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: Aleisha T.
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Aleisha T.
from
$20
per walk
5.0 out of 5 stars
4 reviews
5 repeat clients
15 years of experience
Chesapeake City, MD, 21915

About: I’ve been around animals my whole life from small pets to large dogs and caring for them has always been second nature to me. I grew up helping friends and neighbors with their pets, which gave me a solid foundation in handling dogs of all sizes and personalities. Now, I have a 1.5 year old Lab named Knox who’s full of energy and love. He keeps me active, patience’s, and always on my toes! I also have a 9 year old cat named Levi, who brings a calm, loving balance to our home. Because of them, I understand how important it is to trust someone who will treat your pet like family Whether your dog needs a long walk, some playtime, or just a calm presence while you’re away, I’m here to help. I’m reliable, communicative, and will always make sure your pet feels safe, loved, and cared for as if they were mine. Let me know what your pet needs. I’m happy to accommodate special routines or preferences! I’m a full-time nursing student with plenty of free time during the day, so I’m great for helping out while you’re at work. I know how important it is for pets to get attention and exercise in the middle of those long days. I’m happy to provide walks, playtime, or just some company to keep your animals happy and relaxed on your busy days. I have empathy for those who having to leave their animals so safety is a top priority for me when pet sitting. I will always use a leash when on walks and at home if there is no fenced in yard available. Also would like to know if the pet has any special instructions and their likes/ dislikes.

Sitter Profile Image: Paul C.
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Paul C.
from
$20
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Elkton, MD, 21921

Paul and his fiancée do a great job with my Husky. My dog normally doesn’t enjoy other humans, and he loses his appetite when I travel. But Paul’s energy didn’t bring any of those concerns out.

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Andre J.
Sitter Profile Image: Breanna P.
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Breanna P.
from
$18
per walk
5.0 out of 5 stars
56 reviews
18 repeat clients
15 years of experience
Middletown, DE, 19709

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

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Dan R.
Sitter Profile Image: Raven C.
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Raven C.
from
$18
per walk
5.0 out of 5 stars
4 reviews
3 repeat clients
13 years of experience
Bear, DE, 19701

On time, friendly, and helpful

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Latifah M.
Sitter Profile Image: Lillian S.
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Lillian S.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
38 reviews
17 repeat clients
25 years of experience
Elkton, MD, 21921

Thanks so much for taking Missy on walks!! You're always prompt and communicative.

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Elizabeth W.
Sitter Profile Image: Randall D.
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Randall D.
from
$18
per walk
12 years of experience
Middletown, DE, 19709

About: As an engineer and proud owner of two large dogs, I bring attention to detail, and reliability to pet care. I am organized, observant, and proactive, ensuring every walk, meal, and play session is safe, structured, and enjoyable. With years of hands-on experience caring for my own dogs, I carefully observe behaviors, anticipate needs, and provide personalized love and attention, giving each pet a happy, and secure experience. I am a full-time Engineer working a 4-10 schedule where I am off 3 days per week. I have plenty of time to take care of pets during the weekends. I have 2 dogs that are extremely well behaved and friendly. They are both crate trained and love to play in the fenced in backyard.

Sitter Profile Image: Christine S.
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Christine S.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
27 reviews
16 repeat clients
25 years of experience
Elkton, MD, 21921

Christine does a phenomenal job caring for our puppy while we are at work. She responds immediately, takes a bunch of pics for us, and always ensures he is comfortable before leaving. Christine always makes sure to meet our specific needs and is very attentive with Arlo. We are so thankful to have such a reliable and kind person to assist us when needed.

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Kourtney R.
Sitter Profile Image: Nancy L.
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Nancy L.
from
$20
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
12 years of experience
Newark, DE, 19702

About: I’ve spent years caring for and training dogs, including raising and training four Australian Cattle Dogs—a breed known for its intelligence and high energy. Through that experience, I’ve learned how to read canine body language, reinforce good behaviors, and confidently handle dogs with different personalities and energy levels. I’ve also walked dogs for several of my mom’s clients throughout the Hockessin and Wilmington area. My focus is on providing safe, reliable, and personalized care while treating every dog as if they were my own. I am home full-time, which allows me to provide attentive, personalized care throughout the day. Your dog won’t be left alone for long periods and will receive plenty of potty breaks, exercise, playtime, enrichment, and affection. Being home full-time also allows me to closely monitor each dog’s well-being, maintain their routine, and ensure they feel safe, comfortable, and loved while you’re away. Your dog will be cared for like one of my own in a safe, loving home environment. I have a fully fenced 0.6-acre yard where dogs can safely run, play, and explore under supervision. They’ll also have the companionship of my three friendly, well-socialized dogs if they enjoy being around other dogs. Throughout the day, your pet will receive plenty of exercise, potty breaks, playtime, enrichment, and affection. I follow each dog’s routine as closely as possible, including feeding schedules, medications, and any special instructions, so they feel comfortable, happy, and at home while you’re away.

Sitter Profile Image: Jordyn M.
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Jordyn M.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
8 reviews
3 repeat clients
4 years of experience
Middletown, DE, 19709

Jordyn was on time and my dog took to her immediately. I will use her again

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clarice m.
Sitter Profile Image: Selena L.
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Selena L.
from
$20
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
15 years of experience
El Cerritos, Bear, DE, 19701

About: As both a dog lover and recently funemployed, I’ll be able to commit 100% of my time to taking care of your furry friend. I’m a previous dog owner of 11+ years as well as an experienced sitter for both puppies and several senior dogs. I do what it takes to make your pup as happy and comfy as possible while you’re away — I’ll treat them like family! Up until recently I’d been working in corporate, and I’m choosing to take a small break in between careers. My previous employers and pet care clients can attest to my attention to detail, my excellent communication skills, and my willingness to do what it takes to get the job done.

Sitter Profile Image: Emily N.
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Emily N.
from
$15
per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
3 years of experience
Elkton, MD, 21921

Emily did a great job! Highly recommend.

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Susan H.
Sitter Profile Image: Tre S.
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Tre S.
from
$25
per walk
4.6 out of 5 stars
14 reviews
2 repeat clients
6 years of experience
Middletown, DE, 19709

About: I’m very caring, fun, and trustworthy. I spend a lot of time at home with animals and have volunteered at local rescues. I currently work as a Para professional in Dover, a Private Personal Trainer in the tri-state area, and a server in Middletown, I have my Bachelors Degree in Kinesiology and am currently enrolled at my local university to get my Masters degree in Counseling. I own 3 dogs and 1 cat that I love very much! I’ve raised dogs, cats, fish, and reptiles my entire life and have experienced all different types of care. My dogs are Pitbull mixes and an American Bully who love to have fun just like me. Being safe, outside, and active are things I take pride in because builds a bond and a good time. I love meeting new people and pets, so I’m excited to help take care of your FURever friends:) I do work part-time and go to school online but always have time for furry friends. I’m able to provide care at minimum every 6-8 hours days I work. During our meet and greet I like to get as much info about your pets daily routine. My philosophy is “If it ain’t broke don’t fix it” so I like to be as consistent as possible.

Sitter Profile Image: Shirl B.
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Shirl B.
from
$20
per walk
5.0 out of 5 stars
22 reviews
7 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: Jenni L.
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Jenni L.
from
$30
per walk
5.0 out of 5 stars
181 reviews
74 repeat clients
15 years of experience
Newark, DE, 19711

I could tell from all the kisses and attention she gave Jenni when they came back from the walk that Ginger had a great time! I loved the pics during too. Thanks so much!

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Lakia C.
Sitter Profile Image: Meghan P.
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Meghan P.
from
$16
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
22 years of experience
Elkton, MD, 21921

About: Ever since I was a child I have always been the go to Pet sitter for all of my neighbors . Now it's for my friends and their friends. I treat all of the animals I watch as if they were my own. Each one deserves that. I am great at waking and giving baths. My favorite part of the job is getting to know each animals destinctive personalities. The only problem I seem to have is giving too many hugs and kisses. Pet care is my favorite job , but not my only one. I do however work an evening job some nights till about 9 pm. I have fenced yard with plenty of room for your pet. We live in a quiet neighborhood with plenty of long streets for walking safely.

Sitter Profile Image: John T.
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John T.
from
$18
per walk
25 years of experience
Delaware, Bear, DE, 19701

About: Four cats total in my life and one dog, helped clip their nails with regular vet appointments. I’m motivated to take the dog outside and play with the pets every day! I’m responsible for feeding my dog and two cats every day, taking the dog for walks and as a bonus playing with them, which they love! We have a fence and our home that the dog plays in. All pets get along and are treated very well! Enough food and water is supplied every day

Sitter Profile Image: Briana B.
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Briana B.
from
$30
per walk
4.9 out of 5 stars
18 reviews
6 repeat clients
12 years of experience
Newark, DE, 19702

Briana is responsible and very kind. Would highly recommend her. My pup was very happy to see her.

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Catherine K.
Sitter Profile Image: Lillyanne D.
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Lillyanne D.
from
$20
per walk
5.0 out of 5 stars
10 reviews
5 repeat clients
5 years of experience
Newark, DE, 19702

About: Extremely flexible! I'm experienced in taking care of cats, dogs, turtles, bearded dragons, and fish. I would love to give your furbaby the best care possible! I am a recent graduate from the University of Delaware. My schedule is pretty flexible this summer, I am extremely communicative & love to care for pets. I live with 2 dogs & 2 cats. The cats & dogs are separated. I am very patient with animals! I am also extremely diligent with their care such as cleaning food/water bowls, scooping poop, changing pee pads, following feeding/medication schedule, and playing with animals.

Sitter Profile Image: Rose Z.
Verified Enhanced Background Check
Rose Z.
from
$15
per walk
10 years of experience
New Castle, DE, 19701

About: I have had 3 dogs growing up so use to handling multiple at one time. Also my shih tzu that passed had severe skin allergies so I have experience with medical baths and diets. I work from home 3 days a week so home all day MWF, Tuesdays and Thursdays I am in the office but only a 10 min drive away and can walk them during lunch and be back home with your doggo before dinner! I live in a neighborhood with sidewalks and a park, personally have a well sized yard and back deck for lots of outdoor fun! Currently I own 2 guniea pigs but they’re quiet and kept on an elevated surface no dog has been bothered by them before. Lots of toys and 2 beds here to play with but encourage to bring your pet’s favorites here as well.

Sitter Profile Image: Rebecca R.
Verified Enhanced Background Check
Rebecca R.
from
$25
per walk
5.0 out of 5 stars
26 reviews
11 repeat clients
8 years of experience
Townsend, DE, 19734

Luke always has a great time! Thanks again.

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

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Sitters in Chesapeake City average 3
repeat dog walking clients

FAQs for Dog Walking - Chesapeake City

Frequently asked questions about Rover

The average cost for Dog Walking in Chesapeake City on Rover is $19.98 per walk (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .

As of July 2026, there are 1,885 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 services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Chesapeake City.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s 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:

  • 96% of walkers can help with special care needs
  • 94% 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 short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

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

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