Pet Sitting Chester

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

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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.

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Sitter Profile Image: Amanda B.
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Amanda B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 38 reviews
15 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 !”

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Paula S.
Sitter Profile Image: Abby M.
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Abby M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 306 reviews
111 repeat clients
14 years of experience
Chester, VA, 23831

“Abby was great! She responded to my last minute request. She was very respectful and polite. Sir loved her and she sent plenty of pictures during her visit. I will definitely be using her again!”

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Delrita B.
Sitter Profile Image: Jamie R.
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Jamie R.
from
$15
per visit
5.0 out of 5 stars
• 2 reviews
20 years of experience
Chester, VA, 23831

“Above and beyond. The experience was better than perfect. She went way above what was asked . We ran out of food for a pet and she went ahead and bought some . I did reimburse her but she still took time out to handle the issue. It’s so wonderful to know that someone would go above what was required and care for our pets as their own . I will request Jamie again and knowing how well she did and how she cares , makes it easier to go on vacation more frequently. Amazing job Jamie . Thank you again”

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Jami F.
Sitter Profile Image: Allison B.
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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

“Allison did a great job with my two cats while my family and I were out of town. During our trip, we had a false alarm trip from our alarm system. Even though the police checked and cleared the scene, I asked if she'd check the window where the alarm originated on her next visit. She has no problem checking it and also took pictures per my request. She responded to all my messages quickly and sent fun pics of my girls. Overall great experience, thanks Allison!”

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Michelle G.
Sitter Profile Image: Indiana M.
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Indiana M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 44 reviews
17 repeat clients
15 years of experience
Chester, VA, 23831

“Indiana did a great job taking care of my guy, she was very responsive to messages and attentive to his needs. Will definitely use again. Thanks!”

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Joseph U.
Sitter Profile Image: Phyllis N.
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Phyllis N.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 122 reviews
50 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.”

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Claudia R.
Sitter Profile Image: Crystal C.
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Crystal C.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 308 reviews
109 repeat clients
15 years of experience
South Chesterfield, VA, 23834

“Crystal did a fantastic job with our cat while we were out of town. I loved the pictures, descriptions of the visits, and reassurance that Artemis was doing perfectly fine. We won't hesitate to use her again. Thanks Crystal!”

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Michelle G.
Sitter Profile Image: Annabella C.
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Annabella C.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 25 reviews
9 repeat clients
6 years of experience
North Chesterfield, VA, 23237

“Annabella is great. She picked up a very short notice drop-in visit, and gave me and my wife peace of mind on our weekend trip. She followed every request I had exactly and I highly recommend her to anyone in need of a sitter!”

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John W.
Sitter Profile Image: sabrina s.
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sabrina s.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 58 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!”

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Karli S.
Sitter Profile Image: Lisa C.
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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 !”

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Kami J.
Sitter Profile Image: Alecia B.
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Alecia B.
Star Sitter
from
$13
per visit
5.0 out of 5 stars
• 62 reviews
20 repeat clients
20 years of experience
Chester, VA, 23836

“Alecia had been taking care of Lucy since she was 3 months old and Lucy is now 3 years. Lucy sees her as her “other mom” and I couldn’t be happier with her service. Alecia is attentive and beyond caring. Please don’t hesitate to book her”

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Annette M.
Sitter Profile Image: Nicole R.
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Nicole R.
from
$15
per visit
1 repeat client
15 years of experience
Chester, VA, 23831

About: I am very familiar with all types of dogs! I grew up with german shepherds and most recently have fostered a Great Pyrenees. I live a very active lifestyle and am looking to go on lots of walks with your fur baby! I love giving lots of attention and ensuring interactive time with the animals in my care. Use this link for $40 off your first Rover booking!!: https://www.rover.com/sit/nicolr34569 I'm currently working part-time and have a lot of time, especially during the day, to look after your pet(s). Just give me a heads up what your request is so I can take a look at my schedule. I can go on long or short walks (I prefer longer!) I will provide a safe environment and ensure your pet's needs are more than just met.

Sitter Profile Image: Lashell D.
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Lashell D.
from
$22
per visit
5.0 out of 5 stars
• 32 reviews
6 repeat clients
15 years of experience
Chester, VA, 23831

“Lashell was great—prompt and excellent with communication. When Tut insisted on a short walk in the neighborhood, she was accommodating which was most appreciated. Will work with her again!”

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Christine H.
Sitter Profile Image: Jynette V.
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Jynette V.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
• 21 reviews
7 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.”

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Katrina S.
Sitter Profile Image: Tiffany B.
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Tiffany B.
from
$25
per visit
5.0 out of 5 stars
• 29 reviews
12 repeat clients
23 years of experience
Chester, VA, 23831

“We absolutely love how Tiffany takes great care of our little ones! She always updates us with fun & loving pictures. She is also very quick to respond with any questions or concerns & always on time!”

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Calandria B.
Sitter Profile Image: Darnell M.
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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 was amazing! he watched after my 6 month old kitten, 2 month old kitten, bearded dragon and leopard gecko. he was able to feed the kittens their supplements along with my reptiles on their scheduled feeds. he had communicated great and when there were delays on arrival he had updated me promptly. he truly went above and beyond for my little zoo and was great! i will be using darnell again in the future!”

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Ariana R.
Sitter Profile Image: Sarah K.
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Sarah K.
from
$20
per visit
5.0 out of 5 stars
• 8 reviews
3 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.”

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Dwayne H.
Sitter Profile Image: Jessica R.
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Jessica R.
from
$20
per visit
5.0 out of 5 stars
• 41 reviews
21 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!”

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Erin B.
Sitter Profile Image: Michelle H.
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Michelle H.
from
$25
per visit
5.0 out of 5 stars
• 12 reviews
7 repeat clients
25 years of experience
Chester, VA, 23831

“Michelle was great with my dog. We met ahead of time and I felt great about having her drop in while we were away. My dog got the break he needed and some playtime and treats as well. I would definitely recommend Michelle and would rebook next time I need someone.”

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Amanda H.
Sitter Profile Image: Crystal A.
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Crystal A.
from
$25
per visit
5.0 out of 5 stars
• 14 reviews
10 years of experience
Chester, VA, 23831

About: I have taken care of dogs ranging from 10 pounds to 160 pounds my entire life. I have owned chihuahua dachshund mix, akitas, huskies, and German shepherds; so I understand big breeds as well as smaller ones. I have helped family members and neighbors with their dogs growing up with house sitting and dog walking. I know how important furbabies are to families, and treat each and every one as I would my own. I currently work full time with every other Monday off. I go to work about 7 am and get home about 430 pm. I do have volleyball leagues on Monday Wednesday and Friday nights that I am gone for 2 hours between 6-11pm as it varies based on game time. I love to hike and be outside so taking the dogs for walks a non issue. I treat all furbabies as if they were my own. I adjust my schedule accordingly to accommodate the animals as best as I can. I have given insulin shots and medication to animals and am comfortable with it.

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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

Indiana was awesome! She went above and beyond for our cat while we were away. Would highly recommend her!

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Basja S.
Drop-In Visits
5.0 out of 5 stars

Abby was awesome, and my fur babies loved her. I will definitely be using her as a pet sitter again!

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Katelyn C.
Drop-In Visits
5.0 out of 5 stars

We had such a great experience! She came over ahead of time to meet Duke, Winnie, and Green Bean, and immediately made us feel comfortable leaving them in her care. She was so kind, patient, and attentive with all three of our dogs and treated them like they were her own. You can tell she genuinely loves animals and takes the responsibility seriously. We felt completely at ease knowing our pups were being well cared for. We would absolutely recommend her and will definitely use her again!

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Lindsay Y.
Drop-In Visits
5.0 out of 5 stars

Phyllis is the world's best cat sitter and takes incredible care of our girl! She is wonderful and communicating, sends the best photos, and is awesome at administering our cat's meds and IV fluids. Can't recommend her enough!

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Alex M.
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!

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John W.
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!

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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!

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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!

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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.

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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.

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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

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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.

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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.

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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!!!

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Jennifer H.
Drop-In Visits
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Meet local sitters who will treat your pets like family

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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 Pet Sitting - 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.

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