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.
About: I’ve been caring for pets for many years and have always considered them part of the family. While I’m new to professional pet sitting, I understand the love, patience, attention, and responsibility that comes with caring for someone’s beloved pet. What sets me apart is the personal attention I give to every pet. I take the time to learn their personality, routine, and individual needs so they feel comfortable, safe, and loved while you’re away. I’m dependable, caring, and treat every pet the way I would want someone to treat mine—with patience, kindness, and plenty of affection. My goal is simple: for you to feel completely comfortable knowing your pet is in good hands. 🐾❤️ I currently work full time so I am available after 6pm weekdays, and most of the day on weekends to play and care for you fur babies. When caring for pets in their home, I follow their normal routines and the instructions provided by their owners. I make sure pets are safe, comfortable, and supervised, while giving them plenty of love and attention. I’m respectful of every home and treat it with the same care I would want for my own. I also keep owners updated with messages and photos so they can feel confident knowing their pets are happy and well cared for.
“Amazing! Our doggies loved him. He took extra care and truly altered his schedule to surround our dogs at the center of it. Consistently responsive, and let us know of every single detail which was most appreciative. Excited to book him again!”
About: a dog owner myself and living in an area surrounded by owners who I’ve helped over the years to take care either walk, stay over night, or just a cuddle buddy, I’ve worked from puppies all the way to senior puppies I work full time but my hours vary each day so I know what days work better and will be able to help anyone whenever requests assistance for their loving furry friend my dog is trained off leash, but I don’t have a fenced backyard I love at a dead end so I have a lot of space to run around if need but a big area in neighborhood for walks to the park or just in town.
“Gabe did an excellent job caring for our two cats while we were away! One of them requires insulin injections and has a few quirks, and Gabe handled everything with confidence and care. He clearly paid attention during the meet and greet and followed instructions closely. Communication was great, and we felt totally at ease knowing they were in good hands. We’d happily book with Gabe again!”

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.
“Jordyn is great with our cat and dog! Jordyn has been helping out with our dog for the past couple of months and was eager to help with our cat while we were traveling as well. She is always communicative and kind!”

About: I have been around animals all my life, especially dogs. Growing up we always owned a dog. I grew up in an apartment around dogs, birds, rabbits, chicks, ducks, hamsters and turtles. Over the years, my main connections were and are dogs. They are so unique in their own way. Their personalities are very special to me. Dogs can talk for those who listen. I currently work full time. I am home by 4pm. I take my dogs out for long walks or to the doggie park when I arrive. My husband is our pets caretaker during the day since he works nights. He gets to play with them in the yard, walk them and feed our fur babies. I live in a corner lot house and it is partially fenced. Our dogs play in the yard. They also take long walks three times per day. We also have a dog park five minutes from the house and they enjoy going there.
About: I absolutely love caring for dogs, and I’ve been a Rover sitter for over a year now. I have a Rottweiler and a Pomeranian who are the best of friends, and we enjoy our twice-daily walks together. I’ve grown up with Rottweilers, so I know exactly how to handle big & small dogs —especially when they’re feeling anxious or need some extra TLC. I work from home 3-4 times a week and always available on weekends, so I’m always around to keep your pet company and give them the attention they deserve. Whether it’s a long walk, some playtime, or just a cozy cuddle, I’m here to make sure your dog feels loved and cared for, just like my own. I work from home 3-4 days a week, so I’m always available to give your pet the attention they need. My own dogs get two daily walks, and I make time for play and snuggles in between. Whether it’s a walk or some quality time, I’m here to ensure your pet feels loved and cared for all day. I make sure your pet feels right at home, whether they’re here with me or in your home. My place is pet-friendly, with plenty of space for play and relaxation. I keep a close eye on them, ensuring they’re safe and comfortable. At your home, I stick to your pet’s routine and follow any special instructions to keep them feeling secure and loved.
About: My first ever pet care job was the barker lounge. This job included watching over 10+ dogs in a group, maintaining a safe play environment, and cleaning up after the dogs. I’m currently a dog groomer and work with dogs majority of my day making sure they are safe, well taken care of, and clean. I own a husky of my own! I am also a pet groomer with 4 years of experience I am currently a full time dog groomer. I work 12pm-6pm grooming so I can do drop in visits before or after my shift. I look forward to caring for your pups I have a very friendly husky at home who would love to play and keep your fur babies company. if needed I could crate my dog or with permission, pet owners fur babies.
“Everything was perfect. This was our first time Natalia. She followed our instructions and we got hold to happy pups and well taken care of home. Thank you for your service.”

“Jennifer is very patient. We have a dog who is fearful and Jennifer was able to get him on walks. Our dog even ate all his food. It is very helpful to have Jennifer because of my dog being anxious. There aren’t many ppl can work with him and that he allows to get close to him. The good news is that our pup is being helped by UPenn’s team. He should be feeling better soon 🐾🐾🐾❤️❤️❤️”
“It was our first time going away since we adopted our cat. We were nervous and hesitant about leaving her while we were gone. Our timid cat warmed up to Cecilia right away and this made us feel so much better! Cecilia was attentive and followed our cat's routine. She did an amazing job with Lola and would we not hesitate having Cecilia watch our cat again.”

About: Hello!! I am an animal lover looking to help with your boarding and pet care needs. I am patient, dedicated and organized; all traits I have learned through my background as an occupational therapist. I love helping and taking care of people, as well as animals! My dachshund, Daisie, and I love spending time outside, in my spacious 9 acre property. Looking forward to treating your pet with the same love and attention I’d treat my own. My current role in healthcare gives me a lot of flexibility with my time. I am able to accommodate long boardings at my home. I am also able to accommodate additional pet care needs around my schedule. I currently have one dog, Daisie. She is a 2 year old dachshund. I believe all dogs need lots of time, love and attention. I prioritize play time, cuddle time and rest time for all pets.
“Erika is awesome. She ensures your pet is safe and all instruction is followed. My husky boy isn’t the easiest and she is super patient and he loves her already! Would highly recommend.”


About: I have always been around dogs and have had dogs of my own. I currently have 2 dogs, a bishon havanesse and a pitbull. They are fun, silly and definitely worth the chaos. I will take care of your babies like they were my own. This is currently the only thing im doing. I love to hang out with dogs, see their individual personalities and get to play with them. I have a fenced in yard and will make sure to keep my dogs in a separate part of the house if your dog isnt comfortable around other dogs. Any dogs comfort and safety is my main concern. I will take care of your dog like if they were my own.
About: I have been caring for pets since I was 10 years old. I love all animals I always have. I'm a very sensitive soul and I really feel their energy. They seem to love me as well. I've always treated all of my fur babies as just that, part of the family like a very important part! So when I care for your pet rest assured they will have a luxury experience and pretty much run the show. I let them decide where and when to walk and go outside and play and eat, all within your guidelines, of course. I would be honored if u would allow me to care for your amazing fur baby or babies🐾💖 I currently work part-time so I have plenty of time to spend spoiling your fur babies. My schedule can be flexible so please reach out to see if we could be a good fit I am extremely flexible and can customize care to fit you and your pets specific needs and make sure your pets are comfortable and feel at home.
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.
How to book dog sitting

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
The average cost of Dog Sitting in Chester is $28 per visit as of October 2026. Most bookings cost between $21 and $33 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 15,414 sitters on Rover offering Dog 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.
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 .
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.
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 .
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:
- 84% of sitters can help with special care needs
- 88% 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 , 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.




