing Five Bedroom Milwaukee Vacation Home!!, Modern Lake House: Sandy Floor, Breathtaking Views, Beautiful Waukesha Home, Family Friendly Sandy Beach Lake Home! Your 3Bed, 2Bath Escape For All Seasons!

Top trending hotels in Oconomowoc

Staybridge Suites Milwaukee West-Oconomowoc, an IHG Hotel

Staybridge Suites Milwaukee West-Oconomowoc, an IHG Hotel

3 out of 5
1141 Blue Ribbon Drive, Oconomowoc, WI
Fully refundable
The price is NZ$258 per night from 26 Dec to 27 Dec
NZ$258
includes taxes & fees
26 Dec - 27 Dec
Stay at this 3-star hotel in Oconomowoc. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Staybridge Suites Milwaukee West-Oconomowoc, an IHG Hotel
Hilton Garden Inn Oconomowoc

Hilton Garden Inn Oconomowoc

3 out of 5
1443 Pabst Farms Cir, Oconomowoc, WI
Fully refundableReserve now, pay when you stay
The price is NZ$219 per night from 5 Jan to 6 Jan
NZ$219
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this 3-star business-friendly hotel in Oconomowoc. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Oconomowoc Arts Center ...
Hilton Garden Inn Oconomowoc
TownePlace Suites by Marriott Oconomowoc

TownePlace Suites by Marriott Oconomowoc

2.5 out of 5
1242 CORPORATE CENTER DRI, Oconomowoc, WI
Fully refundableReserve now, pay when you stay
The price is NZ$224 per night from 12 Jan to 13 Jan
NZ$224
includes taxes & fees
12 Jan - 13 Jan 2025
Stay at this hotel in Oconomowoc. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Oconomowoc Arts Center and Imagination Station are located ...
TownePlace Suites by Marriott Oconomowoc
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Sonesta Milwaukee West Wauwatosa

Sonesta Milwaukee West Wauwatosa

3.5 out of 5
10499 W Innovation Dr, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is NZ$172 per night from 29 Dec to 30 Dec
NZ$172
includes taxes & fees
29 Dec - 30 Dec
Stay at this 3.5-star business-friendly hotel in Milwaukee. Enjoy free WiFi, free parking, and a free area shuttle. Our guests praise the helpful staff and the ...
Sonesta Milwaukee West Wauwatosa
Don't see what you're looking for?
See all available properties in Oconomowoc
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.