Pet Sitting in Chestertown

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Jennifer D.
I love animals!!Grasonville, MD, 21638
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jennifer has been 100% reliable and dedicated to our animals since day 1. We lucked out finding such an attentive sitter - highly recommend! (more)

from
$15
per visit
Calendar Recently Updated
Brittany G.
A Pawsitive TailWagging ExperienceJoppa, MD, 21085
House Sitting, Drop-In Visits, Dog Walking

I absolutely can't express how much I love using Brittany to watch my Luna girl. She gets so excited to see her. Brittany is always on time and goes above and b… (more)

from
$14
per visit
Confirmed availability: Memorial Day
Kristy C.
3.
I will treat your pets like my ownCentreville, MD, 21617
Drop-In Visits, Dog Walking
20 years of experience

About: I have a lifetime of love and experience caring for animals, especially dogs. We have 3 Shih-Tzus of our own, 2 rescue kittens, birds, and lots of f… (more)

from
$18
per visit
Confirmed availability: Memorial Day
Stacy H.
4.
Dog licks welcome!Edgemere, MD, 21219
House Sitting, Drop-In Visits, Dog Walking

Stacy was fantastic at sending videos and pictures of her visits to our cat, Maggie. She also brought in packages and mail for me which is something I forgot t… (more)

from
$40
per visit
Calendar Recently Updated
Vanessa W.
Let me Love your petQueen Anne, MD, 21657
Drop-In Visits, Dog Walking

Vanessa took great care of our Sophie! She is very dependable and is a natural with dogs. We will definitely use her again and recommend her. (more)

from
$18
per visit
Confirmed availability: Memorial Day
Dogwood Acres Pet Care AssistantChester, MD, 21619
House Sitting, Drop-In Visits, Dog Walking

About: Hello, my name is Makayla, I am 19 years old and I currently work at a doggy daycare and lodging facility, Dogwood Acres in Kent Island! I am an anim… (more)

from
$14
per visit
7.
Hi I’m Hana! Happy to help!!Earleville, MD, 21919
Drop-In Visits, Dog Walking
5 years of experience

About: I am very comfortable around animals and have grown up with large dogs and cats. I have experience raising foster kittens, training puppies, and work… (more)

from
$14
per visit
Calendar Recently Updated
8.
Care for your furbabbies like my owQueenstown, MD, 21658
House Sitting, Drop-In Visits, Dog Walking

Thank you for taking such good care of our cats and on such short notice. Thank you for making yourself available so we did not have to worry about our cats whi… (more)

from
$14
per visit
9.
Cuddles and play time, I do it all!Worton, MD, 21678
Drop-In Visits, Dog Walking

Cheryl went above and beyond to help us with an emergency situation with my cats while we were away. Highly recommend her! (more)

from
$20
per visit
10.
Delicia, Determined &Loving SitterEdgewood, MD, 21040
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 repeat client
4 years of experience

About: I have real heart for any animal but mostly pets. I had two dogs for 4 years and a cat for 1 years. in the past. Services and skills: Grooming, walk… (more)

from
$40
per visit
Confirmed availability: Memorial Day
11.
I love loving on dogsEdgewood, MD, 21040
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

What a wonderful and caring person!! I just love how she interacts with Fluffy. Since day 1 I've noticed how Takiara is always attentive and comfortable with do… (more)

from
$15
per visit
Calendar Recently Updated
12.
Ever watchful, energetic dog loverEarleville, MD, 21919
Drop-In Visits, Dog Walking

Steph was great when I asked her to dog sit. Very punctual, caring, and loving towards my pup. She was very friendly as well And extremely professional (more)

from
$30
per visit
Calendar Recently Updated
13.
I'll treat your pet(s) like mine!Chestertown, MD, 21620
House Sitting, Drop-In Visits, Dog Walking

Jo did a fantastic job taking care of our cat! She was very communicative. I have never gotten so much info in the daily updates before. I will definitely use h… (more)

from
$30
per visit
Confirmed availability: Memorial Day
14.
Take Care of Your Best Friend!Chestertown, MD, 21620
House Sitting, Drop-In Visits, Dog Walking

Hannah is always great with our pets, leaves the place neat and all are happy and tired. (more)

from
$20
per visit
15.
Animal loving college studentChestertown, MD, 21620
House Sitting, Drop-In Visits, Dog Walking

Ashley is a mature responsible young adult with very strong arms. She can walk the most unruly dog and he’s like a puppy with her. All animals seem to go to her… (more)

from
$25
per visit
16.
I LOVE ANIMALSKennedyville, MD, 21645
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
12 years of experience

About: The first time I cared for an animal I was in kindergarten and my class was raising chicks. After that moment I valued life and I became infatuated w… (more)

from
$15
per visit
17.
The best family member ever!Rock Hall, MD, 21661
House Sitting, Drop-In Visits, Dog Walking
30 years of experience

About: I have been born and raised to take care of any type of family member from the small lizard to largest dog to feathered friends and horses. I love al… (more)

from
$45
per visit
18.
I love dogs, but I’m a cat personChestertown, MD, 21620
Drop-In Visits

Marion did great with my 14-year-old cat Alley. I let her know that my cat probably would be indifferent to her and Marion gave Alley space once she made sure m… (more)

from
$15
per visit
19.
Your Dogs New Best FriendMillington, MD, 21651
House Sitting, Drop-In Visits, Dog Walking
17 years of experience

About: I’ve been caring for animals, especially dogs from a very young age. I’ve always loved animals and every dog I’ve met we always get along. I have exp… (more)

from
$15
per visit
20.
Here to make your dogs morning!Chestertown, MD, 21620
Drop-In Visits, Dog Walking

Alexis love dogs and they love her back. She cared for three of her own when she was younger. She’s attentive, nurturing, loving and responsible. (more)

from
$25
per visit

The next time you head out of town and need someone to take care of your pets — and check in on you home — turn to Rover. It's easy to find a loving Chestertown pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Chestertown, MD, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover — it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Chestertown pet sitters and avoid the kennel.