Dog Walking Chesterland

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

End
Search

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.

1 / 1
Sitter Profile Image: Celine K.
Verified Enhanced Background Check
Celine K.
Star Sitter
from
$15
per walk
4.9 out of 5 stars
• 80 reviews
22 repeat clients
27 years of experience
Willoughby Hills, OH, 44094

“Celine instantly treated my 70 lbs Goldendoodle like he was her own dog. I couldn't be happier with her service, and appreciate her genuine true love for animals. I appreciated the regular updates and photos, giving me piece of mind. Her communication is outstanding. I highly recommend Celine to anyone seeking top notch care for their pets! 5 Stars all the way!!”

Profile image
Jordan R.
Sitter Profile Image: Brandon C.
Verified Enhanced Background Check
Brandon C.
from
$20
per walk
5.0 out of 5 stars
• 223 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.”

Profile image
Ailene B.
Sitter Profile Image: Emma B.
Verified Enhanced Background Check
Emma B.
from
$20
per walk
5.0 out of 5 stars
• 10 reviews
3 repeat clients
9 years of experience
Chesterland, OH, 44026

“Emma was very responsive and accommodating! I highly recommend her and will definitely use her services in the future.”

Profile image
Amy D.
Sitter Profile Image: Makenna V.
Verified Enhanced Background Check
Makenna V.
from
$25
per walk
5.0 out of 5 stars
• 35 reviews
13 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.”

Profile image
Cassie C.
Sitter Profile Image: Chloe B.
Verified Enhanced Background Check
Chloe B.
from
$30
per walk
5.0 out of 5 stars
• 18 reviews
4 repeat clients
5 years of experience
Hunting Valley, OH, 44122

“Chloe was amazing! She was great with Ziva and sent me photos of their walk. She's reliable, responsible, and definitely loves dogs. Ziva was tired and happy when I came home. I would definitely contact Chloe again!”

Profile image
Kristi S.
Sitter Profile Image: Christy C.
Verified Enhanced Background Check
Christy C.
from
$15
per walk
5.0 out of 5 stars
• 47 reviews
16 repeat clients
4 years of experience
Willoughby, OH, 44094

“Christy is very professional, flexible, and loving with my dogs!! Needed help with a couple walks per week with my pups with my new work schedule. It has been a very smooth process and very appreciative of her help!”

Profile image
Driana W.
Sitter Profile Image: Jack J.
Verified Enhanced Background Check
Jack J.
from
$25
per walk
2 repeat clients
11 years of experience
Chagrin Falls, OH, 44022

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!

Sitter Profile Image: Kirsten R.
Verified Enhanced Background Check
Kirsten R.
from
$15
per walk
10 years of experience
Wickliffe, OH, 44092

About: Hi! I’m Kirsten, a caring and dependable animal lover who will treat your pets like they’re my own. 🐾 I’m happy to help with feeding, walks, playtime, cuddles, and keeping your pets comfortable and loved while you’re away. You can count on me to give them plenty of attention and care! 💕 Pet care is already a big part of my everyday routine! I have two cats of my own who I care for daily, and I grew up with dogs my whole life, so I’m very comfortable with both cats and dogs. 🐾 I’m used to feeding, cleaning up after pets, playtime, walks, and of course giving them plenty of love and attention. I’m also happy to adjust my routine around each pet’s individual schedule and needs so they feel as comfortable as possible while their owner is away! I provide a safe, comfortable, and loving environment for pets in my home. I currently have two friendly cats, so I always make sure any visiting pets are introduced carefully and given their own space when needed. I make sure every pet gets plenty of attention, playtime, cuddles, and care while sticking as closely as possible to their normal routine. 🐾

Sitter Profile Image: Jordan J.
Verified Enhanced Background Check
Jordan J.
from
$19
per walk
5.0 out of 5 stars
• 7 reviews
4 repeat clients
2 years of experience
Willoughby, OH, 44094

“Jordan was amazing walking Daysi, very detail oriented.”

Profile image
Helen C.
Sitter Profile Image: Erin L.
Verified Enhanced Background Check
Erin L.
from
$25
per walk
15 years of experience
Novelty, OH, 44072

About: I’ve always loved animals and enjoy giving pets the attention, care, and companionship they deserve. I’m comfortable caring for pets in their home, taking dogs on walks, and stopping by throughout the day for meals, potty breaks, playtime, and plenty of love. I understand that every pet has their own personality, routine, and needs, and I’m happy to follow your instructions to keep them comfortable and on schedule. Whether your pet needs an energetic walk, some company while you’re away, or a little extra attention at home, I’ll treat them like they’re my own. I’m reliable, communicative, and will keep you updated with photos and messages so you can feel confident your pet is happy and well cared for while you’re away. **For first time visits please book at least 3 days in advance so we can make sure we can schedule a meet & greet** I work remotely, which gives me a flexible schedule and allows me to be available for walks, drop-ins, and house sitting throughout the day. I’m able to work my pet-care schedule around my meetings and work responsibilities, and I’m happy to coordinate with your pet’s routine and needs. I’m especially flexible for daytime walks and drop-ins, as well as house sitting when needed. I’ll always make sure I have plenty of time to give your pet the attention, exercise, and companionship they need while still keeping up with my work commitments. I treat every pet like they’re my own and make sure they feel safe, comfortable, and cared for in their usual routine. I’m happy to follow your instructions for feeding, walks, medication, playtime, and any other special needs or preferences. Since I work remotely, I’m able to be flexible and provide plenty of companionship throughout the day while working around my meeting schedule. For walks and drop-ins, I’ll make sure your pet gets exercise, attention, potty breaks, and plenty of love. For house sitting, I’ll keep their routine as consistent as possible and make sure they’re never without the care and companionship they’re used to. I’ll also keep you updated with photos and messages so you can relax knowing your pet is happy and well cared for.

Sitter Profile Image: Matthew V.
Verified Enhanced Background Check
Matthew V.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 53 reviews
16 repeat clients
10 years of experience
Mentor, OH, 44060

“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!”

Profile image
Melissa H.
Sitter Profile Image: Andrew H.
Verified Enhanced Background Check
Andrew H.
from
$25
per walk
5.0 out of 5 stars
• 17 reviews
25 years of experience
Mentor, OH, 44060

About: I very much enjoy engaging with and taking care of all types of animals and I have owned and cared for animals since childhood. I have the most experience with cats and dogs but have owned and looked after a range of other pets as well. I can provide the appropriate level of care and attention to your pets that you are looking for and am more than happy to provide as many photos or updates for you to feel good about being away. From puppies to elderly pets I have cared for all ages and types of pets! My goal is to get as many regular clients as possible, so I am very open to working through rates that work for both sides for ongoing or regular services. I have a large SUV so i can also do drop off and pickup if that would be helpful. Because I work from home full-time, I'm able to offer a level of flexibility. I can usually accommodate early mornings, evenings, last-minute requests, and everything in between — just ask! Punctuality and reliability are something I take seriously, so you can always count on me to be there when I say I will. My home is welcoming for all animals and there is an acre and a half in the back with plenty of room to play. I am active and engaged with animals and will make sure any routine or special care requirements are followed.

Sitter Profile Image: Yocheved S.
Verified Enhanced Background Check
Yocheved S.
from
$25
per walk
5.0 out of 5 stars
• 8 reviews
17 years of experience
South Euclid, OH, 44143

About: Hi my name is Yocheved, but a lot of people call me Yo, or Ava. I am an only parent to a wonderful, active middle schooler. We have a happy home full of love and laughter, and 2 kitties. After 14 magical years together, we lost our dog to old age, a couple years back. I miss the feel of having a dog around, but I know in my heart of hearts we are all a little older, and a little busier, and our home cannot house a new permanent four-legged resident. But I do not accept the lack of dogs in our lives! I said yes to dog sitting lately, and I have made so many new friends since. Hanging out with your dogs or cats when you're unable to be there- it's become a thing I look forward to in my home. I love walking the neighborhood or doing drop-ins to feed cats. Let me help you! I'm currently WFH part time, and tend to end my days on the early side, for parenting purposes. Because of this I'm pretty flexible and available throughout the week. I tend to all pets, like I would for my own. I cared for my dog through cancer, twice- so I'm pretty familiar with medicine, senior care, and all the extra effort needed for older or sick animlas. I love to walk, burn off energy, and snuggle. Happy to do light grooming (brushing), and send photos and videos throughout our time together!

Sitter Profile Image: Baiba W.
Verified Enhanced Background Check
Baiba W.
from
$20
per walk
10 years of experience
Pepper Pike, OH, 44124

About: Dogs have always been a big part of my life. When a couple of years ago we lost our senior family dog, I started volunteering with a local rescue and have fostered 20+ puppies over the past few years. Fostering has given me experience with everything from energetic, playful pups to post-surgery care—things like baths, basic grooming, medications (even injections), vet pickups, and lots of patience and love. I also help neighbors with dog walking and pet sitting, so I’m used to different personalities and routines. I truly just love being around dogs—and getting outside for walks is a bonus for me too! I’m available for afternoon and evening walks or check-ins during the week. On weekends, I have much more flexibility and I am available throughout the day for walks, check-ins, or multiple visits if needed. I’m also happy to stick to your dogs’s usual routine to keep them comfortable and happy. Your pet’s safety and comfort are my top priorities. During walks and check-ins, I follow your instructions closely, keep dogs secure on leash, and make sure they get the right balance of exercise, attention, and care. I’m attentive, reliable, and treat every pet like my own.

Sitter Profile Image: Alexyss B.
Verified Enhanced Background Check
Alexyss B.
from
$18
per walk
10 years of experience
Cleveland Heights, OH, 44106

About: Hi\! I’m a lifelong animal lover with experience caring for dogs and cats for family and friends\. I’m new to Rover, but I’m dependable, caring, and committed to treating every pet like my own\. I’d love to help with walks, playtime, feeding, cuddles, and companionship while you’re away\! 🐾❤️ I have three full days off each week, so I have plenty of flexibility for pet care. I’m generally available Sundays, Mondays, and Thursdays, with additional availability around my work schedule on the other days. 🐾 I treat every pet like they’re my own! I’ll follow their normal routine as closely as possible, including feeding, walks, playtime, potty breaks, and plenty of attention and cuddles. I’m happy to follow any specific instructions from their owner and make sure they feel safe, comfortable, and cared for while they’re with me. 🐾❤️

Sitter Profile Image: Morgan S.
Verified Enhanced Background Check
Morgan S.
from
$20
per walk
10 years of experience
Chardon, OH, 44024

About: grew up loving and taking care of animals throughout my whole life - dogs and cats were a major part of my everyday life. I’ve had the pleasure to take care of animals especially cats and dogs throughout all stages of life. I will treat your sweet fur babies with love and treat them like my own I am currently working at the local schools as a van driver so lucky for your sweet fur babes I have 10 am - 1 pm completely open! I can come during those times for check ins, mid day walks, potty breaks, etc. I also am available after 4:30 pm on weekdays and have weekends totally free as well. I can be flexible! I completely understand that leaving your home and four-legged family members in someone else’s hands can get nerve wracking. I take pride in being respectful and ensuring your home stays secure, your pets are well cared for, and just making sure you are at peace of mind with my visits. I am big on sending real time updates so my stay will never be a guessing game. I would love to set up a meet and greet to help build trust and calm any anxieties as well!

Sitter Profile Image: Gina P.
Verified Enhanced Background Check
Gina P.
from
$15
per walk
5.0 out of 5 stars
• 3 reviews
10 years of experience
Aurora, OH, 44202

About: I have experience with dogs, cats, bunnies, and birds. Some of the specialized care I have done is both dog and bunnies post spay surgery and senior dog care. I’m looking forward to meeting your fur babies! I work part time on the weekends so I am available weekday afternoons & evenings. I’m flexible with my availability and will reflect this on my profile. Both of my dogs are crate trained and behave well together. I have other animals such as bunnies, cats and even chickens! I am confident in my abilities to take care of various types of animals. I also have experience volunteering at a local animal shelter with mainly the cats there!

Sitter Profile Image: Elizabeth T.
Verified Enhanced Background Check
Elizabeth T.
from
$20
per walk
5.0 out of 5 stars
• 50 reviews
11 repeat clients
10 years of experience
University Heights, OH, 44118

“Elizabeth was lovely with my pups. I have one stubborn and one typically shy around new people. She won them over quickly and she has two new fur friends now! Will definitely hire her again.”

Profile image
Stacee B.
Sitter Profile Image: Olivia B.
Verified Enhanced Background Check
Olivia B.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
18 years of experience
Chardon, OH, 44024

About: I have owned dogs/ cats my entire life. Bathing, feeding, walking since a very young age. I’ve had experience with dogs and cats alike, puppies and kittens all the way to old and sickly dogs, Ive also had the privilege of holding my 18yo cat in my arms when she passed ❤️ I have a decently flexible schedule, however unfortunately I do not accept weekly or indefinite reoccurring requests. I am available for trips, and occasional walks or drop ins! ❤️ I am a detail oriented and passionate pet sitter who will always take the appropriate measures to ensure the safety of your fur baby no matter what service I am providing for you!

Sitter Profile Image: Madison M.
Verified Enhanced Background Check
Madison M.
from
$28
per walk
1 year of experience
Woodmere, OH, 44122

About: I’ve always loved being around animals and have experience helping care for pets for friends and family. I’m reliable, attentive, and quick to learn each pet’s unique needs and personality. I’m committed to following all instructions closely and making sure your pet feels safe, comfortable, and cared for. I treat every pet like my own and always aim to create a positive, stress-free experience for both pets and their owners. I currently have tons of availability due to just leaving my job and doing this full time as I search for something else I have plenty of time to care for your pet! While caring for your pet in your home I will give them much playtime time, love and attention! I will treat your fur baby as my own

1 / 1
View more

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

Dog parents share their Rover experiences - Chesterland

1 / 1
5.0 out of 5 stars

Emma was very responsive and accommodating! I highly recommend her and will definitely use her services in the future.

Profile image
Amy D.
Dog Walking
1 / 1
Find pet care near you

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?

  • 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. 1. Search

    Browse profiles of walkers near you who offer dog walking.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 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 of Dog Walking in Chesterland is $13 per walk as of October 2026. Most bookings cost between $13 and $13 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 2,095 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 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 Chesterland 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 Chesterland. On Rover:

  • 89% of walkers can help with special care needs
  • 94% 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 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge