Dog Walking Chesterland

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Sitter Profile Image: Lindsey G.
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Lindsey G.
from
$30
per walk
5.0 out of 5 stars
7 reviews
1 repeat client
30 years of experience
Chesterland, OH, 44026

About: I have owned and cared for more than 50 animals in my 38 years 🥰 I currently have a 3 year old cat, a 2 year old cat, and a 1 year old cat. I had 2 dogs over the course of almost 19 years (12 years old and 16 years old when they passed). I grew up with skunks, cats, dogs, hamsters, lizards, and more. I also have been fostering with local rescues for more than 10 years. Overall, I am just a big animal lover and find joy in watching other people's fur babies 🥰 I work from home full time, which allows me to have a flexible schedule. Evenings, weekends, and overnights can also be arranged. If you need anything overnight I prefer to stay at your home with your pets so they are comfortable and can stay in their normal routine. Let's discuss your needs! I am happy to follow whatever instructions you have for me to care for your furbabies! I know each pet is different. Generally, dogs go out to potty several times a day, as well as need fresh food and water daily. Cats also need fresh food and water daily, plus cleaning their litter boxes at least once a day.

Sitter Profile Image: Makenna V.
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Makenna V.
from
$25
per walk
5.0 out of 5 stars
30 reviews
10 repeat clients
20 years of experience
Mayfield Heights, OH, 44124

Just had our first walk and she was as very patient with my two dogs that were a bit confused by walking with someone else for the first time.

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Cassie C.
Sitter Profile Image: Terry B.
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Terry B.
from
$35
per walk
5.0 out of 5 stars
11 reviews
3 repeat clients
40 years of experience
Chesterland, OH, 44026

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.

Sitter Profile Image: Celine K.
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Celine K.
Star Sitter
from
$15
per walk
4.9 out of 5 stars
72 reviews
21 repeat clients
27 years of experience
Willoughby Hills, OH, 44094

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!

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Brenna K.
Sitter Profile Image: Jaina B.
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Jaina B.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
43 reviews
8 repeat clients
10 years of experience
Wickliffe, OH, 44092

I love this picture of him you took!

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Kristina S.
Sitter Profile Image: Matthew V.
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Matthew V.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
41 reviews
14 repeat clients
10 years of experience
Mentor, OH, 44060

Matthew was willing to help me out on relatively short notice. I needed help walking my dog over the weekend because of a flared back issue. He was terrific! Friendly, enthusiastic, good walker and communicator. I appreciated his ability to be flexible, too. Shankara evidently loved the walks. I will definitely book with him in the future as needs demand it! Thanks, Matt!

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Cyndi S.
Sitter Profile Image: Alexea C.
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Alexea C.
from
$20
per walk
5.0 out of 5 stars
6 reviews
10 years of experience
Waite Hill, OH, 44094

About: I have grown up with animals and am an animal lover by nature. I have house sat for several families, having experience with multiple dog homes, cats, and birds. I have provided cared for rambunctious puppies and kittens as well, and I love to meet new furry friends! Currently my schedule for the summer I will be working out of the home from the times of 8:30 AM to 5:00PM three days a week on Tuesdays, Wednesdays, and Thursdays. When I pet sit I prioritize being there for the pets as much as possible so that your animals can receive the love and care they deserve! I am comfortable leashing and walking dogs, even ones that pull. If I do leave during the day I like to crate the dogs I watch so they have a safe space when I’m gone, and I make sure to keep the floor clear of any hazards that could cause a potential problem.

Sitter Profile Image: Juliana K.
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Juliana K.
from
$19
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
14 years of experience
Willoughby, OH, 44094

About: I have taken care of all kinds of animals since I was 10, from working on a farm to just having dogs of my own. I even have experience with three legged dogs, as I owned one of my own! I am use to high energy levels dogs, as well as reactive dogs (as i have a reavtive girl of my own). I am super excited to meet you and your fur babies! I promise they will be in great hands of a lady who is enthusiastic, outgoing, and is ready to give endless of love and most likely spoil them! I enjoy the outdoors and am constantly walking and enjoy nature. I have experience with taking care of puppies, to senior dogs. I have administered medicine as well, that be pills in a piece of cheese or having to put it in their food. I am currently waiting to start my new job, I also have a dog of my own and have plenty of time to provide walks, play time and potty breaks. I have plenty of time to do the same with your pups! I am available for onboarding pretty freely throughout the week, and most weekends. I am comfortable with staying over night in your home to make your dog feel comfortable and safe. Cuddles, playtime and alot of love will be given! I do meet and greets to make sure your fur baby and I are comfortable and can get to know each other as well as getting to know you. If you have any animals needing medication, I can administer it to them as well. I will do everything my power to make sure your fur baby is loved and well cared for. I will also provide lots of photos and updates!

Sitter Profile Image: Joel Z.
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Joel Z.
from
$15
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
10 years of experience
Novelty, OH, 44072

About: Lifelong dog lover with years of hands-on experience. I’ve provided in home sitting, cared for friends pets, and have owned dogs my entire life. You can count on me for reliable, loving care just like they’re my own. Hi! I’m looking to make some extra income doing something I truly enjoy caring for pets. I’ve taken care of with all sorts of pets, have in home pet sitting experience, and have helped friends care for their pets over the years. Your angels will be in safe, caring hands. 😄 I care for pets in their own home, where they feel most comfortable and secure. I always follow the owner’s instructions and routines to ensure consistency and peace of mind. I’ve worked with dogs that require extra attention, including those with medical needs or those who don’t do well around other animals. My goal is to build trust, provide dependable care, and keep your dog safe and happy while you’re away.

Sitter Profile Image: Christy C.
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Christy C.
from
$15
per walk
5.0 out of 5 stars
44 reviews
15 repeat clients
4 years of experience
Willoughby, OH, 44094

Christy is fantastic! She jumped right in when I needed someone last minute and I am so happy to have found her. She does very well with my pit bull mix Jameson. He can be difficult sometimes, but Christy seems to take it all in stride.

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Kerry M.
Sitter Profile Image: Emma B.
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Emma B.
from
$20
per walk
5.0 out of 5 stars
9 reviews
3 repeat clients
9 years of experience
Chesterland, OH, 44026

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.

Sitter Profile Image: emily s.
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emily s.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
5 reviews
3 repeat clients
6 years of experience
Aurora, OH, 44202

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.

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Margaux F.
Sitter Profile Image: Brandon C.
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Brandon C.
from
$20
per walk
5.0 out of 5 stars
214 reviews
48 repeat clients
35 years of experience
Newbury Township, OH, 44065

Brandon is awesome. Moxie loves him. That’s what is important to me. Moreover Brandon knows so much about dog behavior that he’s truly valuable.

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Ailene B.
Sitter Profile Image: Beth & Edward B.
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Beth & Edward B.
from
$20
per walk
5.0 out of 5 stars
287 reviews
89 repeat clients
25 years of experience
Novelty, OH, 44072

Pepper loves to see Beth arrive for his daily walks! She does a great job and is very responsive! Thanks for taking care of Pepper while I'm away :)

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Kelly T.
Sitter Profile Image: Molly M.
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Molly M.
from
$25
per walk
5.0 out of 5 stars
11 reviews
6 repeat clients
15 years of experience
Mayfield Heights, OH, 44124

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.

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Michelle V.
Sitter Profile Image: Jessica B.
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Jessica B.
from
$20
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
4 years of experience
Chardon, OH, 44024

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.

Sitter Profile Image: Natalie H.
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Natalie H.
from
$18
per walk
5.0 out of 5 stars
6 reviews
7 years of experience
Chagrin Falls, OH, 44023

About: I have a sweet beagle that was rescued 7 years ago. I am fully responsible for his care, including feeding, walking, bathing, nail trimming, etc. I always check him for ticks after visiting a park and know how to safely remove them. I enjoy going for long walks, especially in summer, so would be glad to give your dog exercise. My kids have had goats, rabbits, chickens, turkeys, and ducks, which are all fun to play with, and I would be glad to care for your less-typical pets, if needed. I have even cared for lizards and snakes. I am a teacher, so have loads of time available in the summer. During the school year, I am available most weekends and after 4 on weekdays. I always keep dogs on leash when walking them...you never know when a squirrel or other dog will come by or how they will react.

Sitter Profile Image: Megan M.
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Megan M.
from
$15
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
4 years of experience
Chardon, OH, 44024

About: I currently have a 4 year old mini Australian shepherd. My experience includes watching a puppy overnight, helping train a deaf dog, and taking neighbors dogs on walks. I am a teacher so I am available all of June-August to provide all day care for dogs or just walk dogs during the day. I provide a safe, loving, and comfortable home where dogs are treated like family. I make sure they get plenty of attention, playtime, walks, fresh water, meals on schedule, and lots of affection. I follow each dog’s routine and make sure they feel happy and relaxed while they’re away from home.

Sitter Profile Image: Sheila & Joseph H.
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Sheila & Joseph H.
from
$25
per walk
4.8 out of 5 stars
11 reviews
17 years of experience
Chesterland, OH, 44026

About: I've had dogs off and on my entire life but it wasn't until we adopted our baby girl Coco that I really fell in love. We had 13.5 wonderful years with her, then after she passed we decided to foster dogs in her honor and have been doing this since Sept. 2020 with several local organizations. We have fostered 25 dogs and have sat 26 dogs to date, including puppies, senior dogs, and dogs with behavioral and medical special needs. Our pricing reflects the peace of mind of knowing that your pet is well cared for and part of our family during their stay with us. Or for in house sitting, we are mature, reliable and trustworthy and treat your home like our own. We look forward to hearing from you! My husband and I are retired so we are very flexible in our schedule and decided we want to do something meaningful and enjoyable in our retirement. We have a large 1.5 acre lot with a pond on property. It is very serene and peaceful here. Our yard is only partially fenced so we keep the dogs on leash when walking outside. We make frequent potty breaks and like to take dogs for walks in the woods behind our house. They dogs usually sleep on a bed on the floor in our bedroom but will be crated if we have to leave the house for their own safety.

Sitter Profile Image: Jazmine R.
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Jazmine R.
from
$31
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
10 years of experience
Warrensville Heights, OH, 44128

We love Jazmine , she is very reliable and communicates well. Dogs are def. in good hands with her :)

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Anne P.
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The median cost per walk for dog walking in Chesterland is $20

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Popular requests for dog walking - Chesterland

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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 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 2,179 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:

  • 95% 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.

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