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
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I have been around animals my whole life; owning, house sitting, and walking. I have pet sat all different ages of animals, mainly dogs, since I was young. I am a very active person! I’m currently an assistant basketball coach. While I am busy during the days, I do have a lunch break to give your animal love. But after the day, my time is spent with your pet giving them all the love and exercise they need! The pet(s) are the main priority, so their needs with be met swiftly. I also maintain a very organized, clean area that I stay in.
“Marissa is the best!!!! She’s caring, kind, and knows pets! She’s super attentive to pets needs, and takes the time to get to know them! She’s always making sure that my pets are taken care of. She’s amazing!”
About: I’ve been dog walking and sitting for neighbors since I was 12 years old. I’ve dog sat multiple types of dogs. I’ve done dog walking, check-in & potty break visits, and I’ve stayed at a clients home for long periods of time (5+ days) to be with their pups. I’ve also been tasked with administering insulin shots to dogs before. And I have a lot of experience with dogs that have anxiety, whether with new people, thunderstorms, or anything else, as I have one myself and a long remaining client of mine does as well. I’ve always loved dogs, having grown up having 2 smaller dogs myself. I am hoping to do pet sitting as a new permanent business, so I will have nothing but time to look after your pets! I will schedule out days and time periods based on client necessity and to provide the optimal care for your pets. Because I have two dogs myself, one of which has severe people and other animal anxiety, which for the safety of your pets and mine means I am unable to bring any pets into my home as of current. However, I’ve stayed at the homes of clients before to be with their pups while they’re away. I feed them every morning and night or make sure the food bowl is full depending on how the client feeds their dogs. I give them any medicine or joint tablets that they need to be well. I let them out multiple times a day whenever they need it. And I try to play with and pet them as much as I can while I’m there so they don’t miss their humans too much. I will even take them on a walk if allowed.
About: I’ve spent the last 15 years caring for animals and treating every pet like part of the family. I have hands-on experience with 3 cats, a lovable Frenchie Pug, and plenty of experience handling different pet personalities, routines, and energy levels. From daily walks and feeding schedules to playtime and cuddles, I make sure every pet feels safe, comfortable, and cared for while their owners are away. As a pet owner myself, I understand how important it is to have someone trustworthy and dependable caring for your pets. I focus on creating a calm, loving environment while keeping routines consistent so pets feel at ease. Whether your pet is energetic, shy, playful, or needs extra patience, I’m committed to giving them personalized care and attention every step of the way. I take care of my animals everyday I walk them and feed them and they use the restroom in our fenced in yard I give them lots of love as well I have a fenced in yard and 5 friendly animals 3 cats and 2 dogs who are docile and very friendly to any pet that comes in to my home
About: I currently own a Pitbull she’s now 5 and my partners is 6 or so. I have had 3 other dogs in the past. I love all dogs big or small and am happy to give them the attention they need. If you have other pets in your home that is okay I have no allergies and am good with most other pets. Each pet is unique and may need extra care and I am more than okay with that. I am a nice, kind, and caring person and love animals with all my heart. I am great with specific schedules, being punctual, and love giving pets attention. I am here to make your life easier and help take care of your best friend(s). I work full time 8-5pm and I am free Saturdays. I always will be transparent about my schedule to be sure everything goes per expectation. I’m very respectful of your home and space. I want you to be able to go about your life and not be worried about your pets or anything on my end.
About: I have lots of compassion when it comes to animals, and I have years of experience working for cat/dog rescues as well as pet transports, I currently have a four day weekend at my current job and have way too much free time! I also have no problem with early mornings or late nights! I have two small dogs that I take for a couple walks a day, and I Help prepare their food which is home made and all natural. I also have a cat with urinary tract issues so I’m used to keeping their litter boxes spotless.
“Zelle was tremendous! When we first met she put me at ease right away, so friendly and asking such good questions. She really wanted to understand our dogs differing needs. During our absence, she checked in at our agreed upon times and sent lovely pictures at each check-in. It was such a comfort to know my fur babies were cared for so lovingly. Will not hesitate to call on her again.”
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.
“Excellent and thorough! Clearly loves dogs and cats. She was on time and did everything I listed for my pets. The Rover site was easy to use and it gave me quick access to pick Summer as our sitter. Will definitely have her back!”
About: I’ve taken care of many animals throughout my teen to adult years. I volunteered at a rescue taking care of mostly the cats. I’ve previously helped rescue kittens and dogs. I’ve always had animals around me. I’m a very big animal lover. I currently have 2 cats and 2 dogs and cat sit a kitten from time to time. I give the cats baths maybe once a month and the dogs weekly and I routinely walk the dogs. I watch the dogs while they’re outside while also giving them extra love. I love taking dogs on walks. I play with cats and even bring along toys that I know my cats love.
About: I have been born and raised to take care of any type of family member from the small lizard to largest dog to feathered friends and horses. I love all animals and I have family members of my own. Plus I have a little helper who isn't scared of anything and loves to help her momma as much as she can. I'm will to do what ever it takes to make sure everyone is a happy camper and provide the best care I can to keep your mind at ease knowing you family is in good hands. Feel free to ask me anything and if you have any special requests let me know I will do what I can to make it happen. I'll treat your kids as if they were my own. I'm currently employed part-time but I'm looking to get out of the retail business and starting my own pet sitting business where I can enjoy doing what I love. I currently live in a small apartment, so it ideal that I travel back and forth from my house to clients home. I have fur babies and a family of my own, hopefully when I get a home of my own I could introduce the doggy daycare and pet sitting at my home.
About: Before joining Rover I mainly provided my services through word of mouth. I have experience with providing basic medical care for dogs and cats, and training experience including potty training and easing separation anxiety. I have vast experience and knowledge on various breeds and their specific needs, and really just love being able to have the time and availability to be able to provide these services. They say a dog is a man’s best friend, but in my case, a dog has always been a woman’s best friend! I offer dog sitting, walking, training and boarding at my home as well. I am brand new to the app but I do have plenty of references and want to make all owners feel just as comfortable as I want to ensure their pets will feel with me! I currently work a part-time job from my home, so I have a flexible schedule and able to meet any needs your pet has. I am available everyday, all hours mainly, and can accommodate you and your pets schedule! In my home all pets are welcome. I have plenty of walking trails and a back yard for pets that stay at my home. I typically will customize the walks, food, bathing etc depending on the needs of the pet and what works best for them and the owner.
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
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.
Meet local sitters who will treat your cats like family
1. Search
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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 on Rover is $21 per visit as of October 2026. Most bookings cost between $16 and $23 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 1,809 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 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.
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 .
Yes, you can find sitters who have experience with handling special pet needs in Chestertown. On Rover:
- 95% of sitters can help with special care needs
- 98% 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 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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