Oconomowoc Vacation Rentals

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

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
$133 nightly
The price is $150
Nov 22 - Nov 23
Total with taxes and fees
Spacious Accessible Studio w/ Walk-In Shower
A hot tub under a covered area with a wooden roof, surrounded by a white fence, trees, and a clear sky.

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.
$293 nightly
The price is $331
Nov 15 - Nov 16
Total with taxes and fees
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.

3. Queen Studio Suite w/ Kitchenette in Oconomowoc

Queen Studio Suite w/ Kitchenette in Oconomowoc
Oconomowoc
$133 nightly
The price is $150
Nov 22 - Nov 23
Total with taxes and fees
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.

4. 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.
$259 nightly
The price is $293
Nov 22 - Nov 23
Total with taxes and fees
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.

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

Accessible 1-BR Queen Suite w/ Roll-In Shower
Oconomowoc
$157 nightly
The price is $178
Nov 22 - Nov 23
Total with taxes and fees
Accessible 1-BR Queen Suite w/ Roll-In Shower
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

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

Accessible 1-BR Suite w/ Two Double Beds
Oconomowoc
$157 nightly
The price is $178
Nov 22 - Nov 23
Total with taxes and fees
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.

7. Accessible 1BR Suite | Pool & Daily Breakfast

Accessible 1BR Suite | Pool & Daily Breakfast
Oconomowoc
$157 nightly
The price is $178
Nov 22 - Nov 23
Total with taxes and fees
Accessible 1BR Suite | Pool & Daily Breakfast
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

8. 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.
$259 nightly
The price is $293
Nov 22 - Nov 23
Total with taxes and fees
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.

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

Accessible 2-BR Suite w/ Tub & 2 Bathrooms
Oconomowoc
$264 nightly
The price is $298
Nov 30 - Dec 1
Total with taxes and fees
Accessible 2-BR Suite w/ Tub & 2 Bathrooms
A two-story building with a balcony and outdoor seating area.

10. 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.
$213 nightly
The price is $241
Nov 11 - Nov 12
Total with taxes and fees
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.

11. 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)
"This is an incredible hidden gem in Delafield. Loved every minute of our stay!"
United States
Holly L.
$265 nightly
The price is $299
Nov 11 - Nov 12
Total with taxes and fees
Historic Downtown- King Bed-St Johns Acad-Shopping
Exterior

12. 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.
$369 nightly
The price is $389
Nov 11 - Nov 12
Total with taxes and fees
Relax & Reboot in this Charming 2-Bedroom Townhome
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.

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

Historic Downtown-Old World Charm-Dining-Coffee
Delafield
9.8 out of 10, Exceptional, (10 reviews)
"Great place to rest and relax on a fun weekend getaway. "
United States
Jeffrey C.
$254 nightly
The price is $287
Nov 12 - Nov 13
Total with taxes and fees
Historic Downtown-Old World Charm-Dining-Coffee
A two-story house with a front porch, a chimney, and a garage.

14. 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
$1,098 nightly
The price is $1,158
Nov 16 - Nov 17
Total with taxes and fees
4 bedroom house 7 min.to Erin Hills SAND VALLEY GOLF COURSE HOLY HILL WHISTLING
A log cabin with a stone foundation, a large garage, and a well-maintained lawn.

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

Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub
Pewaukee
10.0 out of 10, Exceptional, (30 reviews)
"Wonderful place to stay nice and peaceful"
United States
Danny H.
$1,215 nightly
The price is $1,276
Nov 15 - Nov 16
Total with taxes and fees
Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub
A room with a wooden floor, a red sofa, a small table with a lamp, and a painting on the wall.

16. 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, (12 reviews)
"Great place."
United States
Shawn T.
$349 nightly
The price is $392
Nov 14 - Nov 15
Total with taxes and fees
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.

17. 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.
$318 nightly
The price is $335
Nov 11 - Nov 12
Total with taxes and fees
3BR Home Near Hahns Lake – Newly Updated Kitchen
A hotel room with a bed, a bathroom with a large mirror, a sink, and a window.

18. 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Milwaukee WI
9.0 out of 10, Wonderful, (40 reviews)
"Charged a security deposit and did not refund after checkout. Their customer resolution # indicates an email address to use for refunds however the speaker does not speak clearly so you can get the email address."
United States
Laurie
$76 nightly
The price is $85
Nov 18 - Nov 19
Total with taxes and fees
1 Queen Bed | Non-Smoking, Kitchen
A spacious interior with a stone staircase, a large window, and a cozy seating area.

19. Eclectic Hubertus Home w/ Game Room & Fire Pit!

Eclectic Hubertus Home w/ Game Room & Fire Pit!
Hubertus
9.8 out of 10, Exceptional, (29 reviews)
"The house was fun and amazing! Our family loved the sprawling layout and the hip retro vibe! Excellent value for the price! Wish we could have stayed longer! Would highly recommend!"
United States
Humphries D.
$705 nightly
The price is $744
Nov 11 - Nov 12
Total with taxes and fees
Eclectic Hubertus Home w/ Game Room & Fire Pit!
A wooden deck with a glass railing overlooking a snowy landscape with trees.

20. Eclectic Hubertus Home w/ Game Room & Fire Pit!

Eclectic Hubertus Home w/ Game Room & Fire Pit!
3.0 star property
Hubertus
$732 nightly
The price is $772
Nov 11 - Nov 12
Total with taxes and fees
Eclectic Hubertus Home w/ Game Room & Fire Pit!
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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Find vacation rentals that suit your style

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Top Oconomowoc Hotel Reviews

A Victorian-style house with a prominent front entrance, a steeply pitched roof, and a brick facade.
Mon Bijou

Mon Bijou

Mon Bijou
Oconomowoc

10/10 Excellent

This place is beautiful and well maintained. Every detail is well thought out. We did not know it was ladies night and there was a big event, so the music and noise was but loud until 10pm. 10pm is the start of quiet hours and it absolutely got quiet right at 10pm. The food and drinks from the bar and restaurant were execellent as well as the staff. We will be back!
United States
Zach
Reviewed October 21, 2026
Mon Bijou

Find out more about Oconomowoc

Everything you need to know about Oconomowoc vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oconomowoc vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oconomowoc vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oconomowoc vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oconomowoc. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Oconomowoc in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $85 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oconomowoc rentals

At Expedia, we put the best Oconomowoc vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Oconomowoc rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oconomowoc vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oconomowoc. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.

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