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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. Jennifer Verified Background Check

Your pets responsible best friend

Annapolis, MD, 21401

Drop-In Visits, Dog Walking

"My dog Wrigley loves Jennifer! Wrigley has known her since she was a puppy and loved getting to go on adventures with Jennifer! I never had to worry about Wrig… (more)"

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2. Jason & Tracy Verified Enhanced Background CheckRover 101

Reliable & Responsible, Dog Lovers!

Stevensville, MD, 21666

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

"Jason was very professional, on schedule and Fishy loved him. I enjoyed the daily pics too. Will definitely schedule him again. (more)"

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3. Bohdanna Verified Background CheckRover 101

I Love Furbabies!

Stevensville, MD, 21666

House Sitting, Drop-In Visits, Dog Walking

"Bohdanna has been great for us! She is super considerate and caring with our dog. Both is also a great communicator and always provides feedback on each visit,… (more)"

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4. Heather Verified Background Check

Dog loving nursing student!

stevensville, MD, 21666

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

About: Hello and thanks for visiting my page, I’m guessing you need a loving friend to watch your fur baby! My name is Heather, I am currently a full ti… (more)

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5. Melanie Verified Enhanced Background Check

Animals are my spirit animal(s)!

Grasonville, MD, 21638

Drop-In Visits, Dog Walking

About: Chances are, I like your pets more than I like you! Just kidding! But in all seriousness, they are the best. Nothing heals a bad day like a tail w… (more)

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6. Megan Verified Background CheckRover 101

Holidays are coming! Book NOW!

Annapolis, MD, 21402

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

"Megan pillow is by far our first choice when we need a dog sitter. We have used her service on several occasions, the last one for a period of three weeks. Du… (more)"

7. Kaitlin Verified Background Check

ER Vet Tech w/ Pet Sitting Exp

Stevensville, MD, 21666

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

"Kaitlin has been wonderful with my leash reactive vizsla mix! I wanted someone flexible and experienced and she's all that. Looking forward to more walks with … (more)"

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8. Brent Verified Background Check

Love your animals like my own!

Stevensville, MD, 21666

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

"Brent is a long term friend of mine an an absolute gem, with animals and people alike! Our mutual love of critters, most especially dogs, has been a large comp… (more)"

9. Jen Verified Enhanced Background Check

Life-long animal lover!

Annapolis, MD, 21409

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

"Jen has a love for animals that truly amazing! She is the only person I know who carries dog and cat treats in her purse in case she runs into one along her w… (more)"

10. Skylar Verified Background Check

Dog Walker/Pet Sitter

Annapolis, MD, 21409

Drop-In Visits, Dog Walking

About: I am currently a veterinary assistant at a vet hospital so I am comfortable with cats and dogs of all sizes. I have had dogs of various sizes through… (more)

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11. Jale Verified Enhanced Background Check

Huge huge animal lover

Arnold, MD, 21012

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

About: I love animals more than anything. I love how honest , loyal and pure they are. I consider being around dogs as a gift. They give so much love , show… (more)

12. Olivia Verified Background Check

Professional, trustworthy and fun!

Annapolis, MD, 21403

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

"Olivia is a huge hearted individual. she’s kind, loving, caring and obviously loves animals. If you’re looking for someone to take care of your animal she is t… (more)"

13. Lindsey Verified Background Check

Loving your pets while you're away!

stevensville, MD, 21666

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

"Our family of animals smile when Lindsey arrives at the front door! In fact if our dogs Rory and Mable are told she is coming, they await at the window for he … (more)"

14. Robin Verified Background Check

Groomer,walker, or drop in visits

annapolis, MD, 21409

Drop-In Visits, Dog Walking

"Robin was so wonderful with our pup. She was able to get us out of a tight bind when we were delayed and was able to fit us in for an ASAP walk. She responded … (more)"

15. Taylor Verified Background Check

Dog loving college student! 🐶

Stevensville, MD, 21666

Drop-In Visits, Dog Walking

"Otis enjoyed his walk with Taylor! (more)"

16. Meghan Verified Background Check

My dog is Family and so is Yours!!!

Chester, MD, 21619

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

"In the years that I have known Meghan I have also gotten to know her own dogs and see how she interacts with them. They are well loved and taken care of, I tru… (more)"

17. Alexis Verified Background Check

Reliable, loving and responsible!

Stevensville, MD, 21666

House Sitting, Drop-In Visits, Dog Walking

About: Hi! What I can offer for you and your pet is amazing in home care. Daily walks and feedings and of course cuddles! I can bathe and clip nails. I can … (more)

18. Sarah Verified Background Check

Loving and open arms to any animal!

Stevensville, MD, 21666

House Sitting, Drop-In Visits, Dog Walking

"Sarah is a dependable, caring & trustworthy pet sitter. You can tell how much she loves all animals, esp cats and dogs. I would recommend her to anyone looking… (more)"

19. Allie Verified Background Check

My dogs are the light of my life

Stevensville, MD, 21666

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

About: I have taken care of animals all of my life. We have always had many types of animals. I currently have two recuse dogs who are well trained and as s… (more)

20. Jacqueline Verified Enhanced Background Check

Pampered Pups!

stevensville, MD, 21666

House Sitting, Drop-In Visits, Dog Walking

"She has been great! I would recommend her again and again. (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!