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Find Trusted Pet Sitters in Chester, MD

Explore 60 trusted local pet sitters in Chester, MD. Browse and compare profiles to find a sitter who fits your pet’s needs.

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Hire pet sitters near you in Chester

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Sara S.'s Photo

Sara S.

Loving And Energetic Sitter

Chestertown, MD

5.0(0)
from
$15/hr
1 year experience
My name is Sara and I have a year of experience in dog and cat sitting. During these experiences I walked dogs, socialized with cats, cleaned up after pets thoroughly, fed the animals in my care, and ensured they were happy while their loved ones were away.
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Calli P.'s Photo

Dog Lover

Annapolis, MD

5.0(0)
from
$18/hr
Pet sitting
pet walking
pet transportation
Lover of all animals and excited to help with your pets! I have a golden retriever and a cat of my own and have over five years of pet sitting experience
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Alayna S.'s Photo

Pet Sitter

Annapolis, MD

5.0(1)
from
$15/hr
7 years experience·
Hired by 2 families in your area
Administration of medicine
pet sitting
pet transportation
pet walking
Hi, my name is Alayna ! I'm 19 years old and a freshman in college. I've been pet sitting since I was 12 and love all kinds of animals. I can pet sit, walk animals, and help with anything else your pet needs!

Anne N. says "Alayna is so lovely and helpful. My cats adore her and I feel so comfortable knowing she is caring for them in my stead. I definitely recommend Alayna for...

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Sharon S.'s Photo

Animal Lover Available For Pet Sitting, Dog Walking & Other Assistance

Pasadena, MD

5.0(1)
from
$10/hr
4 years experience·
Hired by 1 families in your area
Boarding
daily feeding
pet walking
pet sitting
I began doing pet care as a teenager. My first pet care job was on a yearly basis caring for my next door neighbor's family dog (daily feed, water, walk & play with) and parrot (feed & water) while they were away on their two week summer vacation. I also cared for my Great Aunt's cat, David, on a yearly basis while her & my...

Care Member says "Sharon was absolutely a great person to take care of my two older cats while I was away for a week. They have a feeding routine due to medication and...

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Terry D.'s Photo

Hometown Pet Care

Annapolis, MD

5.0(1)
from
$18/hr
8 years experience·
Hired by 5 families in your area
Administration of medicine
pet sitting
pet transportation
pet walking
Hello! I am a native Annapolitan and live just outside of the historic district. I am an animal lover who provides pet walking, day and overnight visits, and can administer certain types of medication. I have an especially compassionate heart for senior pets and their specialized needs. I am most available during the hours of...

April A. says "Terry went above and beyond to care for my special needs adult daughter and my rescue Jack Russell (not sure which one was a bigger handful - but she...

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Laura S.'s Photo

Pasadena, MD

from
$15/hr
3 years experience
Pet sitting
pet walking
Bringing joy to animals is my passion. With a graduate degree and three years of experience, I offer pet sitting and walking services for dogs, cats, birds, fish, amphibians, and even exotic pets. I prioritize each pet's comfort and happiness, treating them as my own while ensuring a safe, stimulating, and consistent routine. I...
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Alicia C.'s Photo

Centreville, MD

from
$15/hr
5 years experience
Pet sitting
pet walking
Hi there! I've been pet sitting for family and friends for several years and absolutely love caring for animals of all kinds. Whether it's daily walks, feeding, playtime, or cuddles, I always treat every pet like my own. I'm reliable, patient, and passionate about keeping pets happy and comfortable while their owners are away.
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Olivia O.'s Photo

Pet Sitter

Severna Park, MD

from
$15/hr
2 years experience
Pet sitting
pet walking
pet transportation
I have 2 years in pet-sitting experience and have been taking care of animals my whole life! I have experience with dogs, cats, fish, rodents, and other mammals. I believe all animals deserve the best care no matter their personalities, and will do my best to ensure their happiness and safety. I also know how to administer CPR...
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Kate S.'s Photo

Wittman, MD

from
$15/hr
Pet sitting
pet walking
I am a caring and dependable pet lover with a special soft spot for dogs of all sizes and personalities. I also love cats. I am available for walks, drop in visits, feeding and overnight sitting. !
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Jena K.'s Photo

Pasadena, MD

from
$15/hr
2 years experience
I currently have 2 labradoodles at home who are 13 and 3 years old. I have experience in dog and cat sitting for families.
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Savannah J.'s Photo

Puppy Love

Annapolis, MD

from
$15/hr
1 year experience
Boarding
pet sitting
pet walking
I had always grown up around animals and missed their sweet love when I got to school! Animals have a fantastic way of loving humans and humans have an amazing way of loving animals, mutually it is great. I am excited to help you out in any way possible. I could provide a dog sitting in your own home or in mine. I am a...
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Rachel R.'s Photo

Looking For Dog Walking/ Sitting Opportunities

Pasadena, MD

from
$10/hr
2 years experience
Pet sitting
pet walking
I have walked/ dog sat for 2 years now. I love animals in fact my minor is Assistance Dog Training at UNCW. I love to be outside no matter what the weather is so I can ensure you I can get your pup outside for a walk!
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Natali S.'s Photo

Annapolis, MD

from
$15/hr
10 years experience
Pet sitting
pet walking
I'm a trustworthy pet sitter who truly loves animals. I have experience with daily care, walks, feeding, playtime, and keeping pets calm and happy while their families are away. Your pet will be in great hands!
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Katherine B.'s Photo

Pet Sitter, Dog Walker

Pasadena, MD

from
$15/hr
2 years experience
Boarding
pet sitting
pet walking
Hello I think I could be a good fit! My name is Katherine. A bit about myself- I am 26, I work full time weekdays as a government worker until 4 p.m. I am available weekends or weekday evenings. I have experience caring for children of all ages. Most notably I was a long term babysitter for a family for their son from a month...
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Julia E.'s Photo

Animal Sitter

Severna Park, MD

from
$17/hr
3 years experience
Pet sitting
pet walking
pet transportation
I have around 4 years of experience animal sitting for different families. I can help with Pet Transportation, dog walking, pet sitting etc. I have the most experience with dogs and cats but have also taken care of other exotic pets that people may have. I'd love to meet your furry friends and give you a hand with whatever I...
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Victoria M.'s Photo

Crownsville, MD

from
$15/hr
5 years experience
Pet sitting
Hi, my name is Victoria. I have been babysitting doggies for about five years. I love dogs I recently lost mine a few years ago but-at this time I'm not able to get another one but I will. Dogs love me they sleep with me they cuddle with me we sit on the sofa, watch movies together they are the best companion you could ever...
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Kate G.'s Photo

Pasadena, MD

from
$15/hr
5 years experience
Pet sitting
pet walking
I have experience in dog and cat sitting. I have walked dogs before and it's a fun experience. I love animals and if you need help please let me know. I look forward to hearing from you.
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Lucy S.'s Photo

Chestertown, MD

from
$15/hr
4 years experience
Pet sitting
pet walking
Hi! My name is Lucy , a dependable and caring pet sitter with 4 years of experience looking after dogs, cats, and small animals. Whether it's daily walks, playtime, feedings, or just keeping your pet company, I provide loving, personalized care while you're away. As someone who over the years has owned dogs, cats, chickens,...
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Angela J.'s Photo

Annapolis, MD

from
$15/hr
5 years experience
Boarding
pet sitting
pet walking
Bringing five years of experience to every furry friend I meet, I'm passionate about providing top-notch care for your beloved pets. My college degree has equipped me with a solid foundation for responsible pet handling. I prioritize your pet's comfort and happiness by treating them as my own and ensuring a safe, stimulating,...
See profile
Shirley S.'s Photo

Mature Pet Sitter Available I Love Dog's And Cats.

Pasadena, MD

from
$20/hr
1 year experience
Boarding
daily feeding
pet walking
pet sitting
I have been around dogs and cats all my life. We have always had animals in our home, we currently have 3 dogs. I'm in my early 50's and very responsible. I will treat your animals as I would my own.
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Showing 21 - 40 of 60

  • 60 pet sitters are listed on Care.com

  • The average post rate is $16.57/hr as of December 2025

Recent pet sitter reviews from local parents in Chester, MD

Pet Sitters in Chester, MD are rated 0.0 out of 5 stars based on 0 reviews of the 60 listed pet sitters

Alayna S.

Alayna is so lovely and helpful. My cats adore her and I feel so comfortable knowing she is caring for them in my stead. I definitely...

- Anne N.

Sharon S.

Sharon was absolutely a great person to take care of my two older cats while I was away for a week. They have a feeding routine due to...

- Care member

Terry D.

Terry went above and beyond to care for my special needs adult daughter and my rescue Jack Russell (not sure which one was a bigger handful...

- April A.

What to know about pet sitters in Chester, MD

The average cost of hiring a pet sitter in Chester, MD is $16.57 per hour as of December, 2025. Rates often vary based on the number of pets, the length of each visit, and the level of care required, such as administering medication, providing extra playtime, or supporting pets with special routines. Some sitters also offer fixed daily or overnight pricing for families needing extended coverage. For a broader view of typical pricing, you can review average pet sitting costs and use the Care.com cost calculator to help estimate your expected expenses.

Pet sitters in Chester, MD offer a range of services tailored to different types of pets and care routines. Common options include in-home pet sitting, drop-in visits, feeding and medication support, dog walking, and daily companionship while you’re away. You can also find caregivers who provide broader pet care services for a variety of animals, including dogs, cats, rabbits, guinea pigs, and birds. Each sitter’s profile typically outlines their experience, comfort level with different species, and the specific tasks they are able to provide.

Dog sitters in Chester can support your dog’s daily routine with a variety of services, including dog walking, feeding, playtime, and overnight care. You can also find dog sitters who offer drop-in visits for quick check-ins or longer stays for dogs that benefit from extra attention or companionship. Many caregivers are experienced with administering medication, caring for puppies, or helping maintain training routines. Each dog sitter’s profile provides details about their background, comfort with different breeds, and activity level preferences.

Cat sitters in Chester typically offer services such as feeding, litter box care, medication support, and daily check-ins while you’re away. You can also find caregivers who specialize in cat sitting for households that need more frequent visits or extended support. Some sitters understand the grooming needs of long-haired or senior cats and may feel comfortable with light cat grooming tasks as part of their routine. Profiles often include information about experience with shy, senior, or special-needs cats so you can find a sitter who matches your cat’s temperament and care needs.

When choosing a pet sitter in Chester, MD, it helps to look for experience with your type of pet and comfort with the specific routines you need support with, such as feeding schedules, medication care, walks, or daily check-ins. Many pet parents value sitters who communicate clearly, provide updates, and have positive reviews from others in the community. It can also be helpful to understand the different pet care options available so you can decide which type of support fits your situation. Some families use a set of common interview questions to learn more about a sitter’s experience, approach to emergencies, and compatibility with their pet’s habits. Asking whether a sitter offers a meet-and-greet can also help you see how they interact with your pet before booking.

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