Pet Boarding in Chesterland
Find a loving Chesterland pet sitter to watch your cat or dog overnight at your sitter’s home.

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Top rated Chesterland pet boarders

“Hands down the best in the Cleveland area. Kevin and Roselie took excellent care of my Australian Shepherd while I was away, even helping sort out an allergy. They’re kind, responsive, and send daily photos. I won’t take my dog anywhere else!”


“If you’re looking for a wonderful pet sitter who treats your dog like you do, Steffani is for you! I was nervous about leaving Archie when we went on vacation, but she sent pictures and videos to ease my mind. She has a HUGE yard! He’s never been around cats before and she worked with him so everyone got along. He was exhausted when he came home! I highly recommend Steffani and look forward to our next vacation now that I have found my pet sitter! Archie and I thank you!”


“Mary took great care of Duke! She was lovely to speak with, sent adorable updates, and asked thoughtful questions about his care. Duke warmed up to her immediately and had a great time at her home. We would love for Mary to watch Duke again!”


“Omg not enough words to express how great she was I think my doggy had a better vacation I HIIGHLY RECOMMEND THIS BEAUTIFUL SITTER SHE SO MANY UPDATES OF PHOTOS SHE BROUGHT HIM BACK ON TIME EVERY INSTRUCTION TO THE T WAS FOLLOWED ILL BE USING HER 100% PERCENT IN THE FUTURE ITS ALREADY BEEN CONFIRMED SHE IS THE BEST”


“Anna and Christian were so great !! Our little Toby was well loved and taken care of. I received morning and evening updates with pictures which sure helped us, knowing he was having a good time. I would highly recommend them if you’re in the Cleveland area!”


“Peaches is the best there is! She cares our dog like her own. Boise loves spending time with Peaches and her dogs. She provides frequent updates with pictures and videos. I feel so lucky to be able to have Boise under her care. Thank you Peaches!!”


“Sheran was great! He made sure to ease my dogs anxiety and really tailor his care. He has a great back yard and plenty of space for pups to explore. Would and am planning to use his services again!!”


“Colleen was a great match for our 8 month old Bernese! She was able to manage his puppy energy while having other dogs and sent daily updates while we were away! Would definitely trust Bogey to be with Colleen again ◡̈”


“Sam was wonderful! Our Lyla and Lincoln were incorporated right into her family. Communications was excellent. We got photos every day. Lyla and Lincoln were content driving home and adjusted without issue back into home life. Highly recommend!”


“I could feel how much she truly love dogs, and that gave me peace of mind even though it was my first time leaving my pet with her. She took such great care of my eldery dog, ensuring my dog had her medication with meals and looking after her so well, even in this cold weather. It felt like she cared for my dog as if it's her own dog, and I am so grateful for that. I truly would love to have pet sitting again in the future!”


“We couldn't be happier with Alyssa, and our dogs loved their weekend stay with her! We got updates about both how they were behaving and the activities they did. We could tell she was making efforts to keep the two of them entertained and stimulated, as they came back exhausted. We also got videos and pictures that were very entertaining and reassuring while we were gone. Our dogs can be difficult and have a few things to keep track of, but this did not seem to bother Alyssa and she exceeded our expectations! We will be repeating this experience and would recommend her to our family and friends.”


“Our pup had such a great time with Anna! She did such a great job and sent us daily updates and pictures. We will definitely use Anna again and would highly recommend to anyone looking for a safe, happy place for their furry friends.”


About: I’ve lived with dogs my whole life and just recently raised a puppy of my own. He is a very well trained dog, so I have some fresh tips and tricks if needed. I am confident I will take wonderful care of any dog- any size and any age! New to rover but not new to taking care of dogs! I’m currently taking a summer break- I recently finished up a residency and pharmacy degree, so I am looking forward to having some time off this summer. I have a few trips planned, but otherwise I will be home every day to be able to provide the best care for your pups. I have a securely fenced in yard along with a young pup who just turned 1 years old. He is very friendly and would love to have a friend to play with during the day. I also have a cat who mainly just sticks to himself during the day- please no dogs who are not safe around cats.

About: Any time a friend or a neighbor goes out of town or needs help, I'm the first one they call. I love spending time with animals and making sure they are happy, healthy and their needs are met! I love working with all ages. I’ve been around dogs and cats for pretty much my whole life. But I have a love for all animals! I know it can sometimes be hard to leave your furry loved ones with a stranger, but I can promise you I will treat them like my own! They’re in good hands(: I'm currently working a 9-5, but looking for something to keep me busy before and after work! (and weekends when I'm off work as well) I'm very passionate about working with animals I’m super flexible with everything so if you have any concerns, reach out to me and I’m sure we can figure it out! I have two friendly cats who love to play and get along with all animals! They also don't mind hanging out in the basement if need be. I've got a large area indoors and outdoors to keep your pet busy or they can relax on the couch!

“Lucy had a great time on her second stay! I got lots of pictures and communication from Cindy. I will definitely use her again. She was great with Lucy who is a senior dog and has some small issues.”



“Our dog was in excellent hands with Irina! It was like leaving her with family. She gave us multiple updates and pictures throughout her stay. I'm not sure Greta wanted to come back home after her holiday!”


“Flora was very good with my pup, she sends pictures and gave him a lot of exercise. I love that she gives a list and time of everything they did during the stay.”

Loving pet boarding sitters in your neighborhood
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Roselie & Kevin L.

“Hands down the best in the Cleveland area. Kevin and Roselie took excellent care of my Australian Shepherd while I was away, even helping sort out an allergy. They’re kind, responsive, and send daily photos. I won’t take my dog anywhere else!”


Steffani D.
Star Sitter


“If you’re looking for a wonderful pet sitter who treats your dog like you do, Steffani is for you! I was nervous about leaving Archie when we went on vacation, but she sent pictures and videos to ease my mind. She has a HUGE yard! He’s never been around cats before and she worked with him so everyone got along. He was exhausted when he came home! I highly recommend Steffani and look forward to our next vacation now that I have found my pet sitter! Archie and I thank you!”


Mariia T.

“Mary took great care of Duke! She was lovely to speak with, sent adorable updates, and asked thoughtful questions about his care. Duke warmed up to her immediately and had a great time at her home. We would love for Mary to watch Duke again!”


Karin P.Star Sitter

“My boy, Benji, had a good first time and is going back in a couple of weeks. Thank you, Karin and Ryan, for taking great care of my best friend.”


Anastasia V.Star Sitter

“Omg not enough words to express how great she was I think my doggy had a better vacation I HIIGHLY RECOMMEND THIS BEAUTIFUL SITTER SHE SO MANY UPDATES OF PHOTOS SHE BROUGHT HIM BACK ON TIME EVERY INSTRUCTION TO THE T WAS FOLLOWED ILL BE USING HER 100% PERCENT IN THE FUTURE ITS ALREADY BEEN CONFIRMED SHE IS THE BEST”


Michael & Regina P.
Star Sitter


“Amazing people. They really take care of the animals and they send a lot of pictures with updates which makes even better!! Really recommend we be back!”


Anna & Christian B.

“Anna and Christian were so great !! Our little Toby was well loved and taken care of. I received morning and evening updates with pictures which sure helped us, knowing he was having a good time. I would highly recommend them if you’re in the Cleveland area!”


Peaches P.

“Peaches is the best there is! She cares our dog like her own. Boise loves spending time with Peaches and her dogs. She provides frequent updates with pictures and videos. I feel so lucky to be able to have Boise under her care. Thank you Peaches!!”


Sheran Nipun R.Star Sitter

“Sheran was great! He made sure to ease my dogs anxiety and really tailor his care. He has a great back yard and plenty of space for pups to explore. Would and am planning to use his services again!!”


Colleen W.Star Sitter

“Colleen was a great match for our 8 month old Bernese! She was able to manage his puppy energy while having other dogs and sent daily updates while we were away! Would definitely trust Bogey to be with Colleen again ◡̈”


Samantha N K.

“Sam was wonderful! Our Lyla and Lincoln were incorporated right into her family. Communications was excellent. We got photos every day. Lyla and Lincoln were content driving home and adjusted without issue back into home life. Highly recommend!”


Sofiia M.

“I could feel how much she truly love dogs, and that gave me peace of mind even though it was my first time leaving my pet with her. She took such great care of my eldery dog, ensuring my dog had her medication with meals and looking after her so well, even in this cold weather. It felt like she cared for my dog as if it's her own dog, and I am so grateful for that. I truly would love to have pet sitting again in the future!”


Alyssa L.

“We couldn't be happier with Alyssa, and our dogs loved their weekend stay with her! We got updates about both how they were behaving and the activities they did. We could tell she was making efforts to keep the two of them entertained and stimulated, as they came back exhausted. We also got videos and pictures that were very entertaining and reassuring while we were gone. Our dogs can be difficult and have a few things to keep track of, but this did not seem to bother Alyssa and she exceeded our expectations! We will be repeating this experience and would recommend her to our family and friends.”


Anna C.

“Our pup had such a great time with Anna! She did such a great job and sent us daily updates and pictures. We will definitely use Anna again and would highly recommend to anyone looking for a safe, happy place for their furry friends.”


Steven & Charla S.Star Sitter

“Wonderful sitters. Wonderful family. Penny had a great time with them and the girls gave her a lot of love and exercise. Will rebook with no reservations.”


Samantha S.
“I’ve firsthand seen Sam with dogs. She is very good with my dog and always takes my pups weird quirks into consideration! I would recommend Sam for anyone looking for a pet sitter!”


Emily C.
“Emily has cared for my pets multiple times and shes amazing! She’s responsible and caring. I’m very picky as to who I let take care of my animals, and I’d ask time and again for Emily.”


Cynthia F.

“Lucy had a great time on her second stay! I got lots of pictures and communication from Cindy. I will definitely use her again. She was great with Lucy who is a senior dog and has some small issues.”




Irina K.


“Our dog was in excellent hands with Irina! It was like leaving her with family. She gave us multiple updates and pictures throughout her stay. I'm not sure Greta wanted to come back home after her holiday!”


Flora M.Star Sitter

“Flora was very good with my pup, she sends pictures and gave him a lot of exercise. I love that she gives a list and time of everything they did during the stay.”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a boarder who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your pets 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 pet boarding sitter has to cancel, we’ll work with you to find a new pet boarding sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Boarding FAQs
Frequently asked questions about Rover
Typically, pet boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your pet in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Chesterland.
Rover makes it easy to find Chesterland pet boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet boarding is great for:
- Dogs and cats of all ages and abilities, including puppies and kittens
- Pet parents looking for a safe, loving alternative to a kennel or hotel
- Pets who’d love to socialize with their 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 pet boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet boarding 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 pet boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
