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: I'm a teacher, looking for an excuse to get outside and love on someone's pets! I love all pets, big, small, scaly or furry! I have raised and nurtured shy greyhounds, rambunctious puppies, and cats. I have two cats of my own. I have boarded and walked dogs since I was in high school. I have special experience with senior dogs as Ive cared for many with unique needs. You know your pet best, so I will follow all directions and care instructions. I am a full time educator that is off for the summer (Late June through September) with a few exceptions I can be available all day. During the school year, Im available after 3pm. I have safety procedures in place for escapees, I have two crates and other tools to keep your pet safe. It is the utmost priority.
“This was our first experience working with Brittany and we are very happy with her work ethic and professionalism. We were in need of a pet sitter for a last minute family getaway and she answered my request and was at my door greeting and meeting our family/pets the very next morning! Brittany treated not only our pets with kindness and care but also was very respectful of our home. She was very thorough with updates and photos, which I appreciate very much! I would highly recommend Brittany and will absolutely be requesting her pet services again. So so happy we found Brittany through the Rover.com site!”
About: My family has owned a cat for 18 years so I’m very comfortable with cats. I have also dog sat for eight families/people with various dog types and ages. I’m currently unemployed for the summer so I’m super flexible aside from some upcoming trips. I am open to anytime of the day and the closer the location the more flexible I am in terms of frequency and timing of visits. When caring for pets in a client’s home, I prioritize maintaining their normal routine so they feel comfortable and secure while their owners are away. I follow all feeding walking exercise and medication instructions very carefully and make sure pets receive plenty of attention, playtime, and affection.
About: Family, friends, and neighbors have relied on me to care for their dogs. As a dog owner and lover, I am knowledgeable and trustworthy to care for yours too! I’m available whenever. I just graduated college this year and I am currently in between jobs so my schedule is very flexible whenever you need. I have a large, clean home and spacious, fenced yard to care for your pet. Expect nothing but fun and love from me to your dog.
“Tanuj did a wonderful job taking care of our elderly kitty Bubba. She took a visit to warm up to him, but once she realized that he was there to give her fishies, she was ALL about it. We got pictures and updates showing how she was doing which definitely made our time away from her loads easier. Thanks heaps Tanuj! 🐾”
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!
“As always, Jodi did a fantastic job. I was out of the country for the third time, and she always made sure that my cat received great care on each drop-in visit. I really appreciated her communication and snapshots of my cat. I will continue to use her services.”
“Klea did an amazing job taking care of our cat. We just moved to the area and we’re looking for a new sitter so I am very happy that we found her. She followed all my instructions and spent a lot of time playing with beans. She took lots of pictures and I appreciated all the notes she left for us. Thank you klea!”
“Ysela took excellent care of our cat while we were away. She was available for a last min weekend trip. She was incredibly responsive and took notes on how to care for our cat. We were updated on each visit with photos and feedback on our pet’s behavior and demeanor. We will absolutely have her take care of our cat again.”
“Isaac was great and communicated well! We had a last minute outing to see some family and didn’t want to leave Jolie for 8 hours. Isaac kept her great company and sent lots of pictures so we knew she was happy while we were out!”
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.
“Joclyn was great with Buster and communicated with us really well to understand his "quirks". We came home to a happy dog (and cats and fish!)!! We would definitely recommend Joclyn to anyone and would have her back anytime we need someone to help us out with Buster!”
“Hailey did a fantastic job taking care of our dog. I loved receiving photos at every visit. I would highly recommend her! She was quick to respond, she kept me updated. Our dog was well taken care of!”
“My dogs are having a great time getting to know Jennie. She sends me videos of the dogs wagging their tails and playing. She also keeps me updated on how the visits are going and sends a bunch of photos which is great! Jennie is very communicative and responsive. She has attended to all of my requests and followed any instructions I have provided. Jennie has been a pleasure to interact with and I’m glad my dogs have responded so well to her care. I highly recommend Jennie!”
“Arely gave Kimmy , my fur baby, lots of attention, and was on time, and followed my directions, that I left. She took the time for a meet and greet also before I took vacation. She sent lots of pictures and updates. I would highly recommend Arely to watch your fur babies. She is very responsible.”
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?
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
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Popular requests near you
Select a filter and find qualifying Chester sitters!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 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 15,389 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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