Dog Walking Chester
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 14 pet parents in Chester have booked dog walking
Chester, 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.
“Maddy was excellent! I booked her as a walker when I was in a pickle last minute, she is very kind and quick to respond. She also makes the extra effort to make sure your fur baby is taken care of, the way I, as an owner would want. Definitely would recommend!”
“Alexa is beyond great! She is a pitbull aficionado and I’m sure she knows a lot about other dogs as well. I feel blessed to have found her! My dog absolutely loves her! She knows so much about dogs that I’m learning from her. Thank you so much Rover for getting us together. I am beyond grateful.”
About: Super flexible schedule! located in Goshen, NY. ** I have experience with reactive dogs, 100+ lb dogs, and a specialty in small animals incl. rabbits, birds, guinea pigs & more ** Whether your pet is in need of a walk, medication or feeding routine, time at home, assistance to their special needs, or checking on their wellbeing, I will ensure your babies get everything they need with a stress-free experience! I would be more than happy to help with pet sitting or dog walking, no matter your pet’s size or age. ♡ I have fully open and flexible availability. I’m able to dog walk and do home drop-ins in Orange County. I can usually squeeze in last minute bookings. If owner would like to opt-in for photos, I’d be more than happy to take some photos of your pet and send them over to you!
“Jill was fantastic! I reached out at the last minute right before Thanksgiving when other accommodations feel through. She was so great when she met our poodle, who immediately was comfortable. Jill was very communicative on the walk day, and sent some great pics of their walk around the neighborhood. Can’t wait to book with Jill again. Thank you!!!”
“Bridget was so accommodating for me even though I booked last minute and there was some complications. She took care of Stella and gave her the much needed potty break. She definitely knows how to handle dogs well and I will definitely book with her again!”
“Mallory is so kind and patient with my dog. She is professional and she provides updates. I love that my dog takes a liking to her and it makes us comfortable knowing that my dog can have fun.”
About: I have personal experience with two dogs (Sunny and Roland) and a cat (Loki). Additionally, I have taken care of the pets of family and friends for years without complaint. I have worked as a dog sitter/walker for over 5 years now, and 3 of those on Rover. Unless my employment status changes, I am available 24/7 over summer, winter, fall, and spring breaks. My time is also very flexible and I don’t mind if I need to work at odd hours. I try to be as gentle and friendly as possible towards pets and will do more than the bare minimum when it comes to exercise and entertainment. I also have experience with cleaning up all kinds of potential messes.
About: I have many years of experience living with and caring for a variety of animals of all ages. I've had cats in my own home my entire life and have owned dogs as well for the last 10 years. Neighbors and friends have trusted me with caring for their pets since I was 12 years old. I've also cared for horses and competed in the equestrian sport for over 20 years, which requires a high level of responsibility and discipline. All of this experience has allowed me to develop a great understanding of animal behavior, communication, and basic training concepts. You can trust me to safely care for your furry loved ones as if they were my own with lots of love, cuddles, and play! Im available with a schedule that is flexible during the week and on weekends - please check with me for my current availability for bookings! I can adapt to the needs of your pet whether it is caring for an indoor cat who needs food, water, litter, and attention, or a dog who needs to be walked around the neighborhood or exercised with a game of fetch in a safe fenced in area. I will always allow the animal to lead in establishing a trusting relationship with me. I have enough experience to identify signs of distress in an emergency and can also apply basic training methods in a warranted situation while walking a dog on a leash in order to keep everyone safe.
“⭐️⭐️⭐️⭐️⭐️ Shannon and Justin have been absolutely wonderful with our puppy, Aria! They are reliable, communicative, and clearly care so much about the dogs they look after. We always feel at ease knowing Aria is in such good hands. She gets plenty of attention, playtime, and care during their visits, and they give us great updates each time. It’s such a relief to know we can trust them when we’re at work or away. Highly recommend them to anyone looking for dependable and loving pet sitters!”
About: As a lifelong animal lover, I have multiple years experience caring for dogs, cats, pocketpets, rabbits, fish, parakeets, reptiles and chickens. I also have experience providing care in a rabbit/cat/small animal rescue and in stables so I am very well rounded when it comes to all manner of pet care. I am comfortable walking, feeding, playing, etc. Currently my schedule is generally Monday-Friday 8:00am-5:00pm with a bit of leeway here and there. I can do walks and drop ins on evenings and weekends. Knowing what your pet needs in advance makes it easier for me to set my upcoming schedule to accommodate them. And as an added bonus when it comes to working from home: House sitting is a breeze! I am able to give tons of attention during the work day and use my breaks to take pups out for walks and play time. For my own pets I have two cats and guinea pigs. The guinea pigs have a large cage in my spare room/office and there is plenty of room to board other pocket pets if need be. For other people's pets I will absolutely treat them with the same care and attention as my own. I understand that each pet and family is different so I will use your guidance and details to know exactly what your pet needs to make them happy and comfortable!
“Kalyna, did an amazing job with bishop while I was away for the holidays. She is reliable and great with dogs. If you haven’t booked her yet. You need to stop thinking and BOOK HER NOW!!”
About: I have life long experience taking care of dogs, between my own personal dogs, to my siblings dogs as well as close friends and family. I have this connection with animals that I can't describe which makes me the favorite uncle amongst my furry nieces and nephews. I have experience training my own dogs and my siblings dogs as well in the past. I also have experience with elderly dogs. I have a full and open schedule during the week and I am flexible with time. The weekends can be discussed further upon request of service. We are currently set up for only walks and visits. so care for pets will be at client residence to ensure they fell safe in their environment
The median cost per walk for dog walking in Chester is $25
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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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We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local walkers who will treat your dogs like family
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
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Popular requests for dog walking - Chester
Select a filter and find qualifying sitters offering dog walking.Sitters in Chester average 4 repeat dog walking clients
FAQs for Dog Walking - Chester
Frequently asked questions about Rover
The average cost for Dog Walking in Chester on Rover is $27.75 per walk (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .
As of September 2026, there are 2,485 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:
- 92% of walkers can help with special care needs
- 96% can help with giving oral medications or injections
- 97% 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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