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Oconomowoc Vacation Rentals

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Our top choices for Oconomowoc vacation rentals

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

Accessible 1-BR Queen Suite w/ Roll-In Shower
Oconomowoc
The price is CA $174
CA $228 total
includes taxes & fees
Aug 23 - Aug 24
Accessible 1-BR Queen Suite w/ Roll-In Shower

2. 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.
Private Hot Tub • Bright Home Near Downtown

3. Charming Historic Upper Walk to Downtown & Lakes

Charming Historic Upper Walk to Downtown & Lakes
Oconomowoc
10.0 out of 10, Exceptional, (41 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.
Charming Historic Upper Walk to Downtown & Lakes

4. Stylish Retreat Near Wedding Venues + Fire Pit

Stylish Retreat Near Wedding Venues + Fire Pit
Oconomowoc
10.0 out of 10, Exceptional, (27 reviews)
"Incredible stay in such a beautiful home! "
United States
Saarah B.
The price is CA $444
CA $849 total
includes taxes & fees
Aug 24 - Aug 25
Stylish Retreat Near Wedding Venues + Fire Pit

5. Spacious Accessible Studio w/ Walk-In Shower

Spacious Accessible Studio w/ Walk-In Shower
Oconomowoc
The price is CA $136
CA $185 total
includes taxes & fees
Sep 20 - Sep 21
Spacious Accessible Studio w/ Walk-In Shower

6. Queen Studio Suite w/ Kitchenette in Oconomowoc

Queen Studio Suite w/ Kitchenette in Oconomowoc
Oconomowoc
The price is CA $136
CA $185 total
includes taxes & fees
Sep 20 - Sep 21
Queen Studio Suite w/ Kitchenette in Oconomowoc

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

Accessible 1-BR Suite w/ Two Double Beds
Oconomowoc
The price is CA $187
CA $243 total
includes taxes & fees
Sep 17 - Sep 18
Accessible 1-BR Suite w/ Two Double Beds

8. Accessible 1BR Suite | Pool & Daily Breakfast

Accessible 1BR Suite | Pool & Daily Breakfast
Oconomowoc
The price is CA $170
CA $223 total
includes taxes & fees
Sep 20 - Sep 21
Accessible 1BR Suite | Pool & Daily Breakfast

9. Waterfront Lake Cottage - Upper Nemahbin Lake

Waterfront Lake Cottage - Upper Nemahbin Lake
Peninsular Park
9.6 out of 10, Exceptional, (36 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 CA $345
CA $995 total
includes taxes & fees
Sep 2 - Sep 3
Waterfront Lake Cottage - Upper Nemahbin Lake

10. 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 CA $283
CA $361 total
includes taxes & fees
Sep 20 - Sep 21
2-BR Suite w/ King & Double Beds + Kitchen

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

Accessible 2-BR Suite w/ Tub & 2 Bathrooms
Oconomowoc
The price is CA $268
CA $338 total
includes taxes & fees
Sep 20 - Sep 21
Accessible 2-BR Suite w/ Tub & 2 Bathrooms

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

Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
Oconomowoc
The price is CA $312
CA $399 total
includes taxes & fees
Aug 24 - Aug 25
Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast

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

Historic Downtown Luxury-Lake-Coffee-Spa like BA
Delafield
9.6 out of 10, Exceptional, (9 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 CA $216
CA $365 total
includes taxes & fees
Sep 8 - Sep 9
Historic Downtown Luxury-Lake-Coffee-Spa like BA

14. 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.
The price is CA $259
CA $359 total
includes taxes & fees
Aug 23 - Aug 24
Relax & Reboot in this Charming 2-Bedroom Townhome

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

Historic Downtown- King Bed-St Johns Acad-Shopping
Delafield
9.6 out of 10, Exceptional, (10 reviews)
"Comfortable, clean, convenient location and stylish decor. Owner was great! Will recommend to my friends."
United States
Susan D.
The price is CA $302
CA $492 total
includes taxes & fees
Sep 2 - Sep 3
Historic Downtown- King Bed-St Johns Acad-Shopping

16. Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub

Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub
Pewaukee
10.0 out of 10, Exceptional, (27 reviews)
"Great stay and great place!"
United States
Macauley M.
Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub

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

Historic Downtown-Old World Charm-Dining-Coffee
Delafield
10.0 out of 10, Exceptional, (6 reviews)
"Great place to rest and relax on a fun weekend getaway. "
United States
Jeffrey C.
The price is CA $238
CA $412 total
includes taxes & fees
Sep 8 - Sep 9
Historic Downtown-Old World Charm-Dining-Coffee

18. 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Milwaukee WI
9.8 out of 10, Exceptional, (36 reviews)
"I will definitely stay again"
United States
Anonymous traveller
The price is CA $108
CA $123 total
includes taxes & fees
Aug 31 - Sep 1
1 Queen Bed | Non-Smoking, Kitchen

19. 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, (38 reviews)
"Great place and very clean"
United States
Jason d.
The price is CA $231
CA $513 total
includes taxes & fees
Aug 24 - Aug 25
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

20. Rock River Access! Peaceful Horicon Studio

Rock River Access! Peaceful Horicon Studio
Horicon
9.2 out of 10, Wonderful, (20 reviews)
"Simply gorgeous property. Perfect for a couple trying to relax! It's perfect. "
United States
Alex K.
The price is CA $141
CA $392 total
includes taxes & fees
Aug 23 - Aug 24
Rock River Access! Peaceful Horicon Studio
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

Find out more about Oconomowoc

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Oconomowoc. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Waterfront Lake Cottage - Upper Nemahbin Lake: This highly rated vacation home rental in Oconomowoc is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like a selection of games. Other favorite homes for rent in Oconomowoc are Kohl Manor Luxury Lake 8br year round retreat Pool, Cinema, Arcade on LacLaBelle and Beautiful Historic Tudor Mansion with sandy Private Beach.

How many vacation rentals are there in Oconomowoc?

With 24 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 Theatre On Main and Oconomowoc Gallery. 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.