Book Holiday Homes in Oconomowoc

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Featured Holiday Homes in Oconomowoc

Cozy, private, cabin on a quiet lake.

Cozy, private, cabin on a quiet lake.

Elkhorn
Book a stay at this family-friendly vacation home in Elkhorn. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Lake Wandawega ...
Cozy, private, cabin on a quiet lake.
Modern and Convenient Waukesha 3BR home with 2 King Beds

Modern and Convenient Waukesha 3BR home with 2 King Beds

Waukesha
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 3BR home with 2 King Beds
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
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Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!

Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!

Wind Lake
Stay at this vacation home in Waterford. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Edgewood Golf Course and Martin's Woods State Natural ...
Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!
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!
Waterfront Getaway: Kayaks, fishing, game room, fire pit, gathering room…

Waterfront Getaway: Kayaks, fishing, game room, fire pit, gathering room…

Fort Atkinson
Book a stay at this family-friendly vacation home in Fort Atkinson. Enjoy free WiFi, a water park, and a fitness center. Our guests praise the helpful staff ...
Waterfront Getaway: Kayaks, fishing, game room, fire pit, gathering room…
W172-Center-1 · Lake Muskego House, Walk to Stores & Restaurants

W172-Center-1 · Lake Muskego House, Walk to Stores & Restaurants

Muskego
Stay at this vacation home in Muskego. Enjoy free WiFi, a garden, and cable/satellite TV service. Popular attractions Little Muskego Lake and Lotza Fun Room ...
W172-Center-1 · Lake Muskego House, Walk to Stores & Restaurants
Greenstone Cottage

Greenstone Cottage

Oconomowoc
Stay at this vacation home in Oconomowoc. Enjoy air conditioning. Popular attractions Oconomowoc Gallery and Oakbrook-Eser Studios and Gallery are located ...
Greenstone Cottage
Luxury 4BR 2.5B sleeps 11 w/ Hot Tub, Home Theater near Skiing, Golf, & Bars

Luxury 4BR 2.5B sleeps 11 w/ Hot Tub, Home Theater near Skiing, Golf, & Bars

Hartford
Stay at this vacation home in Hartford. Enjoy a fitness center, in-room fireplaces, and air conditioning. Popular attractions Wisconsin Automotive Museum and ...
Luxury 4BR 2.5B sleeps 11 w/ Hot Tub, Home Theater near Skiing, Golf, & Bars
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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
192 Holiday Homes
Lowest Price
NZ$165
Highest Price
NZ$263
Popular accommodation
Cozy, private, cabin on a quiet lake. , Modern and Convenient Waukesha 3BR home with 2 King Beds, Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River, Family And Pet-Friendly On Waubeesee Lake ~ Includes Kayaks!, Beautiful lakefront, Newly Remodeled Lower Level!, Waterfront Getaway: Kayaks, fishing, game room, fire pit, gathering room…, W172-Center-1 · Lake Muskego House, Walk to Stores & Restaurants, Greenstone Cottage, Luxury 4BR 2.5B sleeps 11 w/ Hot Tub, Home Theater near Skiing, Golf, & Bars

Top trending hotels in Oconomowoc

Staybridge Suites Milwaukee West-Oconomowoc by IHG

Staybridge Suites Milwaukee West-Oconomowoc by IHG

3 out of 5
1141 Blue Ribbon Drive, Oconomowoc, WI
Fully refundable
The price is NZ$263 per night from 29 Apr to 30 Apr
NZ$263
includes taxes & fees
29 Apr - 30 Apr
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 by IHG
TownePlace Suites by Marriott Oconomowoc

TownePlace Suites by Marriott Oconomowoc

3 out of 5
1242 CORPORATE CENTER DRI, Oconomowoc, WI
Fully refundableReserve now, pay when you stay
The price is NZ$237 per night from 11 May to 12 May
NZ$237
includes taxes & fees
11 May - 12 May
Stay at this 3-star hotel in Oconomowoc. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Oconomowoc Arts Center and Imagination Station ...
TownePlace Suites by Marriott Oconomowoc
Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

3.5 out of 5
1200 S Moorland Rd, Brookfield, WI
Fully refundableReserve now, pay when you stay
The price is NZ$232 per night from 8 May to 9 May
NZ$232
includes taxes & fees
8 May - 9 May
Book a stay at this business-friendly hotel in Brookfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Embassy Suites by Hilton Milwaukee Brookfield
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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$165 per night from 20 May to 21 May
NZ$165
includes taxes & fees
20 May - 21 May
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.