Dog Walking Highland Hills

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Sitter Profile Image: Jess S.
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Jess S.
from
$16
per walk
4.8 out of 5 stars
• 5 reviews
3 repeat clients
22 years of experience
Beachwood, OH, 44122

“Jess is the best! She takes the best care of my pup and gives me peace of mind that my little one is getting the care she needs during the day”

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Andrew F.
Sitter Profile Image: Jackie N.
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Jackie N.
from
$22
per walk
4.9 out of 5 stars
• 351 reviews
135 repeat clients
10 years of experience
Cleveland, OH, 44118

“Jackie was very friendly and personable! She took great care of our two very energetic big puppies! We will definitely book her in the future!”

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Marissa M.
Sitter Profile Image: Madalyn E.
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Madalyn E.
from
$15
per walk
5.0 out of 5 stars
• 11 reviews
5 repeat clients
20 years of experience
Bedford, OH, 44146

About: I have experience caring for dogs of all sizes, cats, gerbils, and fish! I currently have 2 kitties of my own and was raised with dogs. I’d love to meet and care for your animals while you’re away 😊 I work full time but am available to drop in after 5pm most days, and available for walks on weekends. For new bookings, I ask that requests be submitted 1 week in advance of the drop-in/dog walking date in order to allow time to coordinate a meet and greet. Message me if you need someone urgently during the weekday, I’ll see if I can make it work! I’m a big advocate for playtime! One of the best things for any animal is bonding with their owners. The best way to do this is playtime or simply being in the same room as your pet (whichever they prefer).

Sitter Profile Image: Marcus P.
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Marcus P.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
• 77 reviews
31 repeat clients
7 years of experience
Bedford, OH, 44146

“Love Marcus! Nicest guy and trustworthy! Will be using him for everything now on! Attentive and reliable. Sent me photos all day to let me know he was doing great!”

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Rachel K.
Sitter Profile Image: Peyton P.
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Peyton P.
from
$18
per walk
5.0 out of 5 stars
• 5 reviews
4 repeat clients
11 years of experience
Cleveland, OH, 44121

About: I have been taking care of dogs for a little over a decade for my friends and family. I also worked at a dog daycare while in college, where I played, fed cuddled, loved, did house visits and overall cared for about any dog breed you can think of! On a regular day at the daycare, we would have around 25 different dogs at a time to care for. I also have have my own dog named Harley and he’s the best boy! I currently work full time but will be slowly transitioning into a new phase of life within the next month so I will have a lot of free time. I plan to focus on pet care fully! I will always treat your fur baby like one of my own. They will have my full attention when I am with them and I will make sure their needs are met. I will follow all instructions you have and give them all of the love to make sure they are happy!

Sitter Profile Image: Kiara M.
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Kiara M.
from
$16
per walk
3 years of experience
Bedford, OH, 44146

About: I’ve provided care for animals since I was a young child. Successfully completed a basic dog training course at Alaska SPCA in 2016. My skill ranges from walks to grooming, I’ve got you covered! Currently, I’m working full-time with free availability Sunday through Tuesday! I will require at least a three day notice before the date of booking. Please message me for any questions you may have! I have a balcony and plenty of space for your fur baby to lounge and play. Currently my roommate is an agreeable cat. Chai is pleasant and tolerable to other cats and small dogs.

Sitter Profile Image: Amber W.
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Amber W.
from
$25
per walk
5.0 out of 5 stars
• 2 reviews
5 repeat clients
20 years of experience
Maple Heights, OH, 44137

“Amber was absolutely stellar with my dog Spike. She made sure that he was having a good time, she ensured he got a long enough walk, and he genuinely enjoyed his walks with her. Would highly recommend”

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Luke M.
Sitter Profile Image: Kaylin S.
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Kaylin S.
from
$24
per walk
5.0 out of 5 stars
• 2 reviews
6 years of experience
South Euclid, OH, 44121

About: I treat every pet like my own—with love, patience, and respect. What sets me apart is my experience with a wide range of pets, from high-energy puppies to sweet senior dogs who need a slower pace and extra care. I’m comfortable administering medication, handling dogs with special dietary or mobility needs, and maintaining consistent training routines if needed. Whether it’s a long walk, a quiet cuddle, or playtime in the yard, I tailor every visit to your pet’s needs. I also provide regular photo updates so you can feel connected and worry-free while you're away. Your pet’s happiness and safety are always my top priorities! I have recently decided to challenge myself to make a living from side hustles rather than a corporate job. This means I have plenty of time and availability for any of your needs! I care for your pets the same way I care for my own. At the end of the day, our pets are our babies! In your home, I stick closely to your pet’s normal routine, including feeding, walks, playtime, and rest—keeping things familiar to reduce stress. I respect your space, follow all instructions carefully, and make sure your pet gets one-on-one attention and care.

Sitter Profile Image: Samantha N K.
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Samantha N K.
Star Sitter
from
$33
per walk
5.0 out of 5 stars
• 62 reviews
26 repeat clients
20 years of experience
Cleveland, OH, 44120

“Awesome!”

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Mandy L.
Sitter Profile Image: Jesseca H.
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Jesseca H.
from
$15
per walk
5.0 out of 5 stars
• 3 reviews
2 repeat clients
4 years of experience
Corlett, Cleveland, OH, 44105

About: Ever since I was in middle school, I have volunteered at the food bank, senior homes, elementary schools, preschools, and taking care of pets. I am well-versed in handling numerous conflicts. I am currently a new grad, whose job is summer based and am looking to be busy during the winter and spring months. I will be picking up subbing soon, but that is earlier in the day. I am comfortable with caring for pets however their family see fit. It is always important to keep pets in a routine and to follow instructions. I have no issues with implementing them.

Sitter Profile Image: Marina S.
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Marina S.
from
$16
per walk
5.0 out of 5 stars
• 8 reviews
1 repeat client
6 years of experience
Cleveland Heights, OH, 44106

About: I’ve been around dogs my whole life and grew up helping care for my own pets, taking on a larger role in their daily routines about six years ago. Over the past two years, I’ve also provided reliable pet and house sitting for family and friends. Through these experiences, I’ve become comfortable with feeding schedules, walks, playtime, and pet transportation. I have experience with both small and large dogs (growing up with a miniature sheltie and a black lab)! As the families I’ve provided pet care services for have grown, I also have gained experience providing care for senior dogs. I treat every pet like my own and aim to make them feel comfortable while you’re away! I am currently a graduate student at John Carroll, so I am only away from 12-5 Tuesday- Friday, so I have a very flexible schedule to take care of your pets while you’re at work or away! I also am available almost always on weekends for walks and check ins. When caring for pets in a clients home, I focus on keeping their routines as consistent as possible. I am attentive to detailed instruction and preferences, and take safety very seriously. I am mindful of keeping doors and gates secure, monitoring pets during walks or outdoors, and making sure their (and your) space stays clean and safe. I respect your home just as much as your pet, and I make sure to communicate regularly with updates for your peace of mind.

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: Debra H.
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Debra H.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 36 reviews
16 repeat clients
30 years of experience
Garfield Heights, OH, 44125

“Thank you Debra for spending time with Berke. I was told she was very excited to see you each day. I appreciate you being on time and consistent each day”

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Claudia F.
Sitter Profile Image: Molly M.
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Molly M.
from
$25
per walk
5.0 out of 5 stars
• 12 reviews
7 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: emily s.
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emily s.
Star Sitter
from
$21
per walk
4.7 out of 5 stars
• 14 reviews
7 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: Madison M.
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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

Sitter Profile Image: Maia P.
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Maia P.
from
$16
per walk
5.0 out of 5 stars
• 11 reviews
8 repeat clients
3 years of experience
Detroit Shoreway, Cleveland, OH, 44102

“Maia did a good job with Missy! She showed up every morning and evening to walk her around the block then feed her. She's super easy going and loves dogs.”

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Joel V.
Sitter Profile Image: James L.
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James L.
from
$16
per walk
5.0 out of 5 stars
• 109 reviews
33 repeat clients
20 years of experience
Tremont, Cleveland, OH, 44113

“James was very easy going and patient with my puppy Moka. He took her for a nice extended walk, fed her and most of all, allowed her to warm up to him before he took her out.”

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Josh E.
Sitter Profile Image: Altagracia C.
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Altagracia C.
from
$30
per walk
5.0 out of 5 stars
• 7 reviews
2 repeat clients
15 years of experience
Cleveland Heights, OH, 44106

About: Look no further, you’ve found the pawfect caretaker for your companion/s! I’ve been fortunate to be surrounded by loving fur babies all my life and have been trusted by neighbors, friends and families to sit or walk their dogs for over two decades. I am a rescue dog mom of two myself and will treat your fur baby as if it were my own. I have experience nursing newborns both cats and pups, training young puppies as well as giving the extra love, patience and care needed to train/care for rescues and animals with disabilities. I am a current nursing student and mom to a beautiful baby boy. My availability is flexible and I am able to accommodate last minute bookings and have holiday availability. Home sittings: I am very tidy and will treat your home as if it were my own. I am very strict in the upkeep of my own home and in regards to sticking to routines and will respect and apply your dedicated routine and rules for your pet in your home. I am responsive and will communicate every step of the way with photo and video updates.

Sitter Profile Image: Selena R.
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Selena R.
from
$15
per walk
2 years of experience
Garfield Heights, OH, 44125

About: I’ve taken care of a German Shepherd named Kylo for the past 2 years. I recently stopped due to the owner being able to stay home with him full time. I used to house/dog sit, walk, and help with general care including baths, nail trimming, and very very basic trims. I work 3rd shift Monday-Friday. So I will be available between noon-6:00 PM on those days. I am available between 9AM-5PM on Saturday’s and 9AM-2:00PM on Sundays. I will care in anyway needed. I can provide companion, physical and mental stimulation to your dog, make sure they are fed and hydrated, walked and taken to go potty, along with any other basic task you may want complete.

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

Dog parents share their Rover experiences - Highland Hills

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5.0 out of 5 stars

Sydney does a great job walking our dog, Buster. She is very friendly and caring and we love having her walk Buster!

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John T.
Dog Walking
5.0 out of 5 stars

Sydney has been a pleasure to work with. Our doggo loves his walks with her. Excellent communicator and very reliable. Would highly recommend

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Adam R.
Dog Walking
5.0 out of 5 stars

Alexa, is a great communicator and problem solves issues that pop up w/o needing to involve me. Love that!

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Jaina A.
Dog Walking
5.0 out of 5 stars

Dalvane - I really appreciate how loving and caring you were for Henrietta and Ronny. Always punctual and very reliable. I will reach out if we need help in the future. We will miss you!

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Sara L.
Dog Walking
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How to book dog walking

  1. 1. Search

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Popular requests for dog walking - Highland Hills

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Sitters in Highland Hills average 3
repeat dog walking clients

FAQs for Dog Walking - Highland Hills

Frequently asked questions about Rover

As of October 2026, there are 2,404 sitters on Rover offering Dog Walking across Highland Hills. 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 Highland Hills. 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 Highland Hills 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 Highland Hills. On Rover:

  • 90% 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 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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