Dog Walkers in Chester, MD
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
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Heather & Jennifer T.

“Heather and Jennifer were genuinely kind, caring, and attentive to Gizmo and Cinci, who are senior dogs. This is my first time in 14 years using a dog walking service for the boys, and I am really happy that I chose them. They were very professional, responsible, and reliable!”


Sabrina G.

“Sabrina is always interacting with Peaches and has bri get her dogs to teach Peaches how to play.”


Jennifer D.

“Jennifer is awesome! She was very communicative and willing to walk our dog with somewhat short notice. She sent great updates and pictures. We will definitely be booking her again!”


Robin A.

“Robin has been super responsive to requests and Marley loves his walks!”


Cristina M.
“Cristina is likely the best choice for your pet! You likely won't find a more loving and caring caregiver for your pet. I have two little shih tzus that usually stay right with me... but they just light up whenever Cristina comes into the house and she has their full attention - and importantly, they get her full attention :)”


Kelly K.
“Kelly did a great job taking care of my special four legged friend. She is conscientious, polite, professional, reliable, and caring. I highly recommend Kelly”


Jackson H.
“Jackson is doing great walking Dottie. If any issues arise he immediately responds and makes any necessary changes. He alerts me well in advance if he needs to tell me he’s unavailable at future times. He’s doing great!!”


Katie H.

“Katie showed up on time and did a great job with our Marley! Couldn’t ask for better service!”


Jennifer M.
“Jennifer has been great to my dogs over the years! I was pleased to hear that she has decided to branch out. I give her an 11/10- highly recommend.”


Gregory G.
About: Hey guys, my name is Greg, I have been working from home for about 6 years now, as such I am fairly flexible with availability. I am an animal lover at heart, I have had both dogs and cats all of my life. I have been sitting for rover for a total of 3 years. I have loved meeting and caring for a wide array of breeds in all sizes. Currently, we have one dog (German Short Haired Pointer, who has lots of energy and loves to play) and two cats (Russian Blue and Domestic Short Hair, who generally stick to themselves), which I am sure you will see in the pictures. They are both very good with other animals. Please note if boarding I do require adequate food to be provided by the owners for the duration of the stay. I can't wait to meet you and your pets! Thanks again for trusting and choosing me to be a part of you and your pet's life! If you have any questions or concerns please do not hesitate to ask. As I work from home full time, I am relatively flexible in scheduling visits. Even if there are multiples required. I do stay for the scheduled duration and provide many pictures as well. There will always be someone at the house to play, feed, and care for your little one. Additionally, I have one dog that loves to entertain his playmates. Regarding drop-in visits I respect your home as if it were mine. I have been working from home since before COVID started. Which allows me a great deal of flexibility for drop in visits and dog walks. I have a large fenced yard (1/3 Acre) with plenty of room to run and play. My German short-hair pointer is 5 years old and loves to chase and be chased as well as play fetch.


Morgan O.

“Morgan is wonderful and very professional. She took care of our 3 month old puppy and was updating us all the time. We are new puppy parents and were very worried for the first couple times, but Morgan made sure we got constant updates and pictures. And puppy was very happy every time! High recommendation!”




Callie C.

“Usually I am skeptical about leaving Sasha, my two year old husky with a sitter due to her separation anxiety(on top of her off-the-chain energy levels) but I can definitely say I was impressed with Callie's level of commitment to my pup. Sasha came back to me not only with a literal smile on her face but with an almost confliction to leave her new friends behind. I will certainly be bringing her back soon.”


Bohdanna G.


“Great as always!!”


Mary L.
“Mary is the ultimate animal lover. I’ve known her for nearly 20 years and she’s always had at least one beloved pet. She knows how to care for a menagerie of animals and has rehabbed countless animals over the years. You couldn’t choose a more conscientious pet sitter than Mary!”


Jason & Tracy Y.


“Jason always does such a great job. Charlie loves when Jason comes over😄”


Brooke F.
About: I have been walking/sitting all sized dogs for 10+ years simply because dogs make me happier than anything else! I consider myself affordable so you can work away from home with ease knowing your dog won't be in a kennel all day long! I also dog sit/house sit if you need to go away for business or vacation and can not take your 4 legged friends with you. I am trustworhty and dependable so you do not have to worry about a stranger coming in for your dog but more so your dogs BFF coming in to let the out for a little and play and to use the bathroom for a potty break! I hope to talk to you soon and meet your furry friend(s)! I am home almost all day everyday so my schedule is pretty open and I am extremely flexible to accommodate your schedule as well if needed! I have a fenced in big back yard and a very friendly 3 year old lab to accompany your dog! Frequent let outs and frequent cuddle seshs!


Michael S.
About: I’ve been devoted to my animals my entire life. Trusted for years to look after family and friends pets when they have to leave town. I also work from home so I’m able to give my pets as much attention as they could possibly want. I am currently starting an online business so I make my own schedule, assuring I can take my time and make sure things are done correctly and giving your pet the best care imaginable. Guaranteed. I live in a single family home with a nice fenced in yard. My wife and I have both a spoiled cat and dog that have our whole hearts. But there’s always room for more!


Bill A.
About: I really enjoy working with pets not only to play, but to train with them. I like walking and being outdoors and pets make it more fun for me. I currently telework full time so pet care is very easy for me to work into my schedule. I also enjoy fitness so being outside with pets it great for me. I have a job that requires the highest of trust so caring for you pets and property will be of the highest priority for me. I will respect you, your pets, and property.


Donna M.
“Donna goes above and beyond with my nervous dog. She’s so patient and kind to his quirks and shyness. He loves Donna and her beagles! She’s so responsive and sends photos and even some videos.”




Sarah N.
“Sarah is great with animals. Her family has had pets for many years. Our older dog is anxious and not always comfortable around everyone. Sarah is very helpful with him. He looks forward to seeing her and sitting with her when she comes to our house. We are very comfortable leaving our dogs in her care when we are our of town. She is reliable and trust worthy. She has also helped others with their animals and I have heard good things from the as well. She would be a great sitter for anyone's pets.”
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Chester Dog Walking ratings
Dog walkers in Chester are rated on average 5 out of 5 stars based on 41 reviews.