Dog Walking Oconomowoc
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 42 pet parents in Oconomowoc have booked dog walking
Oconomowoc, Find top rated dog walking
“My pup absolutely adored Ella! She was so excited to see her and just wanted to play and play. Ella gave me lots of picture and video updates and I could tell she treated my pup just like she would her own. Super easy to get along with a took great care of my baby!”
“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!”
“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!”
“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!”
About: Hi! 🐾 I’m a teacher with summers off and a lifelong animal lover. As a dog mom myself, I know how important it is to have someone you trust caring for your pets. Whether your pet needs walks, playtime, cuddles, or dropin visits, I’ll make sure they feel safe, loved, and well cared for while you’re away. I can’t wait to meet your furry family members! 🐶🐱💕 During July, I teach summer school, so I’m available anytime after 12 PM for walks, drop-ins, and pet care. In August, my schedule becomes much more flexible, allowing for additional daytime availability. Once the school year begins, I’ll primarily be available on weekends and for evening/late-night care. As a teacher and animal lover, I enjoy spending my free time caring for pets and making sure they get plenty of attention, exercise, and love. I treat every pet like my own! I maintain routines, provide loving care, and create a safe, comfortable environment where pets feel happy and cared for while their families are away.
About: **Dog Walking Services Available!** Are you looking for a dedicated dog lover to take care of your friend? Look no further! 🌟 **About Me:** I've grown up with dogs and had owned one for years, so I understand their needs and personalities. I'm passionate about dogs and enjoy spending time outdoors, which makes me the perfect companion for your pet. 🚶♂️ **Services Offered:** - Daily dog walks - Companion visits - Long walks for active pups 🐾 **What I Bring:** - Experience with dogs of all sizes - A love for exercise and outdoor adventures - A commitment to providing a safe and enjoyable experience for your dog If you want your dog to have a fun and enriching time while you're busy, please reach out! Let’s discuss a meet and greet to get started. I currently have an open schedule, so it would e easy to work out routine walks. I love to take long walks and would be mindful of the surroundings. I will respect your home and take the responsibility in earnest. I am good at playing with dogs and cats. We’ve had 2 cats since I have been married. I taught them tricks like playing dead and never forgot to say hi when I got home.
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.
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.
About: About Me: Hello! I’m Jenna. After taking some time off to focus on early motherhood, I am thrilled to be back on Rover offering house sitting, drop-in visits, and dog walking! I hold a BA in Corporate Communications and Human Resource Management from UW-Whitewater and work remotely for my corporate job. Because my office goes wherever my laptop goes, I can provide flexibility, frequent check-ins, and daytime companionship for your pets right in the comfort of their own home. My Experience & Specialties: Animals have been a part of my life since day one. I grew up on a farm surrounded by dogs, cats, cows, and pigs, and spent years fostering puppies. Over my 15+ years of pet care experience (including 6 wonderful years on Rover). I have also cared for a few farm animals such as horses, donkeys, goats, and chickens! Whether you have a household pup, kitty, or a small hobby farm, I have the hands-on experience to keep everyone happy and fed. Home Care & House Sitting: When house sitting, I treat your home with the utmost respect. I am highly organized, clean, and detail-oriented. I’ve done this plenty of times and am always happy to handle extra tasks like watering your plants, bringing in the mail, and keeping your space tidy while you are away. Note: Back at my own home, I'm a proud mom to an 8 year old cat named Bear and a toddler. For drop-in visits and walks, my toddler might occasionally tag along in a stroller, so I love working with pets who are comfortable and friendly around kids! I can't wait to give your pets the best care possible. You can travel with total peace of mind knowing your home and your fur babies are in excellent hands! I work remotely, which gives me the opportunity to be there whenever for your pet. I can be present caring for your dog all day while working from my laptop from home! I have a cat at home. She is very spoiled. She enjoys her cat tree watching birds outside and her many naps. I’m home all day every day usually so she gets plenty of attention. While Dogsitting working from home will allow me to provide the best attention and care for your pets!
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.
The median cost per walk for dog walking in Oconomowoc is $20
Dog parents share their Rover experiences - Oconomowoc
My pup absolutely adored Ella! She was so excited to see her and just wanted to play and play. Ella gave me lots of picture and video updates and I could tell she treated my pup just like she would her own. Super easy to get along with a took great care of my baby!
This is Gail’s husband Rich. I have trained Charley to Woe, which means to slow down, Heal, to sit and stay when I take him off the leash when no other dogs or animals are around. I have also taught him to Dump, and usually when he obeys I tell him he is a good boy. Just a few thoughta. 🙂
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!
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local walkers who will treat your dogs like family
1. Search
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2. Meet In Person
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3. Book & Pay
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Popular requests for dog walking - Oconomowoc
Select a filter and find qualifying sitters offering dog walking.Sitters in Oconomowoc average 3 repeat dog walking clients
FAQs for Dog Walking - Oconomowoc
Frequently asked questions about Rover
The average cost for Dog Walking in Oconomowoc on Rover is $17.76 per walk (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .
As of August 2026, there are 2,238 sitters on Rover offering Dog Walking across Oconomowoc. 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 Oconomowoc. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.
For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Oconomowoc.
Got specific details you'd like the dog walker to include? Message them in the app before your dog’s 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 Oconomowoc. On Rover:
- 93% of walkers can help with special care needs
- 96% can help with giving oral medications or injections
- 99% 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 short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.
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