Dog Walkers in Chesapeake City, MD

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Top rated Chesapeake City dog walkers

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Sitter Profile Image: Jenni L.
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Jenni L.
Star Sitter
from
$30
per walk
5.0 out of 5.0 stars
145 reviews
58 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: Jill & Thomas K.
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Jill & Thomas K.
from
$20
per walk
5.0 out of 5.0 stars
104 reviews
60 repeat clients
15 years of experience
Middletown, DE, 19709

Jill was professional, kind, and very easy to work with. Her communication was timely and very helpful. Thank you for spending time with Greyson!

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Suzanne W.
Sitter Profile Image: Breanna P.
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Breanna P.
Star Sitter
from
$18
per walk
5.0 out of 5.0 stars
55 reviews
18 repeat clients
15 years of experience
Middletown, DE, 19709

Breanna is wonderful. I have a very anxiety ridden German Shepherd and she’s sometimes a handful. Breanna easily helped her get over the newest of her having a dog walker and she’s been so happy. Thanks!

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Michael B.
Sitter Profile Image: Cassidy L.
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Cassidy L.
from
$20
per walk
4.4 out of 5.0 stars
7 reviews
3 repeat clients
5 years of experience
Bear, DE, 19701

About: What sets me apart from other sitters is my ability to adapt to each pet’s unique needs while creating a safe, loving environment. I have hands-on experience with a wide range of pets—from energetic puppies to senior cats and dogs requiring extra patience and medical care. I believe in clear communication with pet parents, and I always provide regular updates and photos so you feel connected while you're away. My goal is simple: to make your pet feel safe, loved, and well-cared for at all times. As a college student, I have a flexible schedule that allows me to fit pet care seamlessly into my daily and weekly routine. I arrange my classes in a way that leaves me time throughout the day for walks, feedings, playtime, and check-ins. Since much of my coursework is either online or self-paced, I’m often home or close by, which means your pet gets consistent attention and care. On weekends, summer, and during breaks, I have even more availability for extended stays or additional visits. Pet care is a meaningful and rewarding part of my routine, and I make it a priority to ensure every pet feels safe, loved, and well cared for. Whether I’m caring for pets in a client’s, their safety, comfort, and routine are my top priorities. I provide a calm, pet-friendly environment where animals can feel secure and at ease. I take the time to understand each pet’s habits, preferences, and any special needs so I can provide personalized care. In a client’s home, I respect your space and maintain your pet’s familiar routine as closely as possible—feeding times, walks, play, and cuddles. I’m attentive to any changes in behavior or health and will always communicate promptly if anything seems off.

Sitter Profile Image: Hailey D.
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Hailey D.
from
$20
per walk
5.0 out of 5.0 stars
38 reviews
7 repeat clients
10 years of experience
Bear, DE, 19701

Hailey is fantastic!!! I couldn’t be happier with her, she is very reliable and dependable and is great with my dogs. From initial contact, to coming over to me Jake and Bon Yo, to walking them, to giving me feedback and sending me photos, everything was perfect. Hailey is very friendly, she is the best with my dogs and they took to her right away!!! I’d recommend her to anyone looking for a dog walker or pet sitter and im already planning on her walking the dogs again as well as talking care of my three cats. You definitely won’t be disappointed and be more than happy with her taking care of your pets!!

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John S.
Sitter Profile Image: Christine S.
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Christine S.
from
$15
per walk
5.0 out of 5.0 stars
4 reviews
2 repeat clients
25 years of experience
Elkton, MD, 21921

About: I am a mature, responsible woman that will care for your fur babies as if they were my own. My last 2 dogs passed at 14 & 15 years old. I miss them dearly. I’m currently living where dogs are not allowed. Therefore I have one cat. If I was allowed to have more than one I would. Your fur babies can expect lots of love, playing, pets, snuggling, and if allowed, they can sleep by my side as mine did…and still do. 😻🦮🐕‍🦺 At the moment my schedule is wide open until 7/23, possibly longer. Will update calendar as I go. As I prefer spending my time with animals as opposed to people, I’m hoping to book as many fur babies as possible. I will care for your pets in your home as if they were my own. If you crate your dogs, I will crate them. Not allowed on the couch? I won’t let them on the couch. You tell me their schedule/routine, any special needs/care, likes & dislikes, etc. And I’ll go above & beyond to make sure they don’t even miss you. 😊

Sitter Profile Image: Lillian S.
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Lillian S.
from
$25
per walk
4.9 out of 5.0 stars
37 reviews
16 repeat clients
25 years of experience
Elkton, MD, 21921

Lillian is a fantastic! Crash is our baby. We trust her with him like a member of the family. We couldn’t ask for a more caring, thoughtful person to assist us when my wife and I have be without Crash.

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James C.
Sitter Profile Image: Aleisha T.
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Aleisha T.
from
$18
per walk
5.0 out of 5.0 stars
3 reviews
2 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: Olivia O.
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Olivia O.
from
$18
per walk
24 years of experience
Elkton, MD, 21921

About: I have been obsessed with animals since I knew what they were, so I begged my parents for my own pet. Then on my 4th birthday I was gifted my first kitten, and I was hooked since. His name was Sneaky Toto McPherson and it was through him and my first pup Nicole (gifted the year after) that my love for animals grew so much that I decided to make it my life's mission to help as many animals as I can. So I became a wildlife biology student and I am currently going to school. I have loved and cared for many an animal in my life and I extend that same love to every animal I meet. I am currently a student so my schedule is pretty flexible, especially later at night. I am happy to try to make whatever time work as long as I have a little bit of warning. Just let me know when you need me there and I will do my best to accommodate you! Well safety is priority, but second priority is many scratches for good animal friends. Medications and different accommodations for them to be safe, as well as keeping them out of trouble is always the top priority as most animals mean well but they can find themselves in precarious situations when left to their own devices. It is also important that for nervous pets that they understand that I am a friend and not to be threatened. Most animals tend to trust me up front but if they are still suspicious of me I know just the right treats and how to get them interested in me rather than worried (mainly keeping a distance and going about your day until they get a sniff, get used to my smell...then they notice the treat in your pocket and suddenly I'm not a bad guy anymore) If you have any specific questions about the Safety, Trust, and the Environment I bring to the table for your animals I would be happy to answer anything you can think up!

Sitter Profile Image: Brenda G.
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Brenda G.
from
$20
per walk
10 years of experience
Bear, DE, 19701

About: With a lifelong passion for pets, I offer more than just care. I provide a loving, safe, and fun environment for your furry family members. I'm dedicated to their happiness and well-being, treating every animal with the same love and attention I give my own. You can trust that your pet is in the best possible hands. Because I run my own business and set my own hours, my schedule is flexible and can easily adapt to your pet's needs. Whether it's an early morning walk, a midday visit, or a late-night check-in, I can provide consistent, reliable care whenever your fur baby needs it. While you're away, I'll provide your pet with personalized care in the comfort and familiarity of their own home. This includes following their usual routine for feeding, walks, and playtime, ensuring they feel safe, happy, and loved. I'll also provide videos or pictures so you can have peace of mind knowing your furry family member is well-cared for.

Sitter Profile Image: Timothy D.
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Timothy D.
from
$18
per walk
5.0 out of 5.0 stars
2 reviews
1 repeat client
17 years of experience
Middletown, DE, 19709

About: ****Available now only on weekends or by appointment**** I enjoy taking care of cats and dogs. I don't know everything, but I can learn and I look forward to taking care of those furry friends who need it. I am currently looking for gig work and will assist any day that I am available. I am best in the mornings and until around 2pm. I have several pets, and it is a daily blessing to take care of them because they are so wonderful to have in my life.

Sitter Profile Image: Raven C.
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Raven C.
from
$18
per walk
13 years of experience
Bear, DE, 19701

About: I've been around dogs my whole life and stared caring for others when I was about 10. I love animals big and small- I currently own 4 dogs and a hamster of my own! I've raised litters of puppies, done bottle feedings and given meds when needed. I've also been ridden horses since I was 5 and have helped watch over livestock while housesitting. Over the years i've sat and walked dogs(with little puppy training mixed in), cared for cats and volunteered at Faithful Friends cat rooms, watched as little as hamsters/bunnies to horses. Animals really do have my heart 🐾🩷 I recently graduated with my nursing degree and am currently in orientation, working a few hours a day during the week. I'm available weekends and various times during the day! I care for pets in my clients home with love. I keep their routine as close to normal as possible and follow any specific instructions. I make sure they have fresh water, fed on time, plenty of playtime and cuddles. I will clean up any accidents and keep the house clean! I love to send pics and updates so you can see the fun they're having, as well as giving you peace of mind while being away.

Sitter Profile Image: Keiry O.
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Keiry O.
from
$18
per walk
5.0 out of 5.0 stars
3 reviews
1 repeat client
17 years of experience
Bear, DE, 19702

About: With 17 years of hands-on experience caring for my own six cats and three dogs, I’ve learned how to handle all kinds of personalities—shy, energetic, cuddly, or independent. I understand how important it is to keep pets safe, happy, and loved while their humans are away. Whether it’s giving meds, sticking to feeding routines, or just spending quality time playing and snuggling, I treat every pet like family. You can trust that your furry friend will be in caring, capable hands with me. I’m open 24/7 and if not I’m able to make arrangements, I’m just working hard to save up for college! I will always find time to get some animal cuddles I have friendly furry friends that are more than happy to meet your pets! We do have an open yard but will never leave your pet unattended

Sitter Profile Image: Ashley F.
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Ashley F.
from
$18
per walk
10 years of experience
Middletown, DE, 19709

About: With over a decade of hands-on experience, I bring genuine care and reliability to every pet I watch. I cared for my own dog for 10 wonderful years, gaining firsthand knowledge of the attention, patience, and consistency pets need to thrive. In addition, I’ve regularly cared for the dogs of friends and family—ranging from playful puppies to senior companions—ensuring they felt safe, loved, and well-exercised while their owners were away. What sets me apart is my calm, attentive approach and the trust I build with both pets and their people. I treat every dog like my own—with plenty of affection, playtime, and a focus on their individual routines and comfort. I am a stay at home mom with dog loving kids! Your dog will get plenty of attention and snuggles from me and the kids! We have a big yard and your dog will get plenty of walks! Dogs are welcome on our couches and we have plenty of room to play inside!

Sitter Profile Image: Olivia B.
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Olivia B.
from
$18
per walk
10 years of experience
Middletown, DE, 19709

About: Hi! I’m Olivia, a college student and lifelong animal lover. I share my life with two amazing dogs, Franny and Jimmy, who inspire my passion for pet care every day. Whether it’s a playful walk, a cozy cuddle session, or just keeping your pets company while you're away, I treat every animal like family. I am open to new clients and look forward to becoming your pet’s next best friend! I’m currently available and flexible with scheduling. Whether you need a regular walker, a weekend sitter, or last-minute help, I’m happy to work with your needs. I know how important it is to find someone you can trust with your furry loved ones. That’s why I’m here—to offer dependable, loving care that gives you peace of mind. I’m experienced, responsible, and genuinely enjoy spending time with animals of all kinds.I’ll treat your pet as if they were my own, with love and kindeness ❤️

Sitter Profile Image: Kira B.
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Kira B.
from
$18
per walk
1 repeat client
16 years of experience
Middletown, DE, 19709

About: I have a lot of experience with both dogs and cats of all shapes and sizes!! I have owned 2 cats and 4 dogs in my lifetime, and have petsat for over a dozen people who owned both cats and dogs. I am currently working part-time, but have flexible hours. I am willing to provide help whenever needed, just ask! Sometimes I have a church event or two that I am commited to, but typically I am able to fit my schedule around your doggie. I can take your pets on long walks, feed them, brush them, play with them, change their litter, and perform any reasonable task you need me to do for them. Whatever you have me do, I will do with love.

Sitter Profile Image: Briana B.
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Briana B.
from
$30
per walk
4.9 out of 5.0 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: Laura S.
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Laura S.
from
$18
per walk
11 years of experience
Elkton, MD, 21921

About: I have owned dogs my entire life and have 2 right now that are 11 and 3 years old. My husband and I have been pet sitting for family for a little over 3 years now and love it!! I am a teacher and currently have the summer off. I am working here and there throughout the summer part-time so I have great availability. I have a fenced in front and back yard and two fur babies of my own to keep your pet company! I can also go to your house and walk your dogs.

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: Sydnie S.
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Sydnie S.
from
$18
per walk
1 year of experience
Newark, DE, 19702

About: I have loved animals since day one, and have had many cats and dogs of my own. Pet care is my top priority so whatever you need; whether it be grooming, medication or just have a friend while their owner is out, i will make it happen! I work most day's but can still be flexible! I can always work something out. It is my top priority to find a way to help you and your furry friends! I don't do pet sitting in my home, but when I’m in a clients home I am proper and respectful. If there’s any specific house rules or, of course, pet rules please let me know.

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