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: Paul C.
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Paul C.
from
$20
per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
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: Nancy L.
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Nancy L.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
13 reviews
2 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: Kelsie T.
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Kelsie T.
from
$18
per walk
5.0 out of 5 stars
13 reviews
3 repeat clients
15 years of experience
Elkton, MD, 21921

She was great! Will definitely book her again!

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Jenelle C.
Sitter Profile Image: Meredith V.
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Meredith V.
from
$20
per walk
1 repeat client
20 years of experience
Newark, DE, 19702

About: I have grown up around dogs my entire life, big and small! I’ve bathed, feed, played with, and let dogs outside! Cuddles are a must! I attend Western Kentucky University but am home for the summer. I currently work part time at Brusters Ice Cream! My schedule changes weekly however I don’t work everyday meaning there is plenty of time for stopping by throughout the day! I will update clients on schedule changes to fit their needs and make sure all pets are taken care of properly. Most shifts are at night so I can stop by for feedings and bathroom breaks before work and after! Care begins with attention. Following clients instructions as every dogs and cats needs are different. Proper safety, comfort, and routine is important! Whether backyards aren’t fenced in or animals are fed at a specific time clients instructions are always important to follow!

Sitter Profile Image: Jenni L.
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Jenni L.
from
$30
per walk
5.0 out of 5 stars
189 reviews
76 repeat clients
15 years of experience
Newark, DE, 19711

Jenni had contacted me to let me know that she was on her way for our dogs’ walk. She took pics of them to show us that she was at our home with the dogs. I had told her about the route the dogs were use to taking and she showed us the map of the route. The dogs were good for her out on the walk. When they got home they were well tired enough and curled up for a nap. I look forward to having Jenni come walk them again!

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Diana L.
Sitter Profile Image: Rebecca R.
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Rebecca R.
from
$28
per walk
5.0 out of 5 stars
26 reviews
13 repeat clients
8 years of experience
Townsend, DE, 19734

Great, as usual!

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Jeffrey s.
Sitter Profile Image: Lillian S.
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Lillian S.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
40 reviews
18 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: Anneliese C.
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Anneliese C.
from
$25
per walk
5.0 out of 5 stars
21 reviews
7 repeat clients
5 years of experience
Middletown, DE, 19709

Very professional. On time and very canine friendly. Knew exactly how to handle my dog. And he's a big dog (Cane Corso). My dog took a liking to Anneliese instantly. Will definitely use her services again.

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Richard A.
Sitter Profile Image: Amarachi N.
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Amarachi N.
from
$35
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
20 years of experience
Middletown, DE, 19709

About: I have owned pets all my life and am an experienced pet owner, I’ve cared for pets with different personalities, routines, energy level and age ranges. I’m comfortable with long walks, drop in visits, feeding, medication administration, playtime, enrichment and following detailed instructions. I am also attentive, reliable and communicative and will always treat your pet and home with care and respect. I’m currently have a flexible schedule and offer drop in visits, dog walking and house sitting. I am available throughout the week and will do my best to accommodate your pet’s normal routine. As a pet owner I also understand communication and consistency matters, so I aim to be punctual, as communicative as possible and reliable. For walks, drop-ins, and house sitting, my goal is to make your pet feel safe, comfortable, and cared for in their own environment. I follow feeding instructions, routines, medication schedules, and activity preferences closely. I also pay attention to behavior, energy levels, and comfort cues and will always communicate any concerns. I treat clients homes with care and respect and will provide updates and photos for peace of mind while you’re away.

Sitter Profile Image: Reid C.
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Reid C.
Star Sitter
from
$62
per walk
5.0 out of 5 stars
68 reviews
18 repeat clients
24 years of experience
Glasgow, DE, 19702

Reid is the best dog caregiver!

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Marianne S.
Sitter Profile Image: Shirl B.
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Shirl B.
from
$20
per walk
5.0 out of 5 stars
24 reviews
8 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: 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: 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: Emmanuella L.
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Emmanuella L.
from
$25
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
21 years of experience
Newark, DE, 19711

About: I’ve been trusted to watch and play with many family friends pets over the past and have grown up with pets for my entire life. I love animals and would love to spend my college break caring for some! I am currently working part-time so have plenty of time to walk/watch pets and am very amenable with my schedule. Open to working around the owners lifestyle. I carefully listen to instructions and rules set forth by the pet owner and ensure that the animals are safe and well cared for while I am with them!

Sitter Profile Image: Christine S.
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Christine S.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
29 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: Matthew B.
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Matthew B.
from
$25
per walk
5.0 out of 5 stars
55 reviews
17 repeat clients
37 years of experience
Philadelphia, PA, 19104

Matthew is fantastic. My corgi had some special neurological needs and some behavioral issues as a result. Matthew is patient and kind in all of his interactions with Zeke. He is timely and professional. He put my mind at ease as I returned back to the office. He sends plenty of pictures showing how much fun they are having walking and playing. I would use him again as needed. Highly recommend.

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Jennifer K.
Sitter Profile Image: Andrew L.
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Andrew L.
from
$22
per walk
25 years of experience
Bear, DE, 19701

About: With a degree in Biological Sciences/Wildlife Conservation, my approach to pet care is rooted in deep respect for animal behavior, safety, and well-being. Whether I'm staying overnight for a house sit or stopping by for walks and drop-ins, my top priority is keeping your pets calm, safe, and comfortable in their familiar routine. Most importantly, I make sure they get plenty of affection, play, and happy engagement so they have a blast while you're away! Note for house sitting and walks: I have my own pet, but he remains at home in the care of my family, so I will never bring my own dog to your home or on your pet's walks. Pet care fits seamlessly into my weekly routine, giving me great flexibility for drop-ins, walks, and house sitting. I have a fixed commitment on Monday and Wednesday afternoons from 2:00 PM to 6:00 PM, but my schedule is wide open outside of those hours. I can easily accommodate early morning, late afternoon, and evening routines, as well as dedicated overnight stays. Safety is my top priority when caring for your pets. I maintain a secure environment by double-checking doors and gates and closely reading animal body language. You can rely on me to strictly follow your feeding, medication, and leash protocols to keep your pet safe and comfortable.

Sitter Profile Image: Madison M.
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Madison M.
from
$18
per walk
5 years of experience
Bear, DE, 19701

About: I have been around dogs my whole life and currently have one of my own! I am also a teacher, so I have plenty of experience providing a safe and caring environment! I am available Monday, Friday, or Saturday at anytime! On Sundays, I can be there anytime after 2. Wednesdays I can do anytime between 1:30 and 3:30 and Thursdays I can do anytime between 11 and 2! My own pup is spoiled! He has everything he could possibly want! He is honestly a couch potato, but we take him on walks and enjoy plenty of snuggles.

Sitter Profile Image: Lacey S.
Verified Enhanced Background Check
Lacey S.
from
$25
per walk
4.9 out of 5 stars
10 reviews
7 repeat clients
10 years of experience
North East, MD, 21901

About: I have taken care of animals all my life in all stages of life. I very much enjoy playing and running around with dogs and cats Im a Stay at home mom and unemployed looking for work and a work out I love animals so I'm excited to start hanging out with all animals I have a well trained dog who is crate trained while I'm gone so ik how to use a crate properly. I love to play and cuddle with all animals can't wait to meet your fur baby

Sitter Profile Image: Kourtney E.
Verified Enhanced Background Check
Kourtney E.
from
$20
per walk
5 years of experience
Elkton, MD, 21921

About: Hi! I'm a dependable and caring dog sitter who loves spending time with dogs of all sizes, breeds, and personalities. I understand that every pet has unique needs, and I make it my priority to provide a safe, fun, and loving environment while you're away. Whether your dog enjoys long walks, playtime, cuddles, or sticking to a familiar routine, I'll make sure they receive the attention and care they deserve. I'm reliable, patient, and committed to keeping you updated with regular photos and messages so you can have peace of mind while you're apart from your pet. I treat every dog like they're part of my own family and strive to make them feel comfortable, happy, and loved. I look forward to meeting you and your furry best friend! Pet care fits naturally into my daily routine. I plan my schedule so I have plenty of time for walks, feeding, playtime, and giving each pet the attention they need. I understand how important consistency is, so I follow each pet's usual routine as closely as possible. Whether it's a quick drop-in visit, a long walk, or overnight care, I'm committed to making sure every pet feels safe, comfortable, and well cared for while their owner is away. I care for every pet as if they were my own by following their normal routine and giving them plenty of attention, patience, and affection. In my client's home, I make sure pets are fed on schedule, have fresh water, get regular walks, exercise, playtime, and any medications if needed. I also keep their space clean and provide updates with photos and messages so owners know their pets are happy and safe. I respect each client's home by keeping it tidy, following all care instructions, and maintaining the pet's routine to help them feel comfortable while their family is away. My goal is to provide reliable, loving care so both pets and their owners have peace of mind.

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

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  • 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.

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

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

Meet local walkers who will treat your dogs like family

  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

The average cost for Dog Walking in Chesapeake City on Rover is $19.98 per walk (as of August 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 August 2026, there are 1,783 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
  • 96% 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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