Dog Walking Chesterland

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

“Celine is great!! She is very flexible and was able to help us out on short notice. My dog immediately loved her and she was very patient with him as he can be a bit difficult to walk. She is very kind and I definitely trust her with my dog! Thank you Celine!”

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Sarah F.
Sitter Profile Image: Emma B.
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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.”

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Amy D.
Sitter Profile Image: Natalie H.
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Natalie H.
from
$18
per walk
5.0 out of 5 stars
• 7 reviews
1 repeat client
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: Kirsten R.
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Kirsten R.
from
$20
per walk
5.0 out of 5 stars
• 2 reviews
1 repeat client
10 years of experience
Wickliffe, OH, 44092

“Really appreciate Kirsten and how much my pup enjoys walking with her. It is such a relief to know he is in good hands. Also appreciate the updates she sends and pictures. She has truly been a blessing.”

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Yvonne S.
Sitter Profile Image: Amanda C.
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Amanda C.
from
$25
per walk
5 years of experience
Chagrin Falls, OH, 44022

About: Dogs have been in my life since I was young! I have my own, and love to help out friends, neighbors, and family in need! I work part time, hybrid locally. Very available through out week except on Tuesdays. I’m flexible and usually can adjust with enough communication ahead of time! My fur baby sleeps in bed with me or in his own crate as needed. Typically he comes to work with me when I go into my office as well.

Sitter Profile Image: Alice M.
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Alice M.
from
$15
per walk
1 repeat client
5 years of experience
South Euclid, OH, 44121

About: I have years of experience with pet care including working at Doggy Daycare, Pet Supplies Plus, as well as owning my own furry friends before! I am comfortable and familiar with all types of dogs, big and small, high or low energy, and love catering a personal plan to whatever your pets needs are. I am currently at home 24/7 and can be attentive to any animals at all times! I am more than happy to walk and play with any dogs that need more attention & are high energy. This fits into my daily/weekly routine because I am currently not working and would love some furry friends to keep me company and hang out with! I live an active lifestyle so walking is not a problem for me and I love being outdoors! I care for pets in my home or clients’ homes by being efficient and personal in my care. I love catering to specific pets’ needs and will treat them like they are one of my own. I love walking & have a huge yard for dogs to play and run around in!

Sitter Profile Image: Andrew H.
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Andrew H.
from
$25
per walk
5.0 out of 5 stars
• 18 reviews
1 repeat client
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: Adriana A.
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Adriana A.
from
$16
per walk
3 years of experience
Willowick, OH, 44095

About: I have taken care of many dogs and cats throughout my experience. Of mostly all ages and even multiple at a time. The most cats i have ever had is 4 at once! I am currently a college student so spending the night at peoples home would not be an issue. Not crazy available on weekends but can definitely ask! The most classes i have are 3 at once so 3 hour break from being able to come over. I make sure to feed my pets breakfast, lunch, and dinner. Let them out as much as they express they need to and give them plenty of affection, play time, and walks. Not one client who I have sat for or walked their dog has gave me any criticism. I make sure to follow the clients instructions to the exact details.

Sitter Profile Image: Allison R.
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Allison R.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
10 years of experience
Chardon, OH, 44024

About: I just moved back to Ohio and I have had pets my whole life and lost my baby a bit ago. I know how they are family and deserve all the love. My dog was older and had a lot of health issues so I am familiar with different medication that may be needed. I’m currently in grad school for nurse anesthesia and study most days from home. I have a pretty open schedule except Thursday and Friday morning-afternoon but can be available early in the am or that evening. Happy to answer any questions. Anytime except Thursday and Friday 6am-4pm (I have clinical at the VA for grad school) I have online lectures so I can have open availability during the rest of the week and weekends. I can discuss as well. I would prefer to watch your loved one at your home or do day sitting/walks. My current family dog is very timid and a rescue and is scared of literally everything so I don’t want to stress him out

Sitter Profile Image: Shermont'e P.
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Shermont'e P.
from
$25
per walk
4.9 out of 5 stars
• 20 reviews
7 repeat clients
7 years of experience
Hough, South Euclid, OH, 44121

About: I’ve helped take care of and train dogs of various sorts and sizes since I can walk along with my dad. I’ve gotten my love for animals as a whole from him and it’s the perfect therapy and job. Having many dogs, cats, birds, turtles, fish and pet crabs throughout my life has helped me to have an extra sense of care, love, and attention for all animals. I’m currently working part-time, so I’m available to play, train, and care for your lovable furry friend 7 days a week from 8am to 2pm and 9pm to 12am. I have a fenced front yard and backyard for your lovely pets to freely roam and play with me. I also have a 7 year old Shih Tzu and a 2 year old cat (both females) whom are very loving, calm, and ecstatic to meet a new friend. A crate is available upon request as well.

Sitter Profile Image: Octavia G.
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Octavia G.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 166 reviews
58 repeat clients
4 years of experience
Buckeye Shaker, Cleveland, OH, 44120

“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.”

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Liz M.
Sitter Profile Image: Yocheved S.
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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: Ashley M.
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Ashley M.
from
$20
per walk
4.6 out of 5 stars
• 16 reviews
2 repeat clients
6 years of experience
Kirtland, OH, 44092

“She did great with my boys. Will book again, thank you!”

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Miara K.
Sitter Profile Image: Gina P.
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Gina P.
from
$15
per walk
5.0 out of 5 stars
• 3 reviews
2 repeat clients
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: Omega F.
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Omega F.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
• 146 reviews
52 repeat clients
16 years of experience
North Collinwood, Cleveland, OH, 44119

“Always a pleasure! Thank you for taking such good care of my girls”

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Halie B.
Sitter Profile Image: Ashley K.
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Ashley K.
from
$20
per walk
15 years of experience
Willoughby Hills, OH, 44092

About: I’ve had lifelong experience caring for dogs and cats, understanding their behaviors, routines, and needs, and always providing attentive, reliable, and loving care as if they were my own. As of right now, I am open to take care of these sweet animals pretty much anytime. Early mornings to late afternoons would be best, however I can be flexible with nights. My goal is to make your pet as comfortable as possible while you’re away. I am more than happy to accommodate any special needs/requests you may have.

Sitter Profile Image: Jonathon T.
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Jonathon T.
from
$30
per walk
5.0 out of 5 stars
• 6 reviews
15 years of experience
Euclid, OH, 44123

About: I have watched my cousin's shi tzu many times for extended periods of time. It has went well every time. Also I have over 15 years of having a pet in my home. Walking dogs and taking care of them is something that I have a lot of experience in. I have a very flexible schedule as an independent contractor so i can be available at any time. Whenever I watch my cousin's dog, it becomes a full time endeavor. I take pride in taking care of the things in my environment whether it is lawn care, businesses, car, or my hobbies. I walk them regularly. I make sure the pets are fed on schedule. I pay attention to the pet's communication signals, and I am a caring person towards them.

Sitter Profile Image: Erin L.
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Erin L.
from
$25
per walk
15 years of experience
Willoughby, OH, 44094

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: Vanessa R.
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Vanessa R.
from
$25
per walk
5.0 out of 5 stars
• 6 reviews
3 repeat clients
8 years of experience
Willoughby, OH, 44094

About: I have provided care for many kinds of animals since I was a kid! I grew up caring for dogs, horses, cats, and reptiles, with training experience as well. Friends and family know I love each animal I take care of as my own, and have relied on me for care of any pet! I’ve had dogs as small as a mini dachshund to an english mastiff from ages 6 months until seniority. I am currently taking a rest from the typical 9-5 life. What that means for pet owners, is that their pet’s care is my number one priority throughout the day. I try to stick to a routine they are used to for comfort. I have had pets needing many different types of environments. I can do early morning meds/meals, walks and other enrichment activity’s, and any evening needs! Every animal is special and requires their own care, and I am here to do everything they need for their mental and physical health.

Sitter Profile Image: Shannon G.
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Shannon G.
from
$30
per walk
4.8 out of 5 stars
• 23 reviews
4 repeat clients
20 years of experience
Warrensville Heights, OH, 44128

About: I’ve cared for animals of all kinds since I was 10 years old. Friends, neighbors, and family have always trusted me to walk, feed, bathe, and love their pets as if they were my own. I also have hands-on experience giving medications and vaccinations from my time working as a veterinary assistant. Over the years, I’ve cared for pets both inside and outside the home and have experience with boarding, dog walking, medication administration, and in-home visits for feeding and watering. Every animal I care for quickly becomes part of my extended family, and I truly enjoy every moment spent making them feel safe, loved, and spoiled. I currently work from home, giving me plenty of time to provide attention and companionship throughout the day. My schedule is flexible and is very convenient for those who may need a little extra attention. My fenced yard offers space to play, and my two friendly dogs are always ready to welcome a new friend. If needed, I can also easily crate your dog for comfort or routine.

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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.

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Amy D.
Dog Walking
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How to book dog walking

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Popular requests for dog walking - Chesterland

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Sitters in Chesterland average 4
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FAQs for Dog Walking - Chesterland

Frequently asked questions about Rover

The average cost of Dog Walking in Chesterland is $18 per walk as of November 2026. Most bookings cost between $13 and $18 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 November 2026, there are 2,085 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 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 a map of the walking route, 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 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:

  • 89% of walkers can help with special care needs
  • 94% can help with giving oral medications or injections
  • 96% 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 Meet & Greet.

walkers on Rover set their own cancellation policy, 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.

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