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

Oconomowoc Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Oconomowoc vacation rentals

A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

1. Spacious Accessible Studio w/ Walk-In Shower

Spacious Accessible Studio w/ Walk-In Shower
Oconomowoc
The price is ￥18,572
￥24,557 total
includes taxes & fees
Nov 23 - Nov 24
Spacious Accessible Studio w/ Walk-In Shower
The Blue Belle

2. Charming Historic Upper Walk to Downtown & Lakes

Charming Historic Upper Walk to Downtown & Lakes
Oconomowoc
10.0 out of 10, Exceptional, (42 reviews)
"Beautiful, comfortable house within easy walking distance of downtown and the beach. Thoughtful hosts with great communication. Thanks for a great return stay!"
United States
Mark G.
The price is ￥24,225
￥73,436 total
includes taxes & fees
Nov 2 - Nov 3
Charming Historic Upper Walk to Downtown & Lakes
A hot tub under a covered area with a wooden roof, surrounded by a white fence, trees, and a clear sky.

3. Private Hot Tub • Bright Home Near Downtown

Private Hot Tub • Bright Home Near Downtown
Oconomowoc
10.0 out of 10, Exceptional, (6 reviews)
"Our stay was wonderful. Our host was very responsive to questions, and the home was welcoming and had all needed amenities. "
United States
Heather F.
The price is ￥29,263
￥54,491 total
includes taxes & fees
Oct 29 - Oct 30
Private Hot Tub • Bright Home Near Downtown
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

4. Queen Studio Suite w/ Kitchenette in Oconomowoc

Queen Studio Suite w/ Kitchenette in Oconomowoc
Oconomowoc
The price is ￥18,572
￥24,557 total
includes taxes & fees
Nov 23 - Nov 24
Queen Studio Suite w/ Kitchenette in Oconomowoc
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

5. Accessible 1-BR Suite w/ Two Double Beds

Accessible 1-BR Suite w/ Two Double Beds
Oconomowoc
The price is ￥21,948
￥28,372 total
includes taxes & fees
Nov 23 - Nov 24
Accessible 1-BR Suite w/ Two Double Beds
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

6. 2-BR Suite w/ King & Double Beds + Kitchen

2-BR Suite w/ King & Double Beds + Kitchen
Oconomowoc
10.0 out of 10, Exceptional, (1 review)
"The two bedroom suite was perfect! The room was spotless and the furnishings were comfortable. They had breakfast and a social hour in the evening. It was very nice. We didn’t use the pool and it was great. Would definitely stay here again."
United States
Sharon J.
The price is ￥35,455
￥45,598 total
includes taxes & fees
Nov 23 - Nov 24
2-BR Suite w/ King & Double Beds + Kitchen
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

7. Accessible 1BR Suite | Pool & Daily Breakfast

Accessible 1BR Suite | Pool & Daily Breakfast
Oconomowoc
The price is ￥21,948
￥28,372 total
includes taxes & fees
Nov 23 - Nov 24
Accessible 1BR Suite | Pool & Daily Breakfast
A residential backyard with a fire pit, outdoor seating, and string lights.

8. Sytlish Retreat Near Wedding Venues & Downtown

Sytlish Retreat Near Wedding Venues & Downtown
Oconomowoc
10.0 out of 10, Exceptional, (31 reviews)
"Nicely remodeled home that was perfect for our trip to Oconomowoc"
United States
Carl G.
The price is ￥35,500
￥86,891 total
includes taxes & fees
Oct 29 - Oct 30
Sytlish Retreat Near Wedding Venues & Downtown
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

9. Accessible 1-BR Queen Suite w/ Roll-In Shower

Accessible 1-BR Queen Suite w/ Roll-In Shower
Oconomowoc
The price is ￥21,948
￥28,372 total
includes taxes & fees
Nov 23 - Nov 24
Accessible 1-BR Queen Suite w/ Roll-In Shower
A bathroom with a bathtub, a shower, a vanity with a mirror, and toiletries on the wall.

10. Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast

Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
Oconomowoc
10.0 out of 10, Exceptional, (1 review)
"."
United States
Rhonda M.
The price is ￥35,455
￥45,598 total
includes taxes & fees
Nov 23 - Nov 24
Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

11. Accessible 2-BR Suite w/ Tub & 2 Bathrooms

Accessible 2-BR Suite w/ Tub & 2 Bathrooms
Oconomowoc
The price is ￥35,455
￥43,634 total
includes taxes & fees
Nov 23 - Nov 24
Accessible 2-BR Suite w/ Tub & 2 Bathrooms
A two-story building with a balcony and outdoor seating area.

12. Historic Downtown Luxury-Lake-Coffee-Spa like BA

Historic Downtown Luxury-Lake-Coffee-Spa like BA
Delafield
9.6 out of 10, Exceptional, (10 reviews)
"Loved the location and it was just the perfect size for the two of us. Will definitely stay here again when we are in Delafield. "
United States
Becky M.
The price is ￥23,086
￥39,969 total
includes taxes & fees
Nov 12 - Nov 13
Historic Downtown Luxury-Lake-Coffee-Spa like BA
A cozy room with a wooden ceiling, a black sofa with colorful cushions, a round coffee table with flowers, and a black chair.

13. Historic Downtown- King Bed-St Johns Acad-Shopping

Historic Downtown- King Bed-St Johns Acad-Shopping
Delafield
9.8 out of 10, Exceptional, (14 reviews)
"Comfortable, clean, convenient location and stylish decor. Owner was great! Will recommend to my friends."
United States
Susan D.
The price is ￥29,584
￥48,426 total
includes taxes & fees
Oct 29 - Oct 30
Historic Downtown- King Bed-St Johns Acad-Shopping
A bedroom with a large bed, a desk, and a chair. There are windows with curtains, a hanging light fixture, and a framed picture on the wall.

14. Historic Downtown-Old World Charm-Dining-Coffee

Historic Downtown-Old World Charm-Dining-Coffee
Delafield
9.8 out of 10, Exceptional, (9 reviews)
"Great place to rest and relax on a fun weekend getaway. "
United States
Jeffrey C.
The price is ￥26,120
￥46,066 total
includes taxes & fees
Oct 29 - Oct 30
Historic Downtown-Old World Charm-Dining-Coffee
Exterior

15. Relax & Reboot in this Charming 2-Bedroom Townhome

Relax & Reboot in this Charming 2-Bedroom Townhome
Ixonia
9.2 out of 10, Wonderful, (7 reviews)
"The house worked out just perfect for us! The surrounding grounds are beautiful also. A’Lisa was a very nice host and very easy to get into contact with. We will definitely be back!"
United States
Jon S.
The price is ￥48,822
￥64,634 total
includes taxes & fees
Oct 29 - Oct 30
Relax & Reboot in this Charming 2-Bedroom Townhome
A hotel room with a bed, a bathroom with a large mirror, a sink, and a window.

16. 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Milwaukee WI
9.4 out of 10, Exceptional, (38 reviews)
"I will definitely stay again"
United States
Anonymous traveler
The price is ￥11,190
￥12,644 total
includes taxes & fees
Nov 8 - Nov 9
1 Queen Bed | Non-Smoking, Kitchen
A room with a wooden floor, a red sofa, a small table with a lamp, and a painting on the wall.

17. King Bed! Family-Friendly, Minutes from Holy Hill, Hiking+Skiing + Golf

King Bed! Family-Friendly, Minutes from Holy Hill, Hiking+Skiing + Golf
Hartford
10.0 out of 10, Exceptional, (11 reviews)
"Great place."
United States
Shawn T.
The price is ￥21,970
￥61,217 total
includes taxes & fees
Oct 31 - Nov 1
King Bed! Family-Friendly, Minutes from Holy Hill, Hiking+Skiing + Golf
A modern kitchen with a stainless steel refrigerator, a black stove, and wooden flooring.

18. 3BR Home Near Hahns Lake – Newly Updated Kitchen

3BR Home Near Hahns Lake – Newly Updated Kitchen
Johnson Creek
10.0 out of 10, Exceptional, (1 review)
"House is great. Host was excellent when responding to any questions. FYI the bedrooms and bathroom were upstairs. Enjoy our time very much."
United States
D M.
The price is ￥23,812
￥51,541 total
includes taxes & fees
Nov 1 - Nov 2
3BR Home Near Hahns Lake – Newly Updated Kitchen
A two-story house with a front porch, a chimney, and a garage.

19. 4 bedroom house 7 min.to Erin Hills SAND VALLEY GOLF COURSE HOLY HILL WHISTLING

4 bedroom house 7 min.to Erin Hills SAND VALLEY GOLF COURSE HOLY HILL WHISTLING
Hartford
The price is ￥127,567
￥201,044 total
includes taxes & fees
Nov 3 - Nov 4
4 bedroom house 7 min.to Erin Hills SAND VALLEY GOLF COURSE HOLY HILL WHISTLING
A modern kitchen with a wooden table, bar stools, a built-in washer and dryer, a fireplace, and a TV mounted on the wall.

20. Live in Chic and Comfort: Experience Our Thoughtfully Designed 1 Bed with Loft!

Live in Chic and Comfort: Experience Our Thoughtfully Designed 1 Bed with Loft!
Germantown
9.4 out of 10, Exceptional, (6 reviews)
"Such a sweet, cozy little place with all the amenities of a large space. We loved the area it was super quiet and lots within walking distance. The neighbors were also very nice!"
United States
Debbie M.
The price is ￥15,903
￥55,487 total
includes taxes & fees
Oct 29 - Oct 30
Live in Chic and Comfort: Experience Our Thoughtfully Designed 1 Bed with Loft!
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

DoubleTree by Hilton Milwaukee - Brookfield

DoubleTree by Hilton Milwaukee - Brookfield

10/10 Excellent
"Everything was pretty perfect except the mattress. It was worn down to the point of laying in a hole, but wasn’t horribly uncomfortable. That was the ONLY thing I’d note that needs addressed. Everything else was great."
Bradley 2-night trip
Posted 14 hours ago
DoubleTree by Hilton Milwaukee - Brookfield

Find out more about Oconomowoc

Search for holiday rentals in Oconomowoc on Expedia! You can easily find your home rentals, villas, holiday apartments in Oconomowoc using one of the methods below:

  • View our selection of featured holiday rentals in Oconomowoc
  • Use the map to find apartments and other holiday homes in the Oconomowoc neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oconomowoc while they last

Look no further and take a look at our great range of rental properties in Oconomowoc!

Frequently asked questions

Can I find vacation rentals in Oconomowoc?

Yes, we offer vacation rentals in Oconomowoc close to Fowler Lake Park, or you can choose a more secluded option if you want a relaxing stay. The shops and restaurants are several reasons why visitors like Oconomowoc. Make sure you have time to check out the cafes and sporting events during your trip.

What are some of the best vacation rentals that Oconomowoc has to offer?

Kohl Manor Luxury Lake 8br year round retreat Pool, Cinema, Arcade on LacLaBelle: This highly rated vacation home rental in Oconomowoc is located on a lake and has an indoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation. Other favorite homes for rent in Oconomowoc are Beautiful Historic Tudor Mansion with sandy Private Beach and Sunset Lake House w Hot Tub, 4 fireplaces & kids bunkroom!.

How many vacation rentals are there in Oconomowoc?

With 25 Expedia vacation rentals, you're sure to find just the right place for your Oconomowoc stay.

What’s there to see and do in Oconomowoc?

Enjoy the outdoors at Fowler Lake Park and Lac La Belle, or simply take in cultural attractions like Oconomowoc Arts Center and Theatre On Main. Other places in town to visit include Oconomowoc Golf Club and Lake Okauchee.

What’s a vacation rental in Oconomowoc like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Oconomowoc. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for small groups.