Dog Walkers in Chester, MA
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Top rated Chester dog walkers

“You can tell McKenna is a big animal & dog lover. She was incredibly sweet & gentle during our meet & greet. She asked all the right questions and our pups felt instantly comfortable around her. We’re glad to establish a relationship with someone we can trust AND with someone who goes above & beyond during her visits. Thank you McKenna, we’ll be booking you again soon!”


“Danielle is the best dogwalker I've ever had. She's very attentive and knows each dogs special needs. They love her and go crazy when they hear her car in the driveway. I couldn't be happier!”


About: I have had dogs growing up all my life. I am currently s bio (pre - vet) major with experience from internships in animal care. But its not just about the skills I’ve gathered, I have always genuinely cared about the animals around me! Whether they are pets, wild animals, etc. I’m currently working part time, so I have plenty of time to fit pet care into my schedule!! Other than Mondays and Wednesdays, my schedule is very flexible!! I have two friendly dogs. They are both elders so they need rest and cuddles more than anything. When they were younger and more active, we would play fetch and take walks around our neighborhood!

“Saige aka Ziggy was an absolute dog whisperer. Ziggy took great care of my dog, which allowed me to relax and enjoy my vacation. If you’re looking for a dog sitter or walker, stop searching. One report card wrote “An aggressive dog approached Boone, I stepped in front of Boone and the other dog ran off.” I mean talk about CARE & SAFETY. ⭐️ x 5”


About: I have had pets since I was around 8 years old, when my family had a dog and a cat. When I was a teenager, while living in, I took care of 2 young Yellow Labs while their family was vacationing in Europe. Soon after, I then adopted a young Irish Setter, who I enjoyed running with on the beach. She was full of energy, enthusiasm and so much fun. I enjoy being with dogs and walking outdoors with them, getting our fresh air and exercise. My daughter in law also cares for dogs in her home, through Rover, and I enjoy being with the dogs in her home. I enjoy brushing and playing with dogs and I am attentive to their feeding schedule and always put out fresh water with each meal. I am attentive to their outdoor needs and clean up well after them. Dogs are wonderful! I am available 7 days a week, from 6 am through 10 pm. I am happy to walk you dog, feed meals, play, and keep your dog company I have 3, 2 1/2 year old sister cats. I keep their litter boxes very clean, by usually cleaning them 3 times a day.. I feed them in the morning, and then I play with them, and they get their exercise by running up and down the steps in our house. I brush them frequently. When weather permits. I open a window for them to enjoy watching the outdoors. Dinner time and more playing. They absolutely are so happy to play with the catnip toys, along with lying next to me on the rug or on the couch. They sleep very well through the night. each

About: Lifelong dog lover skilled with reactive, anxious dogs and puppies—experienced in training, stimulation, and gentle, attentive care. I am a dog mom myself! My Dogs name is Eggy who is a 2 year old rescue with a love of balls and social anxiety. I am currently in graduate school working towards my masters in clinical social work. With this, I have ample time to spend with furry friends. Entering someone’s home is an honor and a privilege, especially when you are in-trusted with the care and safety of a pet. With this I try to respect the expectations of every pet parent and every pet. I work to leave a home as I found it, be mindful of the needs of each pet, and express my gratitude.

About: Connecting with animals and ensuring they feel loved and cared for is what I do best. With my knack for understanding each pet's unique needs and personality, I provide a range of tailored care services, from engaging playtime and comfortable walks to precise medication administration and gentle grooming. Safety and happiness are my top priorities. I know life gets busy, so I'm all about flexibility and reliability to make sure your pet care fits perfectly into your schedule. Whether you need regular help or just the occasional support, I'm here to offer a friendly, professional service that you and your pet will look forward to. I'm self-employed, so I have a lot of flexibility in my schedule. I try to be as accommodating as possible for your pet care needs. I am not able to host pets in my home at this time. I am happy to come to your home, as I find this is often the best choice for many pets' safety and comfort. I will be upfront and provide advanced notice if I need to leave your pet at home for whatever reason. It's my top priority to maintain safety and cleanliness.

About: Hello! As a little girl I've always dreamed of working in animal care and I am enrolling in a local community college to start that journey. Thus far I have experience working in a kennel and at an animal hospital working with all breeds and temperaments! I currently work full time at a veterinary center that has a number of specialty services! I work Friday, Sunday, and Monday 12PM-12AM. I’m very flexible around this schedule as long as you can be. Not only am I caring for your fur-babies but I will be coming into your home and I want to make everything as comfortable as possible for you. I also enjoy sending out pictures (with your permission) and giving you update on how you're pet and home are doing.

About: I had a dog from birth until he had turned 18, and I had been his sole caregiver for the last 4-5 years of his life. I also grew up around dogs and cats, currently I own 2 cats, a boy named Winston who is 2 and a girl named Amelia who is just over 6 months old. I have always been a reliable source in pet care for walking, feeding, playing, and bathing a loved ones pet. I currently live with two cats who use tofu litter, which needs to be changed every day otherwise it will spoil. Both kitties get bathed on a monthly basis and are fed wet food twice a day. I always measure their meals and check ingredients to make sure my cats are getting the healthiest they can be. Winston is a long haired cat who requires a groom every 2 months so I take him to the groomer as well. In clients homes, I will clean up after any dog/cat messes, make sure they’re fed and have taken any medications or treatments they might need. I currently cannot take an pets in my home but I am available for stop-ins and in-home pet sitting, as well as walks to get the sillies out in high energy animals.

About: I have taken care of family and friends pets (cats and dogs) for many years and have regular clients for pet sitting and dog walking. I have had my own pets as well for most of my life. I have fostered many cats through a local animal shelter and have volunteered with a local organization to walk dogs. I have completed a Pet Sitter and Dog Walking Certification. I will treat your pets as I do my own and will provide loving care and I will ensure that your requests are met for your pet. I am organized and trustworthy and am available for pet sitting in my home, drop in visits and some house sitting. I am available on weekends and weekdays depending on the request. I work from home so if your pet is staying in my home I am able to let them out as needed (for dogs) and provide lots of loving attention throughout the day. Depending on the service-Boarding/pet sitting is provided in my home. We have a big yard and trails in the woods so dog walking is easy and enjoyable. Drop in visits can be set up at your home for cats or dogs as well.

About: I have over twenty years of experience in pet care. I have worked at boarding facilities, in pet grooming boutiques, in retail pet stores, and have done a fair share of dog walking and pet sitting. I am freelance illustrator and graphic designer, so my schedule is very flexible at the moment. I also have weekends free to do house sitting I believe I would bring compassion as well as experience to the job. I am extremely responsible and reliable 40 year-old animal lover willing to get my hands dirty and work hard.

“While on vacation, we hired Kathleen to walk our dog and feed him his dinner while we were out of the house for an extended period. Kathleen was very responsive and professional at all times. She really wanted to be sure to do what was best for our dog. Kathleen provides updates and photos of her time spent with Sam and really put our minds at ease. I highly recommend her to care for your beloved pet too!”

About: I’m a reliable, patient, and pet-loving caregiver based in Western Massachusetts. With years of experience caring for cats and dogs of all sizes and personalities, I understand that every pet has unique needs- and I treat each one like family. Whether it’s a long walk, playtime, medication, or just some extra snuggles, I’m here to provide compassionate and attentive care while you’re away or busy. I’m comfortable with seniors, high-energy breeds, and special instructions, and I always prioritize safety, communication, and keeping your pet happy and healthy. I’m also happy to bring in mail, water plants, or help with other small tasks while you’re away. Let’s set up a meet and greet! I’m currently pursuing my masters degree full time online. This gives me a flexible schedule to accommodate pet sitting or walking. My schedule is pretty open. Whether I’m caring for your pet in my home or yours, I treat every animal with kindness, patience, and the same level of care I’d give my own. I follow your instructions closely, maintain your pet’s routine, and make sure they are loved, and comfortable while you’re away. I’m respectful of your home, tidy, and trustworthy. I’ll always leave things as I found them. I’m also happy to take care of small tasks like bringing in mail, watering plants, or taking out the trash. Your pet’s well being and your peace of mind are my top priorities.

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

“So happy!!! I always stress about leaving Odys at home when I’m working longer days and Alexis has been AMAZING! Sending me videos, pictures, and summarizing their time together! So great!”


About: Animals have been a part of my life starting from a very young age. As a small child my family fostered dogs and I was taught basic animal husbandry skills from an early age. Growing up we always also had 3 dogs of our own that I was dedicated to caring for. As I grew older my love for animals of all shapes and sizes also grew, guiding me to my career in animal science and veterinary medicine. I have been working in veterinary medicine for 6 years now. I am currently working on obtaining my Veterinary Technician license (CVT). Through my hands-on experience at my job, I have gained many skills. I am proficient and confident in administration of medications, administration of subcutaneous injections, ear cleanings, pedicures, anal gland expressions and more. I also have experience caring for small animals such as rabbits, hamsters, and guinea pigs. Lastly, I have my own flock of chickens and would be happy to care for yours if needed as well! I’m currently working part-time, so I have time in my schedule to play and care for your beloved pets as well. My schedule varies weekly so I would be happy to discuss your needs to see if we would be a good fit for each other! Unfortunately at this time I cannot house any clients pets in my own home, but I am happy to care for your pet in the safety and comfort of your home while you are away. I have various petsitting and housesitting references if needed. Your pet’s safety and happiness are my number one priority.

About: Hello! My name is Skylar; I am 26 years old, my family has owned dogs my whole life, I own a dog and two cats! I currently work at a daytrain facility for dogs and am on my way to eventually becoming a dog trainer! I am relatively flexible as I work around my jobs schedule but I always provide the upmost care for animals. As a dog lover, I’m here to ensure that your family members stay happy and safe while you’re away! I currently work part time at a daytrain facility for dogs, typically in the afternoons - So I am available mostly in the mornings and evenings ( after 6 pm)! I am able to provide walks if needed (or if there is no fenced in yard), as well as special diets and medications as needed!

About: I’ve had dogs my whole life and there isn’t a breed I don’t like and I’m happy to make any and all accommodations needed! Please feel free to ask any questions!! I am a PCT at Baystate medical center local to Westfield and southwick and Granville. I drive and am willing to travel to you if needed. I am flexible during days and nights! I am willing to adapt to any situation and care for pets with all different needs. I have knowledge in pet care and have been caring for pets my whole life.
Loving dog walkers in your neighborhood
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McKenna P.
Star Sitter


“You can tell McKenna is a big animal & dog lover. She was incredibly sweet & gentle during our meet & greet. She asked all the right questions and our pups felt instantly comfortable around her. We’re glad to establish a relationship with someone we can trust AND with someone who goes above & beyond during her visits. Thank you McKenna, we’ll be booking you again soon!”


Danielle P.


“Danielle is the best dogwalker I've ever had. She's very attentive and knows each dogs special needs. They love her and go crazy when they hear her car in the driveway. I couldn't be happier!”


Elizabeth B.
“Elizabeth has always had a soft spot for dogs.She has always taken great care of her 2 labs with a very loving attitude. Her goal in life is to be a dog border and groomer. This is one step closer to her dream.”


Saige G.

“Saige aka Ziggy was an absolute dog whisperer. Ziggy took great care of my dog, which allowed me to relax and enjoy my vacation. If you’re looking for a dog sitter or walker, stop searching. One report card wrote “An aggressive dog approached Boone, I stepped in front of Boone and the other dog ran off.” I mean talk about CARE & SAFETY. ⭐️ x 5”


Janet M.
“Janet is a reliable and trustworthy pet lover. She has kept up with 2 cats and several dogs since we met over 10 years ago. Janet is a conscientious caretaker who has helped me out many times. Alicia R”


Morgan J.
“Morgan could not be a better choice to care for your four legged friends. They do an amazing job taking care of our own dog Eggy, especially when it comes to his anxieties. Morgan is very good at making pets feel safe, loved, and nurtured while under her care, and consistently goes above and beyond in making sure they are happy!”


Grace E.
“Grace is an amazing sitter! My senior dog, Ladybird, is on a few medications and has several food allergies, so I often feel a bit nervous to leave her with a sitter. When Ladybird stays with Grace I can relax knowing she is definitely in good hands! Grace took wonderful care of Ladybird and even sent some cute pictures and videos of Ladybird throughout the stay. I would absolutely hire Grace again!”


Haley C.
“Haley is a fantastic pet sitter and definitely has experience with lots of animals. She keeps my pets entertained and showers them with affection and care. Would definitely recommend her to anyone in need!”


Kelli E.Star Sitter

“Kelli is a strong communicator, dependable, and our Toby really took a liking to her. Toby returns from time with Kelli, happy and tired. We highly recommend Kelli!”


Amanda K.
“Amanda has been to our house a few times to watch our 2 rescue pups. They absolutely love her! She is wonderful with them. She is a sweetheart of a young lady and I will definitely keep using her!”


Shawna B.
“Shawna is a wonderful caretaker and lover of pets. She has watched our cat many times Lasagna and given him the utmost attention and love. She is accountable, dependable and understands animal needs. She gives them tons of love and attention. I cannot recommend Shawna enough!”


John H.
“When are family is traveling away from home. It always makes me feel better, knowing that John is at are home. Watching are cats and dog, and also keeping an eye on the property. John makes sure the pets are always safe, and taken care of.”


Stephanie H.

“Great communication and very warm to the dog.”


Kathleen M.
Star Sitter

“While on vacation, we hired Kathleen to walk our dog and feed him his dinner while we were out of the house for an extended period. Kathleen was very responsive and professional at all times. She really wanted to be sure to do what was best for our dog. Kathleen provides updates and photos of her time spent with Sam and really put our minds at ease. I highly recommend her to care for your beloved pet too!”


Betsabee T.
About: I’m a reliable, patient, and pet-loving caregiver based in Western Massachusetts. With years of experience caring for cats and dogs of all sizes and personalities, I understand that every pet has unique needs- and I treat each one like family. Whether it’s a long walk, playtime, medication, or just some extra snuggles, I’m here to provide compassionate and attentive care while you’re away or busy. I’m comfortable with seniors, high-energy breeds, and special instructions, and I always prioritize safety, communication, and keeping your pet happy and healthy. I’m also happy to bring in mail, water plants, or help with other small tasks while you’re away. Let’s set up a meet and greet! I’m currently pursuing my masters degree full time online. This gives me a flexible schedule to accommodate pet sitting or walking. My schedule is pretty open. Whether I’m caring for your pet in my home or yours, I treat every animal with kindness, patience, and the same level of care I’d give my own. I follow your instructions closely, maintain your pet’s routine, and make sure they are loved, and comfortable while you’re away. I’m respectful of your home, tidy, and trustworthy. I’ll always leave things as I found them. I’m also happy to take care of small tasks like bringing in mail, watering plants, or taking out the trash. Your pet’s well being and your peace of mind are my top priorities.


Steve F.
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


Alexis K.

“So happy!!! I always stress about leaving Odys at home when I’m working longer days and Alexis has been AMAZING! Sending me videos, pictures, and summarizing their time together! So great!”


Rachel S.
“I can't say enough about how wonderful Rachel is as a pet sitter. We’ve trusted her with our dogs for years, and we don’t leave them with just anyone. Our dogs have all adored Rachel and it’s easy to see why—she’s always treated them like family. Whether it’s a quick check-in and playtime or multiple days away, we can trust that they’ll be well taken care of.”


Skylar R.
About: Hello! My name is Skylar; I am 26 years old, my family has owned dogs my whole life, I own a dog and two cats! I currently work at a daytrain facility for dogs and am on my way to eventually becoming a dog trainer! I am relatively flexible as I work around my jobs schedule but I always provide the upmost care for animals. As a dog lover, I’m here to ensure that your family members stay happy and safe while you’re away! I currently work part time at a daytrain facility for dogs, typically in the afternoons - So I am available mostly in the mornings and evenings ( after 6 pm)! I am able to provide walks if needed (or if there is no fenced in yard), as well as special diets and medications as needed!


Madison L.
About: I’ve had dogs my whole life and there isn’t a breed I don’t like and I’m happy to make any and all accommodations needed! Please feel free to ask any questions!! I am a PCT at Baystate medical center local to Westfield and southwick and Granville. I drive and am willing to travel to you if needed. I am flexible during days and nights! I am willing to adapt to any situation and care for pets with all different needs. I have knowledge in pet care and have been caring for pets my whole life.
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1. Search
Read verified reviews and choose a dog walker who’s a great match for you and your dog2. Meet & Greet
Meet either virtually or in-person with a walker to discuss the level of care needed for your dog3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per walk for dog walking in Chester is $20
Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
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.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Chester average 4 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 Aug 2025 was about $20 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 Aug 2025, there are 441 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, 79% of Chester dog walkers respond in under an hour.
Dog walkers in Chester have an average of 17 years of experience. Dog walkers with repeat customers have an average of 4 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 441 dog walkers in Chester on Rover, so you’re sure to find the perfect match for your dog! In Chester, 100% 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.
