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Find Trusted Dog Sitters Near Me in Chestertown, MD

Explore background-checked dog sitters in Chestertown, MD and find loving care for your furry friend.

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Andres Felipe S.'s Photo

Andres Felipe S.

Cool And Safe Man Sitter

Essex, MD

from
$23/hr
1 year experience
Pet walking
pet sitting
pet transportation
I have 1 year of experience. I can help with Pet Transportation and Pet Sitting. Hi my name is Felipe. I'm a dog dad of a cocker spaniel and 2 beautiful cats. I'm a positive and calm person who likes taking care of animals
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Daiana T.'s Photo

Chester, MD

from
$15/hr
2 years experience
Pet walking
pet sitting
Hi! I'm Daiana. Nice to meet you! I have several years of experience taking care of pets, including both dogs and cats. I truly enjoy spending time with animals and understand their needs. I've also worked as a pet sitter for different families who were very satisfied with my care
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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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Katherine F.'s Photo

Pet Sitter in Newtown

Chester, MD

from
$15/hr
4 years experience
Pet walking
daily feeding
boarding
pet sitting
I've taken care of many pets before, from dogs, cats, birds, and even geckos. I absolutely love animals! I am experienced with dogs and birds the most. I have taken care of my friend's and my boyfriend's dogs many times. I know how to feed, walk, play, etc. I have had two birds of my own and am very experienced with them as...
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Kara K.'s Photo

Caring Individual

Middle River, MD

from
$20/hr
8 years experience
Pet transportation
pet walking
pet sitting
dog training
I have been pet sitting for about 8 years now. I love animals of all sizes and breeds. I have mostly taken care of dogs and cats, but I work well with all animals.
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Yelika W.'s Photo

Middle River, MD

from
$15/hr
1 year experience
Pet sitting
boarding
pet walking
I have one year of hands-on experience caring for a variety of pets, including dogs, birds, and fish. I've had the pleasure of working with dog breeds such as beagles, pit bulls, poodles, and huskies. Each with their own unique personality and needs. Whether it's a high-energy husky that needs a long walk or a cuddly poodle...
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Mykayla A.'s Photo

Sparrows Point, MD

from
$20/hr
7 years experience
Pet transportation
pet sitting
boarding
pet walking
For seven years, I've dedicated myself to providing exceptional care for pets of all kinds. My philosophy is simple: I treat every animal as if they were my own. I manage high-energy breeds with active play, maintain a clean and secure environment, and I'm always watching for any signs of distress. I will communicate immediately...
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Mia S.'s Photo

Essex, MD

from
$22/hr
4 years experience
Grooming
pet sitting
boarding
pet walking
administration of medicine
+ 1 more
Trusted Pet Care Professional - 10+ Years of Experience Loving, reliable, and experienced pet care provider offering full services for dogs, cats, and small animals. With over 10 years of experience, I treat every pet like family - ensuring comfort, safety, and happiness while you're away. Services include daily dog walking,...
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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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Paige A.'s Photo

Cat Lover Looking To Help Out

Dundalk, MD

from
$17/hr
1 year experience
Pet sitting
I can help with Pet Sitting and dog walking. Im comfortable with cats. I have my own cat named Star. She's a tuxedo cat that brings me joy. I love cats because you have to gain their trust and love. Im also comfortable with dog walking. Growing up my friends had dogs so caring for them is no problem. I can also do housework in...
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Mackenzie C.'s Photo

Walker/ Pet Sitting

Annapolis, MD

from
$11/hr
6 years experience
Pet walking
pet sitting
pet transportation
I provide pet sitting in your own home. I have six years of experience in dog/ cat sitting. I would watch my neighbors dogs while they were out of town. I can also watch small animals. I love all animals despite age and size. My household has 2 dogs, 2 cats, 2 guinea pigs, and a bunny. I even had a bird!
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Tina G.'s Photo

Dog Sitting In Your Home!

Middle River, MD

from
$17/hr
I am a dog mom to two awesome K-9 sons! Bentley the Boston who is 3 years old and Fritzy the Yorkie who is the King of the house at 13 years old! I am willing to dog sit and love your fur baby just like he or she was mine!!
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Elizabeth W.'s Photo

Annapolis, MD

from
$20/hr
2 years experience·
Hired by 1 families in your area
Pet walking
pet sitting
Hello! My name is Elizabeth , and I am a caring and dedicated pet sitter. I have a passion for animals of all sizes, from cats to dogs to snakes. I make it my goal to give each animal the care and attention they need to keep them healthy and happy. I have dogsat an Irish Wolfhound and a German Shorthaired Pointer as well as...
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Hailey S.'s Photo

Part Time Caregiver

Centreville, MD

from
$15/hr
3 years experience
Pet transportation
pet sitting
administration of medicine
pet walking
I have always had a love and passion like no one else for animals. I currently work at a well known veterinary hospital in the Brooklyn area taking care of sick dogs, giving meds, taking x-rays, bathing, trimming nails and plenty more. I have been around animals all my life as my grandfather owned a pet store . I have 3+ years...
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Noelle T.'s Photo

Hello My Fellow Furry Friends And Fur Parents!

Edgewood, MD

from
$15/hr
2 years experience
Pet sitting
boarding
pet walking
Hello! I'm so excited to meet you. When I was younger I had the luxury of pet sitting for many families. Learning their personalities and caring for them as if they were my own. Over the years I have been approved and taken several tests on dogs' care. Your fur friends will be safe with me. I'm attentive, caring and full of...
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Pet walking
pet sitting
Hi!! I'm majoring in Psychology while also planning to become a certified vet technician. I come from a family of 8 whom I love spending time with. I absolutely love animals and working with them. I've always grown up with pets in the house. Cats, dogs, rabbits, lizards, chickens, you name it! I work at a Pet Resort as a kennel...
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Aberdeen Proving Ground, MD

from
$15/hr
Pet walking
pet sitting
Hi! My name is Kaci and I am 21 years old. I live on APG (Aberdeen Proving Ground) with my boyfriend but I also reside in Joppa and Fallston when I visit my family. I have 3 cats in total named Nala, Sasha and fry, along with a dog named Harlee. I'm very excited to build my experience in pet sitting here on Care. com. I have...
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White Marsh, MD

from
$11/hr
Pet walking
pet sitting
My name is Kayla, I am 19 years old. My entire life has been filled with pets, especially cats and dogs. I currently have two of my own kittens about 4 months and a couple fish. I have pet sit for family and friends multiple times and truly love animals.
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Annapolis, MD

from
$25/hr
2 years experience
Pet walking
pet sitting
pet transportation
I provide childcare services to children of all ages. I have extensive experience with children. In college I was a part time sitter for 3 families in the Owings mills area; sourced through Care. com. I also volunteered at several women's and children's homes in the Washington DC and Baltimore areas locations. I am currently a...
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Chester, MD

from
$19/hr
2 years experience
Move-out cleaning
general room cleaning
carpet cleaning
kitchen cleaning
bathroom cleaning
+ 1 more
Hi to all! I am a Kent island local who has lived here for over 20 years. I am a mom to a young toddler and currently am in the process of going through cosmetology being an apprentice. I'm looking for some side hustles such as cleaning, laundry/organizing and dog walking/sitting on my days/times off to not only help you, but me...
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Showing 21 - 40 of 40

  • 40 dog sitters are listed on Care.com

  • The average post rate is $16.67/hr as of December 2025

  • The average star rating for rated dog sitters is 5.0

FAQs for finding dog sitters near you in Chestertown, MD

Dog sitters near you in Chestertown, MD can provide a really valuable service to dog owners, especially ones with busy work, social, and travel schedules. A good dog sitter can not only take care of your dog when you can’t be home with them, they can also provide them with social engagement that can keep them feeling happy, entertained, and stimulated. Lots of dogs love playing with their dog sitters.

You can review a variety of Care.cm dog sitter profiles near you in Chestertown, MD to learn more about what each individual dog sitter charges. To give you a more general idea of what to expect, the average hourly rate for dog sitters near you in Chestertown, MD is $16.67.

Yes, you can hire a dog sitter near you in Chestertown, MD. When you review dog sitter profiles on Care.com, look for profiles that highlight the fact that they offer overnight care services. Many dog parents don’t want their dogs to be home alone at night, so overnight care is a popular service that many dog sitters offer.

To safely hire a dog sitter near you in Chestertown, MD we strongly recommend you do your own research to keep your dog safe. For example, you can interview multiple candidates, can request references from other clients, and can run an independent background check on any dog sitters you’re considering hiring. As a jumping off point, we do ask all dog sitters listed on Care.com to complete an annual background check called a CareCheck. Look for profiles that include a badge sharing the date they completed this background check.

To quickly hire an in-home dog sitter near you in Chestertown, MD, you can turn to Care.com for assistance. Care.com makes it easy to review the profiles of different dog sitters that are available to hire. You can learn more about the services they offer, their rates, and their experience working as a dog sitter.

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