Book Holiday Homes in Oconomowoc

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Featured Holiday Homes in Oconomowoc

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!!
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
4 Bdrm 4 Bath Lake front Lake Sinissippi home

4 Bdrm 4 Bath Lake front Lake Sinissippi home

Juneau
Book a stay at this ski vacation home in Juneau. Enjoy free WiFi, a garden, and ski-in/ski-out access. Popular attractions Sinissippi Lake and Neider Park are ...
4 Bdrm 4 Bath Lake front Lake Sinissippi home
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Luxury Lakefront Home, Okauchee Lake's Finest Swim Frontage, 3 levels LakeViews

Luxury Lakefront Home, Okauchee Lake's Finest Swim Frontage, 3 levels LakeViews

Oconomowoc
Stay at this vacation home in Oconomowoc. Enjoy a garden, a pool table, and patios. Popular attractions Oconomowoc Golf Club and Dickten Park are located ...
Luxury Lakefront Home, Okauchee Lake's Finest Swim Frontage, 3 levels LakeViews
Four Gables on Green Lake- Luxury Lakefront Home w/Water Views from Every Room!

Four Gables on Green Lake- Luxury Lakefront Home w/Water Views from Every Room!

Elkhorn
Stay at this vacation home in Elkhorn. Enjoy free WiFi, a fitness center, and patios. Popular attractions Green Lake and Middle Lake are located nearby.
Four Gables on Green Lake- Luxury Lakefront Home w/Water Views from Every Room!
Lake Beulah - Lake Front Property Getaway!

Lake Beulah - Lake Front Property Getaway!

Mukwonago
Stay at this vacation home in Mukwonago. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Twin Islands and Beulah Island are located ...
Lake Beulah - Lake Front Property Getaway!
Spacious 4-bedroom house in terrific Menomonee Falls with WiFi, AC

Spacious 4-bedroom house in terrific Menomonee Falls with WiFi, AC

Menomonee Falls
The price is NZ$738 per night from 25 Jan to 26 Jan
NZ$738
includes taxes & fees
25 Jan - 26 Jan
Stay at this vacation home in Menomonee Falls. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Harley Davidson Factory and Purloin Studio ...
Spacious 4-bedroom house in terrific Menomonee Falls with WiFi, AC
Modern and Convenient Waukesha Home with Hot Tub

Modern and Convenient Waukesha Home with Hot Tub

Waukesha
The price is NZ$563 per night from 11 Feb to 12 Feb
NZ$563
includes taxes & fees
11 Feb - 12 Feb
Stay at this vacation home in Waukesha. Enjoy free WiFi, a garden, and patios. Popular attractions Monkey Joe's and Frame Park Formal Gardens are located ...
Modern and Convenient Waukesha Home with Hot Tub
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! ^^
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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$174
Highest Price
NZ$738
Popular accommodation
Amazing Five Bedroom Milwaukee Vacation Home!!, Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River, 4 Bdrm 4 Bath Lake front Lake Sinissippi home , Luxury Lakefront Home, Okauchee Lake's Finest Swim Frontage, 3 levels LakeViews, Four Gables on Green Lake- Luxury Lakefront Home w/Water Views from Every Room!, Lake Beulah - Lake Front Property Getaway!, Spacious 4-bedroom house in terrific Menomonee Falls with WiFi, AC, Modern and Convenient Waukesha Home with Hot Tub, Beautiful lakefront, Newly Remodeled Lower Level! ^^

Top trending hotels in Oconomowoc

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$218 per night from 23 Feb to 24 Feb
NZ$218
includes taxes & fees
23 Feb - 24 Feb
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$212 per night from 25 Jan to 26 Jan
NZ$212
includes taxes & fees
25 Jan - 26 Jan
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
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$257 per night from 25 Jan to 26 Jan
NZ$257
includes taxes & fees
25 Jan - 26 Jan
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
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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$174 per night from 11 Feb to 12 Feb
NZ$174
includes taxes & fees
11 Feb - 12 Feb
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.

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^Subject to availability and chosen travel dates.