Dog Walking Chesapeake City

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Chesapeake City, Find top rated dog walking

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Brian & Tanya D.
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Brian & Tanya D.
from
$18
per walk
50 years of experience
Elkton, MD, 21921

About: While we are new to Rover, we are certainly no strangers to the world of caring for pets. We are a husband & wife team with a combined total of over 50 years of animal care experience. From bottle feeding babies, to senior pet care, to exotic animal husbandry, we have seen it all. Being pet parents ourselves, we have had several dogs, cats, small mammals, reptiles, & fish. Our American bulldog, Jack, our King Charles Cavalier, Castle, our Chow Chow mix, CBJ, and our Labrador/Husky mix, Crichton, have all left muddy paw prints on our hearts long after they've all gone. We currently have 6 cats, 3 of which are siblings we adopted a year ago and are loving all the chaos that they bring to our days. We can't forget our 2 ferrets, Mongo and Princess Donut- 2 of the sweetest little trouble makers we've ever had. From providing dog walks, play times, medicating, cleaning, cuddles, & kisses, we want to continue your dedication to helping your family pets live happier, healthier lives. Brian has worked as a manager in the pet retail industry for over 30 years, in a variety of settings. He has had cats and dogs his entire life, as well as keeping fresh and saltwater aquariums and building large vivariums for tree frogs. He has experience volunteering in wildlife rehab as well as handling reptiles and raptors at Zoo America in Hershey. He worked as a licensed pet sitter for many years in his twenties. Tanya has worked at several zoos and small animal veterinarian clinics. She started out as a veterinary technician, which she loved doing for 11 years. She then transitioned to being a veterinary receptionist in 2017, moving her focus from purely pet care to client care as well. Attending a variety of pet care continuing education every year and owning several pets needing daily, weekly, and monthly medications, Tanya has a wide skill range allowing her to help you keep your pet feeling their best. We both work full time, but with differing hours, allowing for availability morning, noon, & night. Brian is an early riser, so early morning walks or medication administration would be easy to accommodate. We are more than happy to follow whatever instructions you might have when visiting & caring for your pets in your home. We are open to having some exotics, or very low key dogs, in our own home for boarding. We do have six cats that run our house, so whoever is staying with us would need to get along with them.

Sitter Profile Image: Gabriella W.
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Gabriella W.
from
$18
per walk
5.0 out of 5 stars
• 2 reviews
2 repeat clients
23 years of experience
Elkton, MD, 21921

“Gabriella did a great job with taking my dog for walks. She was punctual, provided updates and was easy to communicate with. Definitely recommend. Thank you!”

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Prashanth M.
Sitter Profile Image: Paul C.
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Paul C.
from
$24
per walk
5.0 out of 5 stars
• 11 reviews
2 repeat clients
10 years of experience
Elkton, MD, 21921

“Jacob had been taken cared of during his walks, they sent photos and updates of the walk and how it went. Would definitely have them again for my dog walking needs”

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Novie Dale C.
Sitter Profile Image: Kristin Z.
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Kristin Z.
from
$20
per walk
29 years of experience
Bear, DE, 19701

About: At the age of 12 I was caring for animals working on a farm for a traveling petting zoo. I also had cats and dogs at home. In my 20's I volunteered at a local shelter where I adopted my first Pittie. I now have two Bulldogs a mom and son duo and a Fiesty but loving Sphynx Cat. I have availability early morning, during lunch , after 5pm , and before bed time Monday through Friday. On Weekends my time is more flexible I will treat your animals no different then I treat my own. They will be my buddies during your time away. I will send photos and updates each night.

Sitter Profile Image: Shirl B.
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Shirl B.
from
$25
per walk
5.0 out of 5 stars
• 28 reviews
9 repeat clients
12 years of experience
Elkton, MD, 21921

About: Hi everyone! My name's Shirl and I am hoping to make your life a bit easier by taking away the stress of leaving your pup behind while you're away. I have been pet sitting for over 12 years; I used to have dogs come board with me while owners went away, but I've found that most owners prefer their pets to stay in the comfort of their own home. I have years of experience doing overnight pet sitting, but unfortunately my growing family (3 dogs and a cat of my own) no longer allows for me to stay away from home overnight. I am happy to provide multiple daily visits and/or walks! My goal is to keep your pet as comfortable as possible while you're away, by keeping their daily routine as close to "normal" as possible. I've cared for all types of pets including dogs, cats, bunnies, chicks, quail, lizards, fish, etc.! I am an experienced dog handler/ animal lover at heart. I worked at/managed a doggie day care/boarding facility for 4 years, learning from a very experienced trainer who focuses on positive reinforcement techniques ONLY. During my time there, I had opportunities to complete trainings to understand dog behaviors and body language. I have volunteered at BARCS as a dog walker/foster, working primarily with bully breeds. Why I love dog sitting I have been an animal lover my entire life. From playing with salamanders as a kid, to growing up with cats and dogs of all shapes and sizes; I've also had bunnies, fish, frogs, hermit crabs, hamsters, birds...the list goes on! I couldn't imagine a life without animals in it. My experience administering medication Yes. Working at a dog boarding facility for nearly 2 years I have had to give many forms of medications, and my personal pets also take oral medications. I am not trained to give injections. My full time job allows me to work from home majority of the week. That makes it easy for me to swing by for a visit at different times of the day. The latest drop in I can provide is 7pm. I am happy to provide updates as soon as I arrive, during the stay, and as I leave. For dog walks, I prefer not to introduce any dog that I’m handling to another dog passing by. This ensures everyone’s safety.

Sitter Profile Image: Nancy L.
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Nancy L.
from
$25
per walk
5.0 out of 5 stars
• 15 reviews
3 repeat clients
12 years of experience
Newark, DE, 19702

“Nancy was fabulous with our dog! She was dependable and respectful. Our dog enjoyed her time with Nancy so much that she was upset when she left. I would gladly book her services again!”

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Pat L.
Sitter Profile Image: Kee L.
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Kee L.
from
$25
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
15 years of experience
North East, MD, 21921

About: I've taken care of dogs of every kind since my high school days. I love caring for and building relationships with dogs because they are truly like your best friend when they get to know and love you. Currently I work from home and for the most part make my own schedule every day. I am looking to build loving relationships with every pet that I care for so every owner can confidently put their trust in me to bring their furry friends back to me anytime they need me to take care of them. Me and my husband love dogs! We have a doggy park inside of our residence as well as a lovely community of people who walk their dogs everyday I’m sure your pet will meet some friends as we go out for walks and play at the park. Please let me know if you have any special food or any other request that you need me to accommodate to ensure that your furry baby is okay so I can be prepared as much as I can to welcome them into our home. I make my own schedule every day so i am pretty much free Monday through Sunday each week. I will make sure I update the time slots that are booked as clients start scheduling their appointments. All small and medium-sized dogs will be more than welcomed to roam freely around my living room kitchen area and are allowed to sit and lay on the couches as well. The floors are hardwood so even if they have an accident of pooping or peeing on the floor it will be alot easier for me to clean up on the hard floors than the carpeted areas. They will be allowed to come into my bedroom or any other room as long as I am in the room supervising them. I will take them outside to potty every 2 hours timed from the time they arrive until their scheduled time of leaving. You can feel free to bring their favorite toys they love to play with but I will also be purchasing brand new toys that I'm sure your dogs/cats will love to play with.

Sitter Profile Image: Alyson H.
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Alyson H.
from
$25
per walk
5.0 out of 5 stars
• 3 reviews
3 years of experience
Newark, DE, 19711

About: I worked at a dog/cat kennel for over 3 years. I was fortunate enough to work with all breeds, sizes, ages, and behavioral levels. I want to give your pet the best and most comfortable experience while you're away! I am a college student at UD studying ecology. My schedule is generally pretty open with the exception of morning classes (~9 am - 11 am). My availability varies, but I can be flexible! Feel free to message me to inquire! I understand that all pets have different needs and preferences. I am comfortable playing with your dog in their home, taking them on walks, or little field trips and hikes (for the more energetic pups) around Delaware if you'd like! I have a soft spot for senior cats and dogs, so I am also more than happy to take things slower and give them the extra TLC they might need.

Sitter Profile Image: Lauryn F.
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Lauryn F.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
2 repeat clients
8 years of experience
Newark, DE, 19711

About: I have done pet sitting for many years, I have worked with multiple different types of animals many times. I love animals, can handle stressful situations, and know how to make responsable decisions regarding your home and beloved animals. I also will communicate effectively and be timely in my care of your pet. I work a job that has a flexible schedule, I do not have any prior commitments on weekends and any pet sitting jobs I book will become top priority. Pets should be treated with just as much respect as any person. Introducing yourself, acting calm and kindly, and also reading body cues and signs to make sure they remain comfortable at all times.

Sitter Profile Image: Jennifer R.
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Jennifer R.
from
$20
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Newark, DE, 19711

About: I've always grown up surrounded by dogs, whether that was in my own household or around family. On my way to become a veterinarian, I continuously care for my own dogs, my neighbors dogs and spend my time volunteering at an animal shelter nearby, Father Johns, and ensure the health and safety of all ages of dogs. I am super excited to continue dog walking and care for your pets needs! I am currently a full time student at UD so classes may interfere but I am open to discussing times to care for your pet! Throughout my life, I've had years of experience with large dogs, senior dogs, puppies, etc. I have also had experience with many different behaviors of dogs and understand it can be hard to meet a fresh face. I will carefully comfort your pet, and introduce myself in a calm manner to ensure the safety of your pet and myself, so your pet can have a fun, relaxing time!

Sitter Profile Image: Birol M.
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Birol M.
from
$29
per walk
5.0 out of 5 stars
• 108 reviews
27 repeat clients
7 years of experience
Newark, DE, 19711

“Birol is so patient with the doggies owners. 🤓. Birol has such a great energy and delights in being with our doggies. They both took to him instantly. Birol is very thoughtful and conscientious. We lucked out!!”

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Marty M.
Sitter Profile Image: Lamiah W.
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Lamiah W.
from
$25
per walk
3.0 out of 5 stars
• 3 reviews
10 years of experience
Newark, DE, 19713

About: ever since I was younger, I’ve been infatuated with all kinds of animals. I even wanted to be a vet. I was the six-year-old that neighbors trusted to watch over their dogs while they stepped out for a second and I even taught them some tricks. They say you can’t teach an old dog new tricks well that’s a lie. I’ve done it myself. It just takes a little extra persistence. In my home life we have a dog and a bunny, and I’ve trained the dog to get along very well with the bunny. My dog also knows a handful of tricks where she can’t take a bow, shake hands and even spin in a circle. I am a freshly graduated high school student just looking to pay some of her debt from vet bills so I figured it might as well be something I enjoy while doing it. I do have a part-time job, but I am willing to free my calendar for you, and your pets needs! if you prefer me to be with you pets all day i need at least a two week notice so i can free up my time! I love all animals so I just plan to keep an eye on them, keep their brains teased and maybe even try to teach them a few tricks and do a few enrichment games like hide and seek where they have to use their nose or lick mats or even fetch it all just depends on the pet!

Sitter Profile Image: Mason W.
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Mason W.
from
$19
per walk
5.0 out of 5 stars
• 18 reviews
9 repeat clients
12 years of experience
Port Deposit, MD, 21904

About: I’ve taken care of many different animals. Cats, dogs, lizards: you name it! I’m experienced with big dogs who have lots of personality, as well as cats who can be skiddish and shy. I also have a cat and dog of my own, and have experience with administering medication for all your pet’s needs! I’m available for you and your pet when you need me. My schedule is very flexible, and we can always talk about what times work best for you and your pet’s needs. I am well-versed in the animal language. Having many pets of my own and other experiences with animals, I can understand exactly what your pet needs. I am a fun loving person that has lots of love and comfort for your animal!

Sitter Profile Image: Jessica S.
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Jessica S.
from
$20
per walk
5.0 out of 5 stars
• 2 reviews
25 years of experience
Delaware city, DE, 19706

About: I have a general love for animals, I tend to rescue any and everything. I have 4 dogs, 3 cats , 5 birds one being a cockatoo, a pig , 3 rabbits and a bearded dragon! Weekdays I am free after 6 and weekends I am available everyday unless needed in advance and I can make the changes to accommodate. I would love to meet new furry friends! I will provide care in your home to ensure your pet is comfortable and happy in their own home. All of my attention will be set on your pets.

Sitter Profile Image: Brynn S.
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Brynn S.
from
$18
per walk
10 years of experience
Newark, DE, 19711

About: Like most people on this app, I love all animals. I grew up on a farm and currently have a dog of my own (his name is Colby 🐶). Over the years my family and I have fostered both cats and dogs ranging from 2 months old to 10 years old. I have also previously worked at different animal shelters. At the moment I am out of school and out of work so I am at home for most the day. I enjoy this though because it gives me time to take care of my pup I have a fenced in yard and a huge basket filled with fun and challenging toys! I make sure to give my dog a potty break at least every 2 hours but when it’s nice out, I leave the door open. My pup goes for walks 2-4 times a day depending on the weather and how I think my dog is feeling.

Sitter Profile Image: Jordan L.
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Jordan L.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 123 reviews
25 repeat clients
15 years of experience
Claymont, DE, 19703

“Jordan did an AMAZING job with my pups (even though i was nervus). she was very communicative, prompt and did a great job. would def recommend”

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Michael P.
Sitter Profile Image: Danielle C.
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Danielle C.
from
$60
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
10 years of experience
Wilmington, DE, 19801

About: Hello! Like all dog lovers we always have the hard time finding who’s going to watch our pups when we go away. Look no more! I’m offering services so your fur baby will not be lonely and will be worn out by the time you come back. We will go on walks and even the park if that’s ok with you! So what are you waiting for! Feel free to email me any questions! I’m currently not working and have a open schedule so I’m free whenever you need me. Let me know if you have any questions. :) Whatever you want me to do I’ll make it happen. Just give me your everyday routine and I will follow it to make your pet is less stressed.

Sitter Profile Image: Stephanie S.
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Stephanie S.
from
$18
per walk
5.0 out of 5 stars
• 5 reviews
6 years of experience
Elmer, NJ, 08318

About: I have been a pet appreciation magnet as long as I can remember. Even when I am not aiming for the attention, the pets gravitate my way, and i have scritches and belly rubs for them all. I have a rescue of my own for 6+ years now, bichon/poodle mix. Though he had a traumatic start before me, he has adjusted well and is a cuddle bug, and getting better with his socialization with new doggos. I have been a dog sitter for friends over the last 8+ years, when they go on trips. I have experience in minor training, like sit/stay/leash leading, for a few breeds up to 50-70 lbs (no certificates, just repitition and patience). Positive recognition of good behavior and moderate activity (to remedy the bad behavior) when you need me are what I hope to share with your furry family members. I am currently working part-time, so i can set up a schedule of regular pet attention care during part day time hours. Currently I have weekends free if weekend care is requested, though this may change if requests are light. I am working on my house to be able to provide overnight care in the future, making it care friendly for additional furry friends. I have a fenced in, good size yard, and a medium size fur baby of my own to greet stay over friends, though my house needs a little more time for prep before we are ready. I am happy to do drop-ins and day or eve walks at your home, and follow any/all your rules. I respect your needs and want to make sure your fur baby is safe and happy in my care. I keep trainer treats in my car, if we need to practice a few basic commands, as well as water and other care essentials. I have a back seat hammock/cover for the pet's safety when traveling (as needed). I also have a med to large dog kennel I can put in the way back of my SUV if that is preferred for safety and security.

Sitter Profile Image: Amrita G.
Verified Enhanced Background Check
Amrita G.
from
$20
per walk
4.5 out of 5 stars
• 9 reviews
2 repeat clients
10 years of experience
Abingdon, MD, 21009

“Amrita was an amazing sitter. Our two dogs (chocolate lab & chihuahua) can be a handful, and she took great care of them during her drop-in. She followed all dog and house requests, was punctual, and communicated with us the entire time. We look forward to her watching our boys overnight in a few weeks.”

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Jorge Z.
Sitter Profile Image: Nate T.
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Nate T.
from
$20
per walk
5.0 out of 5 stars
• 16 reviews
5 repeat clients
14 years of experience
Springfield, PA, 19064

“We are so happy Nate agreed to walk our 3 big dogs! He was on time every day. They were always excited to see him and the pups responded very well to him. By the end of the week they were walking better for Nate than they do for us! Nate will definitely be our first choice the next time we need someone to walk our dogs.”

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Steven O.
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The median cost per walk for dog walking in Chesapeake City is $20

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How to book dog walking

  1. 1. Search

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Popular requests for dog walking - Chesapeake City

Select a filter and find qualifying sitters offering dog walking.

Sitters in Chesapeake City average 4
repeat dog walking clients

FAQs for Dog Walking - Chesapeake City

Frequently asked questions about Rover

As of October 2026, there are 1,762 sitters on Rover offering Dog Walking across Chesapeake City. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Chesapeake City. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include , the total walk time and distance, and any pee or poop breaks recorded by the walker.

The route map lets you review where your dog was walked in Chesapeake City after the booking. It is not live GPS tracking.

Have specific details you would like included? Message your dog walker in the app before the walk begins.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the , which provides up to $25,000 in eligible veterinary care reimbursement.

Every walker on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit .

Yes, you can find walkers who have experience with handling special pet needs in Chesapeake City. On Rover:

  • 91% of walkers can help with special care needs
  • 93% can help with giving oral medications or injections
  • 97% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your walker questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first .

walkers on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement walker.

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