Dog Walking Chester
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

Over 5 pet parents in Chester have booked dog walking
Chester, Find top rated dog walking
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

About: My house is full of love and my dogs will surely keep your pets entertained they are friendly with almost everyone and the indoor and indoor/outdoor cats have been around many dogs and other animals with no problems in addition the rodents and birds areas can be closed off so your pet has no experience with those animals to keep all pets happy and healthy. I grew up on a farm so I have experience with cows, goats, rabbits, geese, ducks, chickens, guinea pigs, hamsters, dogs and cats. When I turned 17 I started my zoo as my father calls it, I have 11 animals. I started with a simple one cat and one dog. In 2023 I increased the number from 2 pets to 5 getting a Chinchilla and two cats one showing up at my front door and another surrendered to me after I friend couldn’t care for him anymore. Then in the beginning of 2025 another friend moved and couldn’t bring her birds so we took in 3 parakeets which they do better in pairs so we bought one to make it 4 and then a couple months later we were finally able to find a second chinchilla so that nether was lonely because they are also better in pairs also. Lastly number 11 I had been thinking about for awhile I always wanted a lot of dogs being a big dog person so my 11th pet we got at the beginning of 2026 she is a 6 month old border collie. I currently work part-time in the evenings so I’m free every morning and all weekend depending on the weekend. I can also be available any day by request but my days off are always Sunday, Monday, Friday, Saturday. I live in a rural area with a large space for dogs to play we have a 5 year old small medium pit-terrier mix and a 6 month old border collie. I also have a variety of pets so I have knowledge on how to care for birds, rodents, fish, cats and of course dogs large and small.
About: I have babysit my family and friends fur babies over night for several years now . I enjoy spending the time with them and enjoy taking them on long walks and having play time with them. I have four dogs of my own that I take care of. I work for amazon right now monday thru thursday. Iam opened to helping out with customers pets friday tru sunday. I feed and water my dogs everyday, plus play with them to. If its a nice out i let my dogs choose if they want to stay outside or not until i get home from work, but they are inside on nasty days. They do come in at night and sleep with us. I give them their owns baths and trim their own nails. At the clients home I take their dog outside on a nice day to play and take their dogs on a walk. Before I would leave the clients home, I would make sure that their fur babies would have water and food . When we are on walks I make sure I carry water with me for their fur babies.

About: Hi! I'm a K-1 reading teacher with 5 years of teaching experience, and I'm looking forward to spending my summer helping care for your pups! As a teacher, I am dependable, responsible, and patient. I've had dogs my entire life and have spent years walking and pet sitting for friends and family. I currently have a Miniature Pinscher named Pinot, who is my whole world, so I understand how important it is to find someone who will care for your dog like family. Whether your pup needs walks, playtime, cuddles, or companionship, I'll make sure they feel safe, loved, and well cared for while you're away. Since I'm currently on summer break, I have a very flexible schedule and can accommodate a variety of pet care needs. I can't wait to meet you and your furry family member! Pet care fits naturally into my daily routine. As a teacher currently on summer break, I have a flexible schedule that allows me to dedicate plenty of time and attention to the pets in my care. My own dog, Pinot, is a big part of my everyday life, so walks, playtime, feeding, and lots of affection are already built into my day. I enjoy being active and spending time with animals, making pet care something I genuinely look forward to each week rather than just another task. When caring for pets in a client's home, I follow their established routine as closely as possible to help their pet feel comfortable and secure. Whether I'm stopping by for a potty break, feeding, playtime, or a walk, I make sure each pet receives plenty of attention, affection, and exercise. I always prioritize safety, follow any specific instructions provided by the owner, and keep them updated with photos and messages so they can have peace of mind while they're away.
About: I currently have 2 dogs and have had dogs my whole life. Both of my dogs are very high energy so I am used to keeping them busy. My male dog is 3 years old and he requires a lot of love and attention. He is great with kids and other animals. My female dog is 6 years old and she's a very anxious girl. She prefers to be the only pet but is extremely affectionate with people. I have experience with small and large dogs from puppy to elderly. I am comfortable feeding, grooming, walking, and caring for your pets. My availability is flexible. I am willing to stay at the owners home so the dogs feel safe in a familiar area. I am available for daily walks or extended stays. I have experience with special feeding and medication routines for pets if needed. I also have experience caring for more than one pet in the same home that are on different schedules or need to be kept away from another pet in the home. I will treat you fur baby like my own and they will be well cared for! I'm currently in the process of going back to school so I am not working a scheduled job right now. My availability is flexible. I'm available for daily check ins and walks. I'm also available for extended or overnight care throughout the week and all weekend. I will do all of my care at the client's home per the client's instructions on their pets needs and will provide care in the way the client specifically wants their pet cared for. My availability is open and very flexible! I can take last minute requests, overnight stays any day of the week, can stop in multiple times a day to check on your pet if needed. I will do my best to accommodate any situation and make sure to take great care of your dog/cat! I will give your pet lots of love and attention! I will make sure to follow any instructions or requests while I am caring for your pet(s). I like to send daily pictures and updates to give you piece of mind while you are away. I always keep notes with your normal routine with your pet as well as any other information I need to know while caring for them. Before caring for your pet(s) I like to spend some time with them during a meet and greet because it is extremely important to see how your dog or cat responds to me before I am hired to care for them. Being a dog mom myself I would want to see how my dog responds to someone before I made the decision to hire them. Your pet(s) safety, comfort and wellbeing are my top priority when caring for them!
The median cost per walk for dog walking in Chester is $15
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- 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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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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We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local walkers who will treat your dogs like family

1. Search
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Popular requests near you
Select a filter and find qualifying Chester sitters!FAQs for Dog Walking - Chester
Frequently asked questions about Rover
The average cost for Dog Walking in Chester on Rover is $19.58 per walk (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Walking 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 Walking. For more information on service fees, click here .
As of July 2026, there are 47 sitters on Rover offering Dog Walking across Chester. Enter your ZIP code to see which available sitters are closest to your home.
Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.
Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Chester. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.
For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Chester.
Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.
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.
Every walker 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 .
Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.
A Meet & Greet is a short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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 walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers 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.
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 walker.

Are you a dog lover who wants to know more about how to turn your passion into profit? There's lots of opportunity to earn money as a dog walker in Chester, IL. If you're not sure where to start, visit our page about how to become a dog walker. We're always happy to include new dog walkers in our dog walking service listings, and the simple review process means you can start your own dog walking business in no time. We also take the hassle out when it comes to paperwork, because all our Rover dog walkers have access to premium pet insurance, a third-party background check, and cashless payment feature, so you don't have to worry. Join our pack today!
When you need dog walking services, we doubt you'll find a better experience than through Rover. Thanks to our wide selection of dog walkers in Chester, IL, you'll find that you're able to work with a dog walker who fits in with you, your dog, and your needs. With our start-to-finish approach, your walker can supply you with real-time dog walking updates with start and stop times, a GPS map of their walk, info about any bathroom, food, and water breaks, and pictures of what your dog's been up to. And on top of that, each Rover dog walking booking includes premium pet insurance, 24/7 support, and a reservation guarantee.
Speaking of payment, the cost of dog walking in Chester, IL may surprise you - in a good way. That's because there's a dog walker on Rover for nearly every price range and lifestyle. Curious about how much you can expect to pay for dog walking on Rover? Check out our average dog walking rates to get an idea before you start a conversation with an individual dog walker.
If you need to book a great dog walker on the go, you'll love the Rover dog walking app. You can browse hundreds of pre-reviewed, trusted dog walkers in minutes from your phone, and rebook your favorite walker with just a few taps. You'll get photo updates from your dog walker which can be shared via the Rover dog walking app in real time. The app's cashless payment feature allows you to pay your dog walker easily and securely - no cash, checks, or tips.
Need to find a dog walker near Chester, IL? Rover.com is the easy, effective way to discover and book reliable dog walking services. The Chester walkers on Rover love dogs, and 95% of reviewed stays and walks have received a perfect five-star rating. We also offer background checks to all Rover dog walkers in Chester, IL to ensure that you have total peace of mind - just look for the background check badge on your walker's profile.
In other words, when you use Rover to find Chester dog walking services, your pet is given the best in loving care and hands-on attention, and you don't need to miss out on that just because life got in the way.