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.
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 :)
“We came into town from LA for a wedding and Rebecca took care of my sweet girl like she was her own! Best idea ever to book time with her! In unfamiliar settings it was great to know that my pup was in caring and good hands, if we come back Rebecca will be seeing Wynn again!”

“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%”

“Amanda was great! Our plans unexpectedly changed and she accommodated us without hesitation. We received a detailed update on our kitty and knew that she was being taken care of. We will definitely use her again!”

“Grace sent us lovely updates and pictures of our cats each day which made being away much easier. The cats were well played with and barely seemed to notice when we returned 🤣.”

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.
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.
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: After recently relocating from Dallas, I’m excited to bring more than 30 years of pet-care experience to my new community. Back in Dallas, I ran an in-home pet-boarding business for a full decade, caring for pets of every breed, size, and personality. Over the years, I’ve also fostered countless dogs through local rescue programs, helping shy, senior, and special-needs pups find their confidence — and their forever homes. However, my experience goes far beyond cuddles and playtime. I’m skilled at administering oral, topical, and injectable medications, and I'm comfortable caring for pets of all ages, from energetic puppies to aging companions who need a little extra TLC. I believe every animal deserves calm, consistent care that keeps their routine — and their spirits — steady while their people are away. I'm a writer/editor that works remotely, and I have a stay-at-home dog dad to hang with my personal fur kids while I'm away. Point is, I have the a ton of flexibility. I care for your pets just as YOU care for your pets. That is, you set their schedule (feeding, bedtime, play, etc.), and I carry it out while you're away.
“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!”

About: I've been dog sitting since covid; things have changed but not the love for animals. Since my start I've dog sat for a wide varity of dogs. Puppies, oldies, big, small. Some requiring a lot of attention to help distract them, some that just sit by the door waiting for their pawrents to come home. From medications to special diets, specific schedules and give attention if you have the extra time. I will treat your dog as my own! Something you can count on is they will be loved and well taken care of. Pet care is my top priority. Making sure they are fed on time and they get plenty of play time and walks while you are gone. I do currently work but my schedule is constantly changing so I have a lot of freedom to change it as needed. I unfortunately can't accept pets into my home as I don't currently live alone. But I'm more than willing to stay over whenever you need me to.
“Brandie did an outstanding job caring for my mother cat, three kittens, and an older kitten. She went above and beyond when the weather turned cold and rainy, bringing extra blankets to ensure they were comfortable. She even came by to check on them during heavy rain, quickly discerned the cats' personalities, and was excellent at communicating. I highly recommend Brandie for her thoughtful and exceptional care, and I will certainly be booking with her again!”


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.
About: I have previously taken care of dogs, cats, and even a pet snake. I am someone that is reliable, communicative, and dependable. I will make sure that your animals are happy and healthy. I also have a pet rescue cat of my own and will treat your pet as if they were my own! I am currently off for the summer and have open availability. My schedule is very flexible through the end of August. Whatever works the best for you! As long as you leave detailed instructions, your animals should be in great hands. I am also very communicative and can send you updates when needed/wanted. I have a pet rescue cat of my own.
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.
“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
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?
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Reservation protection
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.
Meet local sitters who will treat your dogs like family

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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.












