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: SPECIAL HOLIDAY RATES!! I have 50 years experience with dogs. I have experience training, grooming, walking and loving dogs. Big one's, little one's, itsy bitsy teensy one's! Cats? I love them! I am the first person my friends call when they need a sitter. Short notice no biggie. I specialize in 30 minute drop-in visits although, 60 minute drop-in visits are available for a little more TLC. I am very dependable and responsible. I do not believe in physical punishment or scare tactics to correct a dogs behaviors and cats are practically purr-fect anyway. Gentleness and kindness ( a little bribing doesn't hurt either). l require to have a meet and greet before any agreements are made between us about sitting. All dogs must be spayed or neutered unless they are pups too young for that. All dog must be current on all shots. Owner must provide collars and leashes or (harnesses preferred) NO CHOKE CHAINS ALLOWED!!! I work midnight shifts This allows me to have time in the afternoons and evenings 4 to 5 days a week That varies And I do not work every other weekend every other Tuesdays every other Friday. I have a large house with a fenced yard a security balcony and two stories of play space and all dogs that I host in my home are allowed in any room in the house during naps and bedtime we all sleep in one big room together separated by gates or barriers if necessary otherwise they pile in with me in the bed I work part time out of the home. I have a lot of freedom and time to spend with your furry babies and so they are rarely alone and I accompany them when outside at all times. I have a safety plan that I have developed over the years that I strictly follow to ensure that every pet that stays in my home is protected from accidents and harm. I provide separate feeding areas to prevent squabbling over food, and I provide separate sleeping arrangements for my rover dogs where they have their own beds and blankets for them to be safe and comfortable. I provide segregated safe zones and private quarters for pups that need some extra space to feel safe and comfortable Or for nervous and timid dogs that need to adjust to the house for a bit before they come join the others. For your convenience and Upon request, I can provide food and water bowls and 2 feedings a day for my boarding pups. NOTE: I only feed SCIENCE DIET ADULT COMPLETE DRY DOG FOOD. I give only HIGH QUALITY TREATS which I also provide. Please request this additional service at the Meet and Greet appointment prior to the booking drop off day. Clients have found that they are less anxious and stressed when they don’t have to pack up bowls and food and all their dogs stuff. Beds and blankets from home are best for your dogs boarding experience because they need familiar things that have your and their scent for comfort I am home full-time Monday-Thursday and I work part time on Fridays, Saturdays and Sundays outside of my home. I have plenty of time to play with your for babies. I have a comfortable pet friendly home with a nice size fenced yard where I take your pets to play. I also have a gated deck for smaller pets. They are never left unattended even while in a fenced yard. Safety is my first priority for all pets and people.
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.
The median cost per walk for dog walking in Chester is $16
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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?
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 walking
1. Search
Browse profiles of walkers near you who offer dog walking.
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 walking - Chester
Select a filter and find qualifying sitters offering dog walking.FAQs for Dog Walking - Chester
Frequently asked questions about Rover
The average cost of Dog Walking in Chester is $20 per walk as of October 2026. Most bookings cost between $17 and $30 per walk. On Rover, walkers 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 40 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 bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include , the total walk time and distance, and any pee or poop breaks recorded by the walker.
The route map lets you review where your dog was walked in Chester after the booking. It is not live GPS tracking.
Have specific details you would like included? Message your dog walker in the app before the 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 , 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 .
Yes, you can find walkers who have experience with handling special pet needs in Chester. On Rover:
- 90% of walkers can help with special care needs
- 97% can help with giving oral medications or injections
- 100% 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 walker 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 walker 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 walker for longer stays or first-time bookings. Read our tips for your first .
walkers 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 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.
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