Dog Walkers in Chesapeake City, MD

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

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Top rated Chesapeake City dog walkers

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
4 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: Whitney W.
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Whitney W.
from
$18
per walk
5.0 out of 5 stars
3 reviews
4 repeat clients
10 years of experience
Newark, DE, 19711

About: Animals have been a part of my life for as long as I can remember. Growing up with dogs and cats, and now having two rescue dogs of my own, I just can't imagine life without them. I haven't used Rover before, but I've spent years watching friends' dogs and cats whenever they needed someone they could trust. I've raised puppies, cared for kittens, and even handled medications when needed, so I'm no stranger to what animals need to feel safe and loved. I come to your home so your babies can stay in their own space, in their own routine. Every animal is different and I take the time to get to know them. Big or small, they all get the same gentle, attentive care. I just genuinely love animals, and that's something you'll see the moment I meet your pet. I'm always happy to set up a meet-up before booking so we can connect, your pet can get comfortable with me, and we can make sure it feels like the right fit for everyone I recently graduated from Arcadia University with my Master's in Physician Assistant Studies. While I study for my boards and prepare to move back home to Washington, I have time on my hands and want to spend it doing something I truly enjoy. Right now my days are completely open, which means your dog gets my full attention. No rushing off, no squeezing them in between a busy schedule. I'm there as long as they need me. As the mom of two very needy rescue dogs, I completely understand wanting your babies to have someone around as much as possible, and right now, I'm in a position to give exactly that! Since I will be in your home, my first priority is to respect whatever routine and rules you have in place for your pet. I am happy to provide as much or as little entertainment, snuggles, or space as your fur baby needs. When it comes to walks, I'm no stranger to dogs that pull on the leash or get reactive around other dogs. I've handled strong, reactive animals before and I feel confident and calm managing them.

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
2 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: Lillian S.
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Lillian S.
from
$25
per walk
4.9 out of 5 stars
38 reviews
17 repeat clients
25 years of experience
Elkton, MD, 21921

We love Lillian! I couldn’t be more lucky to have found the right person for Bruce Lee. I wouldn’t even consider trying someone else!

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Frank M.
Sitter Profile Image: Christine S.
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Christine S.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
26 reviews
15 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: Samantha L.
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Samantha L.
from
$16
per walk
7 years of experience
New Castle, DE, 19720

About: I have raised my own puppy, Anna, who is 7 years old now! Along with that, I have grown up besides 3 dogs and 1 cat. (also 4 hamsters 🐹) There is literally nothing I haven’t seen/cleaned up/handled. I will love your pet as if it is my own! As someone who wants to make a difference in pet lives any way she can, I would make infinite time for pet happiness!! This is my job, so there is nothing I wouldn’t do for a dog or cat. I follow rules pertaining to each individual space, so this means I will only do/do not do what you ask. I will give your pet the respect, love, and care they deserve!

Sitter Profile Image: Lashae P.
Verified Enhanced Background Check
Lashae P.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
26 reviews
12 repeat clients
10 years of experience
Wilmington, DE, 19802

Lashae was the best Rover experience we have had. She was amazing with our dogs and our neighbors (who had tons of positive comments). The best part of working with Lashae was the improvement in our dogs’ health! They have more energy and walk farther!! Lashae is the best! Can’t wait to work with her again!

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

He is he best

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Marianne S.
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: Lacey S.
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Lacey S.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
9 reviews
6 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: Raven C.
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Raven C.
from
$18
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
13 years of experience
Bear, DE, 19701

On time, friendly, and helpful

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Latifah M.
Sitter Profile Image: Jenni L.
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Jenni L.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
173 reviews
73 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: Lauren H.
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Lauren H.
from
$18
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Charlestown, MD, 21914

Lauren was AWESOME !!! Great communication, updates, and flexibility with our miniature scnauzer. We would gladly request her again.

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John M.
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: Brenda G.
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Brenda G.
from
$20
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Bear, DE, 19701

Brenda is great. Communicated well and is very reliable

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Cassandra J.
Sitter Profile Image: Mason W.
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Mason W.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
12 reviews
7 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: Paul C.
Verified Enhanced Background Check
Paul C.
from
$20
per walk
10 years of experience
Elkton, MD, 21921

About: As dog owners, we understand how important it is to find someone trustworthy to care for your pets. We have two dogs and truly enjoy spending time with animals of all kinds. We know that pets are family, and we strive to provide dependable care and regular updates so you can have peace of mind. We look forward to meeting you and your furry family members! 🐾 I currently work in HVAC but there are 1-2 days a week I typically have off so on those days I would have a good amount of availability. Also have weekend availability and holiday. I don’t plan on transporting or bringing dogs to my house but I can do any care plan you would like at your house.

Sitter Profile Image: Randall D.
Verified Enhanced Background Check
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: Victoria F.
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Victoria F.
from
$22
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
15 years of experience
North East, MD, 21901

About: What sets me apart is 15+ years of pet care experience, expertise with senior and special-needs pets, and a personalized approach to every animal’s unique needs. With my flexible schedule, I can structure my schedule around visits, walks, or check-ins, making it easy to balance with other commitments. My experience with pets ensures that providing attentive, loving care feels natural and enjoyable, whether it’s a quick visit or an extended stay. With me as your sitter, your pet will be safe and comfortable in my home. With over 15 years of experience, I provide a pet-friendly, secure environment, free of hazards, where your pet will receive personalized care and attention. I ensure all pets feel at ease by maintaining their routines, offering cozy spaces, and supervising interactions with my own animals. I’ll also provide regular updates with photos and videos, so you can have peace of mind while you’re away!

Sitter Profile Image: Selena L.
Verified Enhanced Background Check
Selena L.
from
$20
per walk
5.0 out of 5 stars
2 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.

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Over 2
pet parents in Chesapeake City have booked dog walking

How Rover works

  1. 1. Search

    Read verified reviews and choose a dog walker who’s a great match for you and your dog
  2. 2. Meet & Greet

    Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

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 dog walker has to cancel, we’ll work with you to find a new walker.

  • World-class support

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

Sitters in Chesapeake City average 4
repeat dog walking clients

Dog Walking FAQs

Frequently asked questions about Rover

Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Chesapeake City on Rover as of Jun 2026 was about $20 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Chesapeake City dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 1,047 dog walkers in Chesapeake City. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, dog walkers joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 85% of Chesapeake City dog walkers respond in under an hour.

Dog walkers in Chesapeake City have an average of 16 years of experience. Dog walkers with repeat customers have an average of 4 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Chesapeake City.

You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:

  • Start and stop times
  • A map of their walk with total distance
  • Pee, poo, food, and water breaks
  • Cute photos and a personalized note

There are 1,047 dog walkers in Chesapeake City on Rover, so you’re sure to find the perfect match for your dog! In Chesapeake City, 99% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog walker near you. As a reminder, all dog walkers on Rover have been background checked for you and your dog’s safety.

Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.