Dog Walking in Oconomowoc
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Loving dog walkers in your neighborhood
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1. Gwen A.

“Gwen was amazing and we will definitely continue to ask her to help us with our dog. We recently moved and finding Gwen on River is a huge gift! Thank you so much.”




2. David K.

“David is awesome! I felt very comfortable leaving my animals (dog and 3 cats) with him. He took the time to understand our needs and was very responsive with updates. By far the best pet sitter I've ever had!”


3. Teanna F.
“Teanna is an amazing caretaker and will treat your fur babies as her own. My dog loves her and is always so excited when Teanna comes to watch her! Teanna is very responsible and reliable, sends updates, and always makes sure your pet is having a good time.”


4. Taylor S.
“We usually try and schedule our vacations around Taylor's schedule. We have a Rough Coat Collie named Bruce. She is so good with him. He is not just a pet he is a family member and only child (HAHA) When we go out of town we never have to worry about him. She stays at our home where Bruce can have all his comfort creaturs. We come home to a happy dog and I swear a cleaner house. She is so trust worthy and good with animals. I highly recommend her. Book early she is a much sought after pet sitter.”


5. Ramsey S.

“We are super thankful to Ramsey for stepping up to our request of walking our pup, pretty last minute. She was very communicative, punctual, and sent pictures & details of her walks with our Jetta. We would definitely use Ramsey again!! THANK YOU!!”


6. adam f.

“Great communication and wore our pup out!”


7. Skyler P.

“Thanks so much!!”




8. Jenifer D.

“Jennifer did an amazing job watching our 2 beagles and while we were away! I love that she sent sent us pictures every day and she took the time to come over and meet the dogs beforehand and spent plenty of time getting to know them! I will definitely be using Jennifer in the future!”


9. Bill S.
“I highly recommend Bill as a per sitter! He is a caring person, responsible and patient. He has spent time with our dogs in the past and they are always happy to see him. He's happy to play with them, scratch ears and walk them. Definitely a great person to watch your pet.”


10. Tara R.
About: I grew up with dogs and have had an extensive career in the Animal Health Industry, selling veterinary pharmaceuticals for 25 years, and also working as a client services representative at a busy emergency and referral veterinary center. Not only did I grow up with dogs but I have had my own dogs as an adult, which I actually got because the family I was sitting for could no longer keep them and asked if I would like to make it a permanent situation. I cared for both of them into their senior years and became proficient at managing their medical conditions that arose from aging (diabetes and canine cognitive disorder). My two boys required very extensive care and routine insulin administration for my diabetic as well as additional medications that I became very proficient in administering, even if they were particular about taking pills, etc. I am very knowledgeable in how to manage multiple dogs at once, how to keep dogs safe in various environments, and a good eye for anything that may indicate they may not be feeling their best. When I had my guys, I would often trade sitting and walking favors with my fellow dog owners so I have had a lot of experience sitting for and walking other dogs throughout my life. My goal is to give peace of mind to dog owners that they can go on vacation, business trips, day trips, or just out anywhere, and they will know that their dog is in great, loving hands. I am currently working full-time but I am off on Thursdays and Fridays and I can also take on pets in the evenings after work. When sitting for your pet I can take them out on my lunch hour if necessary. I would follow any requests that you have in order to make your pet as comfortable as they are when you are there. I am very familiar with local walking trails and parks that are pet friendly.


11. Shay H.

“Shay is excellent. Her knowledge of dog personalities and behaviors is incredible!”


12. Kami S.

“Amazing, very personable. I would recommend to anyone.”


13. Casey B.
“Casey is an excellent caretaker and great with animals. She is attentive, responsive, and trustworthy, and I could not recommend her more. As a dog owner herself, she’s a great caregiver to any animal.”


14. Karisa B.
“Karisa is a responsible and enthusiastic pet caregiver. She has a deep love of furry friends and understands how important they are to their owners. She will care for your pet like it is her own.”


15. Cindy S.

“Cindy is reliable and great with our dogs!”


16. Mathew M.
About: Reliable, Compassionate, and Always on Time—Your Pup Is in Great Hands when in my care! It’s more Than Just a Walk: Personalized Care and Adventures for Your Dog I have a flexible schedule that allows me to be available whenever you need. Your pet’s well-being is my top priority, and I’m here to adjust to your needs. I always keep pets in the safest environment I can, when on walks they are on leash and and if needed I do have crates available.


17. Sierra K.
About: I have extensive experience working with different animals. Have specialized knowledge in specific pet needs, excellent communication with owners. And have a genuine passion for animals. I’m currently working full-time. But, I’m pretty flexible with my schedule. Usually I can do mornings and nights depending on the dog’s needs and client’s preferences. I would understand the pet’s daily needs and requirements that includes feeding time, exercise needs, medication administration. Also ensure their food and water are fresh.


18. Mardi W.
About: I've cared for dogs since childhood and into adulthood, always either having dogs or cats. Most recently I pet sat for a yorkie for 4 days inhouse and boarded various dogs in my home. Have cared for senior pets, accommodating their special needs. Pet free at this moment so available for overnight care and boarding. I'm currently retired and my schedule is open. I can adapt my schedule and routine to your pet's needs, putting them first over my own personal life. After meeting with the pet owners, I devise a plan to make sure your pet's experience closely mirrors what they are familiar with, always making their safety and happiness the main priority.


19. Katelyn W.
“I entrusted Katelyn with my 9-year-old English Bulldog and 7-year-old Chocolate Lab for a few days while I was away on a family trip. I was so nervous to leave my babies, and Katelyn was the best sitter I could have asked for. She kept them fed and happy, and sent me several adorable pictures through her stay. My chocolate lab is a rescue and very nervous. My English Bulldog is a grumpy old lady who wants to sleep all day. Even with their personalities, I could tell they truly felt safe and happy with her care. I would highly recommend Katelyn to anyone looking for a quality sitter for their fur babies.”


20. Lindsey L.
About: I’ve taken care of friends pets as needed through out the years. I would like a dog of my own, but my work schedule doesn’t accommodate it. I also love getting out of the house to walk. It’s a win-win situation for me and you!! My primary work schedule changes each week so I can be flexible based on the days I don’t work. I have four days off per week. I trust that your dog is well trained so when I enter your home I feel safe. I also would like to know if the safety measures you have in place for your pet.
How Rover works
1. Search
Read verified reviews and choose a dog walker who’s a great match for you and your dog2. Meet & Greet
Meet either virtually or in-person with a walker to discuss the level of care needed for your dog3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 dog walker has to cancel, we’ll work with you to find a new walker.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Doggy Walking FAQs
Frequently asked questions about Rover
Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Oconomowoc on Rover as of Apr 2025 was about $20 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Apr 2025, there are 619 dog walkers in Oconomowoc. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 79% of Oconomowoc dog walkers respond in under an hour.
Dog walkers in Oconomowoc have an average of 18 years of experience. Dog walkers with repeat customers have an average of 3 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Oconomowoc.
You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:
- Start and stop times
- A map of their walk with total distance
- Pee, poo, food, and water breaks
- Cute photos and a personalized note
There are 619 dog walkers in Oconomowoc on Rover, so you’re sure to find the perfect match for your dog! In Oconomowoc, 93% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.
Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.
