Dog Sitting Chester
Book a Chester dog sitter to watch your dog in your sitter’s home or yours.
Over 174 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.
“Alecia had been taking care of Lucy since she was 3 months old and Lucy is now 3 years. Lucy sees her as her “other mom” and I couldn’t be happier with her service. Alecia is attentive and beyond caring. Please don’t hesitate to book her”
About: I’ve been taking care of pets for most of my life. My family and friends have always counted on me to care for our/their pets when needed. I have walked, bathed, fed, snuggled and played with them! I am a full time worker, five days a week, nine hours a day from 9AM to 6PM. And I also have a part-time job that I do on the weekends, but I am still open to any service I could possibly provide for you and your pet! I receive my part-time job schedule weekly schedule every Saturday, so communication is key. I will care for your pets in your home by providing them the care that they need, walks, runs, snuggles, playtime, you name it! If there is anything specific you want me to know or abide by please let me know and I will make sure you and your pet are left satisfied :)
About: With 9 years of experience as a veterinary assistant, I bring both professional medical knowledge and genuine compassion to every pet I care for. I have extensive hands-on experience with cats and dogs of all ages, temperaments, and health conditions, including seniors, anxious pets, and animals requiring medications or specialized care. Working in veterinary medicine has taught me how to recognize subtle changes in behavior and health, respond calmly in stressful situations, and tailor care to each animal’s individual needs. Beyond my professional experience, animals have always been a huge part of my life. I understand that trusting someone with your pet is deeply personal, and I strive to provide the same level of attentiveness, patience, and affection that I would want for my own pets. Whether your dog needs long walks and playtime or your cat prefers quiet companionship and routine, I create a safe, calm, and loving environment where pets can feel comfortable and secure while you’re away. I am currently taking a break for myself from my career in veterinary medicine so I have all the time in the world for your beloved kiddos! I provide detailed updates, photos, and consistent communication so you can feel confident your pets are safe, loved, and stress-free while you’re away. I tailor my care to each pet’s individual personality, routine, and medical needs. Whether your baby is shy, energetic, senior, or requires medications or extra monitoring, I create a calm, low-stress environment built on patience, trust, and compassion. Your pets will always be treated like family in my care.
About: I have over a decade of professional pet care experience as well as a lifetime of personal pet care experience. I prefer to work with the elderly or medically complex pets as I know they need special attention, adherence to routines, and a calm environment. I focus on providing fun daycare and boarding for pets that don’t do well in regular boarding facilities and require a more home-like experience. Prices are negotiable after a meet and greet. Please fill out your profile in full before meeting! Incomplete/no profile image profiles will not be given my address. I work from home so I spend a majority of my day with my pets and guest pets. Dogs are given mostly free range inside and allowed outside into the huge fenced yard many times a day. They get playtime with other pets and alone time when needed. Our yard is fenced and our house is doggy proofed to avoid trash cans, toilets, and non-chewable items from being accessed. Dogs are crated when they can’t be supervised.
“Joey watched our dog Layla for the second time and we could tell she was happy to see him. He did all expected task and more. Our Layla has been picky about food lately so he made sure accommodated for her to complete her meals. We will continue to request Joey for Layla.”
About: I’ve been around animals my entire life. My oldest fur baby (cat) will be turning 20 this year. I also have two small dogs that are 15 and 11 years old. I love animals. I’m currently a full time student. So I can come and love on your fur babies for you while you are away on a trip or at work. Pets are welcomed in my home and are treated with respect. All animals deserve love and attention. I can love on them for you while you are at work or on a trip.
“Amanda has been my caring for my cats during my travels for almost three years now, and there is no one I trust more to give them the love and attention they deserve when I’m away. She’s fantastic in every way. Thanks for everything, Amanda! 💜”
About: I've cared and been around pets and dogs of all breeds all my life. My family has always had dogs so I have experience feeding, grooming, playing, walking, administering simple medication, and basic training. I'm a mom of 7 that works part-time, with little ones in school, so I have the means, time, professionalism, and drive to play and care for your four legged family member, when your unavailable to.... And your able to rest assure that they are well taken care of :) When caring for pets I am able to visit and care for them in their natural setting.... Of their home, so they more natural and relaxed. Please reach out if your interested in weekend boarding at my home.
About: Im a dog lover at heart and mind, with a history of dog training (agility and obedience) and multiple references for dog sitting. I do work full-time with a flexable schedule which allows me a lunch break for extra care. Feel free to make contact with any questions. About this sitter: Im an outgoing, energetic, pet loving person. I lost my girl Arwen who I had for 16 years. I am available for house sitting with morning and evening drop by or overnights. Feel free to make contact with any questions. Depending on distance from work I may be able to do lunch time drop bys also. Cost and needs, with length of time and number of pets, may be negotiable. Why I love dog sitting I've been a dog lover my entire life...I grew up with multiple kinds of dogs; poodles to black labs. After college I adopted a cat then settling down here in RVA where I rescued Arwen, my mini-Australian Shepard. We had a history of obedience and agility training, she was CGC certified. My experience administering medication Yes, I have given medication to multiple dogs and cats. I do work full-time near Chippenham and Midlothian Turnpike, so if close I can do a lunch drop by. Currently I am available for house/dog sitting including overnights at your home or mine. I am a k9 lover and would spend as much time loving, petting, and cuddling your pup as they would like. Walks are important, short or long, and outside hikes for nice days are great also.
“Hana is amazing! She’s so flexible and understanding when it comes to schedules and demands of each animal in the home. She truly cares about our animals (she will leave our tv on for our dog so she isn’t lonely) and does enrichment treats without us even asking her to. I trust her with our babies 100%”
“Lashell was great—prompt and excellent with communication. When Tut insisted on a short walk in the neighborhood, she was accommodating which was most appreciated. Will work with her again!”
“Jo is amazing!! My dogs are highly anxious and do not take well to strangers in my home but they absolutely love her! When I used to leave for work they would be depressed but now they aren’t, they actually start playing when I leave which is comforting as I am an anxious dog mom. I trust my dogs with a total of four people and Jo is one of them. She is always so polite and respectful. I would recommend her to anyone looking for a trustworthy pet sitter!”
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.
About: I have been taking care of dogs and cats of all kinds since 2017, I have been a dog groomer for 4 years. I am certified in pet CPR. Pet parents have relied on me with peace of mind to, feed, give potty breaks and even bathe/groom their pets! I work full time as a dog groomer, I will be able to take care of your fur baby in 30 minute increments. I am available in the morning 7am-8:30am and in the evening 4:30pm-10pm. I do in customer house pet sitting-drop ins and overnights. Week days I work full time but I will let the dogs out in the morning, after work and In the evening. I can crate them if needed or let them run free whatever works best for you and your family !
“Great communication, went above and beyond to care for our Kitties- she even took the trash out!! Thankful to have Hailey look in on our babies while we traveled for Thanksgiving. Will book again!”
The median cost per visit for dog sitting in Chester is $20
Dog parents share their Rover experiences - Chester
Amanda was absolutely amazing! My Ollie loved her immediately which was so comforting being that this was my first time leaving him alone with someone other than a family member. Amanda was prompt, communicative, and even did more than she was expected to, which made it very clear she loved my pup and it brought me so much comfort being away. 10/10 recommend reaching out to her for all your pet care needs.
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!
Phyllis did an amazing job with our drop-in visits! She watched our 3 cats and dog, making sure everyone was fed, loved, and well taken care of, which included administering medication. The photo updates after every visit brought us so much peace of mind. We will definitely use Phyllis again!
Sabrina took great care of our 3 boys. I'm glad my boys got to stay cozy in our home while we were on vacation. Sabrina sent us pictures of each and they warmed up and were playful even excited Sabrina was there. I highly recommend Sabrina she took great care of our fur babies and will book in the future!
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.
Meet local sitters who will treat your dogs like family
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 Drop-In Visits - Chester
Frequently asked questions about Rover
The average cost for Dog Sitting in Chester on Rover is $19.98 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .
As of August 2026, there are 2,361 sitters on Rover offering Dog Sitting across Chester. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Chester stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
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 short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
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:
- 93% of sitters can help with special care needs
- 98% can help with giving oral medications or injections
- 98% 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 calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
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