Pet Sitting in Chester

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

End
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Chester pet sitters

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Allison B.
Verified Enhanced Background Check
Allison B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
207 reviews
58 repeat clients
10 years of experience
Chester, VA, 23831

Allison continues to be someone we can rely on to take care of our shy girl Norma. She is very flexible and accommodating when she can be. She is also great at communicating. We are so lucky to have found her!

Profile image
Emily K.
Sitter Profile Image: Abby M.
Verified Background Check
Abby M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
282 reviews
97 repeat clients
14 years of experience
Chester, VA, 23831

I didn't worry about Max at all while I was gone! I knew he was in good hands. Abby sent pictures and updates with each visit and Max seemed to really enjoy her company.

Profile image
Alexandria J.
Sitter Profile Image: Crystal C.
Verified Enhanced Background Check
Crystal C.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
289 reviews
102 repeat clients
15 years of experience
South Chesterfield, VA, 23834

Crystal has always been extremely reliable, leaves great roger cards and you can tell she really loves what she does. She treats my animals as her own, with live care and lots of play time! I would recommend her to every single animal owner. She is patient with their energy, is ALWAYS on time, and if schedules overlap she gives you a heads up and an alternate time . I never have to worry When I know she’s there. 100/100 ! Thank you for everything you do !!!!

Profile image
Alexis B.
Sitter Profile Image: Indiana M.
Verified Enhanced Background Check
Indiana M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
29 reviews
11 repeat clients
15 years of experience
Chester, VA, 23831

Indiana is amazing 🤩 both myself and Dexter could not be happier. She is personable, very friendly, neat, prompt, and obviously loves animals. Dexter is usually very stand offish & unsure of new people but he immediately allowed pats and was in Indiana’s lap for most of her photos! Absolutely will be calling on this amazing woman in the future. Don’t hesitate to book her!!

Profile image
Rebecca T.
Sitter Profile Image: Phyllis N.
Verified Enhanced Background Check
Phyllis N.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
85 reviews
41 repeat clients
50 years of experience
North Chesterfield, VA, 23237

Philis did an amazing job to take care of all our kitties. She gained trust very quickly and was able to give medicine as one of them needed on a regular basis. Thanks to her I could enjoy my vacation, knowing that my kitties are in good hands. Even when I did come back everything was clean, so I was able to enjoy my vacation till the last minute. The pictures I got from her are amazing. I will keep them all.

Profile image
Claudia R.
Sitter Profile Image: Annabella C.
Verified Enhanced Background Check
Annabella C.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
21 reviews
8 repeat clients
4 years of experience
North Chesterfield, VA, 23237

Annabella was able to help with Elvis very last minute and she was so great and patient with him. Would absolutely recommend her, she was fabulous !

Profile image
Ruby V.
Sitter Profile Image: Charlotte B.
Verified Background Check
Charlotte B.
from
$13
per visit
4.9 out of 5 stars
194 reviews
113 repeat clients
25 years of experience
Chester, VA, 23831

Charlotte was amazing!!!!! She knew exactly what our Sadie Girl needed to keep her happy and calm. We will definitely be using her again. Thank you Charlotte ???

Profile image
Sarah C.
Sitter Profile Image: Amanda B.
Verified Enhanced Background Check
Amanda B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
16 reviews
5 repeat clients
20 years of experience
Chester, VA, 23831

Delilah was very well taken care of by Amanda! She even came out to be brushed and petted … Delilah has very discriminating tastes and doesn’t let just anybody pet her !

Profile image
Paula S.
Sitter Profile Image: Lisa C.
Verified Enhanced Background Check
Lisa C.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
69 reviews
21 repeat clients
40 years of experience
North chesterfield, VA, 23237

First time meeting Lisa for a drop in visit with our dogs and she is great . Asked great questions regarding dog care and she interacted well with my dogs . Would use her again !

Profile image
Kami J.
Sitter Profile Image: Mia M.
Verified Enhanced Background Check
Mia M.
from
$20
per visit
10 years of experience
Chester, VA, 23831

About: Animals have been a massive part of my life for as long as I can remember, and growing up in a household with both dogs and cats taught me how to read their unique body language and personalities. Today, I am a proud pet parent to two wonderful cats of my own, so I know firsthand just how much your pets mean to you and the level of care they deserve. I have hands-on experience handling pets of all shapes, sizes, and ages, which includes raising a family dog from a puppy and training him to sit, as well as managing and pet-sitting two energetic 80-pound dogs simultaneously. I am also entirely comfortable with the less glamorous sides of pet care, as I am highly experienced in administering oral pills and various medications to both cats and dogs, maintaining strict routines, and handling unexpected bathroom accidents or cleanups calmly and thoroughly. I work full-time Monday through Friday, making my daytime availability perfect for early morning or evening walks, check-ins, and feeding routines. I am also available for overnight housesitting during the week, though this is typically best suited for independent adult animals who are comfortable being alone during standard work hours. My weekends are completely open and flexible for overnight care, extended daytime sitting, and drop-ins. Because young puppies require constant, round-the-clock supervision and undivided attention, I only accept puppy-sitting bookings strictly on Saturdays and Sundays to ensure your little one gets the dedicated care they need. Building a foundation of trust is my top priority when entering your home to care for your pets. For dogs, this means maintaining strict leash safety during walks, keeping a watchful eye for hazards, and following their established feeding and bathroom routines to minimize any anxiety. For cats, I prioritize a calm, respectful environment, giving them the space they need to feel secure while ensuring litter boxes are pristine and food is fresh. I treat your home with the utmost respect—keeping it clean, locking up securely, and handling unexpected messes or accidents quickly and thoroughly. Whether keeping a energetic dog safe on a walk or administering medication to a sensitive cat, I am committed to providing a secure, stress-free environment so you can have total peace of mind while you are away.

Sitter Profile Image: Sarah K.
Verified Enhanced Background Check
Sarah K.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
15 years of experience
Chester, VA, 23836

Sarah was wonderful. She provided reliable top notch service. I highly recommend her and would use her services for my next request.

Profile image
Dwayne H.
Sitter Profile Image: Cassidy R.
Verified Enhanced Background Check
Cassidy R.
from
$15
per visit
5.0 out of 5 stars
28 reviews
12 repeat clients
25 years of experience
Chester, VA, 23831

Cassidy was wonderful. There were daily updates and the cutest pictures. Even added a last minute walk since my pups were feeling cooped up. She let me know if there were any problems and I came home to happy pups.

Profile image
Manami H.
Sitter Profile Image: sabrina s.
Verified Enhanced Background Check
sabrina s.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
42 reviews
10 repeat clients
15 years of experience
Chester, VA, 23831

Sabrina was amazing! She took good care of my cats awhile I was away, always sending me videos e pictures. I was able to enjoy my trip knowing that my babies were being taken care of. I’ll definitely book her again when I need. Thank you Sabrina

Profile image
Rose S.
Sitter Profile Image: Darnell M.
Verified Enhanced Background Check
Darnell M.
from
$20
per visit
5.0 out of 5 stars
100 reviews
37 repeat clients
14 years of experience
Colonial Heights, VA, 23834

He did an amazing job with my animals. I have 4 dogs and a cat and he did a phenomenal job staying in touch with me and sending lots of pictures and updates. I am very impressed and would definitely book again!

Profile image
Skylar L.
Sitter Profile Image: Sara T.
Verified Enhanced Background Check
Sara T.
from
$15
per visit
28 years of experience
Chester, VA, 23831

About: I've never been without pets in my life. My family and I have always been avid animal lovers, and I've been lucky enough to raise dogs, cats, snakes, and even horses! Growing up, we always had at least two dogs, and oftentimes, a cat as well. Currently, I have two cats and a pit bull of my own. Over the past 8 years, I've worked as a pet sitter for friends, family, coworkers, and neighbors. I'd like to offer my services to those who may not have someone they can lean on when they're busy! I work 3 days a week as a full time EMT and volunteer with a local fire department in my free time. If you have any questions about my services, me, or my availability- please don't hesitate to reach out! :) As a full time EMT, my work schedule is very forgiving. I have four days off each week, which are Monday, Wednesday, Saturday and Sunday. I can very easily fit pet care in on those days, and by request, can sometimes squeeze in morning care on Tuesday, Thursday, and Friday. With a dog and 2 cats of my own, I do not offer boarding services. I have plenty of experience pet sitting in your pet’s natural habitat; home visits are no issue for me, and I think it’s the best way to ensure that your animals are as comfortable as can be while you’re away.

Sitter Profile Image: Jessica R.
Verified Enhanced Background Check
Jessica R.
from
$20
per visit
5.0 out of 5 stars
39 reviews
19 repeat clients
18 years of experience
Chester, VA, 23831

Jessica has dropped by on my pupsters on two separate occasions, and I would trust her anytime I need some help. She always provides adorable updates and is communicative. The pups have a great time with her. I will book Jessica everytime if she's available!

Profile image
Erin B.
Sitter Profile Image: Andrea B.
Verified Enhanced Background Check
Andrea B.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
23 reviews
6 repeat clients
4 years of experience
Chester, VA, 23831

About: I have taken care of family and friends’s dogs before. I own a 9mo old male doberman and I’ve taken care of him since he was 2 months old. I potty trained him and we run over a mile every weekday when the weather allows. I used to take care of my mom’s senior schnauzer who used to have frequent seizures during his last year of life. I gave him his medicine and we used to walk twice a day. I’m currently working part-time so I have plenty of time to spend with and to take care of your fur babies. I am mostly available during the weekends and weekdays after 5pm. I might also have some weekdays off, based on my week’s schedule. I have a male 1y/o Dobbie who is very friendly and playful. When in home I can take the dogs to the dog park. Typically, I take the dogs to the dog park 3 times a day. We play and cuddle together on the sofa.

Sitter Profile Image: Rachel W.
Verified Enhanced Background Check
Rachel W.
from
$20
per visit
15 years of experience
Chester, VA, 23831

About: Hi! I’m a Rachel and i am a caring animal lover who enjoys spending time with pets, making sure they feel safe and loved while you’re away. As a mom and someone who values a calm, peaceful home, I understand how important it is to trust the person caring for your pet. I treat every animal like they’re part of my own famiy! Whether your pet needs a walk, playtime, feeding, or just some company, I’m happy to meet their individual needs. I’d love to meet you and your pet! 🤗 I am currently working 8-430 fulltime during the week. I have flexabile availability for after work walking, drop in care as well as open and flexabile weekend availability! Open to working together for whatever works. I have once small dog maybelle who loves other dogs and would love to leep upurs company wjole jpur on a weekend het away. Hopefully soon we are moving to a fenced in yard! For now I am available for wlakimg upur doh drippimg in for care and or taking them to the dog park for playtime

Sitter Profile Image: Jeanette A.
Verified Enhanced Background Check
Jeanette A.
from
$20
per visit
5.0 out of 5 stars
10 reviews
1 repeat client
30 years of experience
Chester, VA, 23831

About: For 30 plus years I had my own dogs from Rottweilers to peekapoos. Always had two so they had a buddy. Well trained where I didn’t need a leash. I babysit my friends dogs here at the house. I’m auntie. They go home spoiled. I travel a lot so, when my dog passed away I did not get another one. I work from home. I am empty nester who just went through a divorce. They can hangout with me all day. Ability to leave on the weekend to come back as required. Full fenced in yard. Traditional metal fence. With only two neighbors who have no animals. Quite neighborhood with a place to walk them around ponds.

Sitter Profile Image: Lindsey R.
Verified Background Check
Lindsey R.
from
$18
per visit
5.0 out of 5 stars
9 reviews
4 repeat clients
2 years of experience
Chester, VA, 23831

Lindsey was reliable and great with our “son”!! Sent us plenty of pics and gave him nice walks. Would definitely hire again.

Profile image
Kim R.
1 / 1
View more sitters

Over 395
pet parents in Chester have booked pet sitting

Chester pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Sabrina always takes the best care of my kitties, and earned the trust of my shy cat! Definitely will be biking with her again!

Profile image
Kathleen O.
Drop-In Visits
5.0 out of 5 stars

This is our second time with Phyllis. It gives us such peace of mind while on vacation knowing that our pets are well taken care of. She is great with our 3 kitties and our anxious german shepherd. Great communication with photos and texts. We highly recommend Phyllis!

Profile image
Janice L.
Drop-In Visits
5.0 out of 5 stars

Delilah was very well taken care of by Amanda! She even came out to be brushed and petted … Delilah has very discriminating tastes and doesn’t let just anybody pet her !

Profile image
Paula S.
Drop-In Visits
5.0 out of 5 stars

Cassidy goes above and beyond for our cat and our house! We feel SO comfortable knowing that she's taking care of everything.

Profile image
Alex M.
Drop-In Visits
5.0 out of 5 stars

Indiana was great. I had to go out of town last min and she was there for us. My dog Mya loved her

Profile image
Sarah r.
Drop-In Visits
5.0 out of 5 stars

Bella was very responsive and dependable. I have a very scared dog and she was very patient & kind with her. Will definitely book with Bella again!

Profile image
Shelby W.
Drop-In Visits
5.0 out of 5 stars

Charlotte responded promptly with the shortest time possible and gave me some peace while I was away for an emergency. Tech was well well taken care off. Definitely recommend her for your pur

Profile image
Anita A.
Drop-In Visits
5.0 out of 5 stars

We had a great experience with Jessica and will definitely use her anytime we need a cat sitter. We were away for 5 days and she took excellent care of our 8 cats (including two 4 month old kittens). Jessica was very communicative and kept us informed if anything happened. After every visit, she sent photos of each cat and gave a summary of how the visit went. It was obvious that she genuinely cared about our babies and was attentive to their individual needs.

Profile image
Jaryn C.
Drop-In Visits
5.0 out of 5 stars

Brandie always does an amazing job with our pets. We know they’re in good hands when Brandie is taking care of them.

Profile image
Kelsey G.
Drop-In Visits
5.0 out of 5 stars

Lisa walked into a mess. It's my father's house who had lived in filth unbeknownst to me, as I live out of state. Despite this, she was kind and understanding. Would recommend to anyone!!!

Profile image
Jennifer H.
Drop-In Visits
5.0 out of 5 stars

She took a last minute booking as I had to run out for an emergency, A friend told me about her and she was nothing less than awesome Thanks!

Profile image
The V.
Drop-In Visits
5.0 out of 5 stars

Stephanie took extra special care of our 3 dogs. Even did some cleaning! I am so appreciative! Would love for her to take care of our babies again!

Profile image
Vickie B.
Drop-In Visits
5.0 out of 5 stars

When we go out of town, we want to make sure our two cats are checked on by someone who genuinely cares for animals. Caitlin was a wonderful communicator and I didn't have to worry about our boys one bit while we weren't home. I'd be happy to ask for her help with them again, with either our cats or our dogs.

Profile image
Elisabeth & Chris B.
Drop-In Visits
1 / 1
Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for pet sitting in Chester is $20

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Sitters in Chester average 8
repeat pet sitting clients

Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Chester on Rover as of Jun 2026 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

If you’re searching for a Chester pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 636 pet sitters in Chester. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 89% of Chester pet sitters respond in under an hour.

Pet sitters in Chester have an average of 15 years of experience. Pet sitters with repeat customers have an average of 8 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Chester.

Rover makes it easy to find Chester pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet sitter’s pets

There are 636 pet sitters in Chester on Rover, so you’re sure to find the perfect match for your pet! In Chester, 95% of pet sitters offer daily exercise, 95% offer medication administration, and 91% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.