Dog Walking Chesterfield
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 20 pet parents in Chesterfield have booked dog walking
Chesterfield, 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.
“Phyllis is amazing with my girl Piper. I never have to worry about Piper when she is in Phyllis' care. I highly recommend Phyllis to help with all your fur babies.”
“My border collie hates to be left alone. When I got home after Jynette’s visit, Keira was calm and happy. So the visit and potty break were just what she needed. Great job!”
“Great to work with Rebecca! Excellent communication and arrived in the agreed time frame with no issue. She took my pup with hers for a walk to the nearby dog park. Pics showed how delighted he was with the walk and the company! Definitely plan to work with her again”
“Wesley was Fabulous with our dogs Dega and Ripley. He spent a lot of time with them and gave them lots of attention. This is what I want in a Dog Sitter / Walker.”
About: I love dogs more than humans! I was a dog trainer for a short time, currently work as a veterinary receptionist and worked at a veterinary office as kennel assistant. I have volunteered at a local shelter. I am a virtual case manager for a foster base rescue, going on three years. With the training, rescue, and veterinary setting I have learned plenty of health benefits and resources throughout the years. I have done years of dog sitting and dog walking for multiple family and friends. I am a house manager 3 days a week, therefore I pick my schedule and work 3-4 hours on those days. I am currently free most weekends. Safety is my number one priority! For dog walks I’d make sure we have a secured collar, harness or leash. If your dog needs to be let out in a fenced area, I also make sure the fence doors are secured. I will provide taking dogs to a park, if they are dog and people friendly, I will not put a dog in an uncomfortable situation.
“Julia did an amazing job keeping my puppy busy while I was in a meeting. She is very reliable and I would definitely book again. I loved seeing the pictures and that she included a write-up of all the fun things they did together.”
About: I own 2 dogs and 2 cats myself, and have taken care of pets for family since I was young. I enjoy being around animals, and promise to take care of your pets as if they were my own. I have 13+ years of experience with dogs, including senior dogs and 5+ years of experience with cats of all personalities. I am currently working freelance, so I have lots of flexibility to take care of your pets. If you have a pet that requires extra attention, I can complete my work in your space, providing any amount of care needed such as timely medication or frequent potty breaks. I have cared for pets in other people homes multiple times and I will ensure your space stays neat and tidy, and will ensure your pet gets the best care in the safety of their own home.
About: I’m 66 but I’m a young 66 year old women. I’d be honored to take care of your pets! I’d take care of them as if they were my own! I’ve had pets all my life (cats, dogs, and etc) I’m currently available at all times and everyday! I have my own transportation. I can always leave at any time to do a drop in for your pet! Night or day! I will follow your instructions closely and obey your house rules. I have many experiences with house sitting and pet sitting and pet sitting within my own home!
About: I have taken care of many of my family and friends dogs when they go on vacation. I love going on walks with my dog and pup-cup trips to Starbucks I am a nursing student at UVA. I have clinicals in Richmond 2-3 times a week but am able to provide care any day of the week, and I am available most weekends. We do not lay any food, or harmful objects out for the dog. We have plenty of toys and a lot of space for the dog to roam around downstairs and upstairs.
About: Ive grown up around dogs and cats. And I am also a volenteer at RAL. I connect with animals at a deep level and deeply care about the well being of all animals. I would love to do buisiness If you are looking for a reliable and compassionate caretaker for your pets. I currently have open availability except for saturday mornings and mondays as a whole just let me know what times work best for you and I will and Ill let you what works. Respect for your home and the care of your pets is my number 1 priority. You can expect me to never wear shoes in your home. Always clean up after myself and most importantly take excellent care of your pets.
About: I have experience for being responsible for animals my whole life. I have 15 pets of my own and love the responsibility. I enjoying interacting with animals and giving them my full attention. Weekly I care for my own pets and would love to care for yours as well. There isn’t anything I’m not willing to do in caring for your pet. Right now I’m off from work in the summers and have a lot of time on my hands. I will follow detailed instructions on how to handle your animals and what you want to be done. I will always put their safety first and will keep that in mind at all times.
The median cost per walk for dog walking in Chesterfield is $20
Dog parents share their Rover experiences - Chesterfield
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How to book dog walking
1. Search
Browse profiles of walkers near you who offer dog walking.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog walking - Chesterfield
Select a filter and find qualifying sitters offering dog walking.Sitters in Chesterfield average 3 repeat dog walking clients
FAQs for Dog Walking - Chesterfield
Frequently asked questions about Rover
The average cost of Dog Walking in Chesterfield is $18 per walk as of November 2026. Most bookings cost between $16 and $22 per walk. On Rover, walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of November 2026, there are 2,342 sitters on Rover offering Dog Walking across Chesterfield. Enter your ZIP code to see which available sitters are closest to your home.
Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.
Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in Chesterfield. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.
For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include a map of the walking route, the total walk time and distance, and any pee or poop breaks recorded by the walker.
The route map lets you review where your dog was walked in Chesterfield after the booking. It is not live GPS tracking.
Have specific details you would like included? Message your dog walker in the app before the walk begins.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee, which provides up to $25,000 in eligible veterinary care reimbursement.
Every walker on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page.
Yes, you can find walkers who have experience with handling special pet needs in Chesterfield. On Rover:
- 91% of walkers can help with special care needs
- 94% can help with giving oral medications or injections
- 96% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your walker questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first Meet & Greet.
walkers on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement walker.
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