Pet Sitting in Chesterland
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Chesterland pet sitters

“Liani was amazing! We were away for 10 days on vacation satin & the highlight of our days was to get our Rover reports & pictures. Our cats were happy & our house was perfect when we returned. My girls say she is a cat whisperer since even our crankiest of cats seemed to love Liani. Highly recommend her!”


“Amy was absolutely fantastic with my three cats while we were away for over a week. She was always on time, sent great pictures, was communicative, played with them each visit and really knew their personalities a few days in! I made a mistake with my dates and realized I would be back the day after I intended and Amy was exceptionally flexible with date changes and took care of my babies an extra day, which I’m so grateful for. We came home to three well fed, taken care of, happy and playful cats! Highly recommend Amy to take care of your furry babies!”


“Happy dogs 🐕”


“Courtney is the best as always - our travel wouldn’t be the same without the peace of mind she brings in taking fantastic care of our kitties and fish while we’re gone!”


“Our dogs love Shaileen!”


“Abigail was amazing- she showed up right on time and even suggested coming an additional time to bring the dogs in early on a very hot day. Definitely recommend her and will be using her frequently!”


“Dalvane is the best! This was the first time we left our little guy home when my wife and I traveled, and we couldn't have felt better about our experience with Dalvane. His love for dogs is clear. Woofy (our dog!) took to him right away (which isn't typical with new people) - and Dalvane was incredibly responsive, responsible, and caring. We got lots of pictures of them on walks, hanging out in the apartment together, and having a good time. We felt totally at ease knowing what good hands Woofy was in - and we will 100% be working him Dalvane again. We feel lucky to have found him!!”


“Ben arrived on-time for both meet & Greet and pet care for our year-and-a-half-old doodle girl. He was open and friendly and warm with both human and dog. Our puppy warmed to him immediately --they can always tell when people are truly comfortable around them, can't they?!? Ben was communicative throughout the process, and sent photos of our baby to reassure us that she was well. Would definitely contact him again.”


“Lauren has been amazing with our three doodles. They clearly love their visits with her and it is so nice to know someone has eyes on them during the work day. We definitely recommend working with Lauren!!”


About: I currently have a 3 year old mini Australian shepherd. My experience includes watching a puppy overnight, helping train a deaf dog, and taking neighbors dogs on walks. I am a teacher so I am available all of June-August to provide all day care for dogs or just walk dogs during the day. I have a friendly dog to keep your dog company. I also live within walking distance of a bike trail to make sure your dog gets daily walks.

“Flora was the ideal for what I was hoping to find in this app! She was attentive and obviously very sweet to my boy - he was so sad to see her go! I appreciate how communicative and helpful she was, and look forward to having her back soon.”


“Christy has done a great job taking care of my kitty over the holidays!”


“Terry is our go-to girl and our 5 cats LOVE her. She makes time to check on everyone in various ways and is goes above and beyond to get the job done. Thank you!!”


“Holly did a great job! We’re looking forward to having her sit for our cats in the future.”


“Beth was wonderful! She came twice a day to feed/water/scoop for our two kitties while we were away. We received lots of updates and photos. The cats loved her and we were very happy with her care.”


About: With nearly 20 years of experience with animals, my love for animals is unmatched, and I bring the same joyful, loyal energy as a golden retriever. Your pup will be in caring, compassionate hands- loved, protected, and treated like family every step of the way. I'm currently taking a sabbatical after leaving my job of 8 years, which means I have plenty of time and flexibility in my schedule to care for your furry best friend. Whether it's a walk, playtime, feeding, or just keeping them company, I’m available and happy to help give them the attention and care they deserve throughout the day. Your pup will be treated like family in a clean, smoke free home nestled on 70 acres. The property includes fenced-in areas for safe play and scenic trails leading to the Chagrin River- perfect for outdoor adventures. Small and medium crates are available if that’s part of your dog’s daily routine. If caring for your pet your pet in your home, you can rest assured I’ll treat your space with the utmost respect-just as I would my own- and always honor your boundries.

About: Lifelong dog lover with years of hands-on experience. I’ve provided in-home sitting, cared for friends’ pets, and have owned dogs my entire life. You can count on me for reliable, loving care—just like they’re my own. Hi! I’m currently on paternity leave from my full-time job, where I typically travel Monday through Thursday. With a bit more time at home right now, I’m looking to make some extra income doing something I truly enjoy—caring for dogs. I’ve owned dogs all my life, have in-home pet sitting experience, and have helped friends care for their pets over the years. Your pup will be in safe, caring hands. I care for pets in their own home, where they feel most comfortable and secure. I always follow the owner’s instructions and routines to ensure consistency and peace of mind. I’ve worked with dogs that require extra attention, including those with medical needs or those who don’t do well around other animals. My goal is to build trust, provide dependable care, and keep your dog safe and happy while you’re away.

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: I have owned and cared for more than 50 animals in my 36 years 🥰 I currently have a 2 year old cat and a 1 year old cat. Sadly I recently lost my almost 12 year old dog to old age. I grew up with skunks, cats, dogs, hamsters, lizards, and more. I also have been fostering with local rescues for more than 10 years. Overall, I am just a big animal lover and find joy in watching other people's fur babies 🥰 I have a flexible work schedule that will allow me to help during the day on Monday, Wednesday, and Friday. I work in a dog-friendly office so when I go into the office on Tuesday and Thursday I can bring your pup with me, if you're comfortable with that! Evenings, weekends, and overnights can also be arranged. If you need anything overnight I prefer to stay at your home with your pets so they are comfortable and not displaced. Let's discuss your needs! I am happy to follow whatever instructions you have for me to care for your furbabies! I know each pet is different. Generally, dogs go out to potty several times a day, as well as need fresh food and water daily. Cats also need fresh food and water daily, plus cleaning their litter boxes once a day.

“I really appreciate how communicative Erin was while I was away. This was my first time doing this and my experience was great. She was great with my kitty and made me feel at peace leaving him.”

Loving pet sitters in your neighborhood
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Liani R.Star Sitter

“Liani was amazing! We were away for 10 days on vacation satin & the highlight of our days was to get our Rover reports & pictures. Our cats were happy & our house was perfect when we returned. My girls say she is a cat whisperer since even our crankiest of cats seemed to love Liani. Highly recommend her!”


Amy E.Star Sitter

“Amy was absolutely fantastic with my three cats while we were away for over a week. She was always on time, sent great pictures, was communicative, played with them each visit and really knew their personalities a few days in! I made a mistake with my dates and realized I would be back the day after I intended and Amy was exceptionally flexible with date changes and took care of my babies an extra day, which I’m so grateful for. We came home to three well fed, taken care of, happy and playful cats! Highly recommend Amy to take care of your furry babies!”


Celine K.Star Sitter

“Happy dogs 🐕”


Courtney A.Star Sitter

“Courtney is the best as always - our travel wouldn’t be the same without the peace of mind she brings in taking fantastic care of our kitties and fish while we’re gone!”


Shaileen L.

“Our dogs love Shaileen!”


Abigail M.

“Abigail was amazing- she showed up right on time and even suggested coming an additional time to bring the dogs in early on a very hot day. Definitely recommend her and will be using her frequently!”


Dalvane P.

“Dalvane is the best! This was the first time we left our little guy home when my wife and I traveled, and we couldn't have felt better about our experience with Dalvane. His love for dogs is clear. Woofy (our dog!) took to him right away (which isn't typical with new people) - and Dalvane was incredibly responsive, responsible, and caring. We got lots of pictures of them on walks, hanging out in the apartment together, and having a good time. We felt totally at ease knowing what good hands Woofy was in - and we will 100% be working him Dalvane again. We feel lucky to have found him!!”


Ben T.Star Sitter

“Ben arrived on-time for both meet & Greet and pet care for our year-and-a-half-old doodle girl. He was open and friendly and warm with both human and dog. Our puppy warmed to him immediately --they can always tell when people are truly comfortable around them, can't they?!? Ben was communicative throughout the process, and sent photos of our baby to reassure us that she was well. Would definitely contact him again.”


Lauren D.

“Lauren has been amazing with our three doodles. They clearly love their visits with her and it is so nice to know someone has eyes on them during the work day. We definitely recommend working with Lauren!!”


Megan M.
“Megan is an awesome person and loves her animals. She watched my dog Baylee and I trust her with my life, she’s a great person and very responsible.”


Flora M.

“Flora was the ideal for what I was hoping to find in this app! She was attentive and obviously very sweet to my boy - he was so sad to see her go! I appreciate how communicative and helpful she was, and look forward to having her back soon.”


Christy C.Star Sitter

“Christy has done a great job taking care of my kitty over the holidays!”


Terry B.


“Terry is our go-to girl and our 5 cats LOVE her. She makes time to check on everyone in various ways and is goes above and beyond to get the job done. Thank you!!”


Holly J.

“Holly did a great job! We’re looking forward to having her sit for our cats in the future.”


Beth & Edward B.Star Sitter

“Beth was wonderful! She came twice a day to feed/water/scoop for our two kitties while we were away. We received lots of updates and photos. The cats loved her and we were very happy with her care.”


Kara S.

“Kara is compassionate and caring with all animals. A current dog mom of two fur babies, she is will ensure your pet is taken care of with love and in a safe environment.”


Joel Z.
“Joel did a great job with my dog! Very patient with a puppy, kept him on schedule, wore him out with walks and playing. Excellent communication and updates throughout caring for him. Highly recommend as your pet sitter!”


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!”


Lindsey G.
“Lindsey is the biggest animal lover I know. She has a dog and a cat of her own, but has also fostered puppies in the past, and currently fosters kittens and cats. She loves animals so much that she even recently got a job at a pet insurance company so that she can bring her pets to work with her and help be a part of other pet lovers making sure their pets get the care they need.”


Erin P.

“I really appreciate how communicative Erin was while I was away. This was my first time doing this and my experience was great. She was great with my kitty and made me feel at peace leaving him.”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter 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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Chesterland on Rover as of Aug 2025 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Aug 2025, there are 268 pet sitters in Chesterland. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 85% of Chesterland pet sitters respond in under an hour.
Pet sitters in Chesterland have an average of 14 years of experience. Pet sitters with repeat customers have an average of 6 repeat clients. Experience can vary from pet sitter to pet 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 pet sitters to provide loving care from their own home. The background-checked, 5-star pet 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 sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
There are 268 pet sitters in Chesterland on Rover, so you’re sure to find the perfect match for your pet! In Chesterland, 100% of pet sitters offer daily exercise, 100% offer medication administration, and 100% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet 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 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 service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
