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

Over 23 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.
“Amazing! Our doggies loved him. He took extra care and truly altered his schedule to surround our dogs at the center of it. Consistently responsive, and let us know of every single detail which was most appreciative. Excited to book him again!”

“Vanessa was fantastic and professional when she came to our house to walk our dog Roxy. She was prompt, able to calmly interact with our special needs dog and provided multiple pictures and updates during her one hour stay! We will be using her as a regular sitter from now on!”

“would like to sincerely thank Kathryn for the wonderful care she has given to Rocky Duke and for overseeing Blair. She is a genuinely caring, trustworthy, and dependable person who always goes above and beyond. Knowing they were in her care gave me complete peace of mind. I highly recommend Kathryn to anyone looking for someone compassionate, reliable, and dedicated. Thank you, Kathryn, for everything you did for my babies.”


About: I'm a proud dog mom to a 3.5-year-old Mini Australian Shepherd named Amber! I've been caring for her since she was just 2 months old, so I understand how much love, patience, exercise, and mental stimulation dogs need, especially high-energy breeds. I also have experience providing daycare and overnight boarding for friends' dogs. In addition, I volunteer at a local animal shelter, where I've completed dog walking training and gained hands-on experience with dogs of different personalities and energy levels. Beyond everyday care, I have experience caring for dogs when they're sick or recovering, including administering oral medications, applying prescribed topical treatments, and monitoring their comfort and behavior. I understand how important it is to follow each dog's specific care instructions carefully. My friendly Mini Aussie, Amber, loves playing with other dogs and would be happy to have a furry companion! I always prioritize safe introductions, supervised playtime, and each dog's individual needs. I treat every pup like family and want them to feel just as loved and comfortable as they do at home! I currently work part-time from home, so I have a very flexible schedule and can spend plenty of quality time with your pup throughout the day! Dog care is already part of my daily routine with my Mini Aussie, Amber. I take dogs out for walks and potty breaks at least four times a day, with additional outdoor time, playtime, and mental enrichment depending on their energy levels and individual needs. I'm available for daycare, overnight boarding, and meet & greets almost every day, including weekdays and weekends. I also love keeping pet parents updated! I'll send plenty of photos, videos, and little updates throughout the day so you can see what your pup is up to and feel connected even when you're apart. I know how much peace of mind that brings because I'm a dog parent myself! Your dog's safety, comfort, and happiness are my top priorities! I live in a spacious one-bedroom apartment with a fully fenced private patio, plenty of indoor space, and a dog playpen for supervised rest or separate downtime when needed. My apartment community also has a dog park and a large grassy area, perfect for walks, sniffing, and outdoor adventures. Dogs will always be securely leashed in unfenced areas, and playtime with other dogs will be carefully supervised. My friendly and energetic Mini Australian Shepherd, Amber, loves making new furry friends! I believe in slow, proper introductions and making sure every dog feels safe and comfortable. I have hands-on experience caring for dogs with special medical needs, including giving oral medications and applying prescribed ointments or topical treatments. I'm comfortable following detailed care instructions, maintaining medication schedules, and keeping a close eye on changes in a dog's behavior or well-being. I'll follow your pup's regular feeding, walking, and care routines as closely as possible, with at least four daily walks or potty outings unless their health or individual needs call for a different schedule. You can also expect frequent photos, videos, and updates throughout your pup's stay. I want you to feel completely at ease knowing your furry family member is receiving attentive, loving care! Meet & greets are always welcome before booking!
About: I’ve taken care of and owned dogs of every kind and age since I was 5 years old. No dog is too big or too small! Too young or too old for me! My friends, family, coworkers and neighbors have all trusted me to care for their furbabies. I know how much mine mean to me, and I promise to treat yours as my own! I am currently working full-time as a teacher so weekdays have to be scheduled in advance after 5PM. Will gladly schedule weekend walks and drop-ins! I care for others’ fur babies as if they were my own! I am happy to accommodate whatever food, medication, or exercise needs they may have!
About: I have years of hands-on experience with dogs and cats of all ages and personalities. High-energy dogs get real exercise thanks to my competitive soccer background, while puppies, seniors, and shy cats get patience and a routine that matches what they know from home. I work from home Mondays and Fridays, so pets get genuine attention and company, not just a quick check-in. Expect photo updates, fast communication, and a happy pet when you walk in the door. Pet care fits naturally into my week. I work from home on Mondays and Fridays, so pets staying with me those days have company from morning to night, with walks, play sessions, and meals built right into my day. On weekends I'm home and fully available, which makes Friday through Sunday stays easy and stress-free. My schedule is consistent week to week, so your pet gets a reliable routine: morning walk or feeding, midday play and attention, and evening wind-down time. I'm an active person, so daily exercise is never skipped. In my home, pets are part of the family. Dogs get multiple daily walks, playtime, and constant company since I work from home Mondays and Fridays and I'm around all weekend. I keep your pet's feeding schedule and routine exactly the same as at home so the stay feels familiar. Cats get a quiet, consistent setup with their litter, food, and favorite spots. In your home, I follow your routine exactly: feeding, walks, litter, and anything else your pet needs, plus photo updates every visit so you know they're doing great.
About: I take pride in giving animals compassionate and loving care. No matter how little or much love they need I’m able to accommodate what’s necessary I’m looking to work during the day and some weekends. Im a flexible caretaker for dogs and cats of all age, size, and breeds :) I will walk, play with and entertain your pets however that may be. I understand that one pets needs are different for each different pet

About: I have worked as a dog trainer and have taken care of dogs, cats and reptiles for the past 10+ years. I always put the needs of animals above my own and will treat your pets as if they were my own! I have taken care of dogs with different medical needs and animals of all ages. I am available on weekends and evening hours. I can stop in and spend time with your pets or take your dog for a walk if youre running late or if you have weekend plans. I always put the pets safety and needs above everything else. I will make sure they have always have access a clean environment and anything they needs to stay safe and happy.
About: I absolutely love caring for dogs, and I’ve been a Rover sitter for over a year now. I have a Rottweiler and a Pomeranian who are the best of friends, and we enjoy our twice-daily walks together. I’ve grown up with Rottweilers, so I know exactly how to handle big & small dogs —especially when they’re feeling anxious or need some extra TLC. I work from home 3-4 times a week and always available on weekends, so I’m always around to keep your pet company and give them the attention they deserve. Whether it’s a long walk, some playtime, or just a cozy cuddle, I’m here to make sure your dog feels loved and cared for, just like my own. I work from home 3-4 days a week, so I’m always available to give your pet the attention they need. My own dogs get two daily walks, and I make time for play and snuggles in between. Whether it’s a walk or some quality time, I’m here to ensure your pet feels loved and cared for all day. I make sure your pet feels right at home, whether they’re here with me or in your home. My place is pet-friendly, with plenty of space for play and relaxation. I keep a close eye on them, ensuring they’re safe and comfortable. At your home, I stick to your pet’s routine and follow any special instructions to keep them feeling secure and loved.
“Sarah was excellent with Chase. She followed his routine carefully, communicated clearly, and handled everything with confidence. Chase is a senior tripod and needs a bit of extra support, and she managed his let‑outs, feeding, medications, and mobility needs without any issues. We had an unexpected power outage during our booking, and Sarah immediately stepped in with solutions to keep Chase safe and comfortable. She was flexible, dependable, and proactive throughout the entire situation. Chase was well cared for, and we felt completely at ease knowing he was with her. We will absolutely book with her again. Highly recommend.”


About: I've cared for dogs my entire life and understand how much they mean as family members. Growing up, I had a Cocker Spaniel named Wizard and a Chow Chow named Ebonie, and most recently I cared for my senior dog, Joe Joe, until he sadly passed away from lymphoma at 10 years old. That experience taught me patience, attentiveness, and the importance of keeping pets comfortable and happy. While I'm not ready for a new pet of my own, I still have lots of love and care to give. I would love the opportunity to help other pet owners by providing reliable, compassionate, and affordable care for their furry family members. My goal is to make every pet feel safe, loved, and well cared for while their owners are away. I work full time but would be the option to call on for late night check-ins and walks. My weekends are also very flexible so dont hesitate to reach out! My goal is to ensure the pets I care for are comfortable, and be attentive to their behaviors and needs. Also, I opt for safety rather than friendliness. Not every dog is friendly or wants to interact
About: I have grown up around golden retrievers my whole life and love to take care of my friends' and family's dogs. I also have experience volunteering at animal shelters with feeding, walking and playing with both cats and dogs. Nothing makes me happier than making sure your furry friends are well-taken care of! My primary availability is between 8:00 AM and 5:00 PM on the weekdays. However, if you require any additional availability earlier or later in the day, let me know when booking, and I can confirm if I am able to support! I am here to help make sure your dog is taken care of while you are away: feeding them, playing with them, taking them on walks, and making sure they are treated as if it's just another day for them. I am an active runner training for a marathon, so if your dog likes to run, I can always use a running buddy! If there are any special requirements needed for your dog, please let me know in advance what you need so I can be prepared to take the best care for them.
About: I have been caring for pets since I was 10 years old. I love all animals I always have. I'm a very sensitive soul and I really feel their energy. They seem to love me as well. I've always treated all of my fur babies as just that, part of the family like a very important part! So when I care for your pet rest assured they will have a luxury experience and pretty much run the show. I let them decide where and when to walk and go outside and play and eat, all within your guidelines, of course. I would be honored if u would allow me to care for your amazing fur baby or babies🐾💖 I currently work part-time so I have plenty of time to spend spoiling your fur babies. My schedule can be flexible so please reach out to see if we could be a good fit I am extremely flexible and can customize care to fit you and your pets specific needs and make sure your pets are comfortable and feel at home.
“Maria did a great job and was very communicative with me. Everything went smoothly and I greatly appreciate her help. She took photos every day and made sure that everything was squared away each day.”

“We couldn’t be happier with the care our cat sitter provided for our four cats while we were away. She followed every instruction carefully, kept us updated, and gave us complete peace of mind. It was clear from the start that she genuinely loves animals, and our cats absolutely adored her 😸 Coming home to four happy, relaxed, and well-cared-for cats was the best feeling. She went above and beyond to make sure their routines stayed consistent and that each of them received plenty of attention and care. We highly recommend her to anyone looking for a reliable, trustworthy, and compassionate pet sitter. Thank you for taking such amazing care of our furry family!”

About: Hi, I’m Paula — a lifelong animal lover with years of hands-on experience caring for both dogs and cats. I grew up with two dogs (a beagle and a shepherd mix) and have spent the last several years sitting for friends, family, and neighbors. Whether it’s keeping up with high-energy pups or providing gentle care for senior pets, I adapt to meet each animal’s unique needs with patience, consistency, and care. Because I work remotely, I have the flexibility to arrive when needed and stay full-time if requested. My goal is to ensure your pets feel safe, supported, and loved throughout the day — and that you feel confident knowing they’re in great hands. Your pet’s safety and comfort are my top priorities. I start each day by checking in on your pets, and I aim to take dogs for a walk during my lunch break. Throughout the day, I’ll be working from my laptop nearby to make sure your pets have everything they need — from bathroom breaks and outdoor time to meals, water, and affection.
The median cost per visit for dog sitting in Chester is $25
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 6 repeat dog sitting clients
FAQs for Dog Sitting - Chester
Frequently asked questions about Rover
The average cost of Dog Sitting in Chester is $28 per visit as of November 2026. Most bookings cost between $19 and $32 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 15,500 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:
- 83% of sitters can help with special care needs
- 88% can help with giving oral medications or injections
- 94% 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.


