Pet Sitting Chesterfield

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 759
pet parents in Chesterfield have booked pet sitting

Chesterfield, 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: 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: Amanda B.
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Amanda B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 39 reviews
15 repeat clients
20 years of experience
Chester, VA, 23831

“Amanda was great with my dogs, and she had such a wonderful personality! I truly appreciated her care and would definitely book with her again.”

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Karen T.
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 M. came and checked on my pets when we had a family emergency. She has watched over our pets many times, but she really went above and beyond today! I can't thank her enough!”

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Barrie B.
Sitter Profile Image: Kristy B.
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Kristy B.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
• 332 reviews
125 repeat clients
16 years of experience
Chesterfield, VA, 23832

“I know I can count on Kristy to do a great job checking in on my dog. It’s wonderfully knowing he is well cared for and I highly recommend her.”

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Julie F.
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

“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.”

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Mallory N.
Sitter Profile Image: Jynette V.
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Jynette V.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
• 23 reviews
8 repeat clients
30 years of experience
Chesterfield, VA, 23832

“Jynette helped us out last minute this week by walking our dog, Kirby. It didn’t take long for him to warm up to her! She was timely and so friendly during our meet and great. Highly recommend.”

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Katelyn K.
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 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 !”

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Ruby V.
Sitter Profile Image: Meghan H.
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Meghan H.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
• 22 reviews
6 repeat clients
4 years of experience
Richmond, VA, 23234

“Meghan did a fantastic job with my dog. She was timely and followed his medical instructions since he’s on medication and is used to a certain schedule. She was great and I would hire her again!”

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

“Indiana was awesome! Great communication leading into the visits and throughout, nice pictures of the pets (which my kids really enjoyed), and the pets were well cared for. Plus her rate was very fair. I highly recommend her to anyone needing pet sitting near Chester and look forward to having Indiana care for our pets again!”

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James G.
Sitter Profile Image: Amanda W.
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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

“Amanda was fantastic—super attentive and clearly cared about our pup’s safety and happiness. She made sure to play with him and kept a close eye so he didn’t eat anything he shouldn’t in the yard. We’d absolutely book again!”

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Leslie D.
Sitter Profile Image: sabrina s.
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sabrina s.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 59 reviews
16 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”

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Kathleen O.
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.

Sitter Profile Image: Karen T.
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Karen T.
from
$19
per visit
5.0 out of 5 stars
• 5 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!!”

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Anne A.
Sitter Profile Image: Wesley H.
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Wesley H.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 24 reviews
10 repeat clients
20 years of experience
Midlothian, VA, 23112

“Wesley is so wonderful. I have a very skittish Mastiff and Wesley went out of his way to bond with him. He took the best care of both my dogs. He was prompt and accommodating. I would recommend him to anyone.”

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Sherri W.
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: Isaiah M.
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Isaiah M.
from
$20
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
5 years of experience
Richmond, VA, 23234

About: Animals have always been a big part of my life. I have over 5 years of experience caring for dogs of all breeds, sizes, and personalities, including my own pets and my professional experience as a kennel attendant at a pet daycare. I’m experienced with walks, feeding routines, baths, medication, and providing care for pets with different needs and temperaments. I understand that every pet has their own personality and routine, so I take the time to make sure they feel safe, comfortable, and cared for. My goal is to give your pet the same attention, patience, and love I would give my own. I have a flexible schedule that allows me to give pets the time and attention they deserve. I plan my days around making sure each pet gets proper care, playtime, walks, and check-ins without feeling rushed. I treat every pet like they’re my own. I focus on keeping them safe, comfortable, and following their normal routine so they feel relaxed while their owner is away. I pay attention to their behavior, needs, and any instructions provided to make sure they receive the best care possible.

Sitter Profile Image: Christine & Nick G.
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Christine & Nick G.
from
$22
per visit
5.0 out of 5 stars
• 55 reviews
19 repeat clients
20 years of experience
south chesterfield, VA, 23803

“Christine and Nick were wonderful with my dogs and took them on a fun little adventure. I so appreciate them.”

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Kelly G.
Sitter Profile Image: Tianna L.
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Tianna L.
from
$28
per visit
4.5 out of 5 stars
• 8 reviews
2 repeat clients
5 years of experience
Courthouse, VA, 23832

About: I’ve taken care of my sisters dogs in the past, also owned many dogs growing up. My daughter LOVES them. My availability is pretty open! We would love to meet your furry friends. I’m in college and and i’m not currently working. My availability is open so that I will have plenty of time to care for your furry friend. We love animal's in my home we will treat them as our own of course. My place is clean and taken care of perfect setting.

Sitter Profile Image: Madi S.
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Madi S.
from
$18
per visit
5.0 out of 5 stars
• 15 reviews
3 repeat clients
12 years of experience
Richmond, VA, 23234

“Madi cat sat for our three cats and did a fantastic job. We left complicated specific directions to follow and Madi follow them and even went above and beyond. We used automatic cat feeders and Madi was able to reset them when our power went off or when they got stuck. She also sent us pictures to update the conditions of the cats. We couldn’t be happier that Madi was here to cat sit our 3 cats.”

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Ricky F.
Sitter Profile Image: Nicholas M.
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Nicholas M.
from
$13
per visit
1 year of experience
North Chesterfield, VA, 23234

About: I have been volunteering at the Richmond Animal League on Midlothian for the past 5 months learning how to work with dogs and read their body language in a role they have called couch potato which involves spending time with a dog 1 on 1 for an hour in a private room where you spend time emotionally connecting with a dog which you or the staff pick then by playing with it if it likes the toy while feeding them food, water, and cleaning up after them if they use the bathroom in the room which has only happened a couple of times. I mainly work with small to medium size mixed breeds/hounds that range in sizes from 8 to 60 pounds with ages ranging from 5 months to 7 years old that have had heart worm, abandonment issues, abuse, and neglect with the occasional couch potato since that's the breed they mainly get even though there not a beginner or easy dog to work with and this role has only worked for a few mixed beagles since there a hound dog which means they like to be outside doing games where they sniff and find stuff, run and play outside, but since this role is for indoors I manage with what I can do for them in the short amount of time i'm there with them. My profile picture is a beagle who got adopted the next week after spending time with him named Art he was the most down to earth beagle i have been with at the sheltor. And If your wandering why he looks anxious in the profile picture its because he got woken up from laying on my lap so the staff lady could take a picture with me and him for the rover profile picture. I signed up to rover so that i could learn to work with some new beginner couch potato dog breeds like the Cavalier King Charles Spaniel, or a Pug for 30 min drop in visists for people at their homes. I also would like to in the future work with a Golden Retriever/Labrador even though they are not complete couch potato dogs but with the right owner i've heard they can be a great beginner dog to work with for 30 min drop in visists as well. I figured that would be a great place to start since ive never done this before but if some of you experienced owners read this perhaps you could send me a message if I'm on the right track to getting started with other beginner breeds. And some of the other animal sheltors around here like the Richmond SPCA which ive been attending too for a couple of weeks now for there dog enrichment program and dog day out program they dont have many young dogs to work which is great for someone like me who is looking more for older/senior dogs that are large to work with which a couple of my pictures are prove of that. I am also learning how to properly walk dogs at the sheltors when they have more volunteer slots available since I have only walked 7 different dogs. I also dont have any experience giving medicine or CPR to dogs and would prefer a dog that does not have to be given any medication or have any major illnesses so if an emergency arises i would not have too take him to the vet unprepared until i learn how to give dogs their medicine and preform CPR on them if needed. I work part time on Mondays, Tuesdays, and Thursdays at a record store. But im flexible any day of the week to feed, give some playtime and cuddles to your dog from 11:am - 3pm and 3pm - 10pm on the weekdays and weekends. I will update this in the future if I need to change it. I have never owned any pets because the house i have been in my whole life is not a compatible place for pets, and this would be my first time caring for someone elses pet in there home. But i will listen carefully and be patient with you about asking questions for your dogs likes and dislikes, what habbits she or he makes, what feeding times work, bathroom routines, when they like to relax or cuddle, what toys do they like to play with, behavioral issues, signs of anxiety and stress and about your property layout amongst other questions.

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

Pet parents share their Rover experiences - Chesterfield

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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

This was our first booking with Rebecca, and it went great! She did two drop-ins with Zeus over the weekend. She was communicative and prompt, and provided updates with pictures and a summary of their time together. We look forward to working with her again in the future!

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

Madison was very communicative, consistent, and took great care of my dog. Will definitely book again!

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Bridgette T.
Drop-In Visits
5.0 out of 5 stars

Karen was fantastic. My 3 highly opinionated cats seemed to really like her and she went above and beyond what I expected when she cared for my babies.

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Jennie C.
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.

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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.

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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!

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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!!!

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Jennifer H.
Drop-In Visits
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Popular requests for pet sitting - Chesterfield

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Sitters in Chesterfield average 7
repeat pet sitting clients

FAQs for Pet Sitting - Chesterfield

Frequently asked questions about Rover

The average cost of Pet Sitting in Chesterfield on Rover is $22 per visit as of October 2026. Most bookings cost between $14 and $32 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 2,465 sitters on Rover offering Pet Sitting across Chesterfield. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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 Chesterfield. On Rover:

  • 93% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 96% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

sitters on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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