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

“Super detailed reports were very appreciated during our busy trip! She also got Tito to play which isn’t easily done as a “stranger” to Tito. Would definitely recommend!”


“Octavia was amazing with our dogs! She sent photos and kept me updated every time she visited. We are always nervous to leave our dogs when going out of town but Octavia always made me feel that they were being taking care of with tons of love. I strongly recommend her!!”


“Charles was extremely attentive to our cats and was very thorough on all the things that were asked. He went above and beyond to make sure that they were taken care of.”


“Dax was stress free when I got back! Thanks Andrew!!”


“Very sweet person! My dogs loved her...will use her again!”


About: We have each had dogs our entire lives. We currently have husky who is 1 1/2 years old and a 2 year old mini Australian Shepherd. They are both rescues. They are playful and enjoy being around other dogs. Free for plenty of walks and playtime during the day. I work from home with a very flexible schedule and will be able to keep a good eye on your dog. We have a pet friendly home inside and out. Our yard is fenced in. We have dog toys and balls all over. The dogs get plenty of exercise throughout the day.

“Anthony is fantastic, brings treats, toys and a ton of love for your animals. He even made smalll adjustments, of course letting us know first, to ensure if there was poor weather that day he timed it within a window so he could let our pups out without it pouring rain. Absolutely will use him in the future and I am certain our dogs loved their time with him.”



About: This newly retired teacher is looking to make a difference in your pet's life! I love animals, and I have had some type of pet my entire life. I currently own one dog (shiba inu) and one cat. I am experienced in dealing with a variety of pet needs including routine pet care and administering pet medications. I enjoy walking dogs and love being outdoors. I am comfortable with all breeds and sizes even cats. I understand how important it is to know your fur babies are cared for by a trustworthy, responsible individual. I have very flexible hours. I will treat your pets as if they were my own. I would love to spend time looking after and caring for your animals. Thank you! As a retired teacher, my schedule is very flexible. My availability is structured around the pet's needs. I can provide walking sessions, feeding, and playtime. I am also available to stay in the home, but prefer to spend nights in my home When caring for a pet I ensure their safety, routine, and comfort. I will feed them according to their schedule, provide fresh water, exercise regularly, and give attention to their emotional needs. I will administer any medications as prescribed and monitor for any signs of illness. I will communicate with the pet owner to ensure their expectations for their pet is met.

“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.”


About: I’ve owned and cared for my own dogs for over 25 years, all of them rescues. I have a deep love for animals and a soft spot for those in need. My pets have always been part of the family, and I’m known for spoiling them with love, attention, and treats (within reason!). I’ve nursed several of my dogs through illnesses, always going the extra mile to make them feel safe and cared for. I bring that same level of compassion and commitment to every pet I look after. I’m recently retired after 31 wonderful years with Chardon Local Schools, and now I have the time and flexibility to focus on something I truly enjoy — caring for animals. I’m home most of the day, which means your pets will get plenty of attention, companionship, and care. Whether it’s walks, playtime, or just relaxing company, I’m here to make sure your pets feel loved and comfortable while you’re away. I care for pets in their own home where they feel most comfortable and secure. Whether I’m stopping by for a drop-in visit or taking your dog for a walk, I treat every pet like my own — with patience, love, and attention to their individual needs. I follow your instructions closely, keep routines consistent, and always make sure pets are safe, happy, and well cared for while you’re away. I also provide updates and photos so you can have peace of mind knowing your pet is in good hands.

About: I’m new to Rover but not new to caring for pets! I’ve grown up around animals and have experience walking, feeding, and playing with dogs and cats of all sizes and temperaments. Friends and family often trust me to care for their pets when they’re away, and I treat each one like my own. I’m dependable, gentle, and excited to build lasting connections with both pets and their people.the Pet care fits naturally into my routine! I work full-time and take some classes, but I manage my schedule well and always make time for animals. I’m available for pet care several days in a row and can accommodate overnight stays as well. Whether it’s quick check-ins, feeding, playtime, or just keeping a pet company, I make sure each visit is focused and meaningful. Spending time with pets is something I genuinely enjoy and find relaxing. I don’t offer care in my own home, but when I’m in a client’s home, I make sure to follow all routines and instructions closely to help pets feel safe and comfortable. I respect the space, keep things clean, and give pets lots of attention—whether that’s playtime, feeding, walks, or just quiet companionship. My goal is to keep things as stress-free and consistent as possible while their owners are away.

“As always, Tony took excellent care of our Kitty. Tony is prompt, organized and professional besides of course being a great caretaker. Many thanks Tony!”


About: I am an enthusiastic animal mom with over 10 years of experience caring for dogs, cats, rabbits, mice, leopard geckos and freshwater aquariums. Currently, I have 2 large, high energy pups, so I have great experience handling multiple dogs, dogs who need to focus on a job while walking, as well as strong doggos with squirrel impulse. I am very detail oriented and adept with multiple step health care routines for small animals. Being the caregiver to leopard geckos and freshwater fish makes me aware of several factors including, but not limited to temperature, ph, and nitrates that need to be consistently monitored when looking after aquariums, amphibians and reptiles. My love for all animals and experience as a pet owner makes me a great choice for your dog walking and pet sitting needs. :)

About: I offer comprehensive pet care services backed by a lifetime of experience with diverse animals, from small rodents to large breeds like my Irish wolfhound. Having had cats since I was 10, I'm skilled in managing multiple pets, including reptiles like my tortoise and various birds. I'm comfortable walking dogs of all sizes and have a proven record of reliable pet-sitting, ensuring their animals are well-fed, cared for, and happy. As a pet sitter with a weekday job from 6:30 AM to 2:30 PM, I ensure your pets are well-cared for by providing a morning visit before work for feeding, fresh water, and a quick walk or playtime. During my workday, I can arrange a midday visit. After work, I dedicate my time to your pets, offering walks, playtime, feeding, and lots of cuddles. Weekends are fully devoted to providing extra care, including longer walks, park visits, and any specific grooming or playtime activities your pets enjoy. When caring for pets in a client's home, safety, trust, and a comfortable environment are my top priorities. I begin by thoroughly understanding each pet's specific needs, routines, and any medical conditions. I ensure the home is pet-proofed and free of hazards, and I strictly adhere to the owner's instructions regarding feeding, medication, and exercise. Building trust involves gentle interactions, consistent routines, and positive reinforcement. For overnight stays, I maintain a calm and secure atmosphere, respecting the pet's usual sleeping arrangements and providing companionship. During dog walks, I use a secure leash, remain vigilant of the surroundings, and follow the owner's preferred walking routes and commands, always prioritizing the pets safety and well-being.

About: Since the age of 10, I have cared for many animals, whether it be my own dog or a neighbors. I have experience with dogs, cats, and rabbits and I am not opposed to caring for another animal! Since entering college, I have been dog-sitting for many families and I am comfortable with staying at houses. I am currently home for the summer and am very flexible throughout the week. I am a college athlete so I have training at varying times of the day. However, I will be able to stop by and check on your pet before and after, not leaving them alone for too long! When caring for pets at a client’s home, I prioritize safety by following any specific instructions provided by the pet owner, including feeding and walking routines as well as medication if needed. I never leave a pet unattended outside unless it is in a fully fenced area.


“Our experience with Alyssa was as as good as it gets. She was prompt and responsive. She helped us on very short notice and we are grateful she was available.”


About: I’ve been sitting for friends and family since 2018 and I’ve steadily been gaining clients ever since ! My job is to take the best care of your pets that I possibly can ! This is my career, taking care of and loving pets…people say “do what you love and you’ll never work a day in your life.” It’s so very true! I do walks and sits and I’m currently working on getting my grooming license ! I try to emulate your schedule to the best of my ability and treat your pet as my own. When I had my dog he was the light of my life and center of my universe. I know how important pets are, they are family. I will treat your baby with the utmost respect and love, while they are in my care !

“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.”


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 and have been doing that since Sept. 2020 with various local organizations. We have fostered 24 dogs so far and have sat 21 dogs, including puppies, senior dogs, dogs with behavioral and medical special needs. Everyone knows how much we love dogs and how we treat them all like family. 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.

About: I have two goldendoodles in my family and love them dearly! I’m looking to fill some time on my summer break with some sweet pups. I have the summer off because I am a teacher. Other than random plans with family and friends, I am mostly very free until mid August. I will explore the west side with your pups and keep them safe. I will make sure they walk closely with me and treat them with care!
Loving dog sitters in your neighborhood
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Dana F.Star Sitter

“Super detailed reports were very appreciated during our busy trip! She also got Tito to play which isn’t easily done as a “stranger” to Tito. Would definitely recommend!”


Octavia G.Star Sitter

“Octavia was amazing with our dogs! She sent photos and kept me updated every time she visited. We are always nervous to leave our dogs when going out of town but Octavia always made me feel that they were being taking care of with tons of love. I strongly recommend her!!”


Charles M.Star Sitter

“Charles was extremely attentive to our cats and was very thorough on all the things that were asked. He went above and beyond to make sure that they were taken care of.”


Andrew C.Star Sitter

“Dax was stress free when I got back! Thanks Andrew!!”


Melanie S.

“Very sweet person! My dogs loved her...will use her again!”


Jacob & Lisa T.
“This is a testimonial for my son Jacob T. I believe he would provide a safe environment and responsible care for all dogs. He’s had experience of growing up with various dogs, as well as two of his own as an adult. He is conscientious of their needs for food, water, training, exercise, play, and loving care. He has always taken care of the family standard poodles, doing an awesome job of keeping them safe and happy.”


Anthony S.

“Anthony is fantastic, brings treats, toys and a ton of love for your animals. He even made smalll adjustments, of course letting us know first, to ensure if there was poor weather that day he timed it within a window so he could let our pups out without it pouring rain. Absolutely will use him in the future and I am certain our dogs loved their time with him.”




Cheryl R.
“Cheri has cared for my dog on multiple occasions. She is very caring and responsible. She was careful to follow my schedule and walk Hatchi when expected. Cheri provided me with pictures and communication to know how things were going. Highly recommend.”


Brandon C.Star Sitter

“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.”


Darlene H.
“Darlene is a wonderful pet caregiver! She watched my dog Sundae and treated her like her own—loving, patient, and so attentive. She sent frequent photo updates, which gave me so much peace of mind. Sundae looked happy and well cared for the entire time. Darlene followed all instructions, kept me updated, and clearly has a natural way with animals. I’d 100% recommend her to anyone looking for a reliable, trustworthy, and genuinely caring pet sitter.”


Nicole V.
About: I’m new to Rover but not new to caring for pets! I’ve grown up around animals and have experience walking, feeding, and playing with dogs and cats of all sizes and temperaments. Friends and family often trust me to care for their pets when they’re away, and I treat each one like my own. I’m dependable, gentle, and excited to build lasting connections with both pets and their people.the Pet care fits naturally into my routine! I work full-time and take some classes, but I manage my schedule well and always make time for animals. I’m available for pet care several days in a row and can accommodate overnight stays as well. Whether it’s quick check-ins, feeding, playtime, or just keeping a pet company, I make sure each visit is focused and meaningful. Spending time with pets is something I genuinely enjoy and find relaxing. I don’t offer care in my own home, but when I’m in a client’s home, I make sure to follow all routines and instructions closely to help pets feel safe and comfortable. I respect the space, keep things clean, and give pets lots of attention—whether that’s playtime, feeding, walks, or just quiet companionship. My goal is to keep things as stress-free and consistent as possible while their owners are away.


Anthony M.


“As always, Tony took excellent care of our Kitty. Tony is prompt, organized and professional besides of course being a great caretaker. Many thanks Tony!”


Kelly M.
“Very detailed oriented and such a kind heart. Find her to a very hard worker always willing to put in the extra mile. Highly recommend Kelly for dog walking services.”


Kailey L.
About: I offer comprehensive pet care services backed by a lifetime of experience with diverse animals, from small rodents to large breeds like my Irish wolfhound. Having had cats since I was 10, I'm skilled in managing multiple pets, including reptiles like my tortoise and various birds. I'm comfortable walking dogs of all sizes and have a proven record of reliable pet-sitting, ensuring their animals are well-fed, cared for, and happy. As a pet sitter with a weekday job from 6:30 AM to 2:30 PM, I ensure your pets are well-cared for by providing a morning visit before work for feeding, fresh water, and a quick walk or playtime. During my workday, I can arrange a midday visit. After work, I dedicate my time to your pets, offering walks, playtime, feeding, and lots of cuddles. Weekends are fully devoted to providing extra care, including longer walks, park visits, and any specific grooming or playtime activities your pets enjoy. When caring for pets in a client's home, safety, trust, and a comfortable environment are my top priorities. I begin by thoroughly understanding each pet's specific needs, routines, and any medical conditions. I ensure the home is pet-proofed and free of hazards, and I strictly adhere to the owner's instructions regarding feeding, medication, and exercise. Building trust involves gentle interactions, consistent routines, and positive reinforcement. For overnight stays, I maintain a calm and secure atmosphere, respecting the pet's usual sleeping arrangements and providing companionship. During dog walks, I use a secure leash, remain vigilant of the surroundings, and follow the owner's preferred walking routes and commands, always prioritizing the pets safety and well-being.


Alexis N.
About: Since the age of 10, I have cared for many animals, whether it be my own dog or a neighbors. I have experience with dogs, cats, and rabbits and I am not opposed to caring for another animal! Since entering college, I have been dog-sitting for many families and I am comfortable with staying at houses. I am currently home for the summer and am very flexible throughout the week. I am a college athlete so I have training at varying times of the day. However, I will be able to stop by and check on your pet before and after, not leaving them alone for too long! When caring for pets at a client’s home, I prioritize safety by following any specific instructions provided by the pet owner, including feeding and walking routines as well as medication if needed. I never leave a pet unattended outside unless it is in a fully fenced area.




Alyssa M.

“Our experience with Alyssa was as as good as it gets. She was prompt and responsive. She helped us on very short notice and we are grateful she was available.”


Mary G.
“I have worked for Mary in the past, and she is remarkable at what she does. There is no one more kind or patient. Mary used to watch my cats for me before they passed away and took the very best care of my babies up until the very end. I will forever be grateful to her.”


Makenna V.

“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.”


Sheila & Joseph H.
“Sheila and Joe would make wonderful pet caregivers! They are true animal lovers and in addition to having experience with dogs of their own, they have fostered many dogs through local shelters and rescues. I personally know of the care they offer and the work they have done to help animals in need. I wouldn't hesitate to recommend them and believe they would be an asset to Rover.”


Alexandria D.
“Alex is amazing with my two dogs. I have a yorkie and a cavapoo who she watches for me when I go on vacation. They love seeing her and know her by name. I wouldn’t trust my babies with anyone else!”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn't happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.
Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available 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
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.
