Dog Sitting Chesterfield

Book a Chesterfield dog sitter to watch your dog in your sitter’s home or yours.

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Over 453
pet parents in Chesterfield have booked dog sitting

Chesterfield, Find top rated dog 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: Shane R.
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Shane R.
from
$14
per visit
5.0 out of 5 stars
• 10 reviews
2 repeat clients
10 years of experience
Richmond, VA, 23235

“10/10 service and communication.”

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Jay W.
Sitter Profile Image: Gracie W.
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Gracie W.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
• 43 reviews
10 repeat clients
4 years of experience
Midlothian, VA, 23112

“Marcie was a great contact to come and feed and let our pups out to go potty. She worked around my booking mistake to fit it into her schedule and we are forever grateful for her ability and willingness to swerve at the last minute!!! We came home to our happy pups. I know they were taking care of while we were away. Thank you Marcie!!”

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Lisa B.
Sitter Profile Image: Tyeir D.
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Tyeir D.
from
$13
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
20 years of experience
Chester, VA, 23836

“Tyeir took great care of my dog, she even remembered something I'd forgotten in my instructions. Very communicative and attentive to my dog's needs, highly recommend.”

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Bridgette T.
Sitter Profile Image: Jennifer Z.
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Jennifer Z.
from
$30
per visit
5.0 out of 5 stars
• 13 reviews
5 repeat clients
8 years of experience
North Chesterfield, VA, 23234

About: I’ve cared for both dogs and cats for over 7 years, starting with my own dog who’s been with me since I adopted him when he was 1 yr old. While I haven’t done formal training or grooming, I’ve handled daily care routines like walking, feeding, playing, and making sure pets feel safe and loved. I care for every pet as if they were my own. Whether it’s companionship or daily care, I bring patience, affection, and a calm presence to every visit. I work full time but work Monday and Thursday’s from home so I can hang out with them all day! I can check in on your pet those days along with weekends! Would love to take them on a walk. I do my best to keep their routine as normal and comfortable as possible. I follow your instructions closely whether it’s feeding times, walks, playtime, or medication needs. I also provide regular updates and photos, so you can feel confident they’re in good hands while you’re away.

Sitter Profile Image: Cindy B.
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Cindy B.
from
$25
per visit
5.0 out of 5 stars
• 12 reviews
2 repeat clients
20 years of experience
Chesterfield, VA, 23832

“Cindy was absolutely wonderful! She came for a meet and greet before the visit. She played with Rigby, walked him, fed him, and gave him treats. It was so great to have her help!”

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Lindsay H.
Sitter Profile Image: Robin L.
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Robin L.
from
$22
per visit
5.0 out of 5 stars
• 129 reviews
38 repeat clients
10 years of experience
Richmond, VA, 23222

“Robin is simply the best! She is such a lovely, sweet, and caring person, and I can tell my cat feels safe and happy when he's in her care! I will rebook with her again and again. <3”

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Julie K.
Sitter Profile Image: Brenda B.
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Brenda B.
from
$25
per visit
10 years of experience
Midlothian, VA, 23112

About: I have over 10 years of experience caring for dogs and truly enjoy spending time with pets. I had my own dog in Colombia for 7 years and also cared for a family’s dog for 4 years while working as a nanny. I’m comfortable with feeding, walks, playtime, giving pets attention, and keeping their routines consistent. I’m responsible, patient, and treat every pet like family. I also have experience caring for cats and currently share my home with two cats I work during the day, but I’m available for pet visits in the evenings and on weekends. I’m happy to work around your pet’s routine, including feeding, walks, playtime, and companionship. I’ll make sure your pets receive the attention and care they need while you’re away. I treat every pet with patience, care, and respect. I’m comfortable caring for both dogs and cats and following each pet’s individual routine and instructions. I’ll provide fresh food and water, walks and playtime for dogs, litter box care for cats, and plenty of attention. I’ll also keep your home secure and send updates so you know your pets are safe and happy.

Sitter Profile Image: Nora P.
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Nora P.
from
$14
per visit
5 years of experience
Jahnke, Richmond, VA, 23225

About: My family has had dogs since I was born and we fostered dogs of all ages, sizes, and temperaments. I have helped out several family friends by pet sitting and walking their dogs. I’ve had some experience pet sitting cats as well. I believe all animals are special and deserve to be treated with love. At the moment I’m working part time with scattered hours so I’m able to fit in time caring for and playing with your pets I can adapt to any routines and rules that are needed to care for your pet the way you do. I am also physically active and give your pet the kind of exercise they need.

Sitter Profile Image: Kristen G.
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Kristen G.
from
$20
per visit
5.0 out of 5 stars
• 11 reviews
3 repeat clients
15 years of experience
Midlothian, VA, 23112

“Kristen was great! She saved our vacation and came and took care of our cat Rocky when the sitter we had booked canceled at 5 pm the night before. She gave Rocky lots of love and even recused my plants”

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Jan L.
Sitter Profile Image: Haley S.
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Haley S.
from
$20
per visit
5.0 out of 5 stars
• 21 reviews
5 repeat clients
15 years of experience
Midlothian, VA, 23112

“Haley was great with our cat Puffin!! We loved the photos she sent us and Puffin looked like he enjoyed their visits! We will be using Haley again in the future! :)”

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Lierin R.
Sitter Profile Image: Tanti B.
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Tanti B.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
• 10 reviews
4 repeat clients
3 years of experience
Museums, Richmond, VA, 23230

“Tanti gave my kitties all the love and attention they deserve while we went out of town. She did a fabulous job! Highly recommend Tanti and will certainly have her watch our kitties again the future”

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Jenna B.
Sitter Profile Image: Divine M.
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Divine M.
from
$15
per visit
5.0 out of 5 stars
• 3 reviews
2 repeat clients
4 years of experience
Richmond, VA, 23231

About: I’m the family pet sitter because not only do I follow their routine but I make sure my sweeties are loved and entertained. I’m a nursing assistant part time so I have loads of hospitality experience! I’m a nursing assistant part time I’m usually working weekends which makes me more available during the week to stop by or even sit and entertain your sweeties! I don’t have a fenced backyard and my pup is a little feisty so i’d prefer to come to them but that just allows your pup to stay in the comfort of their home and again I have experience with doing drop ins for plenty of my family & friends!

Sitter Profile Image: Ada C.
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Ada C.
from
$30
per visit
4.9 out of 5 stars
• 18 reviews
5 repeat clients
4 years of experience
Richmond, VA, 23236

“Highly recommend! Ada is awesome!”

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Theresa A.
Sitter Profile Image: Nadra W.
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Nadra W.
from
$25
per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
12 years of experience
Chester, VA, 23836

About: I have been taking care of dogs since I was 10 years old and I am 22 now. I consider dogs to be one of the many keys to happiness so I treat them as such. Whether that be long walks in the neighborhood, endless cuddles, or a friend to play with, they get what they need. I have never discriminated against a dog based on size or breed because all dogs deserve love and care no matter what. I take care of my dogs to the best of my ability so I will always do the same for others. You can be assured that they are in good hands. So if you need someone to love and care for your dog when you're not there I'm your girl! I am currently the primary care taker for my family dog, Raine. This includes walks 2x day, feedings, bath, etc. I ensure he takes his medicine, has lots of play time and clean bedding. I do not currently care for other dogs in my home. However, in my client’s home I ensure that the space is clear and void of anything that could bring harm to their pets. I make sure to regularly check up on them and listen to their needs.

Sitter Profile Image: Mariel Ana P.
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Mariel Ana P.
from
$15
per visit
10 years of experience
Richmond, VA, 23225

About: I had multiple dogs since I was a child and have always considered them to be my instant best friends when I meet them. I just consider this situation a win-win I am working full time but I have 3 days off in a week which I would love to spend taking care of puppers no matter how old or young they are Right now, I prefer dog sitting in the owner’s home or dog walking in a safe park or neighborhood since I’m renting and the landlady does not allow dogs

Sitter Profile Image: Amy C.
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Amy C.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
• 17 reviews
4 repeat clients
22 years of experience
Bellevue, Richmond, VA, 23227

“Amy was absolutely wonderful! Heidi loved seeing her each day! Amy was always on time, communicated well and was an absolute pleasure to work with!”

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Bonnie F.
Sitter Profile Image: Kristina & Richard T.
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Kristina & Richard T.
from
$30
per visit
5.0 out of 5 stars
• 8 reviews
1 repeat client
20 years of experience
Midlothian, VA, 23114

About: *Note: I have accepted a job and will only be available for occasional services after August 17, 2026. Overnight house sitting availability for short bookings only (1-2 nights). We (myself and my husband, Ricky) are pet lovers and currently have two "wobbly cats". We are able to keep them separate when we host pets at our house. Our beloved dog Zoey passed away a few years ago and we have had cats ever since. Our kids are 9 and 8, and LOVE to help. We joined Rover this summer as I was home with the kids full time, but I am starting a job soon and availability will change. I am home with my kids this summer and our days are filled with a balance of fun and responsibility. We are very flexible with our time, and able to help. We have a fully fenced in back yard. We have chickens in our backyard but they can be kept up in their run if needed.

Sitter Profile Image: Jordyn C.
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Jordyn C.
from
$15
per visit
15 years of experience
Petersburg, VA, 23803

About: Lifelong experience caring for dogs of various breeds, sizes, and temperaments, including feeding, walking, administering basic care, monitoring behavior, and providing a safe, attentive, and comfortable environment for pets. I am currently going to college and have too much time on my hands. What better time to spend my free time than with your pups. Safety, trust, and creating a positive environment are my top priorities when caring for pets. Having been around dogs my entire life, I understand the importance of patience, consistency, and attentive care. I always ensure pets are supervised, comfortable, and treated like family while maintaining a clean, secure, and stress-free environment. I believe strong communication, reliability, and genuine compassion help build trust with both pets and their owners, allowing every dog to feel safe, happy, and cared for while in my care.

Sitter Profile Image: Jonathan W.
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Jonathan W.
from
$15
per visit
5.0 out of 5 stars
• 5 reviews
6 years of experience
Monroe Ward, Richmond, VA, 23220

About: I’ve had dogs growing up and had to take care of them a lot as well as having experience as a kennel tech over some summers! I work a school schedule so my work schedule is 7:30 to 3:30 I am free before and after that time to take care of any pets I have an apartment that I am more than happy having pets stay in however there is no yard. I am happy to stay with them and house sit.

Sitter Profile Image: Genevieve B.
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Genevieve B.
from
$15
per visit
5.0 out of 5 stars
• 2 reviews
15 years of experience
Colonial Place, Richmond, VA, 23221

About: Hi there! My name is Genevieve! I worked at the Richmond SPCA for 4 years. My two pitties at home (Nola and Brick) are leash reactive. With my own dogs and experience of working at an animal shelter I’ve seen almost everything. I have experience with medication administration- injectable, sub q fluids, and oral. I also have experience with behaviors like reactivity, resource guarding, mouthiness, fearfulness, ect. I take a fear free, positive reinforcement approach. My goal is to make sure your pets needs are being met so they feel safe and you feel comfortable and at ease. I have experience with special needs cats as well! I quit my job and went back to school! I can care for your pets before 9:00 am and after 11 am Monday and Wednesday-Friday. I can care for your pet on Tuesdays from 1 pm onwards. I have experience with homes without backyards and am willing to do a walk around the block or whatever it might be for a quick potty break. I always go outside to my fenced in backyard with my dogs to make sure everyone is safe and will do so with yours. Your cats will be kept strictly indoors!

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

Dog parents share their Rover experiences - Chesterfield

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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

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

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
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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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

How to book dog sitting

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting.
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Popular requests for dog sitting - Chesterfield

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Sitters in Chesterfield average 7
repeat dog sitting clients

FAQs for Dog Sitting - Chesterfield

Frequently asked questions about Rover

The average cost of Dog Sitting in Chesterfield on Rover is $22 per visit as of October 2026. Most bookings cost between $14 and $31 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 2,357 sitters on Rover offering Dog 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.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Chesterfield choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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.

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 .

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Chesterfield with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

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
  • 95% 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.

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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