Dog Sitting Chester
Book a Chester dog sitter to watch your dog in your sitter’s home or yours.
Over 187 pet parents in Chester have booked dog sitting
Chester, 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.
“Julia was very communicative. I like how she checked in upon arrival and when she left, sending photos, and a check list of meal and potty breaks each drop-in! She was very professional and kind. One of my dog's even ended up sick, leaving several piles of throw up and she kindly took care of it, not leaving any mess for me to have to come home to. Definitely recommend and will use again!”
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.
“Monique and her husband were professional and flexible with my schedule. It is clear they took very good care of Arti and she looked forward to their visits! Would book again for sure”
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
“Julissa came for late-night check-ins when our elderly husky needed to be let out. We're so grateful she could help our aging old man and brave the country roads after dark! Our dogs were blessed by her care!”
About: I have always had a love for animals since a small child. My exposure and interest for neighborhood animals and pets brought on opportunities for pet sitting in my community growing up. This love grew into a passion/career as I have been working as a Veterinary Assistant for 10 years and received my bachelors in Agriculture at Virginia State University in 2020. My schedule is currently flexible until October 19, 2026 allowing me plenty of time to tend to your pet(s) in need! After September, I will be available Monday-Thursday 6pm to 9pm and Friday- Sunday 9am to 10p. I have my own fur baby by the name of Sebastian. He is a 6 year old Yorkshire Terrier who loves to socialize with people and pets. We currently live in a suburban neighborhood that will make you feel safe to leave your fur babies in my hands.
“This was our first Rover experience and Virginia was a perfectly wonderful pet sitter for our cat, Fergus. She came by to meet him ahead of time, sent lots of photos and videos while we were away and, above all, made us feel very comfortable leaving him in her pet-loving hands. We would recommend Virginia highly and hope to find the opportunity to have her help again soon!”
About: I have had all sorts of animals throughout my life. I’ve never worked with dogs professionally but I’ve had multiple family dogs ranging from Chihuahuas to Pit bulls and I loved and cared for all of them. I currently have 2 Pit bulls that are loved and happy. I also often help pet sit in the neighborhood. During the school year I will be in class from 8 to 3 but after that I have plenty of time to walk and/or care for your pet. I have no other priorities so taking care of your fur baby will be my main focus. I am typically well liked by dogs and I am patient with dogs that are still in training so if needed I can go at your dogs pace making them more comfortable.
About: I grew up around dogs, caring for our family pets. As an adult, my own dogs are the highlight of my life. I spend my time trying to give dogs even a fraction of the love and devotion they give to us! I'm experienced with caring for all sizes and breeds of dogs from all walks of life. I'm happy to adapt to any needs, including training reinforcement, pacing, interacting or not interacting with other dogs/people etc. I also have experience with training puppies and caring for senior dogs(as I have one of my own). I work a full time corporate job with some flexibility on a case by case basis. Most of my availability is in the evenings and weekends, but I'm more than happy to discuss special requests! I'm happy to walk your dog through a familiar area in the neighborhood or even to a nearby dog park if desired. Happy to accommodate what makes you and your fur baby happy!
About: Since I've been a little girl I've had amazing furry companions this will help me make your pets's happiness mine, so I'll make sure they are always good to me. My availability on weekdays is from 6 in the Morning to 9AM and from 4PM to 8PM, on weekends I can do boarding until Sunday at noon. I will make sure that everything is perfect, that your pet is safe, clean and full of love, I will make sure that nothing is missing such as their favorite toys, that they are comfortable that they can spend happy and safe moments by my side.
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.
“Nick is a kind guy with a gentle demeanor. My anxious dog Leroy was very comfortable with him and I came home to a happy pup. I will definitely be calling upon him more this summer!”
About: I have taken care of dogs and cats for over 10 years, helping walk, feed, play, and give treats to dogs and cats for my neighbors, family and friends! I love both dogs and cats, and can’t wait to help care for your animals as if they were my own! I can work 7 days a week, mornings, afternoons and evenings, as needed! For more info, please don’t hesitate to message or call me! Thank you! I make sure to provide a clean, comfortable, and loving home/environment for my fur babies, providing many treats and toys for them to play with! While always making sure to listen and be there for any of their needs!
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 have grown up around, and taking care of animals all my life. One of my favorite quotes speaks dearly to me and is very true; " A house is never lonely where a loving dog waits." I whole-heartedly believe in making your fur babies feel comfortable and loved and reassured while you are away; from snuggles, play time, walks and pictures and updates to you. I have experience being around different types of dog breeds from working in the veterinary field, and having dogs as pets, and family members / friends with dogs. My own dog breeds consisted of a Wolf, a Husky, Jack Russell and Aussie mix and Cavalier King Charles Spaniel Cavachon mix. My Aussie Mix was rescued from the Southside SPCA when he was 1yrs old; he is now 2 and a half yrs; the Cavachon mix was given to me because the owner did not want him anymore. My dogs are my world! ( I am that person that takes thousands of pictures of my dogs and spoils them rotten lol). I will make sure to treat your fur babies the same way and keep them safe. If you have any questions feel free to message me; I look forward to meeting you and your furry family member! I currently live in Chesterfield, VA and I am flexible with areas I will serve. I work full time but always make time around my schedule to cater to my own dogs and my clients. I do my best to manage my schedule, I love dogs so much and always have, I do what it takes to make it work. Being around dogs makes my day better so if I can help someone feel better about leaving their dog at home or needing services, I am happy to help because I know how I feel about my own dogs and would treat my clients dogs with the same love and care. Depending on the needs of the dog and temperment I will keep the dogs together or divided from each other as I cater to their needs. I make sure to follow through on the safety of your pet as well as my own. I always read the dogs body language and never force a situation.
“Andrew was able to take care of Randy last-minute this past weekend. He was kind, communicative and you can really tell he's a true animal lover. Thank you for taking care of my son - it's so appreciated! Would book again!!”
The median cost per visit for dog sitting in Chester is $20
Dog parents share their Rover experiences - Chester
Indiana is clearly passionate about working with animals. She seemed excited at the challenge of winning over my nervous pit mix, which made us feel like this was the right fit! I’m looking forward to Norma having a sitter that not only tolerates her, but loves and appreciates her as we do.
Sam is AMAZING!!!!!! I cannot say enough about how lucky we were to find Sam. Unexpectedly, just a few days before a lengthy trip, one of our senior pups suffered a seizure in the middle of the night. We couldn't cancel our trip, but we found ourselves with increased anxiety about leaving the dogs and unable to ask our usual housesitter to potentially administer his new emergency medications. We were immediately drawn to Sam's experience as an ER vet tech, but meeting her surpassed even our wildest hopes: she has such a deep wealth of experience in caring for animals and a real passion for ensuring animals live their best, most comfortable lives. As part of her daily visits, Sam did wellness checks on the dogs and sent us detailed, reassuring updates about how well our dog was adjusting to his new medication. Recognizing their limited mobility, she spent her visits loving on them and doing gentle stretches to help with their joints. We returned to healthy, happy pups, and the peace of mind we were able to find on the trip, especially knowing our medically complex dog was in such great hands, was invaluable. We will happily work with Sam again and cannot recommend her to others more highly!
Annabella was an amazing sitter for our dog, Ash! She communicated about each visit and sent us some pics of our sweet boy. She was on time each day and even cleaned his bowls and lick mats for us so we came back home and could get back into our routine easily.
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 - Chester
Select a filter and find qualifying sitters offering dog sitting.Sitters in Chester average 7 repeat dog sitting clients
FAQs for Dog Sitting - Chester
Frequently asked questions about Rover
The average cost of Dog Sitting in Chester is $20 per visit as of November 2026. Most bookings cost between $14 and $34 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 2,376 sitters on Rover offering Dog Sitting across Chester. 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 Chester 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 Chester 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 Chester. 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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