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.
“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!”
“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.”
“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.”
“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 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: I have worked at the pet shop in town for almost 5 years. I have learned a lot about nutrition and am here to help with that as well. I have always loved dogs & animals. I have 3 dogs now and use to have cats growing up. I have always helped family/ friends with their pets. My cousins would call me “ the dog whisperer” I am very patient and understanding- a dog sometimes is anxious just like us humans. I think taking time out of the day and using interactive toys is so important for stimulation and keeping them busy. I usually am off on sunday & wednesday. I typically work in the morning until 3pm. Can do walks/feed them/ check in’s on the dogs after work. I have lots of grass outside & a gate inside.I would play with them outside, make sure they have a harness and a longer line ( so they are safe)& take them for walks. I can brush the dogs as well. I do prefer to stop at the clients house. I have 2 dogs at my house - it can be a lot. In the clients house I would first make sure the dog goes outside to the bathroom upon arrival. I would take them for a walk, play with the dogs outside( depending on the gate situation) Make sure they have lots of water, food & i can brush them.
About: I’ve taken care of pets since my early 20s. I began fostering dogs in my early 30s and even had some foster failures. I have always been that friend, neighbor, stranger that will stop and help and animal in need or just stop the world to say hi to a four legged love ! I have full open availability! I am a teacher and am home during the summer so I can meet most needs. I am also willing to travel to help a pup in need. I prefer to board at home and I have two small pups at home, Eli and Gidget. Eli is a 12 year old Havanese and Gidget is a 2 year old Brug. They are sweet and get along with all animals and people.
“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!”
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.
About: I have over 6 years of experience in pet sitting for friends and family. My husband and I have a super friendly and playful Labrador Retriever who we absolutely adore! Together, we love playing, cuddling and training/exercising her every day. We love going to the dog park and take walks to a nearby lake. We also like making new pet buddies. I understand the importance of trusting someone to care for your fur babies. I work from home and will be with your per throughout the care period. My house is spacious with a huge fenced backyard, so you can be assured that your loved pet will have plenty of space to run and play around. I am aspiring to get certified as a dog trainer and learn as much as I can :) I will be happy to watch after your babies while you are away! Rest assured that I will communicate their well being regularly and share pictures. I work from home and am available for Day care on weekdays. Day care is 8 hrs stay, and extended hours will be charged $8/hr. I am also available for boarding during the weekdays and weekends. Pets will be taken care of as per specified instructions. Your pet will play in the fenced yard. Pictures will be shared throughout their stay with me.
About: I’ve grown up with Beagles and work well with all breeds and ages. I strongly believe that every dog deserves a day out on the town (or maybe just a walk around it). I’m free most weekends and various times during the day. I can do early mornings or late nights, happy to spend time with any dog throughout the day. I knock and ring the doorbell always first, just so the dogs know I’m coming (if they don’t already), walk in, greet everyone and wish the dogs a good morning, feed and water them, then let them have their breakfast and take them on a walk afterwards, always making sure to clean up after them when I first get there and definitely before I leave.
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
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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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 August 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 August 2026, there are 15,448 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
- 92% 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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