Dog Walkers in Chester, MD

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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1. Ashley

Pet Care When You're Not There!

Annapolis, MD, 21409

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

11 repeat clients

"Ashley came out in 8” of snow and walked my dog. Her dedication and love for the pets she serves is evident in every way. You really want to give her your... (more)"

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2. Katelyn

Can’t wait to work with your dog!

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Katelyn has taken care of my dog, Charlie, numerous times over the years. He loves hanging out with her. She is very professional and attentive to Charlie's... (more)"

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3. Erica

Where pets are family

Annapolis, MD, 21409

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Erica is great! Both of my dogs took to her immediately. She communicates well and often, I’m glad I found her in the neighborhood! (more)"

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4. Megan

A smile and a wagging tail!

Stevensville, MD, 21666

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Loving and caring pet sitter! I have had dogs all my life, I am an absolute animal lover. I use to be a volunteer at ARF and have also helped my si... (more)

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5. Kayla

Love spending time with dogs!

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Kayla does a great job. She’s professional and after talking with her I was confident she’d take great care of Bunk and she did. She’s reliable and a good co... (more)"

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6. Sarah

For the Love of Dogs <3

Annapolis, MD, 21403

Drop-In Visits, Dog Walking

4 repeat clients

"I just can’t say enough. Sarah is awesome. She clearly is an animal lover. I felt good about leaving Wrango in her care. Highly recommend!! (more)"

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7. Janet

Home full-time fenced yard and pool

Chester, MD, 21619

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Loved how flexible and accommodating Janet was. Will definitely use her again. Great experience! (more)"

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8. Jackie

Your dogs perfect get-away!

Stevenesville, MD, 21666

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"I will never look for another dog sitter! Jackie was so fun and loving with our pups I don't think they wanted her to leave! Jackie watched our dogs (2 big d... (more)"

Confirmed availability
Memorial day
9. Ashley

Stay at home Mom and animal lover!

Annapolis, MD, 21409

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Ashley is an excellent person to take care of animals. She loves all types of animals. I would highly recommend ashley to walk or pet sit. (more)"

10. Casey

certified veterinary assistant

Stevensville, MD, 21666

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Casey is a very caring person and really loving and affectanted for animals. She has gone out of her way countless times to help others and to help animals t... (more)"

Confirmed availability
Memorial day
11. Allie

Wagging for walks! Dog lover/owner

Annapolis, MD, 21403

Drop-In Visits, Dog Walking

1 repeat client

"Allie was fantastic. Asked thorough questions on meet and greens from house procedures to my dog. She sent photo updates and wrote a solid report on the dog ... (more)"

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12. Caroline

Happy pet , happy life !!!

Annapolis, MD, 21409

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"We just booked Caroline for the first time and she was awesome! She came over to our house the night before to meet and greet with us and our pup, Yeti, afte... (more)"

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13. Kelsey

Critter Sitter

Annapolis, MD, 21409

Drop-In Visits, Dog Walking

About: Looking for a reliable, responsible and trust worthy dog walker/sitter? I'm the girl for you! With tons of animal experience ranging from livestock... (more)

Confirmed availability
Memorial day
14. Julia

I will love your dog like you do!!!

annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

About: Ive always had dogs and I've always been around dogs. Ive raised my dog from a puppy to an adult, and I've had so much fun along the way. I would l... (more)

Confirmed availability
Memorial day
15. Sam

Who let the dogs out?

Annapolis, MD, 21403

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Sam was great! She came through at the very last minute as I had meetings in Denver and wouldn't be home until later. Yonder loved walking with her and I can... (more)"

Confirmed availability
Memorial day
16. Leah

Flexible, Will be BFFS w/ your dog!

Annapolis, MD, 21409

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Leah was awesome! She was very professional and prompt. Unlike many others on the Rover App, Leah responded very promptly and kept in the touch. She did very... (more)"

17. Carly

Reliable dog walker/ sitter!

Annapolis, MD, 21409

House Sitting, Drop-In Visits, Dog Walking

"Carly is an active outgoing dog walker. She loves being outside and enjoys taking my dogs on long walks. She has watched my dogs on numerous occasions while ... (more)"

18. Kelli

Dog lover! Home full-time

Stevensville, MD, 21666

Drop-In Visits, Dog Walking

"Fiona is family. Kelli is family. And they love each other. Kelli only recently moved but when she was living here she was always ready and willing to watch ... (more)"

Confirmed availability
This weekend
19. Kathleen

Your dog's safety is my priority!

Stevensville, MD, 21666

Drop-In Visits, Dog Walking

"Kathleen has been a trusted and responsible employee of Animal Resource Foundation (ARF) since 2010. Over the years Kathy has proved to be dependable and he... (more)"

20. Norah

Energetic and ready for your dogs

Stevensville, MD, 21666

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"I have known Norah for many years and found her to be a hard and open worker. She will ensure the safety and comfort of your pets and ask questions when need... (more)"


When you book dog walking services on Rover, you'll be able to connect with a dog walker who's a good fit for you, your dog, and your lifestyle. Your walker can provide dog walking updates with start and stop times, a map of their walk with total distance, info about pee, poo, food and water breaks, and photos of your dog in action. Every walk booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee.

You'll also be able to relax when it comes to price, because the cost of dog walking in Chester, MD is surprisingly reasonable. No matter your budget or lifestyle, there's a dog walker on Rover to match your budget. Wondering how much most people pay for Rover dog walking services? The average dog walking rates will give you a good sense of what to expect before checking out the individual dog walkers' rates.

If you need to book a great dog walker on the go, you'll love the Rover dog walking app. You can browse hundreds of pre-reviewed, trusted dog walkers in minutes from your phone, and rebook your favorite walker with just a few taps. You'll get photo updates from your dog walker which can be shared via the Rover dog walking app in real time. The app's cashless payment feature allows you to pay your dog walker easily and securely - no cash, checks, or tips.

When you're looking for dog walkers near Chester, MD, Rover.com is the simple, smart way to find and book dog walking services. Our Chester dog walkers are dog lovers first and foremost, and 95% of reviewed stays and walks have received a perfect five-star rating. Every new Rover dog walker in Chester, MD must complete a free background check. You can see the background check badge on your dog walker's profile, so you know your pet is in safe hands. Whether you need to hire a dog walker for a single outing or want someone to go on regular dog walks with your pet, you're sure to find a great fit for all your dog walking needs in Chester with Rover's dog walking services.

In other words, when you use Rover to find Chester dog walking services, your pet is given the best in loving care and hands-on attention, and you don't need to miss out on that just because life got in the way.

Do you think you have what it takes to become a dog walker for Rover? We're always looking for people with a passion for dogs to join us as a dog walker! If you've been thinking about starting up your own dog walking business, or even if you've been doing it on your own for a while, you'll want to check out our easy sign-up process and consider joining the hundreds of awesome dog lovers who use the Rover dog walking platform. When you become a Rover dog walker, you get access to great support, including premium pet insurance, cashless payment (no more worrying about whether you'll get paid on time), and a third party background check to demonstrate your trustworthiness to prospective clients. Join our pack today!