Pet Sitting Chester
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Over 37 pet parents in Chester have booked pet sitting
Chester, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Frances was fantastic with our two high-energy kitties. She immediately put us at ease and was super easy and nice to work with. She took great care of our home and pets. Trustworthy and friendly, she gave them lots of playtime and made sure everything was taken care of so we could enjoy our vacation.”
“Met with us prior to meet the pups and go over instructions. Arrived on time agreed. Went above and beyond. Stayed and played with the pups the entire time. Communicated well. We felt comfortable with Ly-Linh right away and would not hesitate to recommend.”
About: I have been taking care of pets since I was born with my first Golden Retriever “Missy”. My family has had a wide variety of animals from dogs and cats, to hamsters and bunnies, all the way to horses. I am often called on by my fiends to pet sit as I am known as the friend with a surplus of pets. I currently have a small dog named Munchie with many different health problems such as anxiety and epilepsy which gives me experience in caring for dogs with specific needs. I also currently have a large dog who is a Shepard, Boxer mix named Leo who gives me experience in caring for large dogs and their active and rambunctious needs. Along with my two dogs I have four cats who give me experience in the joy of caring for cats. As a pet owner I know the struggle of finding a good and trustworthy pet sitter. That is why I want to be able to be that pet sitter that will allow you to enjoy your vacation or go to work with the peace of mind knowing your pet is being taken care of. I am currently employed full time with a 9-5 schedule and fitting time to care for a dog or cat in my free time brings me so much joy. I live in a wonderful warm home for anyone interested in my boarding services and I for drop-in visits I am able to provide the love and attention your pet needs with lots of pets, playtime, walks and treats!
About: I have had all sorts of pets since I was a kid from bunnies, guinea pigs and hamsters to dogs and cats. I have a dog of my own. She is a sharp-eagle. She is about 2 years old and loves all dogs. I would love to bring her along with me to go on walks etc at your approval. I am currently a nanny part time and a part time student at SCSU. I would have plenty of time to care for your furry friend on the weekends. I care for your pets in your home and will follow any directions for caring for your furry friend. Whether its feeding and or playing or walking I am there to care for your pet in the time of need.
“Vincent is the best! He is so thorough and knowledgeable about dogs. He took our dog out every day for a good walk and even cleaned up some messes the dog had made around the house. He is incredibly trustworthy and kind. I would highly recommend him to anyone.”
About: I am very punctual and am responsible. I have taken care of dogs all my life and love animals. I have rescued plenty of stray dogs and that is one of my lifetime goals. I do believe in treating all animals with the same care and respect. One of my special skills is I can take care of any dog. No matter the size or the amount of work needed, I will make sure your dog receives the same love and affection you desire for it to have. You will not find anyone more loving and caring about dogs than I am. I also have a bunch of energy and love to play with energetic dogs. I am also great with older dogs who would much rather take it easy. I have extensive knowledge in dog sitting. I used to work for Pups Pet Club and through the organization I’ve learned how to take care of dogs any size.
“This was my first time using Rover, so I was a little apprehensive. But after meeting Adriana, I was confident that I was making a smart choice in choosing her to care for Donut. He took to her immediately, as did I. I loved knowing that he was in good, kind and very capable hands. She provided the most adorable pics of his daily “glamour shots”, where he’d ham it up for the camera. It gives me great joy and so much relief knowing I can call on her to take such good care of my boy. I wouldn’t hesitate to recommend her services to anyone needing top notch pet sitting / pet-care.”
“Michelle did a great job taking care of Scout! I was very happy to get updates and pictures of him while we were away. I will definitely request to have her take care of him next time we go on vacation.”
About: I have been a dog lover my entire life! I always had dogs growing up. I lived in Colombia most of my life and moved to the US 3 years ago. I am experiencing with different breeds. Growing up I had poodles, schnauzers, bulldogs, golden retrievers and Aussies. I personally don’t have a dog of my own but do live in my sister’s in-law apartment and she has 4 beautiful Aussies that I love like if they were my own. I care for them when my sister travels or whenever they want to come and hang out with me. Please note that I am still learning English but are able to speak basic commands in English to your dogs. My main language is Spanish. Hablo Español!!! I currently have a full-time job and work Monday-Friday 7:30am-4:00pm in Clinton, CT. I am available any day during the week after 4pm or weekends anytime. I can care for your dog at your home or at my home. I currently live alone in an in-law apartment at my sister’s home. We do have a spacious fenced backyard that I can use to let your dog run around. I am a very honest and trustworthy person that will keep your dog safe.
About: I’ve loved and cared for animals my entire life, from farm animals to beloved pets. I have a special place in my heart for senior dogs after caring for my Pomeranian, Coco, in her old age.🪽I’m calm, patient, reliable, and experienced with all personalities, routines, and medication needs. I treat every pet like family and every home with respect. I’m a full-time student online, so I have plenty of time to spend with pets. I’m active and love getting dogs outside for walks and hikes, and I also make sure they get enrichment through play, structure, and mental stimulation. I practice a lot of this with my own dog, Brownie. I’m experienced with dogs of all ages. I’ve cared for my own dog, Brownie, from her puppy days and know how important patience, guidance, and consistent routines are. I follow the routines you’ve set for feeding, walks, playtime, and enrichment, and make sure every pet feels safe, comfortable, and loved in their own home. I treat your home with respect, keep things tidy, and pay attention to the little things that make pets feel relaxed and happy while your away.
“Kejda was great and so good with our puppy! I felt comfortable and trusted her with her and Roxie had a great time. 10/10 would recommend & have her watch our animals again!”
“Dustin is the absolute best! It’s only because of him I was able to leave for two weeks and enjoy time with my loved ones for the holidays. He is trustworthy, consistent, and reliable. He was patient with my girl, Marshmallow, and accommodated to her needs. My family and I are so grateful for Dustin, and I plan to rebook him in the future.”
The median cost per visit for pet sitting in Chester is $24
Pet 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.
How to book pet sitting
1. Search
Browse profiles of sitters near you who offer pet 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 pet sitting - Chester
Select a filter and find qualifying sitters offering pet sitting.Sitters in Chester average 6 repeat pet sitting clients
FAQs for Pet Sitting - Chester
Frequently asked questions about Rover
The average cost of Pet Sitting in Chester is $22 per visit as of October 2026. Most bookings cost between $17 and $35 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 2,334 sitters on Rover offering Pet Sitting across Chester. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.
If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.
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 .
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 , which provides up to $25,000 in eligible veterinary care reimbursement.
Yes, you can find sitters who have experience with handling special pet needs in Chester. On Rover:
- 89% of sitters can help with special care needs
- 92% 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.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
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