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

Over 19 pet parents in Chesterland have booked pet sitting
Chesterland, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Everything went super smoothly! I would highly recommend Celine, she took the time to ask questions and get to know our pups and was very helpful. Looking forward to booking her again!”

“Courtney dropped in on our two cats for a few days while we were out of town. She sent timely and thorough updates each day with photos. Their area was clean, and they were well taken care of when we got home. After the cats found my wedding rings that I had mistakenly left behind and decided to use them as toys, Courtney found my ring on the floor and let me know. She also took extra time to find the band and put them both in a safe place. Overall, very happy with Courtney's services. Will hire her again in the future and 10/10 recommend to anyone looking for a friendly and reliable pet sitter!”
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.

About: What sets me apart is my hands-on experience and genuine care for animals. I had my own pets until I was 17, and I’ve also cared for my family’s pets during week-long trips, which gave me experience with daily routines like feeding, walks, playtime, and making sure they stayed comfortable and happy. I’m currently home from college and working remotely with a flexible schedule, so I’m available at any time during the day as long as I’m given advance notice. For dog walks and drop-ins, I make sure each pet is safe, comfortable, and getting the attention they need. During walks, I focus on keeping dogs active, following any routines the owner prefers, and making sure they stay hydrated and safe. For drop-ins, I can feed pets, refill water, give them playtime, let dogs out for bathroom breaks, clean up after them if needed.
“We hired Gianna for a couple drop in visits with our 3 dogs. They have very different personalities, and some potential reactivity, but she had no issues whatsoever caring for the 3 boys! She was excellent at following our instructions, and we would highly recommend her in the future!”

“Molly was amazing! Upon doing meet and greet you could tell she was professional and reliable. She was quick to communicate and great with sending updates. You could tell she really cares about your pets. Will definitely book with Molly again!”

“Sierra was so amazing with our pets!!! She was the first sitter we ever hired to watch our animals, and I’m so glad that she made our first experience on rover a good one. I was so worried about my cats getting out until I met her, but she was willing to do a meet and greet before hand and she sent me so many cute pictures of them during our time away! I’m so sad that she won’t be in my area anymore 😭 to whoever books her next, your babies are in good hands!!!”

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!
“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 :)”

“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 .”

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!
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.
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.

“Paula is my go-to for a while now and am so happy to have found her! I have had to run out of town a couple times now on short notice for sudden family matters and with Paula, the dogs are the one thing I don't have to stress about! I know they are taken care of and happy pups! She has bailed me out a couple of times now and I can't thank her enough! She even left me and the dogs a Christmas card the last time... so thoughtful of her! If you need someone for an upcoming weekend, I highly recommend her!”

About: I have been a pet owner and lover my entire life since I was a young girl I C always wanted to take care and charge of my family pets I have had numerous pets at a time I offer my full attention and love and concern always take my dogs to vets for any reasons any concerns because I want them extra healthy. I love dogs The most but I do enjoy all animals the same. I take pride in my care and affection and dedication to all dogs and their happiness every single day they make my day and so many others day a better day. Happy to serve your dogs any way I can! I am currently self employed I can work any time my schedule is very flexible I can visit and watch as many times as you need I’m very open and available for you. I have my dogs to attend to as well as yours:) I have a chain and fence for my dogs and my dogs are well trained they hardly even need any chain. I watch for any other dogs for possible interactions. I can walk yours I have a large neighborhood i with lots of space or yours as well
About: I have experience with puppies and seniors alike. For the past 5 years I have been responsible for neighbors houses and their pets as well! I work part time at a restaurant about 5 minutes from my house. I have time during the week and weekends after 2 pm on days that I work, as well as 3-4 days a week that are entirely open. I have two dogs of my own who behave well in our unfenced yard but we have two leads as well. They have a regular meal schedule and get all kinds of love and attention between my mom and sister and me. In a clients home I will treat the dogs as the owner would best advise, I would love to be able to be with the animal if needed.
About: I love dogs and all animals. I had started a dog-walking/boarding service in downtown Cleveland while I was living at the 9. I had four clients who I worked for daily; I would take the dogs for a walk outside (or if raining, play with dogs at the dog park in the building,) I would clean up after them and change the bedding in their crats daily. If the pet's parents liked to have me take them on a route, they knew I would follow that, and I always follow the rules that the dog was brought up in as not to have bad habits with the parents come home. I know how to put on any harness and what to in emergencies. I love animals and get excited when I see one every time! I work remotely and can accommodate anything! I follow every schedule the babies have and I leave home as it was (or even more clean.) I also am very much understanding and will not go into any room with doors closed or anything without asking! I work from home and I am very responsible and consistent with my schedule! I am accommodating and follow ALL house rules and your babies are my first priority!
About: I have been taking care of dogs for a little over a decade for my friends and family. I also worked at a dog daycare while in college, where I played, fed cuddled, loved, did house visits and overall cared for about any dog breed you can think of! On a regular day at the daycare, we would have around 25 different dogs at a time to care for. I also have have my own dog named Harley and he’s the best boy! I currently work full time but will be slowly transitioning into a new phase of life within the next month so I will have a lot of free time. I plan to focus on pet care fully! I will always treat your fur baby like one of my own. They will have my full attention when I am with them and I will make sure their needs are met. I will follow all instructions you have and give them all of the love to make sure they are happy!
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.
About: I have 3 dogs that I live with in different sizes. They all have different personalities and needs. I am comfortable with all kinds of dogs, big or small. I’m currently working part time so I have a lot of free time to walk and take care of your pets! Looking forward to it! I have a big backyard with lots of space and lots of treats and toys for the puppies. They will have the best time ever.
The median cost per visit for pet sitting in Chesterland is $20
Pet parents share their Rover experiences - Chesterland
She stopped by for a check in on my dogs while we were out of town. My dogs absolutely loved her, she was very responsive on needs that needed to happen for my dogs and even sent pictures of them! Would definitely recommend her to anyone needing their dogs taken care of!

Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.
How to book pet sitting

1. Search
Browse profiles of sitters near you who offer pet sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for pet sitting - Chesterland
Select a filter and find qualifying sitters offering pet sitting.Sitters in Chesterland average 6 repeat pet sitting clients
FAQs for Pet Sitting - Chesterland
Frequently asked questions about Rover
The average cost of Pet Sitting in Chesterland on Rover is $16 per visit as of October 2026. Most bookings cost between $11 and $32 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 2,214 sitters on Rover offering Pet 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.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.
If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.
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 .
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 , which provides up to 25,000 in eligible veterinary care reimbursement.
Yes, you can find sitters who have experience with handling special pet needs in Chesterland. On Rover:
- 89% of sitters can help with special care needs
- 94% 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.
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 .
sitters on Rover set their own , 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.



