Pet Sitting Chester

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

When are you returning?
Search

Over 261
pet parents in Chester have booked pet sitting

Chester, Find top rated pet sitting

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: Amanda B.
Verified Enhanced Background Check
Amanda B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
32 reviews
13 repeat clients
20 years of experience
Chester, VA, 23831

Well, well, didn’t we just find the perfect lover of dogs, even the crazy and energetic ones like ours? Amanda was perfect with our crew, sending pictures and updates and making sure they always had fun and got snuggles while we were away. I think the dogs are ready for us to head out of town again so that Miss Amanda will come back to play! (And we will be soon, boys!)

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

I am very pleased with the service frtom Abyy. I knew all the time what was going on and my typical shy cats trusted Abby immediately. I definitiv will book Abby again.

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

Indiana was phenomenal to work with. Took excellent care of our cats, was super respectful of our home and helped take care of a few things here and there in our house. Was also very communicative and let us know what was happening with our pets. 10/10 she’ll be our go to pet sitter whenever we are in need and she should be your go to as well!

Profile image
Azmi K.
Sitter Profile Image: Allison B.
Verified Enhanced Background Check
Allison B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
216 reviews
60 repeat clients
10 years of experience
Chester, VA, 23831

Once again I am super pleased with the care Allison gave to my babies while we were on vacation. Allison always provides detailed reports per visit and amazing pics that makes my heart melt when I receive them. I can feel comfortable when I’m away knowing they are very well cared for. My girls are very fond of Allison which means the world to me.

Profile image
Jo F.
Sitter Profile Image: Lisa C.
Verified Enhanced Background Check
Lisa C.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
71 reviews
22 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: Phyllis N.
Verified Enhanced Background Check
Phyllis N.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
119 reviews
49 repeat clients
50 years of experience
North Chesterfield, VA, 23237

Only giving 5 stars because I cant give her ***15*** Phyllis is amazing! She is our new go to sitter. She spent time to learn about and make friends with our bloodhound who is terrified of everything. She treated our babies like her own and even made sure to get them treats after they ate all of theirs (thieves!! Lol) We will use her again for CERTAIN.

Profile image
Molly G.
Sitter Profile Image: Annabella C.
Verified Enhanced Background Check
Annabella C.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
25 reviews
9 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: sabrina s.
Verified Enhanced Background Check
sabrina s.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
54 reviews
15 repeat clients
15 years of experience
Chester, VA, 23831

Sabrina gave my animals lots of love and attention while we were gone for the holidays. She allowed us to have piece of mind, we knew are animals were in good care. I will definitely be booking her again!

Profile image
Karli S.
Sitter Profile Image: Amanda W.
Verified Enhanced Background Check
Amanda W.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
61 reviews
17 repeat clients
15 years of experience
Chesterfield, VA, 23832

Once again Amanda knocked it out the park! Our baby was super anxious when we left and I was so worried about her. Amanda came through like a rock star even offering different things she could do to try and help alleviate some of Jewel's stress. She kept me updated throughout the entire weekend and was so awesome with her communication. We are so blessed we found her!

Profile image
Lexie T.
Sitter Profile Image: Alecia B.
Verified Background Check
Alecia B.
Star Sitter
from
$13
per visit
5.0 out of 5 stars
61 reviews
20 repeat clients
20 years of experience
Chester, VA, 23836

Alecia is awesome with my pup! She is very dependable and reliable. 10/10 would recommend!! There hasn’t been a time I’ve needed Alecia and she hasn’t been available. Even with last min requests.

Profile image
Pepper Y.
Sitter Profile Image: Joanette C.
Verified Enhanced Background Check
Joanette C.
from
$40
per visit
4.9 out of 5 stars
42 reviews
18 repeat clients
9 years of experience
A chesterfield, VA, 23834

Thank you so much. She did very good with the cats, and they are not the easiest. Always showed up and made sure they were happy and took lots of pics 🙂

Profile image
erin u.
Sitter Profile Image: Tara W.
Verified Enhanced Background Check
Tara W.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
56 reviews
9 repeat clients
10 years of experience
Chesterfield, VA, 23832

Tara you were great with our boys...they were very happy when you came to visit...they both were showing off for you! Thank you so much for taking such great care of them!

Profile image
Lisa B.
Sitter Profile Image: Jeffrey H.
Verified Enhanced Background Check
Jeffrey H.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
104 reviews
23 repeat clients
34 years of experience
The Fan, Richmond, VA, 23220

Jeff provided multiple days of feeding, cuddle time, walks and loving attention for our dog. The photos he sent helped us feel at ease knowing our boy was safe and happy. We appreciated his responsibility and updates!

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

Extremely friendly and wonderful to work with, very good communication and punctuality. Will definitely use again when we go out of town next.

Profile image
Dustin M.
Sitter Profile Image: Jynette V.
Verified Enhanced Background Check
Jynette V.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
12 reviews
6 repeat clients
30 years of experience
Chesterfield, VA, 23832

Jynette did a wonderful job with my four dogs. Everyone seemed content and happy. Highly recommend.

Profile image
Katrina S.
Sitter Profile Image: DAMACIA J.
Verified Enhanced Background Check
DAMACIA J.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
331 reviews
91 repeat clients
30 years of experience
North Chesterfield, VA, 23236

Damacia did a nice job taking care of our kitties. He was punctual and professional. He communicated when he would be at our house and when he left. He also took pictures of our kitties which was nice. I would recommend him for sure.

Profile image
Karen D.
Sitter Profile Image: Darnell M.
Verified Enhanced Background Check
Darnell M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
102 reviews
39 repeat clients
14 years of experience
Colonial Heights, VA, 23834

Darnell took such great care of Monroe. He was very communicative and kind to my girl. She has separation anxiety so I was stressed leaving her at first l, but Darnell eased that very quickly. Will definitely book with him again in the future. Thank you Darnell!

Profile image
Alexandra P.
Sitter Profile Image: Hana J.
Verified Enhanced Background Check
Hana J.
from
$25
per visit
5.0 out of 5 stars
16 reviews
4 repeat clients
17 years of experience
Colonial Heights, VA, 23834

Hana is amazing! She’s so flexible and understanding when it comes to schedules and demands of each animal in the home. She truly cares about our animals (she will leave our tv on for our dog so she isn’t lonely) and does enrichment treats without us even asking her to. I trust her with our babies 100%

Profile image
Ashley D.
Sitter Profile Image: Cynthia S.
Verified Enhanced Background Check
Cynthia S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
25 reviews
6 repeat clients
17 years of experience
Richmond, VA, 23235

Cynthia did a fantastic job taking care of my cat! She made sure she always had water, a clean litter box, and a little play time. She updated me with each visit and gave a thorough report card to let me know how things were going. I would definitely recommend Cynthia as a cat sitter and book her for future trips.

Profile image
Morgan H.
Sitter Profile Image: Stephenie S.
Verified Enhanced Background Check
Stephenie S.
from
$25
per visit
5.0 out of 5 stars
3 reviews
30 years of experience
Chesterfield, VA, 23832

About: I have my own large senior dog, grew up with at least 2 dogs in my home, and love cats. I often sit for my friends cats and love to have a walking buddy with taking dogs, esp now that my old boy has slowed down. As a teacher I have a schedule based on school and in the summer my 5 year old would sometimes be tagging along with me. I can go before school and after and in the summer months have much more flexibility I am a public school teacher and a toddler and dog mom of my own. I love to be active and go on walks and love to give animals attention and love like they all deserve!

1 / 1
View more

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

Pet parents share their Rover experiences - Chester

1 / 1
5.0 out of 5 stars

we loved having indiana watch over our pups while we were away! we got lots of pictures and didn’t have to worry about missing them too much :)

Profile image
Cassidy R.
Drop-In Visits
5.0 out of 5 stars

Amanda is such a sweetheart and is very flexible with last minute bookings! She is very responsive and takes deep care of the fur babies. Amanda has been a tremendous help to me during a family emergency and always sends me an update to let me know how the visits went! 10/10 recommend!!!

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

Absolutely wonderful lady. Took excellent care of my 7 cats. I didn’t worry at all knowing they were in her care. Will definitely call on her again.

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

Our go to! She helped us in an emergency and worked around her schedule to be able to take care of our kitty. Thank you again!

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

Phyllis was amazing! She took perfect care of our cat, sent thorough updates, and kept the house in order while we were away. We will absolutely use her in the future whenever we can!

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

Sam is AMAZING!!!!!! I cannot say enough about how lucky we were to find Sam. Unexpectedly, just a few days before a lengthy trip, one of our senior pups suffered a seizure in the middle of the night. We couldn't cancel our trip, but we found ourselves with increased anxiety about leaving the dogs and unable to ask our usual housesitter to potentially administer his new emergency medications. We were immediately drawn to Sam's experience as an ER vet tech, but meeting her surpassed even our wildest hopes: she has such a deep wealth of experience in caring for animals and a real passion for ensuring animals live their best, most comfortable lives. As part of her daily visits, Sam did wellness checks on the dogs and sent us detailed, reassuring updates about how well our dog was adjusting to his new medication. Recognizing their limited mobility, she spent her visits loving on them and doing gentle stretches to help with their joints. We returned to healthy, happy pups, and the peace of mind we were able to find on the trip, especially knowing our medically complex dog was in such great hands, was invaluable. We will happily work with Sam again and cannot recommend her to others more highly!

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

Sabrina took great care of our 3 boys. I'm glad my boys got to stay cozy in our home while we were on vacation. Sabrina sent us pictures of each and they warmed up and were playful even excited Sabrina was there. I highly recommend Sabrina she took great care of our fur babies and will book in the future!

Profile image
Judith E.
Drop-In Visits
5.0 out of 5 stars

Rebecca was amazing - we last minute needed a sitter and she was able to help. She would send us updates when she would drop in and we loved the pictures she sent us as well. She did a great job and I already rebooked her!

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

Tiffany was a joy to work with. Great response time and punctual. She dealt well with our dog’s feeding requirements. Took very good care of our dog, and we really appreciated it.

Profile image
Renee P.
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

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
1 / 1
Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for pet sitting - Chester

Select a filter and find qualifying sitters offering pet sitting.

Sitters in Chester average 7
repeat pet sitting clients

FAQs for Drop-In Visits - Chester

Frequently asked questions about Rover

The average cost for Pet Sitting in Chester on Rover is $19.98 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Sitting. For more information on service fees, click here .

As of September 2026, there are 2,467 sitters on Rover offering Pet Sitting across Chester. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Chester stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Yes, you can find sitters who have experience with handling special pet needs in Chester. On Rover:

  • 94% of sitters can help with special care needs
  • 98% can help with giving oral medications or injections
  • 97% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge