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

Over 42 pet parents in Oakwood Village have booked dog walking
Oakwood Village, 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.

“I’m so thankful to have Allegra as a dog walker- she is a rock star! I feel so safe with her care with the dogs, and she always has great feedback after every walk.”


“Jennifer is great! We'd love for her to walk our dog again (in fact we already rebooked). We needed help once a week with our 8mo puppy. Jennifer always picks him up on schedule and returns him happy and well exercised! Our dog loves everyone but my husband is convinced the pup loves Jennifer extra.”

“Alisyn has been wonderful with our dog, Indy! We would highly recommend her for dog walking. She is professional, dependable, and communicative. Most importantly, she made Indy feel very comfortable right away. We greatly appreciate the Rover (Report) Cards and photos after every walk. Thank you, Alisyn!”

“Jennifer was great with my big, goofy mastiff-pitty mix! And Jupiter/JuJu loved his walk and sniff time with her…he came back ready for a nap! Glad to have Jennifer on board as part of Jupiter’s team!”

“Austin does a great job of meeting the high energy needs of my pup, including taking him on a good distance walk and even upping the pace to a jog at times. It gives me great peace of mind to know he’s tuned in to the needs of my dog.”


“Michelle is fantastic. I have a service dog who helps me with daily tasks. I was looking for a dog walker just for the winter months when it's hard to get around in my wheelchair. Michelle put me at ease right from the start by asking all the right questions about the appropriate commands to use before the first walk. The best part is that my dog always returns home fulfilled, tired and content. I'm so impressed that Rover offers experienced walkers, even for someone that has a specially trained dog like myself :)”


About: I've had cats, dogs, fish, and rodents, and would love to share my time with even more beloved pets! I worked at a vet clinic for awhile, so safety will be my number one priority. I currently volunteer with a local cat rescue. I even worked with a wildlife rehabilitation center a few years ago, so no animal would be outside my comfort zone, although I have little experience with reptiles. I work full time during the week, but will have about 45 minutes to devote to your furry friend around midday! I am flexible before and after my job, and am often available during weekend days and holidays. I will not offer boarding services, however, I am happy to schedule my time around your fur baby to ensure that they get the love and care they deserve! I am comfortable caring for (feeding, walking, brushing, etc.) and medicating (with instruction) dogs and cats, if necessary!
About: I have experience working at Paw Pals taking care of cats and dogs. I have also raised and cared for hamsters, horses, birds and bunnys. I'm currently working part-time to only care for animals so I have plenty of time for your animals! Let me know when you need me and I will be there! They will get the time they need. ❤️ Your pet will have the whole downstairs to themselves and lots of play space. I have two friendly cats that are willing to be friends with your pets but they will be upstairs. There are multiple grassy areas to run around in around my condo and trails to walk your pet that will allow them to play in. Treats treats treats❣️

About: I’m very attentive and adaptable, and I truly enjoy getting to know each dog. I have experience with puppies, senior dogs, and pets that need a little extra patience. I follow routines closely and always focus on creating a calm, positive experience. care fits seamlessly into my routine. I’m not working a full-time job, so I have the flexibility to prioritize walks, drop-ins, and quality time with each dog. I love staying active, and spending time with dogs is something I genuinely enjoy every day. I’m flexible and attentive, and I always follow your rules and routines. I tailor my care to each pet’s needs so they feel safe, comfortable, and well cared for in your home.
About: I’ve take care of dogs for over 10+yrs. When family are out of town they always call me. I like to take dogs on long walks, feed them and take them to the dog parks. My full time job is ending with in the next 2weeks so I am free for the whole summer. When the summer is over I’ll only be available after 2:30pm I will be watching the dogs at the clients home or watching the dogs out on the community. This will also depend on the rules of the clients home
About: Hi! I’m a lifelong animal lover who’s been caring for dogs since I was around 10 years old. I grew up around dogs, helped train my family’s pups, and have been the go-to dog sitter for family and friends for years. I’m comfortable with walks, baths, feeding routines, playtime, and making sure your pet feels safe, happy, and cared for while you’re away. Whether your pet is energetic, shy, cuddly, or a little goofy, I’ll treat them like they’re my own :) I’m currently a graduate student finishing my final courses online this summer, which gives me a very flexible schedule and plenty of time to dedicate to pet care. I’m available by request in the mornings, afternoons, and on weekends, and I’m happy to work with your schedule whenever possible. My goal is to be flexible and reliable so I can step in and provide consistent care whenever you need help with your pets :) I always aim to make them feel as comfortable, safe, and loved as possible. I’m very adaptable and I understand that every pet has their own routine, personality, and needs. Before any booking, I like to ask a few questions about your pet’s habits, personality, and preferences so I can provide the best care tailored specifically to them. I follow feeding, walking, and medication routines closely and make sure they get plenty of attention, playtime, and companionship. If I’m in your home, I also respect your space and keep things clean and consistent for your pet so they feel secure in their familiar environment.

“Victor always does a great job with my little Buddy. Sometimes I am nervous about how my dog might react around a new person, but Victor has been amazing and Buddy loves when he visits. Definitely recommend!”
“Anaya was wonderful with our two dogs. She was always on time and provided timely responses to questions and updates on our fur babies. We would love to have her take care of our dogs again!”

“Michelle is great!! My dog is very shy and slow to warm up to people so I was worried about finding someone to walk him while we are at work but Michelle has been awesome!”

“Joseph is great with our AmStaff. The basics of timely and great communication definitely met. But then way above and beyond in his care and exercise of a high energy 5 year old Staffie. Koda is is noticeably and positively impacted by the days Joseph visits. Strongly recommend!!!”


“It was reassuring knowing Ellie and Riley got to go on walks while I was at work . Ashley was so great during our meet and great and really interacted nicely with the dogs! I will definitely be scheduling time with Ashley again, and consider her for overnights for short trips!!”

“Molly takes excellent care of my dog. She is communicative, very respectful of my home, kind to my dog, and ensures my dog’s safety every booking. I am lucky to have found Molly. I will definitely book again!”

About: I’m a passionate dog lover who believes pets are family. As a dog owner for over four years, I understand the care, attention, and love our furry friends need every day. Whether you need help with walks or companionship for your pet, I’m committed to providing reliable and caring support. I love dogs of all sizes and personalities and look forward to helping keep your pet happy, safe, and active! While I am looking for a new full time job, I have a lot of availability for anyone needing some help. Would be open to daily walks or as needed. I would care for any pet like they are my own! I am extremely protective of my dog and would only want the best for her and I would offer the same level of care for your pet, too!
The median cost per walk for dog walking in Oakwood Village is $20
Dog parents share their Rover experiences - Oakwood Village
Aliyah responded very quickly to my request for dog walking while I couldn't get my 2 large fur babies out. She was kind, quick to bond with them, lovely to chat with and although it was a splurge for me it definitely feels worth it. The dogs liked her immediately, which isn't always the case with our oldest, more shy Sheepadoodle. As I write this, they are spread out on the floor tired, so goal met. I'll definitely ask for Aliyah's help again.

Claire was amazing! She was so friendly, and easy to coordinate with, and arrived in a timely manner . You can tell she really loves dogs. Bella was tired after the walk, which was much needed after being home alone today. Would recommend Claire for anyone in the Madison or Sunprarie area with pups in need of a good walk!

Ryan does such an great job with our two pups. Our younger dog tends to pull ahead, and our older girl tends to want to stop and sniff frequently. Ryan helps both dogs get enrichment on their walks. He's also been a great communicator, and reliable house sitter. We will book again.

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