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

Over 10 pet parents in Chesapeake City have booked pet sitting
Chesapeake City, 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.
“Lita did an excellent job watching our cats. She’s very thorough and conscientious. It was obvious from the pictures she sent that our cats immediately felt very comfortable with her. We will definitely be reaching out to her for our next reservation.”

“Yvonne is amazing. The dogs loved her instantly, and she was always on time and kept us informed of everything going on. We highly recommend and appreciate all her efforts and will certainly be using her services again.”


About: I've Been an avid animal lover since birth. Always have had animals in the house since I can remember. I started my first dog walking/sitting job at 10, made flyers and all. Flash forward 23 years and im still taking care of loved friends fur children. I'm a mother of 2 french bulldog/Boston terrier mixes, 2 beautiful black cats & an energetic 1 year old babygirl. I've worked with animals of all types, I'm not just your adverage cat and dog sitter (ducks, geese, chickens, goats) Can't wait to meet you and your precious fur babies. We have a very flexible routine typically our day starts with potty and breakfast for everyone. In the afternoon we have a snack and playoutside for 20-30 minutes. the evening is filled with cuddles relaxing and dinner. At bed time we all go potty and the pups get locked up in their create. Everyday is different but we are easy adapt to what ever the day may bring. We have a large yard which my pups are trained to stay in, with being frenchies they are practically my shadows. For bedtime and when we are away from home they are create trained for their safety. I would follow what ever rules are set in place to take care of your fur babies as well I understand all the dangers pets can get into when not leashed, fenced in, or created for their safety.
“Couldn’t be happier with Christine and how she took care of our three fur babies. Each one has a very unique personality and two out of three need to be won over which Christine did quickly. Her checks-ins were both full of information and very thoughtful with lots of pictures showing how well they were behaving while we were away. We will definitely use Christine again.”

“Rebecca took great care of our dog. She was very dependable and on time even in poor weather conditions. Our dog was very comfortable with her. We would highly recommend her to anyone.”


About: I’m experienced in caring for large and giant-breed puppies and adult dogs, fear-reactive dogs, and senior dogs who benefit from calm, low-stress environments. I personally own Cane Corso's, so I’m comfortable handling the size, strength, and energy that come with powerful breeds. I also have a small Rat Terrier/Chihuahua mix with fear-based aggression, and for the past 16 years, I’ve learned how to recognize his triggers, respect his boundaries, and manage his behavior with patience and consistency. That experience has taught me that every dog deserves to be understood as an individual and cared for in a way that helps them feel safe and secure. Experienced with resource guarding behaviors and knowledgeable in the proper use of martingale collars, prong collars, and e-collars. I’m comfortable following each owner’s established handling and management routine while providing calm, attentive care. For me, caring for dogs is about more than meeting their basic needs. It’s about earning their trust and making them feel safe, happy, and loved. I have experience with dogs of all sizes, temperaments, and ages, from playful puppies full of energy to senior companions who need patience, gentleness, and attentive care. Every dog is different, and I approach each one with the care and understanding they deserve. Caring for animals is already a regular part of my everyday life, so adding pet care to my schedule comes naturally. I’m accustomed to planning my day around mealtimes, exercise, potty breaks, medications, and quality time. I’m comfortable adjusting my routine for puppies needing extra attention, active dogs needing exercise, seniors requiring a slower pace, or pets who simply do best with calm, predictable care. When caring for pets in a client’s home, I focus on maintaining their normal routine and creating a calm, low-stress environment. I follow all owner instructions carefully, including feeding schedules, walks, medications, potty breaks, playtime, and any established training or handling routines.
About: I've had cats and dogs my whole life and have spent most of my adult life volunteering for 2 animal rescue organizations. I fostered over 170 cats for my last organization (that was over a period of 15 years!) caring for all ages as well as taking in some with medical needs. I'm skilled at administering medications of all sorts and we currently have an asthmatic cat that takes an inhaler. I've been a "cat person" my whole life, but love dogs too! My husband and I love the large breeds, in particular Mastiffs. We currently have 3 cats plus a Mastiff who is the biggest baby. :-) We recently moved to Delaware (from just outside of DC) and I'm looking to re-start pet sitting as I LOVE meeting new furbabies and taking care of them. I used to pet sit in VA but put it to the side when fostering took up most of my free time. I recently took an early retirement and have plenty of free time so can offer flexibility. Since I'm married my husband helps takes care of our own cats/dog, and he understands my love of animals and desire to help others. I do work part time, at most 5 hours a day 3-4 times a week but have been able to accommodate client needs without issue. I understand that every cat/dog is unique, with their own personality and needs. I will take the time to get to know each one and tailor my approach to ensure their comfort level,

“Another great visit by Mike with Roscoe! He really understands how to work and play with Roscoe who can be a bit picky. Roscoe is always happy and relaxed when I get home.”


“Both our dogs liked Lillian from the first meeting, and that helped us dog parents deal with our separation anxiety. Lillian was always prompt to arrive at the appointed times. Our dogs were healthy and happy when we got home. We’ll ask for Lillian by name next time!”


About: I’ve spent years caring for and training dogs, including raising and training four Australian Cattle Dogs—a breed known for its intelligence and high energy. Through that experience, I’ve learned how to read canine body language, reinforce good behaviors, and confidently handle dogs with different personalities and energy levels. I’ve also walked dogs for several of my mom’s clients throughout the Hockessin and Wilmington area. My focus is on providing safe, reliable, and personalized care while treating every dog as if they were my own. I’m currently home full-time, allowing me to provide attentive, personalized care throughout the day. Dogs in my care receive plenty of potty breaks, exercise, playtime, enrichment, affection, and supervision rather than being left alone for long periods. Your dog will be welcomed into a safe, loving home and treated like one of my own. I have a fully fenced 0.5-acre yard with plenty of room to run, play, and explore under supervision, as well as three friendly, well-socialized dogs for those who enjoy canine companionship. I also do my best to maintain each dog’s normal routine, including feeding schedules, medications, exercise, and any special instructions you provide. My goal is simple: for you to have peace of mind while you’re away and for your dog to feel safe, happy, and loved while they’re with me. I’m a Registered Nurse with a background in cardiac care and high-stress open-heart surgery, where being dependable, attentive, calm under pressure, and detail-oriented was essential every single day. After years of caring for my patients’ hearts, I’ve now been able to channel that same compassion into one of my greatest passions—dogs. I like to think I’ve gone from caring for my patients’ hearts to caring for my clients’ whole hearts—their dogs. ❤️🐾 My nursing background has shaped the way I care for animals. I take safety seriously, pay close attention to changes in behavior or well-being, follow instructions carefully, and understand the importance of medications and routines. Most importantly, I want owners to know they are leaving their dog with someone who is responsible, reliable, professional, and genuinely invested in their care.

About: Hello furry parents! My name is Lily and I’m excited to support you and your family. I have worked with all dog breeds and all ages through fostering. I am currently in my training certification program to provide proper education to you and your puppers. I am an online student looking to spend my free time with amazing pets. My top priority is to give all animals time and love. Whether it’s giving a long walk, using my dog park at my complex or administering medication, I’m your girl! When I would care for your pets, it’s all about the greeting. I would love to make sure your pets are as comfortable with you as for me! If you’d love me to help them learn tricks, feel free to request!
About: I have owned dogs since childhood, ranging from 60lbs to 150lbs. I have walked dogs and dog sat since I was a teenager. I have 3 dogs of my own, 3 of which are XL, and always have a foster dog as well. I am very active and would be happy to provide your dog with extra activity like hiking or running if you want them to come along for an adventure. I have experience with pet therapy for the last 15 years as well. If you are boarding with me, during the work week, I come home for lunch so my pets don’t ever go more than five hours without a let out. I can accommodate early morning or later in the evening walks or let outs on weekdays. Weekends are very open for me! I am able to accommodate dog friendly dogs for boarding who can integrate into our pack. I have a male Cane Corso, a male Great Dane, and a female Lab. They are all fixed and all dog and cat friendly. I can also accommodate non-dog friendly dogs as long as they are crate trained and comfortable in a room with busy toys and treats. They will still receive one on one attention and play time. For drop-ins, I am happy to utilize your yard for let outs and/or play time or very happy to walk your dog/s. For boarding, I have a fully fenced in portion of yard. I do not live in a neighborhood, so if your dog requires walks while boarding, I live 5 minutes from a park. I have cared for senior dogs as well as special needs dogs. I am very comfortable administering medications and sub q fluids. My one dog received daily fluids. Pet care is essentially my whole life :) With a multi dog household, life revolves around them. Their needs are prioritized and whatever accommodations need to be made can be made. Happy to provide your dogs with walks, playing tug, mental stimulation or just snuggles. If your dog is active, I’d be thrilled to take them for hikes or runs.

About: I have taken care of dogs, my whole life whether they were my own or somebody else’s I absolutely love animals your animal will always be safe in my care and have the best time. I’m currently a stay at home mom so if I leave the house, I only leave to go to the grocery store or to grab the little one something to eat if they want it I have a huge backyard my house backs up against the woods. We are not close to the road at all. You’re dog would never be let outside alone my kids would run around in the backyard with them 💕

About: I've had dogs for over 25 years and most recently I'm caring for a dog with a seizure disorder. Everything from young energetic puppies to elderly dogs. I have worked with an organization called Missing Pet Partnership (an organization started by a police officer who trained scent detection dogs). I was trained to find lost pets and the psychology of dogs and cats including training in pet first aid and CPR. My previous career was as a special education teacher. I now work full-time from home. I would love to play with and care for your pup! No pet too big or small. I hope to hear from you, thanks. I am currently working full-time from home and I will have plenty of time to play with your for baby I'm available for boarding on weekdays, weekends, nights and even holidays. I work from home and have a very large fenced yard that is fully secure for the smallest dog and 5 and a 1/2 feet tall for larger dogs. My home is set back from the road on a quiet private street for your peace of mind. I have two small friendly dogs to keep your fur baby company. I can crate your dog if needed based on your preference and socialization with my dogs is entirely up to you. My home has separate areas to accommodate a variety of situations including multi pet homes that crate and rotate dogs, dogs with medical needs who need to be in separate areas, etc. For overnight stays I will tailor your dogs experience to ensure it is a home away from home.
“Yareli is a responsible, pleasant, kind and caring pet sitter. I felt comfortable giving her access to my home while I was away and entrusting her with the care of my kitties. Her rates are reasonable and I would use her services again!!”
About: I've taken care of dogs of every kind since my high school days. I love caring for and building relationships with dogs because they are truly like your best friend when they get to know and love you. Currently I work from home and for the most part make my own schedule every day. I am looking to build loving relationships with every pet that I care for so every owner can confidently put their trust in me to bring their furry friends back to me anytime they need me to take care of them. Me and my husband love dogs! We have a doggy park inside of our residence as well as a lovely community of people who walk their dogs everyday I’m sure your pet will meet some friends as we go out for walks and play at the park. Please let me know if you have any special food or any other request that you need me to accommodate to ensure that your furry baby is okay so I can be prepared as much as I can to welcome them into our home. I make my own schedule every day so i am pretty much free Monday through Sunday each week. I will make sure I update the time slots that are booked as clients start scheduling their appointments. All small and medium-sized dogs will be more than welcomed to roam freely around my living room kitchen area and are allowed to sit and lay on the couches as well. The floors are hardwood so even if they have an accident of pooping or peeing on the floor it will be alot easier for me to clean up on the hard floors than the carpeted areas. They will be allowed to come into my bedroom or any other room as long as I am in the room supervising them. I will take them outside to potty every 2 hours timed from the time they arrive until their scheduled time of leaving. You can feel free to bring their favorite toys they love to play with but I will also be purchasing brand new toys that I'm sure your dogs/cats will love to play with.
About: I’m a caring, dependable, and attentive pet sitter / Dog owner who truly enjoys spending time with animals. I understand that every pet has their own personality, routine, and comfort level, and I take the time to make each one feel safe, loved, and cared for. I’m comfortable with feeding, fresh water, litter box care, walks, playtime, bathing, companionship, and keeping pets on their normal routine. I’m also patient with shy or nervous pets and always treat your home and your pets with respect. You can count on me to be responsible, communicative, and attentive to the little details. My goal is to give your pets loving, reliable care and give you peace of mind while you’re away.🐾❤️
About: I’ve been volunteering at numerous animal shelters and helping them find their forever home and I would love to help your animal when either your own vacation or you just need a little help I am fully available to work with any pet any time, including overnight without it crashing into any other weekly routine so I would be able to do any work that is needed At my clients home, I would take care of their dog or cat however, they need food walks cleaning up a pee pad whatever it takes I will do without hesitation whatever the pet needs and whatever the owner would like
The median cost per visit for pet sitting in Chesapeake City is $20
Pet parents share their Rover experiences - Chesapeake City
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 - Chesapeake City
Select a filter and find qualifying sitters offering pet sitting.Sitters in Chesapeake City average 6 repeat pet sitting clients
FAQs for Pet Sitting - Chesapeake City
Frequently asked questions about Rover
The average cost of Pet Sitting in Chesapeake City is $16 per visit as of November 2026. Most bookings cost between $11 and $16 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 1,857 sitters on Rover offering Pet Sitting across Chesapeake City. 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 Chesapeake City. On Rover:
- 90% of sitters can help with special care needs
- 93% 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.




