Dog Walkers in Five Points, WI
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Five Points dog walkers
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Michelle was absolutely fantastic with Kona. Our pup is nervous around new people and Michelle was amazing on her first visit/walk to meet her in advance of her house/pet sitting. After her walk and getting to know Kona, Michelle did a thorough walk through of our house and asked all the little questions and details that I’d never think to talk about before she comes to sit. I’m so confident that she will be an amazing sitter while we are away!”

“Mac really loved his walks with Sean and Sean was very understanding of Mac’s history and responsive issues. He took a lot of fun photos, and went above and beyond getting him ready for the walks when we were out of town.”

“Kira was very flexible in order to match our request and the dogs were thrilled to see her! She took them one at a time so each dog had 1:1 attention. We are looking forward to her next visit!”

“Becky was great! She hopped on a video chat with me prior to meeting my pup and was very communicative and reliable! I would definitely contact her to walk my puppy again!”

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❣️
“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!”

About: Hello my name is Stephany Dos Santos and I have both baby sat and walked dogs for as long as I can remember. I have taken care of a wide range of dogs including Yorkshire, Gold Retriever, Mini Australian Shepherd, Poodle, Chihuahua , and etc. What you would love about me is that with my different experiences I could handle any dog because I treat them equally and also as if they were people. I am available any time of any day and to walk or sit your dog! I am a very funny and energetic individual which makes it easier for me to get along with dogs and run around with them. I would really love to be there when you need me most! Thank you for reading my profile and I hope to meet you! I currently work in a lab, and my schedule is pretty flexible than most other individuals. I am typically at work from between 2 to 4 hours a day. I have the flexibility to leave work whenever I need to and then if I needed to come back I could. Therefore if I am staying over And I see myself being at work for more than six hours a day, then I would just split my day and half and go home and walk or feed whichever animal I’m working with, then head back to work. I currently live in an apartment complex. It does allow animals. There is a large park by my complex, which, if there were a dog with me, I would take them there. In my apartment itself I have a lot of toys and it is a safe environment

“Allegra is the best with my dogs. She is responsible, great at quick communication, and truly treats my pups well when we need her to walk the. Or stay the night. We cant say enough nice things about Allegra.”

“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 is fantastic! I love all of the pictures, updates, flexibility, and care he takes while walking Mazie! She always looks so happy and excited! Will recommend Austin to anyone and everyone!”

“I am so happy we found Jennifer to walk our dog. She's a very caring and responsible person. She asked great questions when we met for introductions. She was on time and let me know of schedule changes and was flexible in rescheduling. Our dog loves her. I highly recommend Jennifer to care for your pets.”


“We have a great experience as a first-time Rover user! Magan was reliable and punctual, showing up right on time every day for our pup’s 30-minute walks. I especially appreciated the photo updates and detailed potty reports - it gave us peace of mind knowing how everything went while we were away. Would absolutely book with her again.”

“Sara is wonderful with our dog Zoey. She is reliable, friendly, and a great communicator. She walks our dog daily during the weekdays and her service has been a tremendous help so Zoey is happy and comfortable during our long days at work and school. We give Sara our highest recommendation.”

“Sydney arrived on time and took my pup for a nice walk. She followed the directions for entry and exit. She rewarded my pup per the instructions given. It was such a relief to have someone so close to me in the neighborhood to help out last minute. I’m sure I will reach out again many times.”

“Highly recommend! Jiayi took the time to learn my dog and provide great care for her. My dog was able to relax and unwind with her and I had peace of mind knowing she was being cared for. Jiayi also does a great job with communication.”


“Sidney is absolutely amazing and I highly recommend her! She is really good at communicating and sent the best pictures of my dog when I was missing him. She was willing to give medications and did a great job overall.”


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.
Over 184 pet parents in Five Points have booked dog walking
Five Points dog parents share their Rover experiences
Sydney was awesome! Reliable and friendly. I really liked that she reached out to me to let me know that she was planning on walking Myla and had not forgotten the reservation a few days before the reservation went into affect. She took great care of Myla. I highly recommend her!

Jordan is an amazing dog walker! My dog loves him. He is reliable and really considerate of the dog’s walking experience. He gets to know the dog and what the dog needs. Every time my dog returned she was calm, happy and had a big goofy grin on her face. We had difficult weather during the week he walked her and he was great about communicating with me to work around the weather and make sure she had a great walk. I highly recommend him!

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!

We have a great experience as a first-time Rover user! Magan was reliable and punctual, showing up right on time every day for our pup’s 30-minute walks. I especially appreciated the photo updates and detailed potty reports - it gave us peace of mind knowing how everything went while we were away. Would absolutely book with her again.

Michael was nice, attentive, professional and on time. This was the first time we hire someone else to walk our dog Rocoto and he loved Michael. We appreciate his responsiveness and the pictures updates. At the end Rocoto was safe and happy and that gave us a piece of mind. We are looking forward to hire his services again.

How Rover works

1. Search
Read verified reviews and choose a dog walker who’s a great match for you and your dog
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
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per walk for dog walking in Five Points is $20
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.
Sitters in Five Points 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 Five Points on Rover as of Jun 2026 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 Jun 2026, there are 1,440 dog walkers in Five Points. 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, 83% of Five Points dog walkers respond in under an hour.
Dog walkers in Five Points have an average of 15 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 Five Points.
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 1,440 dog walkers in Five Points on Rover, so you’re sure to find the perfect match for your dog! In Five Points, 90% 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.














