Dog Sitting Chester
Book a Chester dog sitter to watch your dog in your sitter’s home or yours.
Over 4 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 grew up with rabbits and various small pets. My first dog, Toto, was trained by me in elementary and middle school. Now, I spend my evenings caring for others animals whenever possible! I work 7:30 am to 3 pm as a teacher! My day does allow for a mid day visit, distance depending! Free every evening for walks and lots of attention! Experienced with crate trained dogs and more free range styles. Love building trust with animals and keeping their days typical and calm while their owners are away!
“Amanda was an awesome drop in for our our cat! She was punctual, kind and gave Kitty her medication like a pro. We will absolutely be using for drop ins again soon!”
“Paz did a great job. She pays very close attention to detail, even going so far as to take lots of notes during our meet and greet. My dog is reactive so needs special care around other dogs. Paz followed my directions and safely navigated around the problems. She was also willing to take care of my dog despite having a sudden bout of diarrhea that started the day before her visit. Lots of pictures and excellent communication.”
“Nicole is the best!!! We were a little nervous to try Rover for the first time with our two cats, one of which requires daily medication. She was so responsive and loving for our kitties!!! She made the entire experience stress free. We can’t wait to work with her again!”
“Kristin provided great care for our cat while we were on vacation. She sent detailed updates and daily photos. Besides feeding and cleaning his litter, Kristin showed him great affection which was very comforting. I would not hesitate to have her care for our cat again in the future.”
About: Hi! My name is Dante and I absolutely love dogs. I do not treat this as a job but as a privilege to take care of pets. I have always had a pet in my household, so I am very comfortable with dogs. I am young and promise I will have just as much energy as your dog does. I am very good at butt scratches and belly rubs. I will be prepared for any situation and I am very easy to contact. I understand plans get altered and I am flexible with changing schedules. I will treat your dog as I treat mine and make sure everything is done to the best of my ability. I hope you allow me to make your dog’s day the absolute best I can. Thank you
“I highly, highly recommend Liz to watch your furry loved ones! Liz is excellent at keeping communication and sending pictures along with updating how our pups were doing while we were away. You’re making a mistake if you don’t book Liz, she’s the best and will always use her for our pups!”
“Jacqueline 🐕🦺🐾 was great. While I was away, she took time out of her schedule to check on both my cat and dog. They both enjoyed our company very much. She was kind, timely, and responsive to all of my messages. I look forward to working with her again in the near future.”
About: I have experience with many animals from working at a vet in the past. I have owned cats and a dog. I have pet sit for several families including caring for a bunny I currently work part time so I have lots of availability to care for your pets. Besides caring for my own pets I have cared for several families pets while they were away I can make several drop ins during the day to care for your pets. I can also walk your dogs and/or play with your pets in your home.
About: Hey! I'm a dog lover with tons of experience taking care of pups of all kinds. Your furry friend will get lots of playtime, cuddles, and attention while you’re away. You can count on me & my husband to keep your dog happy and safe until you’re back!🤍🐶 My schedule now days... I am a work-from-home mama who is available all week long and would love to spend more time taking care of pets. Environment… I do have a friendly pup boy 🐶 with a lot of energy so we are always having fun at home and going for walks. Always a happy, safe, and comfy place✨.
“Callie is just the sweetest pet sitter! Not only did she provide tons of cuddles and play, she even left a treat jar for Bailey and a thank you card after she was gone. What a sweet sentiment! Bailey appreciated the treats so much! And the thank you card was so sweet! Thank you Callie for that extra special touch! We will be sure to use her services in the future!”
About: I've been caring for pets for almost 10 years, including about 8 years of experience with both dogs and cats. I genuinely enjoy spending time with all kinds of dogs—from big to small, energetic to laid-back, and everything in between! I love getting to know each dog's personality and making sure they get the attention, exercise, and care they deserve. I work remotely with a flexible schedule, which gives me great availability for dog walks and drop-in visits throughout the day. I’m able to work around your schedule and provide your pets with the attention and care they need. I’ll always care for your dog with the same love and attention I give my own. Whether we’re out for a walk, enjoying some playtime, having a meal, or simply keeping each other company, I’ll make sure your pup feels happy, comfortable, and well cared for!
About: I always knew I wanted to work with animals, but it wasn’t until I started working at a kennel that I discovered my true calling: dog training. In September 2023, I made the decision to pursue this path seriously by attending National K-9 Dog Training School in Ohio, where I earned my certification as a professional dog trainer. Now, I’m proud to turn that passion into a career. I’m deeply committed to helping dogs and their owners build strong, respectful relationships, and I love sharing my training methods to make a positive impact on both ends of the leash. I’m trying to get my small business out into the world and taking small steps like this will help me! I'm currently working part-time, so I'll have plenty of time to play with your fur babies! I'm available for boarding and weekdays. My schedule with my part time job changes each week but I make sure to let my clients know! I will ALWAYS be talking to your fur baby! They become family once entering this home. I currently live in an apartment that has a designated area to bring your dog to have fun off leash!
“Cara is the best! She takes care of Gambit as if he is her own dog. He looks forward to seeing her, going on walks and playing. I don’t think I’d ever find anyone as great as Cara! I consider her part of the Gambit family”
About: I have experience caring for dogs of different breeds, sizes and personalities and love them all! All of my dogs have been raised from puppies through their senior years. I recently said goodbye to my Boxador, who fell ill and required special care for many months. Whether shy, spirited, or somewhere in between, I tailor my care to each dog’s personality and needs. I have cared for pups with health challenges and am confident in my ability to provide gentle, reliable support, including medication administration and comfort-focused care. My schedule is currently flexible, allowing for morning, daytime, and evening care. I am available as needed for walks, play time, boarding, and any other adventure that brings your pup joy. In my home, dogs are more than guests. So long as it is okay with their guardian, pets here are welcome to lounge on furniture and sleep wherever they feel most comfortable. My back yard is full fenced in (privacy fencing on both sides and secure, post fencing in the back facing a wooded area). I live in a very safe, walkable neighborhood for those that enjoy a stroll. It is very important to me to respect my client's care instructions, regardless of my own experiences or preferences. I will make every effort to maintain consistency and ensure your pup feels at home at all times.
“Caroline went above and beyond for us when our vacation turned tragic with the sudden illness and passing of my grandmother-in-law that required multiple changes of plans to accommodate the changing situation. She was extremely flexible when our vet informed us that she recommends daily visits rather than every two days after a behavioural checkup right before our trip. Then, there was Grandma’s situation, where Caroline quickly accommodated adding one more day, and then, as the situation progressed, went to great lengths to ensure we were covered no matter what for an additional 3 days. Not only that, but she gave Lucy plenty of love and ensured she was well taken-care-of. To top it all off, she also took the cutest photos and brought in our packages. House was super clean when we got back. We’ll definitely be using her again”
About: I’ve had a dog since I was 7 years old who recently passed away. I live with my parents who are also fellow animal lovers and love when I pet-sit for friends. It brings life and fun to our household to host your furry friends. I currently work part time waitressing a few nights a week nearby. I am off weekends so I have all that time carved out to take care of pets! I have an unfenced, medium sized open field directly across from my condominium building I can take your pet for potty breaks and play time. I can keep them leashed for their safety. My parents, who I live with, are fellow animal lovers who love spending time with animals. I have a lazy cat who spends most of the day sleeping, but he lives upstairs in our split unit with my parents. My unit is entirely separate from where he resides, so if your pet doesn’t like cats, it’s no problem!
About: I’ve always been the go to, reliable and trustworthy person to help care for my friends and family’s’ animals. I care for my own dog Izzy as well as three other animals in my house! I currently am working part time as a server so my schedule is open to helping others! I’m very flexible and have my own car! I have two dogs and two cats I care for in my home, we also have two crates for the dogs if needed. I also have a fenced in yard!
The median cost per visit for dog sitting in Chester is $20
Dog parents share their Rover experiences - Chester
Emma truly was incredible. I felt very comfortable with her taking care of our two WILD doggos while we were away. Our big dog is very anxious and she did great dealing with his behaviors. If she can take care of our two crazy rescue dogs, I am sure she will also do great with all dogs! So happy we found Emma. :) Highly recommend!
Caroline was fantastic! She took very good care of our three cats and our dog. There were no issues and she sent great pictures of our pets after every visit. Communication was great and she provided detailed updates each visit. We were very comfortable and pleased with Caroline taking care of our pets! Thanks!
Karen was wonderful with my 2 dogs! She is reliable, caring and kept me updated with photos and messages. My dogs were so well cared for and I could see how happy and content they were in the photos! Knowing they were in such good hands gave me complete peace of mind. I would highly recommend Karen to anyone!
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
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 Drop-In Visits - Chester
Frequently asked questions about Rover
The average cost for Dog Sitting in Chester on Rover is $16.05 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 8,903 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:
- 91% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 95% 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.
Connect anywhere with the Rover app
