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.
About: a dog owner myself and living in an area surrounded by owners who I’ve helped over the years to take care either walk, stay over night, or just a cuddle buddy, I’ve worked from puppies all the way to senior puppies I work full time but my hours vary each day so I know what days work better and will be able to help anyone whenever requests assistance for their loving furry friend my dog is trained off leash, but I don’t have a fenced backyard I love at a dead end so I have a lot of space to run around if need but a big area in neighborhood for walks to the park or just in town.
About: I’ll care for your pets as if they were my own. I’ll follow your instructions for feeding, walking and providing your pets with what they are used to and need. I’ll play, brush, communicate with them with a lot of love and care. I presently care for friends’ dogs and have taken care of cats as well. I’ve had an Irish Setter, Garman Sheppard and English Springer Spaniel. I had to move after my divorce and pets are not allowed where I live now. Taking care of pets Is how I interact with these precious beings now. I hope to be able to have my own pet again some day. My last dog was a Springer Spaniel named Luna. She was so loving, smart and active. She was a part of our family. When my son was born, she slept under his crib. I’ll be happy to answer any questions you may have and will follow your directions and preferences. Safety for your pet is also a priority of mine. I work during the week. I'm available for pet sitting on weekends. I can also pet/house sit. My work schedule can be flexible for that. I can work from your home and take care of your pets. I will pet them, play games with them, if the yard is fenced or has an electric fence, in I can play frisbee outside and other fun games for exercise. I will wash their bowls, feed them, keep the water fresh and give them medication if needed or instructed by the family.
“Literally could not ask for a better rover!!! James checked in on Finley last minute for us and was fantastic. He was incredibly attentive and great with communication. He made sure to keep me updated and let me know exactly how Finley was doing while I was away. I would highly recommend him to anyone looking for someone to do drop-ins!!!”
About: I have loved every dog like its my own and cant wait to prove that to you! I love to send as many pictures and updates when I can as well as keep the home in cleaner than how I left it! I am a college student so my schedule its complex but not filled! I have alot of free time especially on the weekends and I have alot of free time during the afternoons on weekdays! I always like to make sure I know the puppers lifestyle before working with them so I can prepare accordingly in my schedule to get them the attention that they need as well giving way too many cuddles and hugs! I like to make sure I can see the pupper as leads every 5 hours or sooner to make sure they are comfortable and plan accordingly to give them the undivided attention they all deserve
“Melissa went above and beyond taking care of our dog and cats, the normally shy cats really liked her based on the update pictures. It was a last second request and everything went perfect while we were away.”
About: Dogs are my life. I’ve grown up around dogs! I got my first dog when I was 10 years old, I taught her everything she knows and she was my best friend! I’ve been dog sitting for families for a few years now. I can’t wait to meet and get to know your dog!
“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.”
“Sophia was so easy to work with and my pup really liked her. She walked her each day and sent pictures to update us. We had some flight delays due to weather and Sophia was very accommodating. I would highly recommend her!”
About: Over the past 5+ years, I’ve cared for the pets of friends and family, not as a business, but as a way to support them during vacations, work trips, or emergencies. It’s something I’ve always done out of love and a genuine desire to help. My wife also grew up having different pets, including cats, dogs, and other small animals. Together, we share a strong bond with animals and a commitment to provide them with comfort, safety, and affection. I work 100% from home, which allows me to provide consistent attention and care to the pets I look after. Your dog will enjoy plenty of companionship, playtime, and bathroom breaks throughout the day. They’ll never feel alone or ignored. We live in a comfortable, pet-friendly townhouse where your pet will be treated like family. Pets are welcome on the furniture and free to roam throughout the house. There are no restrictions on movement inside, so they can relax and settle in wherever they feel most comfortable. While we don’t have a backyard, we make sure dogs get regular outdoor time with safe, on-leash walks around our quiet, secure complex and the surrounding neighborhood. We never allow pets off-leash while outside, under any circumstances, to ensure their safety at all times.
About: I have experience caring for both cats and dogs with a wide range of personalities and needs, from energetic and playful to shy, senior, or more independent pets. I’m comfortable caring for pets of all ages, including those who may need extra attention, routine, or patience. I’ve also cared for a variety of animals beyond cats and dogs, which has helped me develop a calm, adaptable approach to pet care. My focus is always on making sure each pet feels safe, comfortable, and well cared for while you’re away. I primarily provide care in clients’ homes to keep pets comfortable in their own environment and maintain their usual routine. I focus on creating a calm, safe experience by following each pet’s established habits, routines, and care instructions closely. I primarily provide care in clients’ homes to keep pets comfortable in their own environment and maintain their usual routine. I focus on creating a calm, safe experience by following each pet’s established habits, routines, and care instructions closely. I focus on providing both mental and physical stimulation based on each pet’s needs. This can include walks, playtime, enrichment activities, and maintaining a consistent routine. For more active pets, I incorporate exercise and engagement, while for more relaxed or senior pets, I prioritize comfort, routine, and calm companionship.
About: Taken care of my own cats for 6 years. Work at a shelter caring for different breeds of cats. Attentive to the needs of cats. Daytime hours are best and weekend hours are available. Many flexbile time slots throughout the day, especially if short blocks of time are also needed. I follow all directions from clients, very cognizant of locating any potential dangers to safeguard the animal. Punctual with time sensitive activities and needs of the animals.
About: I have experience caring for my own dogs and others of all sizes for many years! I most recently raised my high energy pitbull puppy who you will see in the pictures! I work from home giving me flexible availability during the day and nights on weekdays to spend some time with your pet! I also have availability on weekends! I will make sure your dog is safe, cared for, has fun, and is returned back to your home! Looking forward to meeting your pet!
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?
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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
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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 Drop-In Visits - Chester
Frequently asked questions about Rover
The average cost for Dog Sitting in Chester on Rover is $27.75 per visit (as of September 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 September 2026, there are 15,458 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:
- 88% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 96% 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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