Pet Sitting in Chester

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Calendar Recently Updated
Sitter Profile Image: Dianne N.
Sitter Profile Image: Dianne N.
1.
Will love your pets like my own🐾🤍
Annapolis, MD, 21403
Drop-In Visits, Dog Walking

I highly recommend Dianne if you are looking for a pet sitter! She is fantastic, and I will definitely book her again. I knew my cat, Gus, was in good hands th… (more)

from

$15

per visit
Calendar Recently Updated
Sitter Profile Image: Donna M.
Sitter Profile Image: Donna M.
2.
Ferrets to horses - I got ya 😍
Chester, MD, 21619
Drop-In Visits, Dog Walking

Donna goes above and beyond with my nervous dog. She’s so patient and kind to his quirks and shyness. He loves Donna and her beagles! She’s so responsive and se… (more)

from

$25

per visit
Sitter Profile Image: Abigail J.
Sitter Profile Image: Abigail J.
Reliable & Fun Sitter!
Chester, MD, 21619
Drop-In Visits

Can't recommend Abigail enough!! She took care of our two cats while we were traveling, and they became comfortable with her immediately! She sent plenty of pho… (more)

from

$20

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Bohdanna G.
Sitter Profile Image: Bohdanna G.
I Love Furbabies!
Stevensville, MD, 21666
House Sitting, Drop-In Visits, Dog Walking

Bo is an excellent dogsitter for our three dogs. She comes by twice a week to let our dogs out while we are at work. She is reliable, thorough, communicative, r… (more)

from

$15

per visit
Calendar Recently Updated
Sitter Profile Image: Morgan O.
Sitter Profile Image: Morgan O.
5.
Responsible Animal Lover
Chester, MD, 21619
Drop-In Visits, Dog Walking

Morgan was great!! Thank you very much for taking great care of my dog Duke! (more)

from

$17

per visit
Sitter Profile Image: Jennifer D.
Sitter Profile Image: Jennifer D.
I love animals!!
Grasonville, MD, 21638
Boarding, 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

$25

per visit
Calendar Recently Updated
Sitter Profile Image: Melanie P.
Sitter Profile Image: Melanie P.
Animals are my spirit animal(s)!
Grasonville, MD, 21638
House Sitting, Drop-In Visits, Dog Walking

Melanie is terrific. She was very caring and sweet with this tiny little shy and nervous dog. She was responsive reliable and pro.pt and sent reports regularly (more)

from

$18

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Victoria & Anthony B.
Sitter Profile Image: Victoria & Anthony B.
Experienced with High-Energy Dogs
Annapolis, MD, 21409
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Victoria is super kind, attentive, and professional. Immediately bonded with our dog and just gave all around good vibes. It’s clear she really cares about doin… (more)

from

$21

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Michael P.
Sitter Profile Image: Michael P.
Compassionate, Reliable, Fun Loving
Annapolis, MD, 21409
House Sitting, Drop-In Visits, Dog Walking

Michael house sat for our two dogs and cat recently and we could not have been happier. From the first outreach, he was prompt, professional and friendly. Our… (more)

from

$25

per visit
Sitter Profile Image: Kimmy L.
Sitter Profile Image: Kimmy L.
10.
I treat your pet as my own ❤️
Annapolis, MD, 21403
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Kimmy is a reliable, caring and compassionate when it comes to animals and especially with dogs. She has plenty experience with dog sitting and walking. I would… (more)

from

$40

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Vanessa R.
Sitter Profile Image: Vanessa R.
11.
Home Away from Home
Annapolis, MD, 21403
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

My fur babies loves Vanessa! I am so glad we chose her. She is a genuinely caring and conscientious person who loves animals. She is completely reliable and tr… (more)

from

$28

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Gregory G.
Sitter Profile Image: Gregory G.
12.
Fenced Yard | Home Full Time
Stevensville, MD, 21666
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hey guys, my name is Greg, I have been working from home for about 6 years now, as such I am fairly flexible with availability. I am an animal lover… (more)

from

$30

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Michael S.
Sitter Profile Image: Michael S.
13.
It will be as if you never left!
Chester, MD, 21619
Drop-In Visits, Dog Walking
25 years of experience

About: I’ve been devoted to my animals my entire life. Trusted for years to look after family and friends pets when they have to leave town. I also work fro… (more)

from

$22

per visit
Calendar Recently Updated
Sitter Profile Image: Mary L.
Sitter Profile Image: Mary L.
14.
Chickens Squirrels Dogs & Kitties!
Stevensville, MD, 21666
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Great couple that helped us out last minute over Thanksgiving. Took great care of our pups and ensured they were taken care of while we were out of town. Great … (more)

from

$25

per visit
Sitter Profile Image: Katie H.
Sitter Profile Image: Katie H.
15.
I like big mutts and I cannot lie!
Chester, MD, 21619
Drop-In Visits, Dog Walking
2 years of experience

About: Experience with professional pet care at a lodging facility. I am able to train pups and administer medications as well as any type of insulin care. … (more)

from

$25

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Sarah N.
Sitter Profile Image: Sarah N.
16.
Loving and open arms to any animal!
Stevensville, MD, 21666
House Sitting, Drop-In Visits, Dog Walking

Sarah was great with communication. She brought packages in as well as taking care of our cat. I appreciated the pictures and detailed updates. (more)

from

$15

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Madi M.
Sitter Profile Image: Madi M.
17.
animal loving college student
Chester, MD, 21619
House Sitting, Drop-In Visits, Dog Walking

Madi has grown up with pets her whole life. She has a beautiful golden retriever at home who she loves and cares for deeply. She would treat your pets with that… (more)

from

$15

per visit
Calendar Recently Updated
Sitter Profile Image: Jason & Tracy Y.
Sitter Profile Image: Jason & Tracy Y.
Reliable & Responsible, Dog Lovers!
Stevensville, MD, 21666
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jason and Tracy are awesome! Very thorough and follow your instructions exactly as you like….and my three pups love them after only 2 visits!! I highly recommen… (more)

from

$12

per visit
Sitter Profile Image: Tim A.
Sitter Profile Image: Tim A.
19.
Tim 
Verified Background Check
Responsible, friendly pet caretaker
Stevensville, MD, 21666
Boarding, Drop-In Visits, Dog Walking
20 years of experience

About: I had pets my whole life growing up, and I currently have a dog of my own. I enjoy spending time with dogs and I am happy to care for other pets as w… (more)

from

$20

per visit
Sitter Profile Image: Katie R.
Sitter Profile Image: Katie R.
20.
All shapes and sizes welcome!
Chester, MD, 21619
Drop-In Visits, Dog Walking
8 years of experience

About: We’ve always had dogs in the house and when I moved from my family home, my husband and I got a dog almost immediately - our beautiful German shepher… (more)

from

$25

per visit

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Chester pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Chester, MD who meets your — and your pet's — needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet — including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

Drop-In Visits