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 have personal experience with two dogs (Sunny and Roland) and a cat (Loki). Additionally, I have taken care of the pets of family and friends for years without complaint. I have worked as a dog sitter/walker for over 5 years now, and 3 of those on Rover. Unless my employment status changes, I am available 24/7 over summer, winter, fall, and spring breaks. My time is also very flexible and I don’t mind if I need to work at odd hours. I try to be as gentle and friendly as possible towards pets and will do more than the bare minimum when it comes to exercise and entertainment. I also have experience with cleaning up all kinds of potential messes.
About: I’ve been taking care of pets my entire life, and my family and friends look to me if they need me to dog sit (or pet sit) when they’re away or unavailable. I love animals, and so getting to take care of furry friends is an absolute treat!! I’m currently attending college, so monday and wednesday mornings im out of the house from 8-12. any other time, if given enough notice, i can be available for you and your pets! I live in a family home with my dog daisy, who is very friendly and about 14 years old now. She never fails to be entertained, and I love her with all my heart. I will do the same for your pets :)
“Kacie was wonderful with my fur babies.they both love her. The second I met her I knew she was the perfect person for my dogs. She’s so sweet and kind . I can tell she loves dogs.She stayed a long time with my dogs making sure they got love. I highly recommend her. Will be using her again and again.”
“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!”
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 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: Hi! I’m a devoted dog mom to Millie, my Cavalier King Charles Spaniel, and I bring that same hands-on care to every dog I look after. Raising Millie has taught me how much dogs thrive on consistency — reliable potty breaks, patient leash time, and reading their cues. I’m comfortable with feeding schedules and specific dietary needs, and I love a good sniff-led walk that lets a dog explore at their own pace. I’m patient, observant, and treat every dog’s home and routine like my own. Expect close attention to your instructions, thoughtful updates, and a sitter who genuinely loves the work. Looking forward to meeting your dog! 🐾 Pet care is already woven into my everyday routine — I’m home with Millie for feedings, potty breaks, and walks multiple times a day, so caring for a dog on a consistent schedule is second nature to me. I’m happy to build drop-in visits around your dog’s existing routine, whether that means a quick midday potty break or a longer afternoon walk. Since I’m mainly offering drop-in visits and walks, I focus on keeping things consistent with what your dog already knows — following their regular schedule, feeding routine, and any specific instructions closely. In my own home, I’m hands-on with Millie’s daily care, from meals to sniff-led walks, and I bring that same patience and attention to detail into your home so your dog feels comfortable and looked after.
“Maritza was great with our cat, Mushki. She was consistent with showing up and with sending us pictures & short videos of our handsome guy! She did a great job caring for him while we were gone. I highly recommend her and look forward to rebooking her in the near future!”
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
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’ve grown up with pets, both dogs and cats, my entire life. I house sit for family members with pets and take it upon myself to love and care for them like they are my own. I love to take them on adventures in the car, to walking trails or lakes to engage with them! I currently work a full time job Monday through Friday in office with one day to work from home. I can provide evening and night care, as well as weekends! I can be flexible as well to stop in at nights or early mornings for your pet needs. I am willing and able to house sit and adjust myself for your pet’s schedule and comfort. I have one dog and one cat in my home who are cared for around the clock. I love taking my dog for visits to different state parks or hiking trails!
The median cost per visit for dog sitting in Chester is $25
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- 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.
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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Meet local sitters who will treat your dogs like family
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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 Drop-In Visits - Chester
Frequently asked questions about Rover
The average cost for Dog Sitting in Chester on Rover is $33.3 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 2,436 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:
- 94% 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 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.
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