Dog Sitting in Chesterland

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

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Top rated Chesterland dog sitters

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: Natalie H.
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Natalie H.
from
$15
per visit
5.0 out of 5 stars
5 reviews
7 years of experience
Chagrin Falls, OH, 44023

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

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

Ben is always so attentive when he does drop-in visits with our dog. I can trust that Ben truly cares for our pet. He is the first person we ask to check in on our dog if we're out of town for the night!

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Nichole & Anthony O.
Sitter Profile Image: Ingrid M.
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Ingrid M.
from
$17
per visit
8 years of experience
Chardon, OH, 44024

About: Since I was 11 years old putting dog walking flyers on my neighbors porches, I have always had a passion for taking care of animals. I still have people contacting me to cat or dog sit for them, and they love to recommend me to their friends. I love animals, and I know how to handle them safely and responsibly. From working with horses to dolphins, I have been around many different animals. I have owned reptiles and guinea pigs as well as dogs and cats, I have been working with and riding horses since 2018, and every summer since around 2020 I have gone to the Florida Keys and learned about training dolphins, I have aged out of that program now. I also volunteered at an animal shelter when I was younger. I am looking for a job to use my skills with animals. I work at a veterinary practice for a large animal veterinarian currently on Wednesdays and Fridays. I am looking for another job that I can work on Mondays, Tuesdays, and Thursdays. I can also do weekends if you are looking for someone who will stop by and take care of your animal for 30 minutes to an hour, but I like to have time on my weekends to spend with my loved ones, so the activities that take longer I would like the save for weekdays. I promise to love and take care of your animal as if it is my own until their favorite person comes back! I have my own reliable transportation, I can take your dog to a dog park if it is dog friendly, or I have a lot of land at my house. I also could take it to any walking paths. I know how to handle animals of all temperaments, and I am a good communicator and will keep you updated. I would love the opportunity to take care of your animal! I work at a veterinary practice part time on Wednesdays and Fridays and I generally start early in the morning around 7, and it’s a 40 minute drive. My hours can vary but I’m usually done sometime before 4pm. I can do drop by visits on those days early in the morning and after 5pm. On Mondays, Tuesdays, and Thursdays, I can do dog walking, dog sitting, or doggy day care at my house! Anything that generally takes a decent amount of time I can do on those days. On the weekends, I can do house visits for 30 minutes to an hour, but I would like to keep my weekends open as much as possible to spend time with friends and family and go to the barn. I have my own cat as well as 4 other cats, an english bulldog, and a french bulldog owned by my boyfriend’s family that I live with. I generally feed and take care of my cats and the other cats, but I used to pet sit for them and took care of their dogs as well. As far as caring for animals in my own home, I live on 8 acres of land, some of which is a field blocked off by tree line that would be a perfect place to play. I also have a fenced in concrete and grass area for the dogs to use the restroom. I have crates in my house where I can separate dogs if needed. I also know of lots of places to walk dogs, and live by a couple of dog parks. As for care in a clients home, I have lots of experience. I can do litter boxes, feed and water animals, and give enrichment and treats if requested by the owner. I can also let dogs outside on leash, or in a fenced in backyard. I’d rather be safe than sorry, so I avoid taking a dog off leash if they do not have a fenced in or secluded area. I can take them on walks around your neighborhood as well. I am also willing to take care of exotic animals or livestock, as I have plenty of background in that as well.

Sitter Profile Image: Shawntel J.
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Shawntel J.
from
$20
per visit
4.9 out of 5 stars
17 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: Paula B.
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Paula B.
from
$18
per visit
5.0 out of 5 stars
44 reviews
20 repeat clients
50 years of experience
Mentor, OH, 44060

Loki needed time to get used to a new person, bit Paula was patient and kind with him. We'll keep using Paula to help Loki get socialized! Nice person!!!

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Lisa G.
Sitter Profile Image: Noella T.
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Noella T.
from
$20
per visit
5.0 out of 5 stars
3 reviews
10 years of experience
Kirtland, OH, 44094

Thank you Noella!

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Todd L.
Sitter Profile Image: Victoria D.
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Victoria D.
from
$15
per visit
5.0 out of 5 stars
4 reviews
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: Kacey I.
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Kacey I.
from
$20
per visit
5.0 out of 5 stars
27 reviews
4 repeat clients
17 years of experience
Cleveland Heights, OH, 44118

Kacey took excellent care of my two cats when I was gone and went above and beyond what I would expect from a sitter. I would definitely hire again in the future and highly recommend her to anyone looking for a reliable, caring cat sitter.

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Emily M.
Sitter Profile Image: Nicole V.
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Nicole V.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
9 reviews
3 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: Baiba W.
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Baiba W.
from
$25
per visit
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: Jaimie Z.
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Jaimie Z.
from
$25
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
3 years of experience
Mayfield, OH, 44143

About: Available for both walks and drop-in visits; early morning or after 3-4. I have a very sweet dog of my own (his name is Cooper and he gets along very well with other dogs, if your dog ever likes playing/walking with other dogs). He is full of energy, so I am used to long walks and lots of play time. I am also willing to run with your dog if you want / if they enjoy that! I have experience with puppies, special needs dogs, and older dogs. Feel free to leave special instructions so that your pup gets the best care possible. If you have any other questions, please do not hesitate to reach out and ask me! I’m happy to help however I can.

Sitter Profile Image: Alexea C.
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Alexea C.
from
$20
per visit
5.0 out of 5 stars
3 reviews
10 years of experience
Kirtland, OH, 44094

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

Sitter Profile Image: Anthony S.
Verified Enhanced Background Check
Anthony S.
from
$30
per visit
5.0 out of 5 stars
113 reviews
52 repeat clients
20 years of experience
Willowick, OH, 44095

Anthony was great with our dogs and even showed up for us on a holiday! We really appreciate the updates and thorough feedback. Will be booking again in the future for sure — two happy pups!

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Sydney M.
Sitter Profile Image: Brandon C.
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Brandon C.
from
$25
per visit
5.0 out of 5 stars
210 reviews
47 repeat clients
35 years of experience
Newbury Township, OH, 44065

Brandon was great! I knew he was going to be great fit since the meet and greet. Our dog Benji loves him. Milo will take a bit of time but I'm sure over the next few visits Brandon will win him over too.

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Todd E.
Sitter Profile Image: Edward T.
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Edward T.
from
$14
per visit
55 years of experience
Chagrin Falls, OH, 44072

About: I grew up with dogs and as a kid, I took care of neighbor's dogs from time to time when they were away. My wife loves dogs as long as they belong to someone else. We have cats but I need to do something like this to get some time with dogs. I just retired from teaching after 31 years in the job. I go for walks every day and I thought why not walk with a dog. I am not able to watch dogs at my house. I have a geriatric cat that would probably have a heart attack. I am primarily looking to walk dogs, but I could dog sit over night at the client's house in a pinch.

Sitter Profile Image: Christy C.
Verified Enhanced Background Check
Christy C.
from
$15
per visit
5.0 out of 5 stars
42 reviews
15 repeat clients
4 years of experience
Willoughby, OH, 44094

Christy did an amazing job! The dogs love her and she is so gentle and kind. I texted her asking if she could drop in a few hours early one day because our schedule changed. She immediately responded and dropped in on our dogs within minutes. We were feeding one of our dogs chicken and rice and we ran out and she offered to bring some on her next drop in! We couldn't ask for better service and care! We will book her again!

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Melissa P.
Sitter Profile Image: Amy B.
Verified Enhanced Background Check
Amy B.
from
$15
per visit
5.0 out of 5 stars
2 reviews
10 years of experience
Kirtland, OH, 44094

Amy did a great job! She sent pictures daily and made me comfortable.

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Jessica D.
Sitter Profile Image: Catherine B.
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Catherine B.
from
$14
per visit
5.0 out of 5 stars
2 reviews
5 years of experience
Lyndhurst, OH, 44124

About: I have extensive experience with a wide variety of animals. Besides the aforementioned, I've also cared for dogs, small/caged mammals (gerbils & mice), rabbits, fish, and a lizard (leopard gecko)! These pets come with a wide variety of responsibities, needs, & comforts, and I'll do all I can to help your pet have a healthy & positive experience while you're away! :) I'm currently attending school fully online, which means I can study from pretty much anywhere! This also means that I spend many hours of my day at home because I'm not commuting to a school or work site. I've found this works out especially well for pets who need frequent monitoring through the day; such as kittens/puppies or animals with special needs. I will certainly do everything in my care to take good care of your pets!! :) I have experience with both house-sitting and visiting pets, whether the latter be daily or a few times a week/month. I'm happy to accommodate any needs your pet may have!

Sitter Profile Image: Jaina B.
Verified Enhanced Background Check
Jaina B.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
29 reviews
7 repeat clients
10 years of experience
Wickliffe, OH, 44092

Respectful and Professional, got along great with my precious creature. Followed instructions perfectly, and reached out when needed. Could stand to be more assertive w/ dogs sometimes, but still a great sitter. 10/10 would book again :)

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Aubrianna M.
Sitter Profile Image: Makenna V.
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Makenna V.
from
$19
per visit
5.0 out of 5 stars
29 reviews
9 repeat clients
20 years of experience
Mayfield Heights, OH, 44124

This is the second time we've booked with Makenna, and I'm yet again a happy customer! She's done a house sitting and drop in visit with fantastic through updates. I feel relieved she's taking such great care of my dog and cat.

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Andrea H.
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Over 13
pet parents in Chesterland have booked dog sitting

Chesterland dog parents share their Rover experiences

1 / 1
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
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

Liani is literally the best!! She comes every day for us, and even if we need to adjust the timing or the schedule, she’s so flexible and open to helping out whenever!! Best dog walker ever :)

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Zoe N.
Drop-In Visits
1 / 1
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The median cost per night for dog sitting in Chesterland is $20

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Sitters in Chesterland average 6
repeat dog sitting clients

Dog Sitting FAQs

Frequently asked questions about Rover

Dog sitters on Rover are free to set their rates. The median cost to hire a dog sitter in Chesterland on Rover as of Jun 2026 was about $20 per night, after factoring in Rover’s service fees. A dog sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Chesterland dog sitter for the first time, visit the dog sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a dog sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 2,193 dog sitters in Chesterland. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, 87% of Chesterland dog sitters respond in under an hour.

Dog sitters in Chesterland have an average of 15 years of experience. Dog sitters with repeat customers have an average of 6 repeat clients. Experience can vary from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Chesterland.

Rover makes it easy to find Chesterland dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:

  • Dogs of all ages and abilities, including puppies
  • Dog parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their dog sitter’s pets

There are 2,193 dog sitters in Chesterland on Rover, so you’re sure to find the perfect match for your dog! In Chesterland, 96% of dog sitters offer daily exercise, 98% offer medication administration, and 96% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass background checks for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.