Dog Sitting Chester
Book a Chester dog sitter to watch your dog in your sitter’s home or yours.

Over 22 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 grown up around animals and have years of experience caring for dogs of all sizes, ages, and personalities. Friends, neighbors, and family have trusted me to walk, feed, play with, and stay overnight with their pets while away. I’m comfortable with energetic puppies, senior dogs, and keeping pets on their normal routines. I’m reliable, attentive, and genuinely love spending time with animals, so I always make sure pets feel safe, cared for, and comfortable. I’m a recent college graduate currently studying for the LSAT, which gives me a very flexible schedule and plenty of free time throughout the day to care for your pets. I’m available for walks, drop-ins, and overnight stays during both weekdays and weekends, and I’m happy to work around your pet’s normal routine to make sure they feel comfortable and cared for. I always make sure pets feel safe, comfortable, and cared for whether I’m in my home or a client’s home. I pay close attention to each dog’s routine, energy level, and personality so they can feel as relaxed as possible while their owners are away. I’m responsible, communicative, and will keep you updated with messages and photos so you always know your pet is in good hands.
About: I’ve been taking care of pets my entire life, and my family and friends look to me if they need me to dog sit (or pet sit) when they’re away or unavailable. I love animals, and so getting to take care of furry friends is an absolute treat!! I’m currently attending college, so monday and wednesday mornings im out of the house from 8-12. any other time, if given enough notice, i can be available for you and your pets! I live in a family home with my dog daisy, who is very friendly and about 14 years old now. She never fails to be entertained, and I love her with all my heart. I will do the same for your pets :)
About: I’ve always had a genuine love for animals and enjoy spending time getting to know each pet’s unique personality. I’m patient, attentive, and focused on making pets feel safe, comfortable, and cared for while their owners are away. I have experience at the local animal shelter with dogs and cats of different ages and temperaments, including energetic puppies and more independent or senior pets. I’m especially mindful of routines, feeding schedules, and exercise needs, and I always aim to provide consistent care that matches what pets are used to at home. Whether it’s playtime, walks, or quiet companionship, I make sure each pet feels loved and well taken care of. Pet care fits naturally into my routine because I genuinely enjoy being around animals. I have a flexible schedule that allows me to provide consistent care throughout the day, including mornings, afternoons, and evenings when needed. I prioritize reliability and make sure I’m fully present during each visit or stay. Whether it’s daily check-ins, walks, or extended care, I’m able to adjust my time to meet the needs of both pets and their owners. I prioritize creating a calm, safe, and clean environment for every pet in my care. I follow all instructions carefully, including feeding routines, medication needs, and house rules. In a client’s home, I’m respectful of the space and make sure pets feel secure in their familiar surroundings. I always supervise interactions, ensure doors and gates are secure, and provide constant attention during visits or stays. My goal is to build trust with both pets and owners by being dependable, attentive, and caring at all times.

“Jervilyn was wonderful with our two dogs! 🐕 We loved that she spent so much time interacting and playing with them. One of our dogs needed to be given medication and Jervilyn administered with no issues! Would definitely have Jervilyn drop in again!”

“Sammy is the absolute best in the area! She took such good care of our dog Ellie and we would use her services again in a heartbeat. We got lots of pictures of the visit, and she took her for a nice long walk. She definitely knows her stuff with dogs, and when she first met us and Ellie, she let Ellie warm up to her on her own terms and took her time. Before we knew it Ellie was curled up on her lap. We trust Sammy to watch her in the future and highly recommend all of her services! She is very flexible and accommodating as well. Very satisfied dog parents here!”

About: I currently have 3 dogs of my own. I have had dogs my entire life. I started volunteering with rescues and shelter 18 years ago. I have fostered, adopted, and been as involved as much as I can! I am currently doing school from home so I have a lot of free time on my hands. My days are completely open and I can do school around my other commitments. I am flexible and like to stick to the routine you follow so your dogs are comfortable. Let me know what you need and I am more than willing to help!
“I was very happy with my overall experience with Rover. It was easy to set up and choose someone to care for my 2 cats when I was out of town. Nancy was great! She came when she said she would and gave me updates at each visit. When I came home, the house was so calm and peaceful. The cats were safe, fed and happy. I would definitely recommend Nancy and will use her again in the future. Thanks! :) Rose G.”

About: I have grown up with animals my whole life. I have been responsibly taking care of my dogs and cats on a daily basis. I have experience with a variety of dogs at all different ages. I’m also familiar with dogs who need special accommodations for medical conditions. I wholeheartedly love animals and would provide the utmost care to your pets that I would want for my own from a sitter. My schedule changes week to week, but generally I can be available in the morning, afternoon or evenings. Feel free to message about dates you need someone to care for your pet! I have plenty of experience dealing with animals and would want to create a safe environment for them. I would ensure that your pet is happy and cared for to the highest extent of the service. I’m happy to stick around to give your pets extra attention as well!
About: I have over 16 years of hands-on experience caring for pets of all sizes, temperaments, and needs. I’ve supported dogs through daily care, feeding routines, long walks, playtime, medication administration, and providing comfort while their owners are away. I’m highly intuitive, attentive, and patient, making animals feel safe, calm, and cared for in their own environment. I understand that every pet has a unique personality and routine, and I take pride in adapting my care to meet their individual needs. Whether it’s an energetic pup who loves adventure or a more sensitive pet who needs a gentle presence, I create a nurturing, reliable experience for both pets and their owners. I offer a flexible schedule and am available for mornings, afternoons, evenings, and overnight care. I’m open to weekday and weekend bookings and can accommodate consistent routines or last-minute requests when needed. I provide an attentive, respectful care in clients’ homes, following routines closely, maintaining a calm environment, and ensuring pets feel safe, loved, comfortable, and secure.
About: I have always walked and house sat for friends and family members that have multiple dogs, cats, rabbits and more. I have my own dog for over a year, and had family animals for my whole life! I will follow your schedule and pets needs as you instruct. I am comfortable walking on a leash, letting out in a yard, bathing and giving medicine as needed. I am a stay at home mom looking to get out of the house and make a few extra bucks at this time so whatever your need is, I will be there! I will make sure to send photos when I get there and communicate through the entire time. Any issues will be problems solved based on our previous conversations or I will reach out with any concerns.
About: I’ve had a golden retriever, Toby, since I was seven years old and I love spending every moment with him! I’ve dog sat for my family members and friends many times and have dealt with dogs of all sizes and breeds! I’m currently in school right now so I am available any weekday after 4:30 and all day on weekends. I am very flexible with my schedule. I have an open back yard where my dog can roam and I can play fetch with him, I also sometimes talk him to the dog park and run with him there!
About: I have been pet sitting since the age of 14. I have looked after animals of all kinds, such as dogs, cats, chickens, reptiles, and amphibians. I am comfortable giving medication (outside of injection) and am willing to work with animals of all ages. I'm a teacher on summer break so my schedule is wide open. I am unavailable on August 9th and from August 14th to the 21st. I am also open to sitting during evenings and weekends or drop-bys during the school year. I always schedule a meet-and-greet before any care to get to know you and your pets. It helps me ensure I am providing the best care.
The median cost per visit for dog sitting in Chester is $25
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

1. Search
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Select a filter and find qualifying Chester sitters!Sitters in Chester average 5 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 $33.3 per visit (as of July 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 July 2026, there are 2,432 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:
- 94% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 97% 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.






