Dog Walking Chesapeake City

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

End
Search

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.

1 / 1
Sitter Profile Image: Kelsie T.
Verified Background Check
Kelsie T.
from
$18
per walk
5.0 out of 5 stars
• 15 reviews
6 repeat clients
15 years of experience
Elkton, MD, 21921

“Bentley just loved Kelsie! thank you soo much”

Profile image
Zakiyyah & Clive M.
Sitter Profile Image: Gabriella W.
Verified Enhanced Background Check
Gabriella W.
from
$18
per walk
5.0 out of 5 stars
• 3 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!”

Profile image
Prashanth M.
Sitter Profile Image: Breanna P.
Verified Background Check
Breanna P.
from
$18
per walk
5.0 out of 5 stars
• 59 reviews
19 repeat clients
16 years of experience
Middletown, DE, 19709

“Breanna was perfect. She came through for us last minute and took great care of our boy.”

Profile image
Dan R.
Sitter Profile Image: Kristin S.
Verified Enhanced Background Check
Kristin S.
from
$25
per walk
16 years of experience
Chesapeake City, MD, 21915

About: I’m experienced in caring for large and giant-breed puppies and adult dogs, fear-reactive dogs, and senior dogs who benefit from calm, low-stress environments. I personally own Cane Corso's, so I’m comfortable handling the size, strength, and energy that come with powerful breeds. I also have a small Rat Terrier/Chihuahua mix with fear-based aggression, and for the past 16 years, I’ve learned how to recognize his triggers, respect his boundaries, and manage his behavior with patience and consistency. That experience has taught me that every dog deserves to be understood as an individual and cared for in a way that helps them feel safe and secure. Experienced with resource guarding behaviors and knowledgeable in the proper use of martingale collars, prong collars, and e-collars. I’m comfortable following each owner’s established handling and management routine while providing calm, attentive care. For me, caring for dogs is about more than meeting their basic needs. It’s about earning their trust and making them feel safe, happy, and loved. I have experience with dogs of all sizes, temperaments, and ages, from playful puppies full of energy to senior companions who need patience, gentleness, and attentive care. Every dog is different, and I approach each one with the care and understanding they deserve. Caring for animals is already a regular part of my everyday life, so adding pet care to my schedule comes naturally. I’m accustomed to planning my day around mealtimes, exercise, potty breaks, medications, and quality time. I’m comfortable adjusting my routine for puppies needing extra attention, active dogs needing exercise, seniors requiring a slower pace, or pets who simply do best with calm, predictable care. When caring for pets in a client’s home, I focus on maintaining their normal routine and creating a calm, low-stress environment. I follow all owner instructions carefully, including feeding schedules, walks, medications, potty breaks, playtime, and any established training or handling routines.

Sitter Profile Image: Elise C.
Verified Enhanced Background Check
Elise C.
from
$14
per walk
5.0 out of 5 stars
• 7 reviews
5 repeat clients
8 years of experience
Midtown, North East, MD, 21901

“Elise is very sweet, professional and reliable. My dog loves her!”

Profile image
Mari M.
Sitter Profile Image: Lauryn F.
Verified Enhanced Background Check
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: Rebecca R.
Verified Enhanced Background Check
Rebecca R.
from
$28
per walk
5.0 out of 5 stars
• 34 reviews
17 repeat clients
8 years of experience
Townsend, DE, 19734

“Luke always has a great time! Thanks again.”

Profile image
Jeffrey s.
Sitter Profile Image: Chloe P.
Verified Enhanced Background Check
Chloe P.
from
$18
per walk
10 years of experience
Newark, DE, 19711

About: I have fostered more than 20 shelter dogs, and I volunteer at nearby shelters to take dogs out for the day. I am experienced in crate training, potty training, and other general training as well as very knowledgeable in pet safety. I am currently in school, with only a two classes during the week so I am able to take your pets into my home or I can come by frequently, never leaving them alone for more than 2-3 hours if needed! I have an apartment that your pet can be with me in, and throughout the day I take dogs on very frequent walks as well as to the parks nearby to play.

Sitter Profile Image: Riley K.
Verified Enhanced Background Check
Riley K.
from
$25
per walk
5.0 out of 5 stars
• 3 reviews
2 repeat clients
4 years of experience
Newark, DE, 19711

About: I’ve taken care of family and friends’ dogs throughout the past few years. I provided whatever they needed whether that was feeding, walking, or playing. I’m currently working a part time restaurant job that never ends later than 10:30 pm. So I will have plenty of time to take care of pets overnight and during the day. I provide reliable, attentive care in my client’s homes by following routines, offering playtime and affection, administering medications as needed, and keeping owners updated regularly.

Sitter Profile Image: Lamiah W.
Verified Enhanced Background Check
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: Jahkeya C.
Verified Enhanced Background Check
Jahkeya C.
from
$18
per walk
17 years of experience
New Castle, DE, 19720

About: Animals have always been a big part of my life, it doesn’t matter if the animal is aquatic, on land or in the air— I admire all life on earth! I want to use this experience towards my schooling to become a Zoologist. I have no day job so I can fully work around your schedule until school starts for me. I have transportation so I also have no issues with that as well. I am a very patient individual, and I have no issue with learning temperate and personality of each pet to guarantee a safe, fun visit!

Sitter Profile Image: Alyson H.
Verified Enhanced Background Check
Alyson H.
from
$25
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
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: Ashley M.
Verified Enhanced Background Check
Ashley M.
from
$30
per walk
1 repeat client
1 year of experience
Newark, DE, 19711

About: Hey, I’m Ashley Martin! I love dogs. I have two dogs, Teddy and Cappy. Teddy is a Pomeranian and Cappy is a German Shepherd mixed. I’m used to handling small and big dogs. I’m currently working part time and I have a flexible schedule on weekdays. I have free time to pet sit your amazing dogs on the weekdays! I’m more than happy to work weekends if needed. I personally will not able to care for your dogs in my home as I have family not comfortable with dogs. However, I’d be more than happy to care for your dogs in your home! I’II treat them as if they were my own.

Sitter Profile Image: Alex S.
Verified Enhanced Background Check
Alex S.
from
$20
per walk
9 years of experience
Middletown, DE, 19709

About: I’ve taken care of dogs since about 10 years old. My own, family, friends, and through dog sitting. I’ve taken care of puppies, senior dogs, and dogs with health issues. I work part-time, so my schedule can be flexible each week. I will have time during the weekdays and during the weekends for your pets! I will spend plenty of time giving your dog love, playing with them, and ensuring all their needs are met. I will follow exactly what you want for your dog while in your home.

Sitter Profile Image: Nicolle F.
Verified Enhanced Background Check
Nicolle F.
from
$30
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
5 years of experience
New Castle, DE, 19720

About: I work in a veterinary hospital as a kennel technician, where I care for animals daily by feeding, cleaning, exercising, monitoring behavior, and ensuring their comfort and safety under professional supervision. I’m currently working part-time, so I'll have plenty of time to play with your pups! I'm available for boarding on weekends, and weekdays after 12. I have a fenced yard and two friendly dogs to keep your fur baby company. I can easily crate your dog if needed, bring your own if you have a big dog if not the case I have small ones.

Sitter Profile Image: Jessica S.
Verified Enhanced Background Check
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: Jamiah B.
Verified Background Check
Jamiah B.
from
$30
per walk
5.0 out of 5 stars
• 54 reviews
25 repeat clients
20 years of experience
Wilmington, DE, 19805

About: Hi there! My name is Jamiah, but feel free to call me by my nickname, Mia! I started building my pet care business in 2017. Now in 2025, I work at a non profit as a Communications & Marketing Specialist. While I took time away from Rover to start my career, my heart is calling me back to my ultimate passion-providing high quality care and comfort for all furry friends, while meeting fantastic like-minded people along the way! My love for all animals is deeply immense. Thanks to my mother-I grew up with dogs, cats, rabbits, as well as birds! And I was encouraged to always look out for animals and even saved a pregnant cat and raised a litter of kittens when I was 10 (I will share that story when we have the pleasure of meeting). With the animal lover trait being instilled in me, I take the utmost pride in being selected to look after yours. I currently have 1 dog (german shepherd) and 1 cat! I also take care of my mom’s dog (shepherd mix). I attended Conrad Schools of Science and chose the Animal Science career pathway for 3 years. Those 3 years provided me with the basic knowledge about all barn animals and pets. This experience enabled my passion for helping animals no matter how large or small. I’ve always taken the opportunity to volunteer and give back to shelters who need support. Faithful Friends became my home for a few summers as I walked dogs and cleaned countless litter pans. I am very well-rounded and balanced as it comes to animal care. I truly hope we get a chance to meet for your upcoming pet care needs! I do work full-time right now but my schedule is a hybrid one and thankfully extremely flexible! Do not hesitate to elaborate on your scheduling needs, I will always accommodate and coordinate with you effectively. I’m extremely open and always happy to help out :-) I will provide the utmost level of care and thoughtfulness for your pets as if I was taking care of my own pets in my household. I take your trust very seriously and it’s crucial in building a meaningful relationship as your sitter.

Sitter Profile Image: Lauren W.
Verified Enhanced Background Check
Lauren W.
from
$30
per walk
5.0 out of 5 stars
• 2 reviews
10 years of experience
Wilmington, DE

About: I’m a Doodle Mom that has had dogs and cats since I was young. I’ve had the pleasure of house sitting for many dogs over the years and love making my dog’s day by introducing him to new friends! My 20lb mini goldendoodle goes everywhere with me, loves to play, and is socialized and very well behaved. I’ve taught him various commands, place, to rings bells to go out, and to use an auto ball launcher. I’m happy to work on these types of things with your pup too. Above all else, I’ll treat your fur baby like I treat mine - with lots of love! 💕 I’m in school four days a week with three day weekends; however, I am typically free during evenings and weekends to pop in or come stay and help care for your fur babies. Note: I can do 1:1s with dogs for walks and check-ins; however, for overnight stays I’ll have to bring my dog with me. I am happy to come to your place and let your dog out in your yard or take them around the neighborhood or to a nearby dog park. If you have a cat that frequents the outdoors, I am happy to meow or use their preferred car call to lure them in for food. Note: I can do 1:1s for walks and check-ins; however, for overnight stays I’ll have to bring my dog with me who is friendly with other dogs and cats.

Sitter Profile Image: Taylor K.
Verified Enhanced Background Check
Taylor K.
from
$20
per walk
5.0 out of 5 stars
• 5 reviews
1 repeat client
17 years of experience
Wilmington, DE, 19810

About: I’ve taken care of pets my whole life, and have had dogs for as long as I can remember. I’ve taken care of dogs since a young age, and I’ve frequently cared for neighbor’s dogs. I’m very good with puppies as well as seniors. I have extensive experience caring for animals, including being a veterinary technician at a vet hospital. Im currently a full time college student, but with multiple long breaks between classes I’ll be able to care for your animals. On weekends, I have no classes so I’ll be available for your animals anytime. I can easily crate your dog if needed, and I have a fully fenced in yard. I have two sisters who are full of energy who would love to play with any dog that will walk past them, as well as two friendly dogs

Sitter Profile Image: Ashley C.
Verified Enhanced Background Check
Ashley C.
from
$20
per walk
5.0 out of 5 stars
• 14 reviews
2 repeat clients
10 years of experience
Centreville, MD, 21617

“I appreciated her flexibility and text/picture updates”

Profile image
Meaghan K.
1 / 1
View more

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

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog walking

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

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 November 2026, there are 1,745 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 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 a map of the walking route, 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 Rover Guarantee, 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 Rover's Trust & Safety page.

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 Meet & Greet.

walkers on Rover set their own cancellation policy, 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge