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 21 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.
“Courtney was the first sitter I ever hired for my cat, and I couldn't have been more pleased. My cat showed great comfort with her, allowing me to fully enjoy my trip. Will definitely be booking again in the future!”
About: I attended BGSU, studying Criminal Justice and Forensic Investigation.I am a very outgoing, friendly, and loving person. I recently adopted my cat Gummy. Previously I’ve taken care of my aunt’s 5 dogs (2 of which are seniors) and 1 cat. I am very familiar with animal medications including: pill pockets, ear cream, topical skin cream, and liquid medicine. My cat Gummy has Stomatitis and Stage 2 Kidney Disease so I’m familiar with having to give gabapentin as well as other medicine. I understand the importance of animals who have medical needs and schedules. I love providing the care your fur babies need!
“Terry is a caring and attentive cat-sitter that we were delighted to have watching over our 5 cats. It’s not easy to handle the various food patterns and routine that each of our babies prefer, but she handled it with ease and kindness. We cannot say how much we appreciated her - she gave us detailed updates and made sure everyone was comfortable and happy while we were out for a week. Thank you!!”
“Melanie was very responsive, kind and professional! She took great care of your two pups while we were out of town. Easy to coordinate with and look forward to working with her in the future!”
“Randy was terrific! He was very responsive, dependable and took great care of our two cats. He played with them, fed them and cleaned their litter box. He went above and beyond!”
“Brittney was great. My normally shy cats instantly took a liking to her, and she took great care of them while I was out of town. Would definitely hire her again.”
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.
“Anthony has been checking on my dog Cooper while I’m at work for about two weeks. He is great and very knowledgeable with dogs. He makes sure Cooper lets out some energy and takes him on walks. Highly recommend his business.”
About: Will care for furbabies with feeding, walks, playtime, and treats. I have had my dog (lola) and cat (spice) for a couple years now and love them dearly, I am hoping to create space to care for your babies as well. I’m currently studying for my licensed social work exam and have time around my study schedule to care for your pets! I currently have open availability. Pet care will differ depending on what is requested by pet parent. I will care for your pets with walks, feedings, baths, nail clippings, cleaning litter boxes/picking up after dogs, etc. Open to short term boarding but prefer client home care/support.
About: growing up with a family dog, i’ve always looked forward to our long walks! since i've moved to care for my grandma and can’t have a pet at my current home, i’m looking to be the dedicated adventure buddy your pup deserves! i’m an avid walker who cleans up after your pet and loves exploring local parks and trails. i’m just as comfortable handling a brisk, high energy trek as i am a slow, 'sniff heavy' stroll for seniors or 4 legged friends who love getting distracted! all sizes welcome: i absolutely love dogs of all sizes, from tiny pups to extra large breeds. if you have a giant dog, you are in safe hands here! being a taller, sturdily built person gives me a natural physical advantage and a grounded presence :) i don't get easily knocked off balance or intimidated by heavy pullers, meaning your big dogs get the steady, confident, and secure handling they need! hot weather: for dog-friendly clients, i am able to provide low-stress trips to uncrowded, pet-friendly stores/facilities for stimulation and enrichment (including a potty break outside before and after, of course!). i am also happy to walk earlier/later in the day to avoid the heat as well! i also enjoy keeping pets company in-home, whether it's playing with toys, using lick mats, or just spending some time together! my growing services & training: i am now certified in dog training, and offer a train & walk bundle if you're interested!! :) my ultimate goal is to become a true one-stop shop for your dogs, so i am also currently working toward learning professional grooming to add to my services soon! i’m currently an active handler at a local dog daycare and boarding club, so my days are already filled with lots of professional pup care! because my hands on shifts keep me busy in the afternoons and on weekends, my personal rover availability varies a bit-but my weekday mornings and middays are completely dedicated to keeping your dog happy and exercised!!! i'm fully free for sweet morning walks and lunch breaks monday through friday, wrapping up by 1:30pm each day so i can head out to my kennel shifts 🦴 whether your pup needs a best friend for recurring daily walks while you're at work or just a reliable morning potty break, i'm super local and ready to love on them! 🐾 in public, i use a short-leash grip, stay hyper-aware of our surroundings without distractions like phones/technology of any kind (aside from photos, of course!), and avoid unknown dogs to keep your pup protected. i pride myself on being a trustworthy, punctual communicator, providing frequent photo updates so you’re always in the loop. i am very confident in my ability to kennel/leash pets & i consider myself well-versed in administering medication. i am keen when reading animal stress signals, ensuring your pet feels safe and understood under my care! as of august ive completed my initial dog training certification and continue learning to better my understanding and confidence in dog training :)
“We had a wonderful experience with Elinor as our cat sitter! She was a great communicator from our initial request through her very last visit, which gave us a lot of peace of mind while we were away on an extended trip. Our cats don't always come out for strangers, so we were especially happy to see that they warmed up to her enough to come out for treats and even play with her during some of her visits. She sent us cute photos and thoughtful updates each day, which we really appreciated and loved seeing while we were away. Our flight home was unexpectedly delayed, and she was incredibly flexible about adding an extra day with the girls. It was such a relief knowing they were in good hands. We would definitely use her again and would highly recommend her to anyone looking for a reliable, caring, and communicative pet sitter!”
“Nicole did a great job dropping in to visit my puppy, Luna, during the day while I was at work. Nicole did drop-in visits for several months, and she was always on time and was super easy to communicate with, even if I had to cancel last minute. I highly recommend Nicole for drop-in visits!”
“Emily was very helpful! She came, after being contacted on very short notice, to let our dog out when we needed to go out of town. She was prompt, communicative and took good care of our pup : ) Thanks, Emily!”
About: I've been a pet lover my whole life! I've lived with cats, dogs, reptiles, fish, and birds. As a pet parent, I know how stressful it can be to find a good pet sitter or walker. Let me meet with your furry or scaley babies and see that I'm a great match! Currently, I have two large dogs, three fish tanks, and an ever-growing indoor plant collection. I work part-time, so I have plenty of time to care for your pets. I am very flexible and will work with you to meet all your pet needs! I consider watching someone else's pet to be a major responsibility to be taken seriously. My pets' needs come first, always. Pets often need or expect routine and consistency. I'm more than happy to provide your pets and you with reassurance their needs will be met.
“You will never book another sitter again after meeting Bryan! He loves and understands cats so truly and provides the best, most thoughtful updates. My cat is my baby and my best friend and I have never felt more secure with her in someone’s care!! He took care of absolutely everything and ensured he knew all about her quirks and personality and play habits and veterinary information just in case. She seems so happy and well taken care of! I assure you, your cat will love Bryan.”
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
“Lauren was amazing! Gordie loved her and she gladly came to meet me before our appointment. Her ability to alleviate my stress made all the difference. Will gladly rebook with her!”
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 is $16 per visit as of November 2026. Most bookings cost between $11 and $35 per visit. On Rover, 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 November 2026, there are 2,211 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 Rover's Trust & Safety page.
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 Rover Guarantee, 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
- 95% 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 Meet & Greet.
sitters on Rover set their own cancellation policy, 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.
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