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.

“Allegra has been walking our mastiff and doing a great job working on leash skills. We got Bixby as a rescue so he’s needed a lot of extra TLC to relearn things at 3-4 years old. Allegra totally gets him.”


“Jennifer was easy to communicate with and took good care of Tony on his walk and fed him. She arrived as scheduled and kept us updated along the way. We would definitely ask Jennifer to walk Tony again in the future. Thank you!!”

“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!”

“Austin did a great job walking Carmello. He responded to a last minute booking and I couldn’t have been more happy with his services. Have already booked him again and hopefully more in the future.”

“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!”


“Michelle was fantastic! My dog Samson took to her right away and she did a great job keeping me updated on how he was doing while I was away on vacation, which gave me huge peace of mind. Will definitely use her for dog walks in the future!”


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’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.
“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!”

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: 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: 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!”

“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!!!”

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!

“Ashley was so wonderful! Helped me in a pinch and did it so professional! Shared updates and pictures. This was my first time using Rover and was a touch nervous, but I can now say I’d definitely do it again! Thanks, Ashley!”

The median cost per walk for dog walking in Oakwood Village is $20
Dog parents share their Rover experiences - Oakwood Village
Camryn was great with our dog, Sierra! She was there on time, super friendly and ready to enjoy a walk with Sierra. She provided photos of Sierra out on their walk and Sierra came back tired and happy! Camryn would be a great choice for helping out with your furry friend! I wouldn’t hesitate to book with her!

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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