Dog Walking Chester
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 15 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.
“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 grew up on a dairy farm with all sorts of animals around. I have had many dogs, cats, parrots, chickens, rabbits, rats, and horses over the years. I have a degree in Equestrian Science and have taken care of animals my entire adult life. I have always been an avid hiker as well and love to take the pups on walks around the area. I currently own 3 dogs, a parrot, and 2 chickens and will give your animals the same love and attention that I give my own! I'm currently working part time and so have plenty of time to play with your fur babies. I am currently available for house sitting, drop in visits and dog walking. If your dogs get along with mine I might be able to do boarding as well. I have a dog door at my house with a fenced in yard along with 5 acres of fields to walk in. When coming to your home, I use my deep knowlege of dogs, cats, and other animals to keep your animals happy in their own home where your pets are MOST comfortable. They have the comfort of knowing they are safe in a place where they can learn to trust me and we can develop a bond so I can give your pets the same level of love and care as I would give my own pets.
“Thank you Joseph! I’ll certainly reach out to you again! I’ll recommend Joseph to walk your dog/s. He is very polite! He was quick in replying to my request, very through following up with a meet and greet and asking questions to make the walks smooth, and finally keeping me updated with times picking up and dropping of my dog. Leo was comfortable with Joseph as soon as they met! My experience was great!”
About: I take pride in my work and strive to treat each and every animal I care for as I would my own personal pets. I personally understand how difficult it can be to trust someone with your furry family members and do my best to make the experience as amazing as possible for both pets and pet parents. I have worked in the pet care industry for over ten years now. I began dog walking in NYC, then managed a luxury boarding/daycare facility for dogs in East Syracuse. Since then I have also branched out into working in animal rescue as well. I also am currently pursuing a certification in dog training. I currently work for myself so my hours are flexible. I can accommodate dog walking most mornings, afternoons and nights. I currently offer in home boarding but limit it to three dogs per night to ensure the best quality of care. I understand that allowing someone into your home to care for your pet can be nerve racking, so I strive to be as mindful of this as possible. Some of the ways I ensure I do this are by speaking with the client before hand to go over anything specific they need done, entering the home in a safe and respectful manner, greeting the pet I'm caring for with enthusiasm, creating a bond with them & making the experience as fun and stress free as possible.
“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!”
“⭐️⭐️⭐️⭐️⭐️ 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!”
“Julia was terrific! She showed up for a last minute request. She was friendly, prompt and flexible. My dog was very comfortable with her at the outset. I was so impressed that since she needed to address something at home she offered to take my dog with her rather than give me less than the full hour walk.”
About: I am a dog lover with 2 dogs of my own, perfect for keeping your dog socialized and playing during their stay. I love to hike with my furry family members and yours will enjoy the same perks! I provide lots of cuddles, lots of excercise, and a perfect scheduled environment to make sure that your dog will feel at home while you’re at work or enjoying a vacation. Feel at peace knowing that your dog is treated just like one of the family here. I also offer dog walking services. During the week, I can provide afternoon/evening walking and drop in services in addition to dog boarding. On the weekends, there is a much wider range of options in my schedule. Since I am a teacher, I have the summers off and can provide many more services over the summer and during my school holidays. I look forward to spoiling your fur-baby! During a work week, I don’t leave home until 7:45, so I have plenty of time to let out both our dogs and yours! I get home quite early in the afternoon since I am a teacher and give tons of love and attention to the pups. We can go for daily evening walks if requested, or just play outside in my yard! During my holiday breaks and the summer, I am home all day and night to give your family member tons of love and attention. My yard is fenced and I have two friendly dogs for your dogs to play with. I’m very familiar with dogs and their behavior, so I know how to approach your dog and make them feel comfortable and happy. Tons of love, attention, and treats offered! Your friend will come home super spoiled and happy, or you’ll arrive back to your home with a happy fur baby to greet you!
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!
“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!”
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!
“Natisha arrived on time and was friendly. My dog was a little shy at first (this is not unusual) and wanted to head home early, but Natisha extended the time with my approval and he was fine! This was my first time using the app and Natisha was helpful with answering my questions.”
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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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
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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 $24.42 per walk (as of August 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 August 2026, there are 2,517 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:
- 91% 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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