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

Chester, Find top rated dog walking
Prices are estimates per walk for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Hailey was so responsible and delightful to work with,always arriving in a timely manner. In addition she is knowledgeable and aware of my dogs needs & her quirky little behaviors. Hailrys personality & education makes her well suited 4this job and much more and her empathy 4 someone with a disability is beyond her years. I would use her again for everything.”


“Milo had such a great experience today! 😊 Paisley was incredibly kind, attentive, and clearly cared about him. She made sure he got everything he needed, followed all of my instructions, and gave me peace of mind knowing he was in such good hands. It’s obvious she genuinely enjoy working with dogs, and Milo came back happy and well cared for. I would absolutely recommend her and will be continuously using her walking services. Thank you for taking such great care of my boy!”

“I would highly recommend Kathleen. She’s great at communicating and very reliable. She came over to meet Henry prior to walking him. You can tell she has experience with animals. She sent us pictures of Henry when she was over.”

About: I’ve taken care of animals for the last 10 years. Dog walking, pet sitting and the occasional sleepover with friends/family animals. I am a newer cat mom (1.5 years) but rest assured, I have picked it up quick! I currently work full time in the school system however I have summers off so I will have lots of time come June to meet new animal friends! I have a half acre lot, not fenced. We currently use an e-collar for our 10 year old golden retriever Charlie. We do have a run available and could easily crate an animal should that be the owners preference. I can also do potty walks as we live in a beautiful neighborhood and close to Stanley Park.
About: Working in various Grooming/Training facilities. I'm currently working with Bumblebee Pet Care with 5 of my own clients. My conversations with the pets are amazing. I'm currently walking dogs 2 days out of the week looking for more to work with within the week. I have an open schedule and interested. I have separate spaces available for each animal. In my care at anytime, I will use provided equipment for transportation. Your pet safety is number one.
About: I have always been drawn to animals and loved to be around them and care for them. I have owned a variety of pets over the years and would love to grow and learn with your pets. I have experience working in a kennel that boarded dogs. I have bathed and done basic grooming. I am home with children during the week days and regularly have weekend spots available. I have plenty of time to care for furry friends in my home or yours. I am flexible during the day and able to walk and play with your furry friends. I have a fenced in yard. I have a dog and cat in the home. My children are animal lovers just like myself and we try to have a safe and comfortable home environment.

About: We LOVE and babysit all animals & dogs, we specialize in Pugs, English Bulldogs & French Bulldogs, we have a lot of experience with these breeds from having our own and caring for clients dog family! (We do travel up to 300 miles for in home stays, additional travel fee are quoted), (cross country house/pet sitting available upon request, special rates quoted). Our priority is their safety and comfort while remaining focused on them as individual pups each with their own unique routines, such as, maintaining their special diets, exercise and or supplements/MedX, which will be administered as determined by you. When we stay at your home we usually stay in a guest room, use one bathroom and the kitchen, tv/sitting room, we certainly don't require use of a full house. We are available to retrieving your mail, accept your packages, watering your plants and any other incidental services. We are a husband/wife team which is great because the pups are never left alone. I usually cook most of our meals. I vacuum, clean the bedding/towels, bathrooms & kitchen before we leave. We leave the house in order so that when you come back there is no mess or stress. We take our garbage and recycling with us. We also pick up after your pets, keeping the yard poop free. Our fee is $125/per night for up to 2 dogs and $150/night for 3-4 dogs. Note: Extended stay will result in a modified price, hours of arrival and departure are between 11am and 4pm, outside these hours will be additional $60.00-$150.00, depending on arrival and departures. References upon request. We have enjoyed 11 wonderful years providing our services for and exclusively to a limited number of pets Per day/night. It is our policy "To meet and greet" prior to accepting "First timers, since We do provide "Your Home service" for Dogs of All sizes and breeds. So, allow us to provide your "Best friend/ friends" with the kind care that will satisfy your highest expectations. We are at your home 24/7, your pets are rarely left alone. We are available to arrive 8am and 6pm. Specialize; "Staying Home-Not Alone with Trusted Guardians." We specialize in; "Staying Home-Not Alone with Trusted Guardians." However we do offer our home for a very limited size dog(s), small to medium; "The Comforts of Home" is the quality care you have been searching for. We offer your Best Friend or Friends with indoor rooms, a backyard, lease only; your pup is in a protected area at all times to spread out as they relax and socialize with us as their guardians. We like to encourage everyone to bring your pets own bed; which allows them to feel at home. We provide gates at all doors to double the safety of your pet. Wedding sitting available, ceremony thru reception, starting at $300.00, inquire about rules. We currently house and pet sit full time. Allowing us to be with your pets 24/7, they are rarely left alone. "Staying Home-Not Alone with Trusted Guardians." We are vigilant, to be aware of where your dogs are at all times. If gates are needed at doors we put them to use.

About: I’ve worked hands-on with animals for years and currently volunteer/work at an animal sanctuary multiple days a week and The Good Dog Spot Northampton boarding location I’m very comfortable with feeding schedules, medication routines, cleaning enclosures, monitoring behavior changes, and handling animals safely and calmly. I’ve cared for dogs of different sizes, temperaments, and energy levels, including high-energy breeds and more anxious personalities. I’m very observant and take animal welfare seriously — I notice small behavior changes quickly and always prioritize safety and comfort.🩷 I will add photos of my happy dog customers to my profile! I also have my wildlife rehabbers license :) I currently just switched from full time to part time at the animal sanctuary and Good Dog Spot, so caring for animals is already built into my daily routine. Pet sitting allows me to gain even more hands-on experience while earning extra income doing something I genuinely care about. I’m available for drop-ins, walks, and house sitting outside of my Doggy Daycare shifts, and I manage my schedule carefully to ensure each pet receives consistent, attentive care. For everyone’s safety and comfort, I provide care in my client’s home only. I have a 14-year-old dog and two rescue hedgehogs who are territorial with unfamiliar animals, so I don’t host pets in my home. This helps prevent unnecessary stress for both my animals and yours. When caring for pets in your home, I follow routines exactly as instructed and prioritize keeping their environment calm, clean, and secure. I monitor behavior, appetite, and energy levels closely and will always communicate promptly if anything seems off. Your pet’s wellbeing and safety are my top priorities.
“Ziggy walked our two large, energetic Pyrenees mixes and did an amazing job! One dog is a recent rescue and Ziggy was prepared to avoid interactions with other dogs on trail, especially off leash ones which happens a lot in our neck of the woods. We highly recommend Ziggy for any dog walking or animal care needs!”


About: I have taken care of 2-4 dogs since I was 10 years old. Being attentive and making my dogs feel comfortable is very important to me. They’re more than pets they’re family! I have taken care of my two dogs everyday and have since they were both puppies. Now that I am not at home with them anymore I am looking to apply that love and attention to someone else’s great pet! Properly taking care of pets to me means making sure they they get what they need; food, water, affection, time outdoors, walks, and lots of love.
About: I’ve grown up around dogs and cats my whole life, and as a family we fostered and rescued multiple dogs. I’ve personally taken care of dogs for years, for family and friends. I’ve done overnights, feeding, walking, etc. Also super comfortable with cats! I’m currently studying to take the NPTE and have plenty of time to help take care of your furry friends! Weekdays are best but I am available weekends as needed. Currently living with my lovely dog Kona. Unfortunately, she is a very jealous and anxious senior pup who does not get along well with other dogs therefore I cannot offer services at my home.

About: I grew up with dogs my whole life. My parents also run a dog sitting business on cape cod and I help out there when I can! I am also fully insured! I’m a current second grade teacher, so I’m completely free on the weekends and the summer months, as well as school vacations to take care of your furry friends! I will love your dog like my own! I’m a diligent, reliable and clean person that will leave your home and dog happier than I found it. I am also fully insured!
About: I've been house and pet sitting for ten years plus, besides that I've been an owner of many dogs and cats. There is nothing that makes me happier than the well-being of them. When you choose me for the care of your fur babies, they'll be taken care of to the maximum comfort and standard. I'm flexible in that I work remotely... So i huge amount of the time i will be around to cater to your pets. And also will be able to walk them often and keep them stimulated I'll make sure their safety and the environment they're in are safe and nurturing. If it's the owner's house I won't change a thing, if it's my house I'll have them have access to all that they would have at their home.
About: I have had a passion for animals since I was little! I love meeting new furry faces and making friends! Snuggles and belly rubs are a must! I bring treats with me to work for all the pups I see on my route! If it’s nice out, I enjoy running around outside or going on hikes. If it gets cooler, I prefer stretching out on the couch. Car rides are always welcome! Visits to the dog park are fun too! Even if they’re safe off leash, I’ll always keep them on leash to prevent any accidents! Muzzled or non-muzzled, I’ll be happy! If you have a list of what they need for food or other supplies, I should be able to follow it no problem!

“Jonathan was wonderful with my dog. He was happy help me out in a pinch, and while I never got to meet him, my roommates raved about how good he was with my high energy mutt. He was able to keep up with her and outsmart her when play time was done. Definitely would recommend!”

About: I'm very happy to be around pets. Have experience taking care of pets as I have had pets growing up I have been called to dog wisper because I have that connection with dogs. Your pet will be well cared for and loved in my care I'm open mornings and at night.i do food delivery and housekeeping part time.i can usually be available for whatever times you need just reach out and let me know I have a eye for detail and.very alert so your pet will be safe. What ever kind of pet sitting you need I can do
About: I'm available for all holidays starting with Thanksgiving, Christmas, Hanukkah, Kwanza and New Year's Eve I'm a lifetime pet owner and pet sitter with strong references 🙏 I'm not employed by anyone else, so my time is wide open and I live on a quiet dead end street and close to regular parks and dog parks / trails. I always take the owners preferences seriously, but I do like to spoil with good food and treats. I also am good with grooming calmingly.
About: Hello! I always helped care for animals for as long as I can remember. Growing up, I was able to help care for litters of puppies. Most who went to the state of MA for agencies to train to help find missing people. I also grew up with cats and many reptiles. Currently I have two cats and three tortoises. I have professional experience as well from working for a local veterinarian clinic. Currently I travel for home health/health care worker within the area. I am always a drive away from my apartment to give potty breaks and walks for my new furry friends. I also have experience with dog obedience as I have a friend who owns/runs a local business. I have many resources for all animals. Currently I travel to my clients. Most of them are 5 to 20 minutes away from my apartment. I am able to make my own hours to take your fur baby out and spend time with them. I will take your dog out on leash for potty breaks and walks. I am able to take your dog to areas that are safe to take your dog off leash to run energy such as dog parks if you approve. If I am coming to you, I would want to learn everything you do to make your pet comfortable. I have many years of experience with all sorts of pets and farm animals if that’s growing up with pets and learning. Or if it’s in the vet med field or on the farm. First off everyone if different and that’s important to know how to make your pet most comfortable while they are being cared for. Going by your schedule and routine is very important for your pet so they are happy and comfortable while their family is away. I am able to help in anyway you request.
The median cost per walk for dog walking in Chester is $22
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- 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.

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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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Meet local walkers who will treat your dogs like family

1. Search
Browse profiles of walkers near you who offer dog walking
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Popular requests for dog walking - Chester
Select a filter and find qualifying sitters offering dog walking.Sitters in Chester average 3 repeat dog walking clients
FAQs for Dog Walking - Chester
Frequently asked questions about Rover
As of August 2026, there are 990 sitters on Rover offering Dog Walking across Chester. 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 your Chester. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.
For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Chester.
Got specific details you'd like the dog walker to include? Message them in the app before your dog’s 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 Chester. On Rover:
- 95% of walkers can help with special care needs
- 98% can help with giving oral medications or injections
- 98% 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 short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.



