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

Over 22 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 had cats, dogs and many other animals my entire life and know how important it is that they get quality care and love! I have always cared for all other animals with love and attention as if they were my own whether they were strays or belonged to friends/family. I have dog-walked and pet-sat for friends and family whenever they have needed help, making sure their pets are well taken care of not just physically but emotionally (to the best of my ability!) while they are away. I have walked and pet-sat dogs of all kinds including puppies and senior dogs as well as disabled and special needs! I have also done feedings and general care for other animals including chickens, horses, goats, llamas, reptiles and others. Throughout my life I have rescued and/or taken care of a range of animals including kittens/cats, puppies/dogs, rabbits, chickens, raccoons, mice, opossums, birds, fish and reptiles. With many years of experience caring for animals, I am confident in my ability to provide attentive, compassionate care to your fur babies! I am available in the mornings and early afternoons for pet check-ins, walks, and other care needs. Additionally, I am available after 5pm on weekdays for any evening care, ensuring pets receive attention at the end of the day. I also offer overnight or weekend boarding, providing reliable care when owners are away. My flexible schedule allows me to tailor my services to meet the specific needs of pets and their owners, offering peace of mind and dependable support. When boarding pets in my home, I offer a safe and comfortable environment tailored to each pet's needs. Depending on the pet's temperament and preferences, I can either crate them for security or allow them to roam freely in a designated pet-friendly area. I ensure that they have plenty of space to play, rest, and feel at ease. I’m committed to maintaining a routine similar to what they’re used to at home, including feeding schedules, exercise, and personal attention. If needed, I can also provide extra care, such as administering medications or offering special accommodations for senior or special-needs pets. When caring for pets in the client’s home, I focus on maintaining a familiar and safe environment for them. I will follow the established routines for feeding, walking, and any other care instructions provided. Whether it’s keeping them indoors, ensuring they have outdoor playtime, or administering any medications, I approach each task with responsibility and attention to detail. My goal is to offer peace of mind to pet owners, knowing their pets are safe, happy, and well cared for in the comfort of their own home or mine.
“Nicole did drop ins for my two dogs for a long weekend. She was very attentive and thorough at keeping you informed on how your dogs are doing. We are repeat customers and would highly recommend her!”

“Julie was the absolute the best! She went beyond and so much for our Crumpet. Kept in good contact the whole time and was there for us on short notice and on the holiday. Julie is the best! Will definitely use her service again, and recommend her to everyone!”

“This was our second time having Bridget take care of our 2 cats while we were gone for a week. She took so many great pictures of the cats every day and we appreciated the updates on how the cats were doing. We look forward to having her again :)”


About: Hi, I'm James your new best friend. I am a new dad and dog dad. I have been caring for loved ones pets for years and want to be able to share my love for animals with you all. I have a 1 furry friend "Mocha" but have had lots of experience with dogs, cats and other critters! I'm looking forward to sharing my all my love with your loved ones! I have the ability to care for your loved ones in the evenings and weekends and give them all the love in your absence and more! I choose to not pet sit in my home due having a young child but can happily care for your furry friends in there own home environment

About: I am a children’s acting teacher that primarily works from home so I can spend lots and lots of quality time with your precious pup! I have a extremely safe and fun environment in Monroe on Mountain Lodge to share and plenty of stellar references from pups and their humans. If your loved one stays at my little cabin they get to walk daily with me to the one of the most BEAUTIFUL waterfalls!! I send lots of pictures if requested and my main goal is to make your lil loved one feel welcome while you go have fun!! About this sitter: I am a children’s acting teacher working primarily from home. I have over 30 years experience with animals of all types having been raised on a farm in Ga. I have plenty of experience with gentle training and specialize in pups with special needs. I offer a very safe and loving environment with lot of fresh air walks to a waterfall! I am a children’s acting teacher working primarily from home so I can spend lots of time with your precious pup or kitty! My main goal is to make them feel welcome with lots and lots of love I live in an extremely safe area on a dead end private road surrounded by beautiful woods and right close by to a waterfall! I’ve had MANY pups and kitties stay and their parents are thrilled by the area
“Chantal did a great job caring for our cat and three foster kittens while we were out of town. She’s friendly and quick to respond to messages. We would happily book her again in the future!”

“I wish I could give Alexis more than 5 stars!!! I contacted Alexis last minute about day care for my two German shepherds, plans quickly changed because of my one of dogs health and she didn’t hesitate to offer to come to my house instead. My dog had an accident in my house and she thoroughly cleaned up after him. Alexis goes above and beyond for her clients and their pets from quick response times to genuinely caring for your pet. Keep up the great work and I look forward to booking again with you soon!”

About: Hi my name is Destin and I’m a working professional based out of Orange County NY. Unfortunately I’m not boarding due to owning a cat myself. However, I’m always open to other opportunities! Please don’t hesitate to reach out with any questions! I always make time to care for any pet! I’ll move things around to prioritize. My daily and weekly routines are very similar with little to no changes. Unfortunately I’ve halted boarding due to owning a cat myself. However, I’m always open to other opportunities! Regardless of where I care for pets, they’re always safe, secure and will have fun!

About: I was a mama to my Olde English Bulldogge boy Lolek for 11 years. I currently own a 2 year old Bull Terrier female named Koko and a 15 month old Cockapoo named Nala. I also have 5 chickens and 6 ducks and love to take care of animals as a homeschool mama. I homeschool my kids so I have a very flexible schedule. I am available during the week as well as the weekend. I only my be unavailable for services between 5pm-7pm as I may be taking my kids to extracurricular activities. I have 2 dogs at home so I welcome pets that get along with other animals. I have a 1.7 acre unfenced yard and love walks in my neighborhood and playtime in my yard. My dogs are crated during the night and when I am not home. I welcome pets that sleep in the crate during the night but also can accommodate well trained sleepers that need a bed or sofa. I can train your pup with simple commands and can give a bath as needed (for extra cost). I do have a dog kennel outside that I can use to let the pets I care for safely run around and play with each other.
About: I have grown up with animals my entire life. My family has only ever had cats or dogs, but I have had the opportunity to care for cats, dogs, bunnies, snakes, and more! I’ve had and cared for young puppies and kittens to senior pets, and enjoy caring for all animals. I am a teacher on Summer break and would love the opportunity to help care for your pets while you are busy or away! Please feel free to ask about availability, right now I am very flexible! :) I am a teacher who is on summer break so I currently have a flexible schedule. This means I can drop by to care for pets as needed throughout the day! While I do have pets at home, I am currently renting and unable to board any pets in my house. Instead, I am able to offer drop in services or dog walking! I also am a very active person and would love the opportunity to bring your dog on a run or a hike (with your permission of course)! I am available to stop by for multiple walks/play sessions throughout the day. I have experience with caring for animals overnight as well as housekeeping while pet owners are away. Please let me know if you’d prefer me to do drop-ins during the day or need me to stay overnight for your pet!
About: I have always walked and house sat for friends and family members that have multiple dogs, cats, rabbits and more. I have my own dog for over a year, and had family animals for my whole life! I will follow your schedule and pets needs as you instruct. I am comfortable walking on a leash, letting out in a yard, bathing and giving medicine as needed. I am a stay at home mom looking to get out of the house and make a few extra bucks at this time so whatever your need is, I will be there! I will make sure to send photos when I get there and communicate through the entire time. Any issues will be problems solved based on our previous conversations or I will reach out with any concerns.
About: I have grown up with animals my whole life. I have been responsibly taking care of my dogs and cats on a daily basis. I have experience with a variety of dogs at all different ages. I’m also familiar with dogs who need special accommodations for medical conditions. I wholeheartedly love animals and would provide the utmost care to your pets that I would want for my own from a sitter. My schedule changes week to week, but generally I can be available in the morning, afternoon or evenings. Feel free to message about dates you need someone to care for your pet! I have plenty of experience dealing with animals and would want to create a safe environment for them. I would ensure that your pet is happy and cared for to the highest extent of the service. I’m happy to stick around to give your pets extra attention as well!
About: I have been pet sitting since the age of 14. I have looked after animals of all kinds, such as dogs, cats, chickens, reptiles, and amphibians. I am comfortable giving medication (outside of injection) and am willing to work with animals of all ages. As we enter the school year I am unavailable for midday drop ins but am available for house sitting or walks after 4pm. This is not my full time position so I will be unavailable from 8am to 4pm. My availability will open up during holiday breaks so keep an eye out for when my availability opens up. I always schedule a meet-and-greet before any care to get to know you and your pets. It helps me ensure I am providing the best care.
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?
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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
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Popular requests for dog sitting - Chester
Select a filter and find qualifying sitters offering dog sitting.Sitters in Chester average 5 repeat dog sitting clients
FAQs for Dog Sitting - Chester
Frequently asked questions about Rover
The average cost of Dog Sitting in Chester on Rover is $33 per visit as of October 2026. Most bookings cost between $24 and $52 per visit. 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 2,417 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 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 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 Meet & Greet .
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
- 96% can help with giving oral medications or injections
- 97% 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 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.





