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

Over 2 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.

“This was my first time getting a pet sitter and I couldn’t be happier! My cat is getting old and Stephanie did as great job at not only keeping her company and making sure she was happy, but also keeping me informed on how she was doing. Loved the pictures! I will definitely use her again.”


About: My name is Kathryn and I go by Katie, I’m 20 years old I’ll be 21 in July. I live in Derry NH and I can’t wait to help out families who need it! Leaving your fur baby at home can be stressful. Trust me, I love mine so much. But I’m here to make sure there is nothing to stress over and that they are well taken care of. Over the years I’ve cared for many dogs and cats of all sizes, ages, and personalities and truly enjoy making pets feel safe, happy, and loved while their owners are away. I used to groom dogs, clip nails, walk dogs for as long as needed, and feed them daily or multiple times a day whatever is needed. Along with any medications they need as well. Friends, family, and neighbors have trusted me to walk, feed, play with, and care for their pets. I can also send update pictures or videos to my clients and make sure they know I’m doing exactly what they asked for! Im a very active person who loves working out so when im not at Pilates or doing school work im free, but im very able to manage my time. Im free all the time this summer may-august mornings and evenings. So just give me a heads up! And I’ll be free on weekends during the months after this summer. My top priority is making sure every pet feels safe, comfortable, and cared for. I live in a home away from busy roads, and pets will always be supervised in a safe environment. During walks, I always keep dogs on a leash, clean up after them, and make sure they get plenty of exercise, attention, and care. I’ll also follow any specific routines or instructions to make sure your pet feels right at home.
“Anthony has been absolutely wonderful with our young puppy (from 10 to 14 weeks)! He has taught him to walk with manners and helped us with tricks! Our puppy absolutely adores him — we will continue to rebook! Thank you so much, Anthony!”

“Krystyna was absolutely wonderful with our two kittens! She was caring, attentive, and made sure they were happy, comfortable, and well taken care of while we were away. It gave us so much peace of mind knowing they were in such good hands. We really appreciated the updates and the care she gave them. We would happily recommend Krystyna to anyone looking for a trustworthy and loving pet sitter!”

About: For all of my life I have had animals. They bring sheer happiness to my soul. We currently have 3 seniors - 14 yo cat since a kitten, an 11yo small dog adopted in 2025 and a 10 yo dog we rescued when he was 4 months old. I understand how important it is when going away to know your furry friends are in good hands, safe and cared for. Those things make the experience of being away so much more relaxing. That is what I am here for, to help you relax and not worry that your pets are being stressed. Getting to know the unspoken needs and nuances of animals in my care is a main priority. Each of them has their own personality which, when recognized, makes the time together positive experience for all involved. I do work a full-time mainly remote job that offers flexibility to support the needs of animals in my care. While in my care, I am attentive to their needs keeping them on any type of schedule for continuity of care. My yard is partially fenced allowing me to offer a tethered sense of freedom for your dog. Cuddles, love and walks are absolutely on the menu.
About: Fun, loving, kind to dogs. Love to play with them, been dog walking when my family needs me to experience if dog pulls/starts to run Looking for part time, as long as I can bring my son on weekends it’ll be fine. Weekdays M-F 9am to 2pm availability. Thank you! Enter home through side door and make sure to greet pets before doing whatever is needed to be done. Make sure pets don’t escape. Thanks!

“Tegan has walked my dog for the last couple months while I'm at work and she has been so wonderful! She is on time and communicated well. I have a high energy husky and Tegan has done such a great job with her. I couldn't recommend her more!”

“Skylar was absolutely incredible with our four dogs! She was available at the last minute for a family emergency. In the process, she updated me and shared some photos of some very happy babies. Our dogs warmed up to her very quickly! She was also very understanding when we came home sooner than expected. We will definitely be using her in the future! Thank you, Skylar for loving them as much as we do :)”

“Lindsay took care of our (cat) babies like they were her own. She took photos of them every time she came to see them, and spent time playing with them as well as feeding and medicating as needed. My cats loved her from the very first introduction. Lindsay is not only an animal lover, she's also a great lady. She surprised us with a list of places and things to try since she knew my husband and I had just moved into the area! We’re definitely looking forward to having her care for our cats in the future.”

“Sorry Im so later with a review .Chelsea did a very good job taking care of Fred ,she gave him his insulin shots twice a day ,did a good job taking care of his food ,water and tray .Sorry you moved I would have you take care of Fred any day .”

“Allison watched our cat and dog with daily visits while we were away. Our dog is a large German Shepard that can be a bit of a challenge to handle, but Allison quickly put him at ease and established trust with our dog. She also took excellent care of our cat, giving him the type of quality attention that he loves. What stood out to me was how Allison kept a watchful eye on everything during her visits. She pointed out an issue with our rather expensive fish tank and notified me. I'm sure we would have lost most of our fish and coral if she had not taken the initiative to help out. In addition to giving us daily updates and photos of our pets she gives you the sense that everything is well taken care of. Allison far exceeds what I was expecting of a good pet sitter. In my opinion, there is absolutely no one better. I highly recommend Allison. You can feel at ease when you are away. She is a superstar!”

About: Walking your dog will probably be the highlight of my day!I’ve spent my whole life helping raise dogs small to large, as well as helping friends and family out often. Even though in college I was a Health Science major, i took elective animal psych and behavioral classes that i feel really helped my understanding and knowledge about dogs and cats! I make my schedule to fit my pets needs, so in the morning I let my 2 dogs out for potty and little exercise before breakfast.My mom works from home so she will come let them out around noon and at 5 one of them goes on a walk with me while the other stays back in the yard (he doesn't like the outside world)! I will make sure your dogs needs are met depending on breed, size, age, etc. I have worked and owned dogs from 12lbs to 105lbs so I feel well equipped. If your dog is a breed I am not familiar with I will look into the breed beforehand to better understand the dog. Im used to reactive dogs, and am careful to read their body language at all times.
About: Animals have always been a huge part of my heart. I was lucky enough to share 20 beautiful years with my two pups, who have since crossed the rainbow bridge. Loving and caring for them shaped the way I show up for every animal I meet. I have a naturally calm, grounded energy, and animals seem to feel that right away. Most pets warm up to me quickly, whether they’re playful and energetic or a little shy and need gentle patience. I understand how important it is to feel confident that your pet is safe, loved, and truly cared for while you’re away—and that’s exactly what I provide. Your pet won’t just be watched… they’ll be cared for with presence, respect, and lots of love. Hugs- Auntie Trie Hi, I’m Trie – a traveling artist with a heart full of love for furry companions! While I spend most of my time creating intuitive art and sharing it at music festivals and events, I also cherish the quiet, grounding joy that comes from the company of pets. Pet sitting is my way of adding a little extra income while also getting some much-loved snuggles and tail wags in return. I understand how important it is to know your pet is safe, happy, and loved while you're away. That’s why I offer more than just feeding and walking — I provide companionship, comfort, and care. Plus, as an artist with a keen eye, I’ll send you professional-quality photo updates so you don’t miss a beat (or a bark). Whether your pup needs a playmate, your cat needs some chill company, or your plants just need a good watering — I’m here to help make your time away stress-free. Let’s chat and make sure your pets (and peace of mind) are in good hands I will take care and love of your pet in your home just as I would it was my pet or home. I will make sure that they stay safe and protect your belongings.
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.
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 Dog Sitting - Chester
Frequently asked questions about Rover
As of September 2026, there are 2,739 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:
- 93% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 93% 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.







