Dog Sitting Chesterfield
Book a Chesterfield dog sitter to watch your dog in your sitter’s home or yours.
Over 53 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.
About: I’m a caring and responsible pet lover who understands that every pet needs patience, attention, and a safe environment. I have experience caring for my own dogs and understand the importance of feeding schedules, walks, potty breaks, playtime, cuddles, and making pets feel comfortable. I’m attentive to each pet’s needs and will do my best to make sure your pet feels safe, loved, and well cared for while you’re away. I understand that every pet has a different personality and routine, and I will treat your pet with the same care and respect I would want for my own. I work a split shift job so during the day I have a lot of time to play and do walks. Your pup will have a good time. I have a dog play park in my area. We are also minutes away from a huge field. Your pup will have an amazing time.
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
“Jess was such a great choice to watch my Sammy boy. We were gone from 5/22-6/1 and had no idea it was getting VERY warm here in Iowa. We did not yet have our window air conditioners in. At one point, it got to 85 in our house. I was able to have a neighbor install the window ac’s. Jess was concerned for Sam and offered to stop by to check on him (on a day that wasn’t originally on the calendar). I truly appreciate her doing that! We were in Florida and that helped eased my mind!! We’re already set up to have her take care of him later this summer. Thanks again Jess!”
About: I've taken care of all kinds of animals since I was 16. Dogs, cats, fish, birds, lizards and a rabbit. I have experience in older animals who need medication multiple times a day. I'm currently working part-time with few hours so I have a very flexible schedule and will have plenty of time to meet the need of you and your pet! I stick to a strict schedule if any kind of medicine is involved. Aside from that I am more laid back in my approach to pet-sitting. I love giving treats and extended play times!
About: I love sending photos and updates to owners. It helps them relax knowing their pets are safe and happy. We have had a lot of animals growing up. I'm no stranger to spoon feeding elderly dogs and following strict diets. I love going on walks even if it takes a while to get a few hundred feet. I just moved back to VA to be closer to my family. I'm a word of mouth carpenter so my schedule is very flexible. Sometimes I don't work for two weeks, but I can always make time for pet sitting. I'm here for you! Whether its separation anxiety, diet, exercise, or tug of war, i am here to make sure your needs and your pets needs are met. I can send updates and photos daily to ensure your pets are having the best time while your away.
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.
About: I’ve had pets nearly my whole life and have been known to struggle to walk past an animal in need. This means rescuing an injured squirrel, a Cooper’s hawk, an opossum, and more, going the extra mile even when it was deeply inconvenient for me to do so. I also grew up attending zoo camp and then volunteering at a zoo from age 5 to 14, caring for a wide range of animals. I have worked with high energy pitties, a blind and anxious German shepherd, birds, cuddly kitties, fearful kitties, diabetic kitties, rabbits, and others. I have administered shots, IVs, medications, eye drops, and more. I am persistent and typically can win over even the shyest and most anxious fur baby. I have a genuine love for caring for pets and would be honored to care for yours! I am currently carefully thinking about my next full time role and working part time. My partner is an immigrant seeking employment during a time when that is extremely difficult due to the political situation. Any supplemental income is incredibly helpful for me as we navigate. I have a reliable vehicle, plenty of time to play with your pets, and love to love on them. I have a reliable car and I keep my word. I am communicative, honest, and truly love animals. I take direction well and understand that every pet has their specific needs. I don’t cut corners and do my best to provide top notch care, always.
About: I have extensive experience caring for dogs of all sizes, breeds, and ages, from puppies to senior dogs and even very large breeds. I worked at Dulles Pet Hotel & Daycare, where I provided attentive care, maintained clean and safe environments, administered medications, and monitored the health and behavior of all pets in my care. Beyond professional experience, I have been dog-sitting for multiple families throughout high school and continue to do so while in college, providing everything from walks and playtime to feeding, grooming, and administering medications. I love pet sitting because I strive to give the best care, I provide the type of pet care I would want my puppy to have. (and I love my dog with my whole heart, she’s my baby)I also have my own dog, which has given me daily hands-on experience with training, care, and attention. I also love love love big dogs, I used to have a Mastiff growing up which made me fall in love with dogs! In addition to my pet care skills, I worked as a sales associate at Good Dog Rocky, where I built strong relationships and developed trustworthiness and reliability—qualities I bring to caring for every pet. I will take care of your dog like it’s my own, and you can expect nothing short of the best care from me, ensuring your furry friend is happy, safe, and loved while in my care. I’m currently a college student at VCU studying Economics and Statistics. My class schedule is fairly light, which gives me plenty of flexible time to walk, play with, and care for a furry friend throughout the week. I’m happy to accommodate morning, afternoon, or evening care depending on your dog’s needs. I currently live on campus in a dorm room, but back at home, we take excellent care of our puppy! She has a spacious playpen where she can run, play, sleep, and do whatever her heart desires. I bring the same love, attention, and care to every dog I look after in their home!
About: I’m a cat mom to Romeo and Cleo, and I love them like they’re my children. I know how important it is to feel confident that your pets are in safe, caring hands while you’re away. Finding someone you can trust makes all the difference, and I want to give other pet owners that same peace of mind. I’m reliable, attentive, and organized, and I take the responsibility of caring for someone else’s pets seriously. I cared for Oreo, my family’s rescue border collie, throughout my entire childhood and have dogsat for neighbors, friends, and family members for as long as I can remember. Whether your pet loves company and playtime or needs a little space to feel comfortable, I’ll follow their lead and be patient as they get to know me. I’m also happy to send photos and updates so you know how your pets are doing. My goal is for you to enjoy your time away and trust they’re being cared for by someone who understands how much they mean to you. 🩷🐾 I work from home, which gives me flexibility to fit cat care into my daily routine. Caring for Romeo and Cleo is already part of my everyday life, and I can plan visits around my work schedule to give your cats the time and attention they deserve. I’ll follow your pet’s routine, respect their space, and make sure your home is secure before leaving. I’ll send photos and updates and care for your pets with the same attention I’d want for Romeo and Cleo.
About: Looking for someone trustworthy, caring, and dependable to walk your furry best friend? Look no further! 🤗 I have a genuine love for animals and understand how important it is to know your fur baby is in good hands. Whether your animal loves long walks, exploring new places, or just getting some fresh air and extra love, I’m here to make sure they feel happy, safe, and cared for! As a senior in college and a night shift Certified Nursing Assistant, I understand the importance of balancing a busy schedule while remaining dependable and committed! My night shift schedule allows me to have flexibility during the day, making it easier to provide your animals with walks, potty breaks, and plenty of love/ attention. I do my best to accommodate different schedules and am happy to communicate with pet parents to find times that work for everyone. I understand how important it is to find someone you can trust with your pet(s), and I’m committed to providing a loving, safe, and positive experience. I take the time to get to know each fur baby’s unique personality, routines, and needs to ensure they feel comfortable and cared for. Whether we’re enjoying a walk, taking a potty break, or spending some quality time together, your baby will receive plenty of patience, attention, and love! I also believe communication is key. I’ll provide regular updates and adorable pictures so you can feel confident knowing your furry baby is safe, happy, and in great hands.
“We were in a pinch to find a dog sitter after my mom injured her foot before we were scheduled to travel. So thankful we found Carleen!! She was fantastic with our three pups, even in the face of some unexpected digestive issues. Carleen was responsive, provided regular status updates (and photos), and followed our somewhat intricate potty and feeding routine perfectly (with three dogs, if can be a bit much!). It was such a relief to know we were leaving our babies in the hands of someone who clearly loves animals as much as we do. We cannot recommend her enough!!”
“Jenna was a life saver. We have two sweet 14 year old Australian shepherds who are a little wobbly and don’t see as well as they used to. I was afraid to leave them but Jenna was amazing!! Got tons of pics and updates. It was such a relief. Jenna is a true dog lover and really took care of our guys like they were her own. She spent tons of time with them. I’ll definitely use her again and pass her info along to friends.”
About: Hello! I hope to have the privilege of taking care of your babies. I have 2 cats and one of them is special needs, i'm surrounded by fur babies all of the time! I have experience caring for both elderly and special needs animals. Please check my calendar for my up to date availability. If you should have any questions, please message me anytime. I would be happy to address any of your concerns. It is my whole hearted hope that you will trust me to watch important members of your family! My availability for pet care is open as I am completely self employed. Taking care of someone else’s babies is a full time job! My house-sitting rate reflects 12 hour care (7PM-7AM), if you need 24 hour care please include that in your intro message and I will adjust the rates. I take safety and trust very seriously. I create a calm, predictable environment where pets are treated with patience, respect, and genuine care. I’m attentive to routines, boundaries, and individual needs, and I believe animals feel safest when they’re understood, not rushed. My goal is always to provide a clean, secure, low-stress space where pets can relax and owners can feel confident knowing their animals are truly cared for.
The median cost per visit for dog sitting in Chesterfield is $20
Dog parents share their Rover experiences - Chesterfield
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!
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 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.
How to book dog sitting
1. Search
Browse profiles of sitters near you who offer dog sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog sitting - Chesterfield
Select a filter and find qualifying sitters offering dog sitting.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 is $19 per visit as of November 2026. Most bookings cost between $13 and $37 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 November 2026, there are 2,377 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 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.
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.
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
- 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.
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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