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

Over 1 pet parents in Chesterland have booked dog walking
Chesterland, 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.
“Celine did an amazing job with our dog, Honey! She was on time, easy to communicate with, and was super sweet with our dog! Would defintely recommend. Thanks, Celine!”

“Molly has been so great for my dogs! She does a great job with my “problem” golden, Bella. I love the detailed report cards. It’s been such a relief for me to have her when I travel for work. She is Highly recommended.”

“Emily has been a FANTASTIC dog walker for my sweet, 85lb fur baby for the last few months. She goes above and beyond and I'm truly so grateful to have her. I fully trust her to take excellent care of Meeko and he LOVED her from the beginning.”

“Brandon was amazing with Arlo and really spent some time making sure he had fun. Great walks, played fetch and had some fun with him in pond. Arlo has a new friend and will definitely have them spend some more time together. Thanks Brandon”

About: In your absence, I will treat your pet as a member of my family. He/she will be as important to me as they are to you! I have rescued and cared for pets of all types for friends and family. I am a lifelong animal lover, and this is something that I truly enjoy doing. I have had pets my entire life from cats and dogs to rabbits, hamsters, fish, birds and even a baby lamb. Separating from your pets can be a difficult time when you are trusting their care to another individual. I will fill the gap for you while you are gone, with consistent reliable care. I am able to administer medication, walk/exercise your pets or just visit and play with them. I will keep you updated, if so desired. While you are gone, it is my goal, to allow you to rest easy, knowing that they will have daily loving care. I am currently working from home part time and i am able to make my schedule weekly. I will set my schedule around the needs of your pet. If there are any fluctuations (scheduled appointments) during my time with your pet, you will know in advance I care for my clients pets with the same love and attention that I care for my own . Each animal has its own likes , dislikes and routines. It is my job to meet the needs of that pet on the schedule that they are used to. When I am caring for somebody else’s pet, it is my top priority to make sure that they are cared for the same way you do. Separation can difficult for them too, I will ease that as much as possible by providing what they need.
About: I’ve grown up with both dogs and cats my entire life, and caring for animals has always been something I genuinely love. I’ve pet sat for neighbors, friends, and family, caring for pets with different personalities, routines, and needs. Whether it’s walks, feeding, playtime, cuddles, or simply keeping them company, I always make sure they feel safe, comfortable, and loved while you’re away. What sets me apart is that I’m also a registered nurse. My career has made me compassionate, dependable, detail-oriented, and attentive to changes in behavior or health. I have a natural instinct for noticing when something doesn’t seem quite right, and I always prioritize safety and communication. I understand that pets are family, and I promise to treat yours with the same love, patience, and care I would give my own. I currently work part time, which gives me a flexible schedule and plenty of time to dedicate to the pets I care for. Whether it’s going on walks, playing, keeping them active, sticking to their routine, or simply giving them companionship throughout the day, I’m happy to provide the care they need. I genuinely enjoy spending time with animals and will make sure your pet feels safe, loved, and well cared for while you’re away. Since I live in the city, I don’t have a fenced yard, but that doesn’t stop my dog from getting plenty of exercise and attention! I have one dog of my own and also frequently care for my neighbor’s dog. We go on regular walks throughout the day, visit nearby grassy areas for bathroom breaks, and enjoy trips to the park just up the street for extra exercise and playtime. I also have a crate available if your dog is crate trained or if you’d like them crated for rest, bedtime, or while I’m briefly away. When caring for pets in a client’s home, I always follow their routine as closely as possible. I make sure they’re fed on schedule, have fresh water, get plenty of exercise, playtime, bathroom breaks, and, of course, lots of love and attention. My goal is to help every pet feel comfortable, safe, and happy while their family is away.

About: I have grown up with dogs and have a 2 year old cat named Milo. I’ve helped friends and family watching their pets while out of town for over 10 years. I am currently working part-time, so I can be flexible with your schedule. Please contact me for more details. I am frequently available 9 AM - 5 PM M-F, and most weekends too. I will follow your instructions to the best of my ability and give frequent photo and text updates! I have experienced many different personalities and will make sure you come home to a happy buddy!
About: I have walked dogs ever since I was little. I have also always been trusted to dog sit and house sit for family and friends. I take caring for pets very seriously because they are my favorite too! I’m a recent college grad looking to provide pet care! I’m available pretty much any day of the week. I have a friendly dog and can take walks and play. I also am going into training so I might practice or work with any pets if possible! For now I just offer house sitting or drop in visits for walks or other needs. I love a good play time in or outdoors and go on walks.

“Matthew has been amazing with our stubborn lab! He has gone above and beyond to make sure he gets out during the day and has been really flexible with our changing schedules last minute. Would definitely recommend!”

About: While growing up, I fed, watered, played with, and walked our family friends. I even picked up poop! As an adult, I've done it all, from cleaning major messes to administering meds. I love canines and felines of all varieties, from the smallest to the largest! I am available to care for your pet(s) throughout the business day. Although I am also doing some volunteer work, I keep a regular schedule. I will care for your pets according to your express instructions. They will be treated as my own with as much love and concern as I can provide.
About: I've been caring for a variety of pets my entire life and have a passion for helping animals of all shapes and sizes. I'm excited to provide the best care for your furry, scaly, or feathered friends while you're away. Your pets will be loved and looked after as if they were my own. I have extensive experience with dogs, cats, and even lifers I am available early mornings every day of the week . Right now I have open availability so i have free range to help out any time of the day. I can even check in on your precious cargo holidays or weekends I have a fenced in backyard for your dog to run around in. I do have cats in my home who were introduced and lived with our pooch until her passing recently. I prefer to home sit in your home due to the fact I have 5 cats and 2 dogs and it may be overwhelming
“I booked Octavia for a last minute walk with my pup and everything was fantastic! We had good communication, she was on time, and she gave a great summary at the end of the walk. I’m adding her to my roster of walkers ASAP.”

“Christy has walked our two rotties a couple times now and will definitely continue to use her in the future! She is very easy to communicate with and often times is available last minute. Would definitely recommend!”

About: My goal is to make sure that pet parents like me have someone they can trust to help care for their babies. I have two years of experience working at a boarding/daycare facility where I was a supervisor for 1.5 years there, this means that I have experience working with dogs who need to take any type of medication- like insulin. I have been working at an animal shelter for 6 months where I’ve grown to learn more about the body language of dogs which has made me more confident in making sure the animals are comfortable and I can tell when they are starting to get overstimulated. I treat every fur baby like my own just as I would hope anyone else would mine. I am currently doordashing, actively seeking more work. My schedule is very flexible so I am able to do last minute drop in’s if needed! I have a fenced in property where your dogs would be safe from getting out and wandering around, I have 3 very social dogs who love to have friends but I could also keep everyone separated if that is what’s needed. I also have crates if your pet needs to go in one. If I were to be at my clients home I would make sure that your pets are able to go potty at a scheduled time either going in your backyard or bringing them on a walk to get everything out of their system. I can make sure that your pet will not have anything in their area that could hurt them or be eaten which could cause more damage as well.
The median cost per walk for dog walking in Chesterland is $20
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 walkers who will treat your dogs like family

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 - Chesterland
Select a filter and find qualifying sitters offering dog walking.Sitters in Chesterland average 4 repeat dog walking clients
FAQs for Dog Walking - Chesterland
Frequently asked questions about Rover
The average cost for Dog Walking in Chesterland on Rover is $12.84 per walk (as of September 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 September 2026, there are 2,122 sitters on Rover offering Dog Walking across Chesterland. 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 Chesterland. 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 Chesterland.
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 walkers who have experience with handling special pet needs in Chesterland. On Rover:
- 94% of walkers can help with special care needs
- 98% 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.
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.






