Pet Sitting Chesterfield

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Over 761
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.

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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
• 43 reviews
16 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
• 309 reviews
113 repeat clients
14 years of experience
Chester, VA, 23831

“Abby did drop-in visits for our cat while we were away for a week and she was wonderful! She was so friendly from when we first met her, kept us updated, and took great care of our cat. Thank you Abby!!”

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Rita S.
Sitter Profile Image: Jynette V.
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Jynette V.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 28 reviews
12 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: Crystal A.
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Crystal A.
from
$25
per visit
5.0 out of 5 stars
• 15 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: Rebecca B.
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Rebecca B.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 48 reviews
20 repeat clients
20 years of experience
Chesterfield, VA, 23234

“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.
Sitter Profile Image: Isaiah M.
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Isaiah M.
from
$20
per visit
5.0 out of 5 stars
• 6 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: Kassandra J.
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Kassandra J.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 93 reviews
17 repeat clients
26 years of experience
North Chesterfield, VA, 23236

“Kassandra is amazing! Very thorough with her notes and I felt completely at ease knowing my dog was in the very best hands while I was out of town!”

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Devin M.
Sitter Profile Image: Caitlyn W.
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Caitlyn W.
from
$20
per visit
5.0 out of 5 stars
• 13 reviews
2 repeat clients
20 years of experience
Chesterfield, VA, 23832

About: With a passion for animals that spans many years, a household full of furry companions, and a deep-seated love for our four-legged friends, rest assured that your pets are in safe hands. As a responsible adult equipped with both experience and a reliable vehicle, I'm committed to providing top-notch care and companionship for your beloved pets. I’m very flexible, work from home and am often available to move my schedule to match yours. I’m always happy to work together to make sure your lovely pets are taken care of I have two cats and two dogs of my own. Dogs are crate trained and both rescues that need a lot of love and I’m happy to provide. They enjoy walks and playing in our fenced yard. I also have two cats that love belly rubs and playing with their toys! My partner watches my animals while I take care of yours!

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: DAMACIA J.
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DAMACIA J.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 335 reviews
92 repeat clients
30 years of experience
North Chesterfield, VA, 23236

“Our dogs seemed very well cared for! We loved all the pictures, check-ins were always pretty punctual and communication was great. We would love to work with Damacia again!”

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Jennifer M.
Sitter Profile Image: Lauren H.
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Lauren H.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
• 3 reviews
3 repeat clients
5 years of experience
Midlothian, VA, 23112

About: I’ve been watching neighborhood and family pets since I was 13, both cats and dogs, elderly and young. I know when to give attention or whether to give them space. Hey! You can also call me Jaxon (he/him.) I’m auditioning for local theatres in Richmond, so my schedule is rather flexible. Weekends and weekdays are currently open, with room for rehearsals and show dates. I’d cater to whatever the pet needs. Some animals like to explore, so I’d supervise as they do so. Others are more reclusive, so I’d keep watch from a respectful distance.

Sitter Profile Image: Amber C.
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Amber C.
Star Sitter
from
$22
per visit
4.9 out of 5 stars
• 50 reviews
15 repeat clients
8 years of experience
Midlothian, VA, 23112

“Amber did so great with my pup! I have never used Rover before and had to a only a few days to figure out care for my dog while I was away. She was prompt with her response and came to meet Monarch. Monarch instantly warmed up to her which means a lot and helped me trust that Amber was a great fit for her. I received updates and check ins from her. I would recommend Amber and would rebook her again!”

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Kaitlin K.
Sitter Profile Image: Alyssa H.
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Alyssa H.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 7 reviews
5 repeat clients
6 years of experience
Richmond, VA, 23235

“She was very thorough and communicated each step of the way. I will definitely use her services in the future.”

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Kristie M.
Sitter Profile Image: Ashleigh K.
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Ashleigh K.
from
$20
per visit
5.0 out of 5 stars
• 4 reviews
2 repeat clients
13 years of experience
North Chesterfield, VA, 23234

About: I love dogs more than humans! I was a dog trainer for a short time and worked at a veterinary office as kennel assistant. I also volunteer at a local shelter. I am currently a virtual case manager for a foster base rescue, going on three years. I’ve dog sat for multiple people and friends with going to their house, for walks or visits. If I were to come to you, i would let the dog out in the yard or for a walk and give plenty of pet loving and any additional notes you have for me! I will not take a dog to a dog park for safety reasons. I will do everything in my power to take care of your dog, just as I would want someone to take care of my dog. I am available at different times of the week. I am typically home but I am on call every day. I am trying to make this a part to full time gig so please be patient as I am currently changing my life around. Send me a message if you need someone and we can chat! My schedule is all over the place and i’m currently on call 5 days a week. I am trying to get enough clients where I can make a set schedule at work or make this a job. I accept fenced in years, dog walking in yard, or dog walking in the neighborhood. I prefer no dog parks unless it’s an apartment small dog park with not much traffic, just for safety reasons.

Sitter Profile Image: Dianne B.
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Dianne B.
from
$20
per visit
4.7 out of 5 stars
• 64 reviews
17 repeat clients
42 years of experience
Midlothian, VA, 23112

“Very nice to have experienced individual caring for my dog. She did a great job. Winston said he had fun. 🦩”

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Robert C.
Sitter Profile Image: Rangeen A.
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Rangeen A.
from
$45
per visit
4.9 out of 5 stars
• 45 reviews
14 repeat clients
10 years of experience
Richmond, VA, 23237

About: I am a former dog owner who's trained a few dogs. I will treat the dog like my own! I understand the importance of routine, exercise, and cuddles! I work full time. Mostly from home. My significant other has an alternative schedule so the dog would be under 24 hour supervision. I can't wait to have a buddy with me throughout the day! I understand how anxious your paw partner may be while you are away -- I am here to console your paw partner until you are back 💕 I live in a single home with a large fenced backyard with a pool they can play in! Great parks and trails nearby. Dogs will have freedom in all rooms of the home. Dog will be supervised 20-24 hours a day. This helps me ensure pet safety and quick turnaround on any changes to health and/or behaviors.

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: Richard L.
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Richard L.
from
$14
per visit
5.0 out of 5 stars
• 7 reviews
1 repeat client
13 years of experience
Richmond, VA, 23236

“Richard (Allen) is a great guy, good communication, punctual, and took lots of great pictures of our pup. Highly recommended and would definitely hire again.”

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Sam P.
Sitter Profile Image: Layla H.
Verified Enhanced Background Check
Layla H.
from
$18
per visit
7 years of experience
Chester, VA, 23831

About: I’ve been taking care of animals since I was 11 and I have taken care of a bunch of different animals in that time. I’m currently unemployed looking for jobs so I’m all free! I will be available pretty often. I will be doing online school around October and will be asynchronous and online. I am available very often. I can stick to pet routines and any medication and dietary needs. I would sometimes be accompanied by my boyfriend who can be an extra eye.

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!

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

Pet parents share their Rover experiences - Chesterfield

1 / 1
5.0 out of 5 stars

Amanda & Adam are wonderful! The kindness and care they give our pups is such a gift. I can’t say enough good things about them.

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Michele M.
Drop-In Visits
5.0 out of 5 stars

Trusted Phyllis so much so, we hired her again! Cant thank her enough for taking such good care of our fur babies! We always knew how they were doing at check ins 😊 Youre amazing Phyllis!!

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Jessica B.
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

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

How to book pet sitting

  1. 1. Search

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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 is $22 per visit as of October 2026. Most bookings cost between $14 and $32 per visit. On Rover, 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 2,443 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 .

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 , 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:

  • 91% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 95% 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 .

sitters on Rover set their own , 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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