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

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Top rated Oconomowoc dog walkers
“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!!”

About: I grew up with Boxers my whole life! And as I started a family of my own, we got a family dog that helped us bring home all three of my boys. After he passed away last year, we have since missed having fur babies in our home and have loved watching friends and family’s pets when they go on vacation. Your pet will love our spacious home, huge fenced in back yard, all the snuggles they could ask for, and a safe environment to relax while you are relaxed on your trip. The only type of pet we don’t accept are counter surfers. We have 3 young boys who do not watch where they put things and for the pet safety we cannot accept. We work full-time but don’t leave until 8:45am and get home at 4 pm. Dogs will need to be fine being left at home during the work week. They can roam the house and lay on furniture while we’re away. At night we are home each night and home all weekend, with the occasional errand. We have a fenced in yard, and no other pets. My three boys are so gentle, caring and love being around animals. We are so excited to watch for your special fur baby.
About: Hi there! I have worked with or have been around dogs for over 21years now, but have loved them my whole life. I trained my family dog when she was a puppy and she went through obedience and some agility school. I trained her to do all kinds of tricks as well. My husband and I foster failed our girl Indy and she’s been with us since she was 4 weeks old and she’s 3 years old now! She’s a spunky sass and we love her. I have trained her as well for basic commands and obedience. I know how to make short, clear commands while I walk or care for your dog. I have the patience to work with dogs that might need some redirection. I will care for your dog as if it is my own and part of the family. It takes patience, hard work, dedication and ultimately a whole lot of love to care for them. I so look forward to meeting you and your doggo soon! I work part time currently and my hours are varied. If I’m at the shop it would be in these hours/ timeframes: Mon- Thurs 11a-3pm ; Fridays & Saturdays 11am-5pm and Sundays 11am-4pm and every other weekend. I do have flexibility as well. I’m an early riser (like 4am early) so early mornings are not a problem! I will respect your home and dog as if it was my own. I will clean up any messes and leave things better than the way I found them. I can absolutely give you updates and send pictures of your doggo so you know they are safe and in good hands. I know the feelings around letting others care for your fur baby. For me there was a lot haha
About: I’ve taken care of dogs since I was 9 years old. I grew up with dogs and would pet sit around the neighborhood. I also would babysit and take care of the family’s pets while I was there. I have recently started picking that back up. I have watched several different dogs in my neighborhood overnight at my house or at the owners home. I currently work from home with a very flexible schedule. I am able to give your fur babies all the walks, playtime, love and cuddles that they need. I like to ask you what schedule you have your pet on currently and follow that as much as possible. I will ensure your fur babies get the exercise, playtime, love and attention that they need while staying with me.
About: I treat every pet like my own! From cuddles to playtime at our turf dog park, your pup will feel loved, safe, comfortable and happy! I have experience caring for dogs with medications as well as dogs of all breeds and sizes. Big or small, young or senior, I’ll make sure your dog is handled with care and treated like family. Working from home gives me plenty of time and flexibility to care for dogs. I’m active, patient, and experienced with pups of all ages. With a dog park just steps away, your pet will get exercise, attention, and family-level love every single day. I’m an early riser and can provide meal times consistent to ensure their routine is not disrupted! My apartment is on the first floor with easy to get in and out for potty breaks, walks, and playtime at the fenced in turf dog park! Dogs are welcome to get cozy on my couch. Otherwise if they are more comfortable on the ground or on a dog bed, that is perfectly ok too! Your dog will have a designated food and water area out in the open with easy access!
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.
“Brianna was great! She’s very friendly and easy to communicate with. She was kind and gentle with my dog Freya. I will be booking with her again in the future. :)”

“Angelina was F A N T A S T I C. Communication was perfect, always there when we needed her, and she took SUCH good care of our Stewart, and that’s no small task because he’s kind of a dufus. But he’s our dufus, and Angelina made him feel like so happy and loved. He would absolutely lose his marbles as soon as he saw her pull into the driveway every day. We love our Angelina and can’t wait to hire her again in the future!!”

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 3.5 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 a traditional 8-4. He comes home from work every day for an hour in the afternoon from 11-12! This schedule works great for our pups that need every 4 hour potty breaks. :) When our dog is outside I am always watching/making sure she stays within the yard. If left outside she has a long leash she hangs out on and enjoys watching the squirrels. We also have a large front patio that can be fenced off in case we have a runner on our hands! 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.
“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: Hello I'm Jack! Throughout my career, I've worked at a variety of shelters, farms, rescues and wildlife centers. I have animal medical training including CPR and have experience handling emergency situations effectively. I also have a lot of experience with uncommon domestic animals like avians, amphibians and reptiles, small mammals, horses and livestock. I'm intensely passionate about this line of work and treat all animals as if they are a part of my family! I'm a very flexible person and can work with you to fit any schedule! I create my own working schedule so that provides me with a lot of leeway. I will respect you and your animal's comfort and training needs and strive to keep them consistent with their schedule and lifestyle. We can work together to figure out what that means!
About: I grew up with a dog and now have one of my own! Willing to give your pup as much love and attention as I give Enzo. I’m willing to walk your dog miles if needed, and have plenty of enrichment activities as well! I will go above and beyond to communicate scheduling and pet needs, and can be flexible with my schedule in the summer if needed. I will be home for most of summer, so any days that are available I can walk, dogsit, or board your pup!! Willing to be flexible with your schedule if needed. I have a kennel if needed, otherwise your dog will be free to roam the house throughout the day. There is a lead on either side of my house providing outdoor access, and plenty of comfortable places inside for relaxation. I am comfortable using any type of leash to walk your dog as well.
Over 127 pet parents in Oconomowoc have booked dog walking
How Rover works

1. Search
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2. Meet & Greet
Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
3. Book & Pay
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The median cost per walk for dog walking in Oconomowoc is $20
Why Choose Rover?
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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.
Sitters in Oconomowoc average 3 repeat dog walking clients
Dog 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 Dec 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 Dec 2025, there are 667 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, 78% 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 667 dog walkers in Oconomowoc on Rover, so you’re sure to find the perfect match for your dog! In Oconomowoc, 88% 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.






