Dog Walkers in Chester, NY
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Top rated Chester dog walkers
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“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.”


“Erika was very personable, professional as well punctual. I had knee surgery and was laid up for some time. Erika was there for me she was kind and sweet to Abby gave her a good exercise. She also always asked if I needed something which I found very comforting. I recommend Erika and will surely use her again”


About: Our pets are more than just companions. They are family, this makes them so much more precious. Which is why with me I can guarantee that I will do my best to provide the love and care your pet deserves. I have cared for dogs young and old, big and small, calm and energetic, you name it. I have experience feeding, cleaning after them as well as themselves, and giving medications with specific instruction. I am available all night on Monday into the evening on Tuesdays. As well as in the evening on Fridays up until the evening on Sunday. Other days of the week are very negotiable to what you may need! I personally love to encourage as much activity as possible with my dogs to ensure they get healthy amounts of play time. This in turn allows them to get ample rest when they are tired from activity further encouraging a healthy lifestyle for my furry kiddos.

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: 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!
About: Although they are no longer with me my boys were my everything and they taught me a lot. I grew up around animals my whole life and love spending time with them especially when they love to snuggle! I currently do pet care full time, I do book up pretty quickly for over night stays but please feel free to to reach out with any questions. Hi, I’m Nicole — your pet’s new best friend! I’m a longtime pet owner and animal lover offering both dog walking and pet sitting services. I care for dogs and cats of all personalities and sizes, including those who are shy, reactive, or just need a little extra patience and understanding. I provide care in your home so your pets can stay comfortable in their own space while you’re away. I’m big on communication — you’ll always get regular updates, photos, and peace of mind knowing your pets are happy and safe. Whether it’s a daily walk or overnight stay, I bring years of experience, calm energy, and genuine love for animals. I can’t wait to meet you and your furry family!
“⭐️⭐️⭐️⭐️⭐️ 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: Hello! I’m a Zoology grad with a soft spot for every kind of pet; from wagging tails to tiny paws and curious scales! 🐕🐁🦎 I completed two years of Animal Science courses in veterinary assistance and continued my training through Penn Foster’s Animal Science program. Along the way, I’ve worked at a large and small veterinary clinic and gained hands-on experience with rodents, reptiles, farm animals, and plenty of dogs and cats. Experience such as how to read behavior, administer medication, spot early signs of illness, and keep every animal conformable and cared for. I’ve also worked at a busy doggy daycare, managing 10+ pups at once (organized chaos at its cutest 😅). Whether your pet needs playtime, patience, or just someone reliable while you’re away — I’ve got them covered. No personality is too big or too shy for me 😄💕 I have open availability and naturally wake up around 6 AM, so early mornings or late nights are no problem. I’ll adjust to you and your pet’s schedule! I treat every pet like my own! Whether at my place or yours, I stick to their normal routine, give them attention, exercise, lots of love and care, plus regular updates so you're mind can be at peace!
About: Super flexible schedule! located in Goshen, NY. ** I have experience with reactive dogs, 100+ lb dogs and special need pets ** 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!
“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 taking care of pets my entire life, and my family and friends look to me if they need me to dog sit (or pet sit) when they’re away or unavailable. I love animals, and so getting to take care of furry friends is an absolute treat!! I’m currently attending college, so monday and wednesday mornings im out of the house from 8-12. any other time, if given enough notice, i can be available for you and your pets! I live in a family home with my dog daisy, who is very friendly and about 14 years old now. She never fails to be entertained, and I love her with all my heart. I will do the same for your pets :)

About: From the age of 4 i’ve had two cats. Now I have two dogs as well. Both rescues one a mutt, and another a pit mix. Outside of my own pets I have taken care of friends, family, and neighbors pets. Whether it be walking, drop-in visits or staying overnight I love taking care of all animals. If needed, I can help medicate too. I have a flexible schedule and my own car. I’m here to be a last minute carer, or a reliable and stable carer for your pets. I am available for walking, drop-in visits, and overnight stays. With my own car I am willing and able to drive far distances. I will care for your pets by communicating clearly with you on any and all their needs. I will treat your home and your animals with care. I will love your pets like my own!
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
Over 28 pet parents in Chester have booked dog walking
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The median cost per walk for dog walking in Chester is $25
Why Choose Rover?
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Reservation protection
It doesn’t happen often, but if your dog walker has to cancel, we’ll work with you to find a new walker.
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We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Chester average 3 repeat dog walking clients
Dog Walking FAQs
Frequently asked questions about Rover
Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Chester on Rover as of Jun 2026 was about $25 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Jun 2026, there are 1,245 dog walkers in Chester. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 86% of Chester dog walkers respond in under an hour.
Dog walkers in Chester have an average of 16 years of experience. Dog walkers with repeat customers have an average of 3 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Chester.
You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:
- Start and stop times
- A map of their walk with total distance
- Pee, poo, food, and water breaks
- Cute photos and a personalized note
There are 1,245 dog walkers in Chester on Rover, so you’re sure to find the perfect match for your dog! In Chester, 92% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.
Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.








