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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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Olivia B.'s Photo

Olivia B.

Available For Pet Sitting And Housework.

Chester, MD

from
$16/hr
1 year experience
Pet sitting
Hello! I'm Olivia, I live in the Chester MD and I have my own car for reliable transportation. I own 2 cats and one large dog so I'm very comfortable with training, and caring for animals. I really enjoy taking them for walks around the island and especially the nature parks. I can administer their medications if needed and...
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Rachel D.'s Photo

Pet Sitting And Walking

Chester, MD

from
$20/hr
3 years experience
Pet walking
pet sitting
I am local to Kent Island and available to help with pet sitting and dog walking! I am active and would love to spend some time caring for your animal(s)!
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Ellen S.'s Photo

Chester, MD

from
$15/hr
10 years experience
Pet sitting
administration of medicine
pet walking
Hi I'm Ellen! I'm a former sheriff's deputy and preschool teacher, now a stay-at-home mom and a proud dog mom too! With years of experience caring for both children and animals, I bring a calm, responsible, and loving presence to every home I work with. I'm CPR, First Aid, and AED certified, and while those are geared toward...
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Tori A.'s Photo

Lover Of All Animals

Chester, MD

from
$15/hr
10 years experience·
Hired by 2 families in your area
Pet walking
pet sitting
grooming
dog training
I grew up with two dogs who were sisters. They were German shepherd lab mutts named Sunshine and Shady that we found on the farm. I was responsible for fur grooming, feeding, walking, nail trimming, teeth brushing, bathing and cleaning up any messes. As an adult, I rescued, raised and trained a pitbull puppy that I found in...
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Kylie L.'s Photo

Chester, MD

from
$20/hr
Pet walking
pet sitting
I have always had a love and soft spot for animals. I have grown up with dogs, cats, bunnies, and many fish. I have not personally been hired to pet sit, however I am super open to the idea!
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Aalyiah J.'s Photo

Annapolis, MD

from
$15/hr
1 year experience
Pet walking
pet sitting
Caring for animals is more than a job; it's a passion. My approach to pet care prioritizes your dog's comfort and happiness, treating them as if they were my own. I ensure a safe, stimulating, and consistent routine for them. I manage the needs of high-energy breeds with active play and outings, while maintaining a clean and...
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Ana A.'s Photo

Pet Sitter

Annapolis, MD

from
$15/hr
2 years experience
Pet walking
pet sitting
Ive been a baby sitter for the last 4 years but ive also took some jobs sitting dogs here and there, either for the same families or for when friends are going away and they need someone to feed their pets. Ill be happy to take care of your dog/cat.
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Alleen A.'s Photo

Annapolis, MD

from
$25/hr
8 years experience
Pet sitting
daily feeding
pet walking
pet transportation
Hi there! I've been pet sitting/ care taking for many years now and am looking for simply more opportunities to do so!! I can take care of anything from a cat to a horse (literally)! I'm looking forward to meeting everyone and all fuzzy friends!! I'd describe my personality as fun, loving, and open minded I like working with...
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Jean J.'s Photo

Stevensville, MD

from
$25/hr
3 years experience
Pet walking
administration of medicine
Bringing three years of experience, I prioritize your pet's comfort and happiness by ensuring a safe and stimulating routine. I treat every pet as if they were my own. I strictly adhere to feeding schedules, manage high-energy breeds with active play, and maintain a clean environment. Should unexpected situations arise, I remain...
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Celia H.'s Photo

Stevensville, MD

from
$15/hr
Pet transportation
pet walking
I am a responsible and caring pet sitter with experience caring for dogs and cats. I have experience walking dogs of different sizes, feeding pets according to specific instructions, cleaning litter boxes and pet areas, and providing companionship and personalized attention. I am punctual, patient, and committed to the safety...
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Logan D.'s Photo

Queenstown, MD

from
$19/hr
6 years experience
Pet walking
pet sitting
pet transportation
I've always loved being around animals, and I have a 5-year-old Basset Hound/Pitbull mix named Moe, so pet care is already a big part of my everyday life. I'm used to different personalities, energy levels, and routines, and I understand how important it is for pets to feel comfortable and safe while their owners are...
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Kara W.'s Photo

Annapolis, MD

from
$15/hr
3 years experience
Pet sitting
boarding
pet walking
pet transportation
Experienced pet sitter who loves animals. I have years experience working in ICU at an emergency vet.
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Danielle S.'s Photo

Nanny | Pet Sitter

Stevensville, MD

from
$35/hr
10 years experience
Pet sitting
daily feeding
pet walking
dog training
pet transportation
+ 1 more
My journey in caregiving started at the age of 12 when I began regular babysitting for multiple families and also adopted, raised, and trained 2 beagle terriers. I offer a unique blend of skills and experiences that make me an excellent fit for families looking for someone reliable, compassionate, and dedicated to the...
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Susanne W.'s Photo

Pet Sitter

Annapolis, MD

from
$20/hr
2 years experience
Pet sitting
administration of medicine
pet walking
pet transportation
I do really love taking care of pets /animals. I love all animals and will treat your pet like my own! making sure the pet is safe, cared for, and loved. I understand the importance of compassion, safety, dedication, and attention that I will be giving to your pets
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Morgan D.'s Photo

Annapolis, MD

from
$20/hr
6 years experience
Pet walking
pet sitting
pet transportation
I'm a passionate and experienced pet sitter with a strong background in caring for a variety of animals. I've worked with very large dog breeds and am confident handling more aggressive or high-energy pets with patience and care. I also have experience with multiple cats, ensuring each one gets the attention they need. I...
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Rachel N.'s Photo

Annapolis, MD

from
$15/hr
3 years experience
Pet walking
My passion for animals drives me to treat every pet as if they were my own. With three years of experience, I prioritize a safe, stimulating, and consistent routine while reinforcing positive behaviors. I am comfortable managing high-energy breeds through active play and outings, and I always maintain a clean, secure...
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Miranda T.'s Photo

Part Time Pet Sitter

Annapolis, MD

from
$15/hr
Pet walking
pet sitting
I love pets of all sorts I have quite a few myself. id love to help care for yours in anyway I can including but not limited to pet walking pet sitting pet washing hope to see you and your pet(s) soon!
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Riley H.'s Photo

I Love Animals :)

Queenstown, MD

from
$15/hr
10 years experience
Pet walking
pet sitting
pet transportation
Hi! My name is Riley and I am 24 years old. I have a 13-year-old golden doodle, and I absolutely love animals. Dogs, cats, birds, of any age or size. I have grown up always pet sitting family, friends, and neighbor's animals (10+ years). I am extremely responsible with any pet-related task that you would want. Let me know if you...
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Ally S.'s Photo

Annapolis, MD

from
$11/hr
10 years experience
Pet walking
I'm a reliable and caring pet sitter and dog walker with a lifelong love for animals. Having grown up with two cats and two dogs, I understand how important it is to find someone you can trust to care for your pets like family. I'm passionate about providing loving, attentive care and will treat your pets with the same kindness,...
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Madison W.'s Photo

Grasonville, MD

from
$15/hr
2 years experience
Pet walking
pet sitting
pet transportation
Hi! My name is Madison, and I am a dependable and experienced pet sitter with a genuine love for animals. I have 2 years of paid experience caring for dogs, along with a lifetime of growing up around both dogs and cats. I offer dog walking, drop-in visits, overnight stays, and pet transportation. I'm comfortable with different...
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Showing 1 - 20 of 60

  • 60 pet sitters are listed on Care.com

  • The average posted rate is $17.00/hr as of August 2026

What to know about pet sitters in Chester, MD

The average cost of hiring a pet sitter in Chester, MD is $17.20 per hour as of August, 2026. 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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