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!”

About: I've been caring for dogs since middle school, including over 12 years of hands-on experience caring for my own dog, Aubrey. I've also had family, friends, and neighbors rely on me to walk, feed, groom, and care for their pets. Over the years, I've gained experience with dogs of many sizes, breeds, and personalities, including Golden Retrievers, mixed breeds, Yorkshire Terriers, hounds, Chihuahuas, and Corgis. I especially enjoy caring for senior pets and making sure they receive the patience, attention, and affection they deserve. I like spending quality time with them, grooming them, observing their behavior and how they're doing, and making sure they're comfortable and cared for. I've also expanded my experience through volunteer work with Rockland Orange Furrever Homes and the Hudson Valley SPCA, where I've worked with shelter animals and gained additional experience observing animal behavior and providing hands-on care. Whether your pet needs a good walk, a meal, some grooming, companionship, or simply someone who will give them plenty of love and attention, I want them to feel safe, comfortable, and cared for while you're away. I currently have a flexible schedule, which gives me plenty of time to dedicate to pet care. I enjoy making time for walks, play, grooming, companionship, and simply getting to know each pet's personality and routine. I'm able to be flexible with my availability and want every pet in my care to feel comfortable, safe, and loved. When caring for pets in a client’s home, I focus on keeping them safe, comfortable, and following their normal routine as closely as possible. I make sure doors, gates, and other exits are secure, provide fresh water and meals according to the owner's instructions, and give pets plenty of attention and exercise. I also pay close attention to their behavior and overall condition so I can recognize anything unusual and communicate concerns to their owner. During walks, I use safe handling practices and stay aware of the pet's surroundings, other animals, and potential hazards. I want every pet to feel comfortable and cared for while their owner is away.
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

About: I am a children’s acting teacher that primarily works from home so I can spend lots and lots of quality time with your precious pup! I have a extremely safe and fun environment in Monroe on Mountain Lodge to share and plenty of stellar references from pups and their humans. If your loved one stays at my little cabin they get to walk daily with me to the one of the most BEAUTIFUL waterfalls!! I send lots of pictures if requested and my main goal is to make your lil loved one feel welcome while you go have fun!! About this sitter: I am a children’s acting teacher working primarily from home. I have over 30 years experience with animals of all types having been raised on a farm in Ga. I have plenty of experience with gentle training and specialize in pups with special needs. I offer a very safe and loving environment with lot of fresh air walks to a waterfall! I am a children’s acting teacher working primarily from home so I can spend lots of time with your precious pup or kitty! My main goal is to make them feel welcome with lots and lots of love I live in an extremely safe area on a dead end private road surrounded by beautiful woods and right close by to a waterfall! I’ve had MANY pups and kitties stay and their parents are thrilled by the area
About: I’ve grown up with pets, both dogs and cats, my entire life. I house sit for family members with pets and take it upon myself to love and care for them like they are my own. I love to take them on adventures in the car, to walking trails or lakes to engage with them! I currently work a full time job Monday through Friday in office with one day to work from home. I can provide evening and night care, as well as weekends! I can be flexible as well to stop in at nights or early mornings for your pet needs. I am willing and able to house sit and adjust myself for your pet’s schedule and comfort. I have one dog and one cat in my home who are cared for around the clock. I love taking my dog for visits to different state parks or hiking trails!
“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: I’ve taken care of animals ever since I was a teen. I would volunteer to care for pets all the time. I have taken care of all kinds of pets such as dogs, cats, bunnies, guinea pigs, salamander bearded dragon and chickens. Tell me what their needs are and I will make sure fur baby is well taken care of. It’s my responsibility to make sure that each fur baby is happy and safe. I know how important dogs are to our lives, so it's my duty to make sure that your fur baby gets to experience the same kind of love and care that they're used to at home. When taking on a new client, I typically like to schedule a meet-and-greet. It's a great way to make sure that we're all a good fit for one another, which is so important to me. It gives us the opportunity to chat face-to-face about your fur baby and your care expectations. No one knows your dog better than you do, so it's always great to chat with owners to learn more about your fur baby. I am available to care for your fur baby all day as my main focus is caring for fur babies! I work from my home part-time so I’m always available to provide love and attention to your fur baby. I have a large fenced in yard with plenty of room to play and 1 dog to keep your fur baby company. If needed, I have the ability to crate your fur baby.
About: i have walked dogs and cared for them for as long as i can remember, im pretty good at reading body language and predicting behavior in order to understand the needs and desires of the dog/cat in my care. i basically have open availability, im either looking for a dog/cat to care for or working for doordash. i have my 100% attention on being there for your pets. i care for your pets by staying in toutch with the parent owner and giving little updates and moments, or any questions i have to fully understand and respect the boundaries of not only the pets but the parents and how things should be done and all the tasks required of me.

“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: Hi my name is laila and i’ve worked at 4 dog daycares. My most recent and committed one has been fidos playland. I’ve been working with dogs since around 2021 and have one of my own that i trained. I get the basic understand behind dogs in general since i’ve been with them every single day and love to learn there personalities to communicate with them. I babysit from home i have a mini dog daycare the most i get through the day is about 5 dogs. I did work in a boarding facility and in dogs homes before. I stay home all day with the dogs and dedicate my time to them. I make sure everyone gets along and can be compatible for the day In home I have a spacious area for dogs to run and play with no restrictions and also give opportunities to go play outside under high supervision
About: Life long animal lover here. Living on a few acres with all different kinds of pets. I have cared for everything from dogs to cats, chickens, rabbits, and even goats. I would love to care for your pet as if it was my own. I am currently a stay at home mom for pets and kids so my schedule and availability is open. I can work around you and your pets schedule. I have a little under 3 acres with a fenced in area for pet to run. I have everything to keep them safe and loved. I do have crates available for those pups who would prefer or need it.
About: I’ve been a pet owner all of my life as well as caring for pets.I truly love animals and so do my kiddos! I’m a stay at home mom so I have all the time for you fur baby ! May fiancé works in law enforcement in NYC ( detective) your pup is safe with me ! I also have nanny cameras since I have toddlers ! Spoiler alert ! Your pup will be spoiled while in my care 🥰 I’m a stay at home mom so pet sitting works out well for my schedule and routine. Overall, the pets will be taken care of with the up most care and love! I love the interaction with all dogs and their cute personalities. I like to hear what the client would like in regards to care and how their normal routine goes in their homes. I like to help the client keep their pet on the schedule they’d normally have at home. Dogs will be walked on a leash at all times. I also use puppies wipes to clean up their paws/other areas after walking outside🙂.

About: I’ve taken care of dogs my whole life, I have owned and cared for multiple breeds of dogs and cats, big and small, and been a pet sitter for friends and family on and off for the last 10 years. As a result of my experience as a pet parent and sitter I am very comfortable with most breeds. I also have limited experience training full grown dogs as well as puppies. I am available for walks, check-ins, or pet sitting every day. I am also available for boarding on a case by case basis. My work schedule allows me to be present for most of the day, so I can remain attentive and take plenty of walk and play breaks. During the times that I am gone I am able to crate them if that is your preference or they can have free access to the main part of the house and I will check in on them regularly through the doggie cams. I am able to dog sit in your home as well as in my own home, which has a large amount of indoor space that they can roam around in, as well as a partially fenced back yard that they can play in on a long leash with my supervision. I have plenty of time for walks and play breaks during the day. And during the few hours a day that I am out of the house, they can be crated, or they can roam around the main part of the house. I check in on them every half hour through the doggy cams set up in the house. I am comfortable walking, feeding, and if necessary, providing medication on the schedule and in the manner that you prefer.
The median cost per walk for dog walking in Chester is $25
Dog parents share their Rover experiences - Chester
Monta is an absolutely wonderful dog walker! Reliable, caring, patient, and genuinely passionate about animals. I really appreciate the professionalism, communication, and peace of mind that come with knowing my dog is in such good hands. It’s not easy to find someone you can fully trust with your furry family member, but Monta makes that decision easy. I would highly recommend Monta to anyone looking for a dependable, kind, and trustworthy dog walker. Truly grateful for the care and dedication!
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 - 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 of Dog Walking in Chester is $28 per walk as of November 2026. Most bookings cost between $0 and $33 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 2,468 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 Chester. 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 Chester 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 Chester. On Rover:
- 87% of walkers can help with special care needs
- 91% 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.







