Dog Sitting Chesterland

Book a Chesterland dog sitter to watch your dog in your sitter’s home or yours.

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Over 15
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Chesterland, Find top rated dog sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Erin L.
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Erin L.
from
$25
per visit
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: Jillian C.
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Jillian C.
from
$12
per visit
16 years of experience
Willoughby, OH, 44094

About: Hi! I’m Jill and I have been a pet owner my entire life! I have had many puppies, dogs, cats and kittens myself so I definitely have a soft spot for our furry friends! Finding good pet care is just like finding a good babysitter you need someone you can trust and rely on! I hope to be that person for you! No matter if it’s a quick check-in or a walk, my total focus is making sure your pets are living their best life! I have been doing check-in and walks for over 10 years helping out coworkers, friends, family, and neighbors. Just because you might be busy or have a lot on your plate does not mean you should feel guilty for spending a little extra time away from your furry friends. I will use every minute with them to make sure they are comfortable, loved, healthy, safe and well-fed! When it comes to any special instructions, those are always a top priority, your wishes are my command! I run my own buisness and work only 5 minutes from my home! I am very flexible being on my own schedule! I don’t have children yet so my out of work schedule is very loose during the week days! When coming to your home to care for your pets all I ask is that some basic instructions of what you would like done is all that is required! I am well versed in pet care so most requests will not phase me! Dogs: I would love to take your pup for a walk or throw around their favorite toy in your yard if you have a fence or secured yard leash! Let me know how you would like their #2 disposed of for when they use the restroom! And of course, a treat or two for the big brave baby for being so good while their parents are away! Cats: feeding time/treat time is every kitties favorite! Whatever is needed will be executed with the addition of some pets and love! I am no stranger to a litter box so if we need a refresh, don’t hesitate to ask! All I ask, is that if your cat has a favorite toy to let me know what it is so we can have a little bit of playtime before our check-in time is over to keep them happy and enriched!

Sitter Profile Image: Sheila & Joseph H.
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Sheila & Joseph H.
from
$25
per visit
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: Joel Z.
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Joel Z.
from
$14
per visit
5.0 out of 5 stars
• 6 reviews
3 repeat clients
10 years of experience
Novelty, OH, 44072

“Joel is awesome. Super nice guy, good communicator, easy to work with & has taken great care of our pup. Gives solid updates at the end of each visit. He goes above and beyond while dropping in at your house. For example - our dog got into our garbage before one visit & Joel cleaned up all the trash off the floor. We appreciate the care he takes in looking after our pup as well as our home. Definitely recommend!”

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Tori B.
Sitter Profile Image: Leah R.
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Leah R.
from
$19
per visit
5.0 out of 5 stars
• 10 reviews
3 repeat clients
18 years of experience
Mentor, OH, 44060

“Thanks Leah for taking such good care of Charlie! He seems to have enjoyed your company. I appreciate your offer of an extra visit after he threw up and also that you cleaned it up. Lol! I’ll be I touch again.”

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Leslie M.
Sitter Profile Image: Isabella C.
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Isabella C.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
• 8 reviews
2 repeat clients
15 years of experience
University Heights, OH, 44118

“Isabella was fantastic taking care of our pets. Despite some challenges from one of our dogs, she was able to keep them happy and healthy throughtout our trip. She kept us well informed of issues when they arose. Overall, when we returned home it was like we never left!”

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Matt M.
Sitter Profile Image: Nicole V.
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Nicole V.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
• 13 reviews
5 repeat clients
5 years of experience
Chardon, OH, 44024

“Nicole did a fantastic job caring for our pets! She came by twice to feed our dog Kashi and our cat Bumper, and made sure Kashi got time to run around and go potty. Everything was handled exactly as we asked, and we came home to happy, well-cared-for pets. Nicole was friendly, reliable, and clearly loves animals — we’d happily book her again and recommend her to anyone looking for a trustworthy sitter.”

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Randall W.
Sitter Profile Image: Anthony S.
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Anthony S.
from
$30
per visit
5.0 out of 5 stars
• 118 reviews
53 repeat clients
20 years of experience
Willowick, OH, 44095

“Anthony has been checking on my dog Cooper while I’m at work for about two weeks. He is great and very knowledgeable with dogs. He makes sure Cooper lets out some energy and takes him on walks. Highly recommend his business.”

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Nate S.
Sitter Profile Image: Nina B.
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Nina B.
from
$14
per visit
5 years of experience
Willoughby, OH, 44094

About: I have been rescuing & caring for animals for some time now, I have had experience with older animals and younger animals, with bottle feeding to giving them the medical care they need. My weekly routine in consistent and mostly flexible throughout the week, which makes it easier to tie things in between. Work and daily priorities. Pet sitting is where my main ideal routine would be. Giving them my upmost attention. Keeping them active and making sure they are well feed and taken care of. Being alert on essential needs they might have as well as making sure they are loved and adored.

Sitter Profile Image: Ben T.
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Ben T.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 148 reviews
17 repeat clients
15 years of experience
Chagrin Falls, OH, 44023

“Ben is the kindest, most diligent, pet sitter ever! He’s passionate in his love of animals. I want to give him the best review possible, but I also want to keep him all to myself .”

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Jessica S.
Sitter Profile Image: Kelsey I.
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Kelsey I.
from
$20
per visit
4.7 out of 5 stars
• 22 reviews
12 repeat clients
25 years of experience
Solon, OH, 44139

“Kelsey was so helpful in caring for my 6 week old kitten! She was communicative and sent pictures when she checked on him, everything was tidy when I got back home too. Thanks so much! :)”

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Abbigail B.
Sitter Profile Image: Leeshand S.
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Leeshand S.
from
$18
per visit
5.0 out of 5 stars
• 63 reviews
21 repeat clients
36 years of experience
Willoughby, OH, 44094

About: I have been a dog-lover as far back as I can remember. I can provide a loving home for your dog and ease the anxiety of being apart. I am trustworthy and dependable. Being a pet owner myself, I understand fully that our pets become valued members of our families and should be treated as such. I have a fenced-in yard and will make sure that your pet receives lots of love, adequate exercise, and playtime in addition to the essentials. I live in a nice neighborhood conducive to walks and I am also near several parks should we crave a change of scenery. I work part-time, but my schedule is flexible. Between myself and my daughter, our Rover guests are rarely left alone. I enjoy an active lifestyle and look forward to meeting you and your pet! Questions are welcome! Thank you for your consideration!

Sitter Profile Image: Shawntel J.
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Shawntel J.
from
$20
per visit
4.9 out of 5 stars
• 18 reviews
2 repeat clients
20 years of experience
Mentor, OH, 44060

About: Hello! My name is Shawntel and I have been an animal lover for as long as I can remember. Growing up, my family had 2 dogs and 4 cats. Now I have three dogs that I couldn't imagine my life without them, with two of them being rescues. When I’m booked for house/dog sitting, my dad gets to stay and spend time with his grand-pups (: One is a German Shepard mix, another one is a Pitbull, Husky, Lab mix, and my newest addition is a golden doodle! The German Shepard is a senior so I am used to making accommodations for animals as well as giving mediations. It doesn't matter if they are young or old, big or small, boy or girl-- I love them all. I am currently a first grade teacher in Lake County which I recently took time away from dog sitting to focus on my new position. But now I’m back!! So I am available before and after the school day during the week for your animals and pretty free on the weekends. I am usually pretty flexible so if you need anything special for your animal, just let me know! I also dedicate my summers and school breaks to house/dog sitting! I truly believe that a well taken care of animal is a happy one, and who doesn't want their fur baby happy?! I look forward to meeting you and your sweet animal(s)!! I am currently a first grade teacher in Lake County which I recently took time away from dog sitting to focus on my new position. But now I’m back!! So I am available before and after the school day during the week for your animals and pretty free on the weekends. I am usually pretty flexible so if you need anything special for your animal, just let me know! I also dedicate my summers and school breaks to watching animals! I truly believe that a well taken care of animal is a happy one, and who doesn't want their fur baby happy?! I look forward to meeting you and your sweet animal(s)!! I know animals feel most comfortable in their own home so I mainly watch animals in the clients home. I do my best to give them the love and attention you give them while you are away.

Sitter Profile Image: Brooke T.
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Brooke T.
from
$30
per visit
5.0 out of 5 stars
• 3 reviews
2 repeat clients
6 years of experience
Chardon, OH, 44024

About: I’ve had quite a lot of animal experience! From working in a humane society, grooming, certification in pet nutrition, to owning my own in-home pet care business (Happy Feet Pet Care). I love what I do and can’t wait to meet you and your furry ones🐶🐱 I work full time as a in-home pet care taker. I recently opened up my own business and am ready to take any action I can get! Great supervision on your pets, i’m certified in pet nutrition and have been trained on body language as well. I have a genuine passion for all animals, I treat them as my own! I also love to apply training into the pet care that I do.

Sitter Profile Image: Yocheved S.
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Yocheved S.
from
$25
per visit
5.0 out of 5 stars
• 7 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: Victoria D.
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Victoria D.
from
$15
per visit
5.0 out of 5 stars
• 8 reviews
1 repeat client
14 years of experience
Auburn Township, OH, 44023

About: While growing up, I fed, watered, played with, and walked our family friends. I even picked up poop! As an adult, I've done it all, from cleaning major messes to administering meds. I love canines and felines of all varieties, from the smallest to the largest! I am available to care for your pet(s) throughout the business day. Although I am also doing some volunteer work, I keep a regular schedule. I will care for your pets according to your express instructions. They will be treated as my own with as much love and concern as I can provide.

Sitter Profile Image: Paula B.
Verified Background Check
Paula B.
from
$20
per visit
4.9 out of 5 stars
• 45 reviews
20 repeat clients
50 years of experience
Mentor, OH, 44060

“Paula is great! She has been my go to for a number of years now. My pups love her and our new cat now too! She always sends photos of the wagging tails which puts me at ease while I'm gone. I know I can rest at ease knowing Paula is on the job!”

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Mark W.
Sitter Profile Image: Chelsy R.
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Chelsy R.
from
$17
per visit
5.0 out of 5 stars
• 5 reviews
15 years of experience
Willowick, OH, 44095

About: I grew up with pets since I was a child. My parents always had Rottweilers and Labs around, later they added cats to the picture as well. I was the one to walk them, look after them when my family went on vacation, and bathed them. I also have looked after other family members pets while they went away as well. I currently am unemployed, so I am available whenever I am needed to do pet care for you. I am very flexible with any necessary accommodations. I have a 1050 sq ft apartment that is shared with my husband and 3 kitties. They usually are in their room or in ours. They have their own room with all their needs met in there so they will not be bothered by any other pet.

Sitter Profile Image: Jackson S.
Verified Enhanced Background Check
Jackson S.
from
$22
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
6 years of experience
Lyndhurst, OH, 44124

“Always great with my dog!! So grateful! Highly recommend!”

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Madison M.
Sitter Profile Image: Allison R.
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Allison R.
from
$20
per visit
5.0 out of 5 stars
• 2 reviews
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

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The median cost per visit for dog sitting in Chesterland is $20

Dog parents share their Rover experiences - Chesterland

1 / 1
5.0 out of 5 stars

Highly recommend Hannah who took great care of our dog. She showed up on time and sent photos as well. Look forward to using her again soon!

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Amy D.
Drop-In Visits
5.0 out of 5 stars

Great communication before, during, and at the conclusion of her visit. Will definitely reach out again for further needs.

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Brandie A.
Drop-In Visits
5.0 out of 5 stars

I love Liani so much. She takes her time with my 4 year old Pom, she’s very patient and understands dog language. She’s very punctual and gives very detailed time card. I would definitely use her again.

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Patchareya P.
Drop-In Visits
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Popular requests for dog sitting - Chesterland

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Sitters in Chesterland average 6
repeat dog sitting clients

FAQs for Dog Sitting - Chesterland

Frequently asked questions about Rover

The average cost of Dog Sitting in Chesterland on Rover is $16 per visit as of October 2026. Most bookings cost between $11 and $28 per visit. sitters 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 2,162 sitters on Rover offering Dog Sitting across Chesterland. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Chesterland choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

Every sitter 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 .

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.

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 sitter 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 sitter 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 sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Chesterland with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Chesterland. On Rover:

  • 95% of sitters can help with special care needs
  • 98% 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.

sitters 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 sitter.

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