Cat Sitting Chestertown
Book a cat sitter to stop by your home to feed and play with your cat.
Over 45 pet parents in Chestertown have booked cat sitting
Chestertown, Find top rated cat sitting
“Maranda took excellent care of my two cats while I was out of town. I never had to worry and knew they were in great hands. She was kind, communicative, very reliable, and always went the extra mile. Would rebook again in a heartbeat. I really can’t thank her enough for the peace of mind she gave me! Highly recommend!”
About: I have grown up around cats, dogs, and other pets and love to take care of them. I've been house and pet sitting for almost my entire life. I am an animal lover and will always give extra attention to your pets. I am up for any task and promise to give full care and love to your pet! I love being outside and playing so this is perfect for high energy dogs. I also enjoy lounging around and hanging with pets, perfect for lower energy dogs. Either way, animals intrigue me in every aspect and I love working with them. I am available at 3:00pm on weekdays and all day on weekends. I am available after 3:30pm on weekdays and all day on most weekends. I am happy to do overnights and/or routine drop-ins. Most weeks I have multiple dog walks. I typically do overnights in your own home. I am able to do drop-ins of any length when it fits my schedule. Feel free to reach out as I am flexible.
About: I have hands-on experience caring for my own dogs, Koda and Eddie. Koda is a Cane Corso puppy, which has helped me learn the importance of patience, consistency, positive reinforcement, and proper exercise. I make sure my pups receive plenty of love, attention, playtime, and daily care while keeping their safety and comfort a priority. I understand that every dog has a unique personality and needs, and I would treat every pet in my care like family! 🐶❤️ Pet care is something I enjoy and make time for in my daily schedule. I strive to be flexible, dependable, and attentive to each pet’s needs, ensuring they receive plenty of exercise, attention, and care. I communicate with pet parents to coordinate schedules and make sure every pup gets the time, love, and attention they deserve! 🐾 I prioritize safety, patience, and trust when caring for every pet. I make sure each animal feels comfortable, loved, and secure while following the owner’s instructions and respecting each pet’s unique needs. I believe in keeping open communication with pet parents, providing regular updates, and creating a safe, welcoming environment where both pets and their owners can feel confident and at ease. My goal is to treat every pet like family! 🐾❤️
About: I am a mature and reliable pet sitter with a preference for cats but will also be happy to provide care for small dogs or other animals. I operate with a genuine love for all all animals and have a history of community service and donations to animal shelters and causes. I have been a cat owner for over 12 years and currently have one senior cat. When it comes to cat care, my extensive experience and commitment to feline companionship shine through. I specialize in socializing skittish cats, exercising larger cats, and soothing senior cats. I am detail-oriented, ensuring that your pets get the care and attention they are accustomed to, including medication management, grooming, and in-home care. I am proactive in communication and am also highly responsive, giving pet-owners piece of mind. But that's not all – my versatility extends to caring for dogs as well. I bring the same level of dedication and expertise to canine companions, ensuring they receive the love and attention they deserve. Whether it's daily walks, playtime, or adherence to dietary requirements, I'm well-equipped to provide comprehensive care for dogs of smaller sizes. With me as your trusted pet sitter, you can confidently leave both your cats and dogs in capable hands. Your pets' happiness, safety, and well-being are my top priorities, and I take pride in delivering exceptional care tailored to their individual needs, whether they're four-legged felines or canine companions. My schedule is flexible and can accommodate most requests with enough notice. While I can provide care for your pet in your own home, I am also available to host your pet in my home. I have a one-level home with hard wood floors (for easy cleanup) and pet-proof furniture. I do not let animals outside unattended so if you have a cat that likes to wander outside, I will not be comfortable allowing that
About: I’ve been dog sitting, house sitting and dog walking for awhile up to weeks at a time. I enjoy being around all types of dogs small to big. I love getting all the puppy love!! I’m currently babysitting part-time but I can move my schedule around pretty easily and fast. I would like to pursue pet care part time as well! I have a fenced in backyard in a very quiet neighborhood. I have a dog myself. He is very lovable and doesn’t bother anyone. You tell me your feeding schedule and I will go along with it
The median cost per visit for cat sitting in Chestertown is $20
Cat parents share their Rover experiences - Chestertown
Sabrina did a great job with our 22 year old cat, even spending extra time with her. Her many pics each day made leaving her alone for the week much more bearable. She paid close attention to our girl and informed us of anything that changed. We will definitely use her in the future.
Shaun was wonderful with our 22-year-old cat, Gizmo, over the Christmas holiday. He’s watched her several times now, and she consistently responds so well to him—something that means everything to us given her age. We have complete peace of mind when he’s caring for Gizmo and will absolutely continue booking with him. Highly recommend!
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 cat sitting
1. Search
Browse profiles of sitters near you who offer cat 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 cat sitting - Chestertown
Select a filter and find qualifying sitters offering cat sitting.Sitters in Chestertown average 7 repeat cat sitting clients
FAQs for Cat Sitting - Chestertown
Frequently asked questions about Rover
The average cost of Cat Sitting in Chestertown is $21 per visit as of October 2026. Most bookings cost between $16 and $23 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 October 2026, there are 1,798 sitters on Rover offering Cat Sitting across Chestertown. Enter your ZIP code to see which available sitters are closest to your home.
Cat sitters on Rover care for your cats’ needs and can spend quality time with them, including activities like feeding, playing, and refreshing their water and litter boxes. Depending on your arrangement, you can schedule as many visits per day as your cat needs or find a sitter who can stay at your house overnight. Some sitters also board cats in their home.
House sitting can be ideal for cats who need socialization or care that lasts longer than a few hours. Your cat stays in their own home, on their own schedule, with care based on what you and your sitter agree on together.
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.
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 .
Yes, you can find sitters who have experience with handling special pet needs in Chestertown. On Rover:
- 90% of sitters can help with special care needs
- 95% 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.
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.
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