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%.
“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: My family owns and operates a Labrador breeding business and kennel, located in a small slice of heaven in the hill towns. I have been living, breathing, and loving dogs for my entire life and find immense joy simply being around them! I have several years of experience at a boarding facility where I was able to expand my knowledge on any different breed, size, age, temperament and disabilities! I am comfortable with all dogs at any life stages, ranging from a few hours old to sweet elderlies. I am also able to react quickly to any situation and have a solid history of preventing and intervening real fights safely between several dogs. I am available at you and your pets desire! I am able to stay in home and/or overnight, or simply check in! My car is my main way of travel, and has safely transported many pups to their playdates! Care in my clients home includes purely love and sticking to the routine that your pet knows the best! My client will also receive the utmost amount of reassurance and open communication because I understand on a personal level how difficult it is to leave your baby in someone else's hands.
About: My dad taught me at a young age how to care for, and respect all animals. I have turned this into a life long love for all animals, both domestic and wild. I am a vet assistant, and currently studying to be a certified vet tech. For the last two years I have worked at the local animal shelter, and for the last year, at a dog daycare as well. I have volunteered at Dakin for the best part of the last 15 years. This has included transportation of animals, dog walking, animal socialization, and the kitten ICU. I am currently working part time, so I will have plenty of time for your furry family members. I am available during the week, on weekends, and holidays. Whether your dog likes the dog park, or playing in the backyard, we can play using their favorite toys. If they are more of a couch potato, I can accommodate them as well. If you have kitties that need company, we can play in the house, or go out for a stroller ride. I have a fenced in backyard for the dogs to play in. In the summer, a pool and water sprinkler will be available. I am a vet assistant, so I have first aid training for both dogs and cats. My house is air conditioned, perfect for relaxing on a summer day.
“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: 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 trained my dog since she was a puppy and love spending time outside with her. I love to stay active with the pups but also enjoy relaxing and providing pets. I’m currently a full time student at Umass Amherst but I am home in Southampton in the summer and would love to help out! Whether that’s a quick walk or a longer stay I will always offer the upmost respect in a clients home. I make sure to provide my undivided attention to all pets and leave the clients home untouched.
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.
“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.”
“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 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'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 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!
About: Have owned dogs for over 20 years, pet sit for friends, family, and neighbors. I am over cautious and protective when it comes to animals, I'm also active so love walking dogs, throwing a ball for them, or taking them to our local lake for a swim. I have tons of patience for shy dogs, I have dealt with rescue dogs and know when to get close or not to an animal. I have never had an incident where I have had a dog become aggressive with me. I have taken my own dog to obedience school a few times and learned a few key trips for working with difficult dogs or puppies. I have taken care of puppies within the past three years and am comfortable with the extra care they require. I have a solid connection with our local vet and emergency animal hospital and am able to handle dogs who need shots or medications administered. I work from home and have several pets already needing care. Bathroom breaks, walks, ball throwing, catnip time, all of it already happens in my home. We have several pet fences within our home and a puppy proof first floor. If a pet is okay of leash then we walk them around our 4 acres throwing a ball or whatever the pet likes. If a pet is not okay off leash, then we just walk them on a leash on our land every 1.5 or 2 hours or as needed. Water bowls are everywhere, no chemicals are on site within reach of curious puppies, and no cars move very quickly on our driveway and everyone who does arrive at our home knows we have several pets and need to slow down. We have owned dogs for over 25 years and have never had any of our pets get injured.
About: As a child, I owned almost every pet imaginable - from house cats to Rottweilers to lizards to ferrets! Bless my poor mother's heart - we practically had a small zoo at our house! As an adult I owned a cat for 5 years and also "dog /cat sat" for friends and families many times. I'm an all-around animal lover who is comfortable with many different types of pet care. I'm a stay-at-home mom with a four year old. Please be advised that if I pet-sit overnight at your home, my daughter will most likely be accompanying me for at least part of the job assignment. If you aren’t comfortable having well-behaved, well-supervised children at your home, then unfortunately I’m not a good fit your you. I have plenty of flexibility on both weekdays and weekends to provide care for your pets. I live in a pet-friendly house with a fenced-in back yard. The neighborhood is quiet and safe for walks. I also have access to a nearby park.
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: 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.
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: What sets me apart from other sitters is that I am loving and have compassion. Every time I meet a new dog they can sense the good energy from me. ( I can’t update my schedule timing but it’s Monday- Friday 5-10pm) and Saturday-Sunday ( 9am-10pm) I am currently working full-time. I can come by and take care of the dogs or cats for however long after 11am as well as do drops in. I can care for pets at my clients house by maintaining a boundary in where the dogs or cats are supposed to be. As well as set up a little place where they can be at so I can watch them and play.
The median cost per walk for dog walking in Chester is $20
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Popular requests near you
Select a filter and find qualifying Chester sitters!Sitters in Chester average 3 repeat dog walking clients
FAQs for Dog Walking - Chester
Frequently asked questions about Rover
As of June 2026, there are 1,032 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:
- 94% 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.
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