Pet Sitting in Chesterfield

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 Chesterfield 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: Phyllis N.
Verified Enhanced Background Check
Phyllis N.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
89 reviews
43 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 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!

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

Indiana was fantastic. I needed a sitter last minute and so thankful Indiana was available. I could trust her with my two fur babies and in my home. She took pictures during her visits so I could see they were happy and well cared for when I was away. Your fur babies are in good hands!

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

Amanda was a great sitter, and I really appreciate that she was available to sit for me pretty last minute when she'd never met us before. She was happy to arrange a meet and greet for the next day and she quickly impressed both the cat and dog and myself (impressing the cat was particularly noteworthy!). She was always quick to respond, very responsible, and happy to use the reference document she was given. I'd would absolutely be interested in having her sit for us again.

Profile image
Kait P.
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

If you’re looking for someone reliable, thorough, and trustworthy it is Lisa! She has been so accommodating and helpful with our dogs, especially when we made last minute arrangements to our schedule.

Profile image
Mallory N.
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

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!

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

Sabrina was very kind to my cats and provided good updates while we were away. She took time to meet them prior to watching them to understand their personalities and routine

Profile image
Kathleen O.
Sitter Profile Image: Cassidy R.
Verified Enhanced Background Check
Cassidy R.
from
$15
per visit
5.0 out of 5 stars
30 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: Rebecca B.
Verified Background Check
Rebecca B.
from
$20
per visit
5.0 out of 5 stars
43 reviews
18 repeat clients
20 years of experience
Chesterfield, VA, 23234

We came into town from LA for a wedding and Rebecca took care of my sweet girl like she was her own! Best idea ever to book time with her! In unfamiliar settings it was great to know that my pup was in caring and good hands, if we come back Rebecca will be seeing Wynn again!

Profile image
Shay D.
Sitter Profile Image: Karen T.
Verified Enhanced Background Check
Karen T.
from
$20
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
16 years of experience
North Chesterfield, VA, 23234

Karen was prompt with her visits while watching our dog over the weekend! She is very professional with communication and very reliable when caring for our dog. We are excited to use Karen again in the future!!

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

Amanda is great with our shy tortie, Kallie! She goes above and beyond with extra pets and attention. We always come home to a happy cat and a clean home. I would definitely recommend her!

Profile image
Jackie N.
Sitter Profile Image: Crystal A.
Verified Enhanced Background Check
Crystal A.
from
$25
per visit
10 years of experience
Chester, VA, 23831

About: I have taken care of dogs ranging from 10 pounds to 110 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.

Sitter Profile Image: Andrea B.
Verified Enhanced Background Check
Andrea B.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
24 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: Kassandra J.
Verified Enhanced Background Check
Kassandra J.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
91 reviews
15 repeat clients
26 years of experience
North Chesterfield, VA, 23236

Kassandra was reliable and prompt with her appointments. Our pup clearly loved her check-ins and we were provided with updates and pictures. We will absolutely use Kassandra again in the future ☺️

Profile image
Carolyn J.
Sitter Profile Image: Leeyah E.
Verified Enhanced Background Check
Leeyah E.
from
$14
per visit
5 years of experience
Richmond, VA, 23237

About: My love for animals started at a young age! My mom and I were apart of an organization that transported dogs from kill shelters in the South to non-kill shelters in New York. I have 5 dogs, a horse, and a rabbit. I previously worked at a boarding facility for cats and dogs. I currently work as a vet assistant under Mission Pet Health. I am a junior at VSU and a first year student at Penn Foster to become a veterinary technician. I am dedicated to helping, improving, and supporting the level and quality of care that my clients need! I currently work part time as a veterinary assistant. I have a flexible schedule where I can assist clients with pet-sitting. I am available on weekends and holidays as well! I do not plan on bringing other dogs in my house because I have 5 dogs already, however the high quality of care that I provide for my own dogs will reflect the care that I provide for others!

Sitter Profile Image: Sarah I.
Verified Background Check
Sarah I.
from
$25
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
7 years of experience
Chesterfield, VA, 23832

About: I've been dog sitting since covid; things have changed but not the love for animals. Since my start I've dog sat for a wide varity of dogs. Puppies, oldies, big, small. Some requiring a lot of attention to help distract them, some that just sit by the door waiting for their pawrents to come home. From medications to special diets, specific schedules and give attention if you have the extra time. I will treat your dog as my own! Something you can count on is they will be loved and well taken care of. Pet care is my top priority. Making sure they are fed on time and they get plenty of play time and walks while you are gone. I do currently work but my schedule is constantly changing so I have a lot of freedom to change it as needed. I unfortunately can't accept pets into my home as I don't currently live alone. But I'm more than willing to stay over whenever you need me to.

Sitter Profile Image: Kristy B.
Verified Background Check
Kristy B.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
314 reviews
120 repeat clients
16 years of experience
Chesterfield, VA, 23832

Kristy is fabulous! We've used her to drop in on our cats a handful of times over the last year or so and she is always fantastic. I know the kitties appreciate seeing a friendly face and getting some love while we're gone. Perfect service, will definitely use again.

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

Our cats Gus and Charlie were so happy to see Darnell again, and after a weekend away, we came home to relaxed and well-cared-for kitties. Darnell was an excellent communicator and a delight to work with. I look forward to hiring him to catsit again!

Profile image
Alexis S.
Sitter Profile Image: Victoria V.
Verified Enhanced Background Check
Victoria V.
from
$20
per visit
1 repeat client
10 years of experience
Chester, VA, 23831

About: I have grown up with both cats and dogs and currently live in a household with four cats. I have worked at a veterinary clinic for well over 3 years now, so I am comfortable administering medications including liquids, pills and injections. I am knowledgeable about common pet conditions and illnesses as well. I currently work full time but I do go in late/get off early several days during the week plus I don't work Thursdays and only half a day every other Saturday. I will happily take care of your pets days I don't work or before and after my shifts! This of course wouldn't be my first time petsitting in someone else's home that I didn't know well, so I know there are boundaries that are necessary to respect and would never do anything that you have not allowed ahead of time.

1 / 1
View more sitters

Chesterfield pet parents share their Rover experiences

1 / 1
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

Rebecca was great! She provided lots of photos/updates on how things were going, which I appreciate so much, and our cat loved her.

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

Came thru with a last minute change of plans to take Cody for a nice walk. Arranged a last minute meet and greet. Cody took to her right away. Was timely, sent pics and his activities. Thank you.

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

Melena was terrific with our pets. Melena stayed in constant context with us on status of her visits. If you need a sitter, Melena is the go to!!!!! You will not be disappointed.

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

They are the BEST! I had a really last minute request and they responded within minutes to confirm their availability. Its really give me peace of mind knowing my pups will be taken care of, exactly as I ask, at the exact time we schedule. Thank you all so much!

Profile image
Michele M.
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

Dylan is always very trustworthy, great at communicating, and sends pics which are much appreciated!!

Profile image
Erin K.
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 Chesterfield 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 Chesterfield average 7
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 Chesterfield 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 Chesterfield 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 2,364 pet sitters in Chesterfield. 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, 88% of Chesterfield pet sitters respond in under an hour.

Pet sitters in Chesterfield have an average of 15 years of experience. Pet sitters with repeat customers have an average of 7 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 Chesterfield.

Rover makes it easy to find Chesterfield 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 2,364 pet sitters in Chesterfield on Rover, so you’re sure to find the perfect match for your pet! In Chesterfield, 98% of pet sitters offer daily exercise, 98% offer medication administration, and 94% 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.