Dog Walking Okauchee

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Over 8
pet parents in Okauchee have booked dog walking

Okauchee, Find top rated dog walking

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Katelyn W.
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Katelyn W.
Star Sitter
from
$20
per walk
4.8 out of 5 stars
• 36 reviews
16 repeat clients
8 years of experience
Oconomowoc, WI, 53066

“Katelyn is/was such a great dog walker! She met with me right away to meet my dog and responded super quick! She sent lots of pictures and made sure he was well taken care of when I was gone. Would highly recommend:)”

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Autumn T.
Sitter Profile Image: Kami S.
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Kami S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 79 reviews
17 repeat clients
25 years of experience
Oconomowoc, WI, 53066

“Kami has been great on her weekly walks with our pup June. She communicates in advance and leaves detailed recaps of their adventure. She shows up for our pup rain or shine. She’s been great with our dog and an all around accountable and trustworthy walker!”

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Jennifer L.
Sitter Profile Image: Jenifer D.
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Jenifer D.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
• 383 reviews
165 repeat clients
22 years of experience
Pewaukee, WI, 53072

“Excellent, so helpful. Very friendly, constant communication and photos! She took care of our baby and even offered to bring her treats & brought up our garbage cans! 10/10 would recommend!”

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alyssa m.
Sitter Profile Image: Ramsey S.
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Ramsey S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 54 reviews
13 repeat clients
40 years of experience
Oconomowoc, WI, 53066

“Ramsey is fantastic! She was able to watch our 2 month old puppy on short notice and gave us updates every day. Will definitely be booking with her again!”

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Lyndsay L.
Sitter Profile Image: Ava B.
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Ava B.
from
$25
per walk
5.0 out of 5 stars
• 19 reviews
10 repeat clients
3 years of experience
Nashotah, WI, 53069

“Ava continues to be amazing with our dog! He’s had some health issues, and she’s been super patient and gentile with him as well as patient with us through quite a few schedule changes due to vet visits.”

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Marissa P.
Sitter Profile Image: Julie E.
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Julie E.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 67 reviews
18 repeat clients
40 years of experience
Oconomowoc, WI, 53066

“Julie was absolutely amazing! She is extremely responsive and took great care of our pup. Thanks for helping us out and walking our fuzzy kid! I would use again in a second!”

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Jeff H.
Sitter Profile Image: Anna B.
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Anna B.
from
$16
per walk
5.0 out of 5 stars
• 3 reviews
5 repeat clients
18 years of experience
Oconomowoc, WI, 53066

“My baby absolutely adores Anna and she’s been so good about sending pictures while on their walks and been 10/10 with communication. Absolute gem of a find we love her!!!”

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Julia M.
Sitter Profile Image: Mary D.
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Mary D.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
• 9 reviews
2 repeat clients
15 years of experience
Delafield, WI, 53018

“We had some cancellations and needed a last minute booking. Mary jumped in and was much needed coverage for our pups!”

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Justin R.
Sitter Profile Image: Shay H.
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Shay H.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
• 23 reviews
10 repeat clients
25 years of experience
Summit, WI, 53066

“Shay is absolutely amazing! My only request is don’t book her because we need her… j/k not kidding… seriously 200% puppy approved satisfaction!”

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Sy S.
Sitter Profile Image: Lisa B.
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Lisa B.
from
$16
per walk
5.0 out of 5 stars
• 7 reviews
1 repeat client
25 years of experience
Oconomowoc, WI, 53066

“Fast response and right on time! Thanks!”

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Natalie H.
Sitter Profile Image: John C.
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John C.
from
$15
per walk
5.0 out of 5 stars
• 5 reviews
2 repeat clients
10 years of experience
Oconomowoc, WI, WI, 53066

“My 2 large dogs came back from a walk so pooped out and happy! Auggie (John) was very professional, had a huge smile on his face each time he greeted me and seemed to genuinely care for my mutts. I will definitely be using his services again!”

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Michelle B.
Sitter Profile Image: Riley K.
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Riley K.
from
$19
per walk
5.0 out of 5 stars
• 8 reviews
2 repeat clients
15 years of experience
Hartland, WI, 53029

“Logan has a great time on his walks w Riley I love the pictures she uploads and the little report on how Logan did on his walk. She responds quickly as well! 🦮🙂”

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Andrea S.
Sitter Profile Image: adam f.
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adam f.
from
$16
per walk
5.0 out of 5 stars
• 12 reviews
6 repeat clients
20 years of experience
Oconomowoc, WI, 53066

“Great communication and wore our pup out!”

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Ashley B.
Sitter Profile Image: Jade B.
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Jade B.
from
$30
per walk
5.0 out of 5 stars
• 5 reviews
10 years of experience
Oconomowoc, WI, 53066

About: I’m a disabled veteran & dogs have always been my peace so i decided to start incorporating more of them into my daily life & call it “work” 🥰 pet-loving is part of my every day life! i take my own pups for walks in the morning before the heat, and during the warmest days of winter. i love being outside, playing with animals & taking care of them! i will use the app, frequent communications in texting, etc. along with pictures and videos to send to all my pet parents! walking the pups at least a mile, if they can, or more if requested! i also walk all my clients separately from others, so no need to worry about differing personalities.

Sitter Profile Image: Cindy S.
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Cindy S.
from
$28
per walk
5.0 out of 5 stars
• 52 reviews
15 repeat clients
45 years of experience
Oconomowoc, WI, 53066

“Cindy is reliable and great with our dogs!”

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Gina R.
Sitter Profile Image: Kendra M.
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Kendra M.
from
$25
per walk
5.0 out of 5 stars
• 13 reviews
2 repeat clients
3 years of experience
Oconomowoc, WI, 53066

About: I have always had a deep love for animals and truly believe every pet deserves patience, care, and lots of love. I’m comfortable caring for all kinds of animals and will take the time to understand each pet’s individual needs, personality, and routine. Whether your pet is young, old, energetic, shy, or needs extra attention, I’m dedicated to providing them with the same love and care I would give my own!🐾😊 I love caring for animals and have for years! I don’t have a job currently so my schedule is completely free and flexible with any day and time:) I always make safety and trust my top priorities when caring for pets. I follow each pet’s routine and their owner’s instructions closely, while making sure they feel comfortable, loved, and secure. I provide a calm, clean, and safe environment and give every pet the individual attention and care they need!!

Sitter Profile Image: David K.
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David K.
from
$20
per walk
4.9 out of 5 stars
• 23 reviews
8 repeat clients
10 years of experience
Oconomowoc, WI, 53066

About: My family has had dogs and cats my entire life. I've grown up around animals and love them to death. They put a special spark in people's lives that nothing else can, and I do not take that for granted. I have experience living with small dogs as well as medium sized dogs. I have walked them and made sure they have food. I really enjoy playing and wrestling with them. I am an actor. I am very expressive and animated, so I can keep your dog happy and entertained. When my profile says I am available, that is me telling the clients that 100% of my energy and time will be for their dog to make sure they are safe and happy. I am a full time real estate agent. My daily schedule varies, but I will be available to give you the best service possible whenever you need it. I love animals and always want them to be safe and happy. Whenever an animal is happy, that always brightens my day, so I will do everything I can to make them happy.

Sitter Profile Image: Brooke G.
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Brooke G.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 37 reviews
3 repeat clients
20 years of experience
Oconomowoc, WI, 53066

About: We recently moved back to our roots to a spot right off South St. In Oconomowoc. We had our dog sitting business in San Diego, CA and will miss our furry friends so much! My husband and I both love animals very much and have the perfect set-up to host. We enjoy morning and evening cuddles and allow dogs on the couch and bed :) We will take care of your pup just the same as we care for our own. We have a 4 year old mutt that we adopted 3 years ago who has brought so much joy to our life! She loves to play and enjoys the dog park/hanging around other dogs as much as she can. She loves walks around the lake as I am sure your pup will too! We both have experience taking care of other dogs and have dog sit for many of our friends and family members for extended periods of time when they are out of town. We can provide pictures as little or as often as you would like. Excited to meet your furry friend soon! I currently work 4 days of the week and have every Thursday off. My husband works remotely from home so he is able to tend to your pups needs all day. This schedule works great for our pups that need frequent potty breaks and attention. We have long leashes attached to our back deck so the dogs can enjoy the sun and being outdoors as much or as little as they would like without having to worry about them wandering off! Moxie loves basking in the sun and shade out there as I am sure yours would too! Water bowls always provided and refreshed as needed.

Sitter Profile Image: Taylor S.
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Taylor S.
from
$25
per walk
5.0 out of 5 stars
• 10 reviews
5 repeat clients
25 years of experience
Delafield, WI, 53018

About: I have been taking care of dogs and cats since I was 5, my sister is a vet and I always have access to ask her any questions if something were to ever happen, I hope to own my own hobby farm one day! I recently accepted a new nail technician position in Richfield, and my current work hours will be Monday 11 to 6, Friday 11 to 6 and Saturday 9 to 4 starting July 6th over time I will be adding in more days. Any questions please ask! For my own pets I have a fenced in yard for them, I wash there faces and paws everyday, I feed them and bath them. I follow any instructions given to me by a clients, weather its about dietary restrictions, exercise requirements, meds etc

Sitter Profile Image: Laura D.
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Laura D.
from
$25
per walk
5.0 out of 5 stars
• 4 reviews
2 repeat clients
15 years of experience
Nashotah, WI, 53058

About: At a young age i was brought to America from russia ; I instantly fell in love with my family pet Toby. She was a black lab mixed with Australian shepherd. I didn't speak english very well but Toby made me feel I was understood and this is where I found my love for animals. Few years later our next door neighbor gave us a cat and she was pregnant. 6 kittens later and out of 6 I managed to convince my parents to keep 4. A year later I found another cat in out country yard and kept her as well. Having 1 dog and 5 cats was a big task but I loved it. I currently have a very needy loving bulldog named merlin who loves all the attention from his mama. Merlins enjoy of life are sitting on his mama's lap and wanting to play as soon as he's had his maybe 3 nap in by 12pm after the well deserved nap merlin is all ready to use his energy on running, jumping, and giving kisses. My cat Ripley was going to be put down since she was at the pet shop for over a year. She wasn't wanted because she wasn't friendly towards everyone. She was as described as she was selective of who she'd come down her shelf for. My family visited her frequently and eventually I decided to adopte her. I offer to watch my apt neighbors dogs and any friends that ask me to watch their animals. I would love to get to meet your pet/s and give them attention when your away untill your return back. I take care of merlin ( English bulldog), Ripley (maine coon), 2 Russian tortoises( 8 yrs I've had them, probably will be passed down to my future husbands kids) , a hamster( had him for 3 yrs now ). I love sharing my attention to all the animals that I have and meet. I look forward to providing the best care for your pet/s while you are busy making money for the Biscuits or take a well deserved break from the every day to day. I currently can not pet sit at my apartment for a long period of time. I have occasionally watched a dog for a weekend but with prior meet/ greet and making sure my dog gets along with your pet/s. Im more then happy to watch your pet/s at your home. I'm comfortable walking your pet/s,feeding, treats, and play time indoors or outdoor. I don't prefer to give medication. If given directions and your pet/s has been on it and no emergency symptoms I can on request give medication. I do have a experience giving baths to kittens to dogs with some guidance of what your preferences are going about it im more then happy to do this service. I'm very flexible with my hours for the most part and with communication I'm glad to help out any way ; while your away from your pet/s.

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The median cost per walk for dog walking in Okauchee is $20

Dog parents share their Rover experiences - Okauchee

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5.0 out of 5 stars

Katelyn is/was such a great dog walker! She met with me right away to meet my dog and responded super quick! She sent lots of pictures and made sure he was well taken care of when I was gone. Would highly recommend:)

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Autumn T.
Dog Walking
5.0 out of 5 stars

Kami has been great on her weekly walks with our pup June. She communicates in advance and leaves detailed recaps of their adventure. She shows up for our pup rain or shine. She’s been great with our dog and an all around accountable and trustworthy walker!

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Jennifer L.
Dog Walking
5.0 out of 5 stars

Courtney was highly responsive and accommodating for a last minute request. She was thoughtful and considerate, and I would definitely use her again in the future!

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Jaclyn M.
Dog Walking
5.0 out of 5 stars

Kendra exceeded every expectation. She’s attentive, communicative, and genuinely invested in making sure your pets feel safe and loved. She gave my high‑energy puppy tons of positive engagement and patience, while also providing thoughtful, gentle care to my aging dog who needs a little extra support. From thoughtful updates to those special care touches, she consistently goes above and beyond. I can’t recommend her highly enough!

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Jaclyn M.
Dog Walking
5.0 out of 5 stars

Ava is so great with my 2 dogs! She treats them like her own with great communication with updates and pictures! I would recommend her to anyone

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Alyssa M.
Dog Walking
5.0 out of 5 stars

My 2 large dogs came back from a walk so pooped out and happy! Auggie (John) was very professional, had a huge smile on his face each time he greeted me and seemed to genuinely care for my mutts. I will definitely be using his services again!

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Michelle B.
Dog Walking
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Popular requests for dog walking - Okauchee

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Sitters in Okauchee average 3
repeat dog walking clients

FAQs for Dog Walking - Okauchee

Frequently asked questions about Rover

The average cost of Dog Walking in Okauchee on Rover is $18 per walk as of October 2026. Most bookings cost between $17 and $18 per walk. walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 2,102 sitters on Rover offering Dog Walking across Okauchee. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Okauchee. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include a map of the walking route , the total walk time and distance, and any pee or poop breaks recorded by the walker.

The route map lets you review where your dog was walked in Okauchee after the booking. It is not live GPS tracking.

Have specific details you would like included? Message your dog walker in the app before the walk begins.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to 25,000 in eligible veterinary care reimbursement.

Every walker on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

Yes, you can find walkers who have experience with handling special pet needs in Okauchee. On Rover:

  • 92% of walkers can help with special care needs
  • 96% can help with giving oral medications or injections
  • 97% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your walker questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

walkers on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement walker.

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