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

Over 9 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.
“She was awesome being able to help me out with a couple days notice. She was able to follow my instructions of feeding my cats loving on them and ironically, most importantly, keeping my plant/flowers alive while I was on vacation by watering them. Thank you so much!”

“Heather was wonderful with my cat. We've only lived here for 3 weeks,so she's a bit nervous about people coming in and out of the house. Heather was calm with Teaghan. I got photos and even a follow up after I got home to see if Teaghan ate her food!”

“Alex is great! She took her time with the meet and greet even though the cats were a little shy and I swear by the time we got back from vacation they were sad it was us walking through the door and not her. The updates for the multiple drop in visits included pictures which is always appreciated when you are away! Alex is respectful and reliable and we will certainly use her again for our furbaby needs. Thank you Alex!”


About: Dogs have always been a part of my life. From growing up with dogs, to working with them, they've always been there. I'm a formally trained groomer who has worked in various places around New England. My specially was working with puppies and dogs with anxiety. Both of those need extra patience and time to keep them safe, comfortable, and to make it the best experience possible. I've also worked for a doggy daycare, have done at home walks, and have a number of years experience with housesitting dogs of all ages. I'm a stay at home mom with two young kids, one in school, one will be going in the fall. We spend plenty of time in our yard, getting fresh air and sun. I have a large yard, unfenced, and a good sized home with plenty of space. There are stairs in the front to get upstairs, but no stairs by the backdoor, making it easy for dogs with mobility issues to come inside.

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.
“This is our 2nd time working with Samantha and she has been wonderful. Will continue to ask for help when we meed it. She is prompt, sends updates and pictures. I will recommend to everyone.”

“Jeanne was great and very responsive. I had full confidence my cats were being well cared for while I was away. I would definitely recommend Jeanne and hope to reschedule her services for future dates.”

“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 .”

About: Former vet tech currently working on becoming a dog training and would love to help you in making sure your fur baby is as happy as can be when you need! In school to become a dog trainer with a strong foundation in fear free and positive reinforcement training so a lot of my time is around observing and playing with dogs. I enjoy going to the dog park with my pup and working on different tricks and talking to other owners about things they've noticed with their own pets. I truly live to make the owner/pet bond stronger. My background in vet med allows me the ability to spot any possible concerns. Having open availability allows me the time and focus to properly care for your best friend.
“Brye is fantastic with my two cats and I love the updates and photos she sends. She spends quality time with them and gets to know their personalities. I know they are on good hands when I’m away!”

“Erin is a fantastic sitter. She was incredibly helpful for the two weeks we had her provide drop-in visits for. She communicated well. We loved the pictures and are so glad all three of our cats had such excellent care. She even took our garbage down to the street for trash day which was absolutely above and beyond. We came home to three well cuddled, well-fed, and happy kitties. We would absolutely use her services again in the future.”

About: I had the joy of a Lhasa Apso Miniature Toy Collie for four years, showing my love for both felines and canines. Due to unforeseen circumstances, I found a nurturing home with a dear friend for my dog. Now, working from home, I'm eager to bring a pet's companionship back into my life. I offer a clean, safe environment and enjoy spending time outdoors, soaking up fresh air during breaks and lunchtime walks around my complex. Creating a pet-friendly atmosphere is important to me, and it would be a pleasure to share my home with a furry friend. I'm gentle and affectionate with animals, and they naturally warm to me. I'm looking forward to meeting your pet and hopefully becoming your next sitter. I'm available for boarding drop-off after 3:30 p.m. on weekdays and after 9 a.m. on weekends. Pick-up time is by 5 p.m. on weekdays and by 3 p.m. on weekends, but I'm flexible if needed. I do not currently have any pets. In the near future, upon purchasing a home with acres of land and a secure yard, I plan to welcome a pet into my family.
“Jessica was caring and attentive to our kitties! She was able to modify some instructions when my kitten wasn’t eating as well and was very communicative with updates. Thanks, Jessica!”

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 Drop-In Visits - Chester
Frequently asked questions about Rover
The average cost for Dog Sitting in Chester on Rover is $21.4 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 2,789 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
- 94% 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.






