House Sitting in Chesapeake City
Find a loving house sitter to watch over your pets and your home.

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Top rated Chesapeake City house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Tre has a calm demeanor & is very professional. He came over prior to house sitting to meet our dog, who took to him immediately. He followed our schedule, took him for long walks and when we came home our dog was well adjusted and comforted. Thank you, Tre for a job well done!”

“Reid is definitely a wonderful doggie sitter! He sends pictures and updates regularly and our little lady, who doesn't trust most people, actually sat and watched a movie with him! So, he is A OK in our book!”

“Christine was exceptional and took such great care of our home and our pup. She provided frequent updates with photos and videos. We scheduled last minute so finding such great care was a huge relief for us. Would recommend her and use her again in the future.”

About: I’ve grown up in a home with dogs, and worked briefly in an animal shelter, caring for dogs from newborn puppies to seniors, responsible for their daily care and enrichment. My job ends at 3:30pm, allowing me flexibility in afternoons and evenings, while being totally free on weekends to tend to any dog or cat. As the seasons change, so do my hours, allowing me more availability for bookings. I have knowledge on animal enrichment and training, and know how to handle different pets with all different temperaments. I know how to crate dogs, walk them, and bond with all sorts of dogs and cats.
“Absolutely loved Ciara and so did my babies. I highly recommend her as she is attentive and loving. She gave great updates and really made sure my kids were as comfortable as they could be.”

“Michaela took excellent care of my dog and cat while we were away. She took the time to meet us beforehand, provided thorough updates and we came home to happy pets and a clean apartment. Thank you, Michaela! Highly recommend!”

“I highly recommend Jenni L. She and her partner Matt work together, and for this visit, Matt stayed with our beloved cat for several days. I cannot say enough about how reassuring it was to hear from him and see the pictures and videos that he sent of our cat and of the two of them together. Clearly, she loved him and felt very comfortable with him. We will definitely hire them again!”

“Jonaika is a mature, kind, responsible and communicative young woman. She stayed in our home with our two dogs for a holiday week, and provided loving and consistent care. She has a warm temperament which dogs loved, flows instructions, and cares for pets with great accountability. I highly recommend Jonaika for any pet sitting situation.”


About: With over six and a half years of hands-on pet care, I bring a rare blend of experience, attentiveness, and heart. I’ve worked with dogs of all sizes, temperaments, and ages—from energetic puppies learning the ropes to senior pets needing gentle, attentive care. What truly sets me apart is my ability to read and respond to animals’ unique personalities. I create a calm, consistent environment where pets feel safe, loved, and understood. Whether it’s administering medication, offering leash training for puppies, or providing low-stress companionship for older pets, I bring patience and skill to every interaction. I also have experience caring for a diverse range of animals beyond just dogs and cats. From chickens and birds to hamsters and other small pets, I understand that every species has its own rhythm, needs, and comfort cues. I’m confident and compassionate with unique, exotic, or less-common animals, always prioritizing their safety, emotional well-being, and daily routines. Pet care is a built-in part of my weekly life. I’m highly flexible and genuinely enjoy working around each pet’s needs and schedule. Whether it’s early mornings, midday visits, evenings, or even late nights, I’m available and committed to making your pet’s care seamless and stress-free. I’m also happy to accommodate weekend bookings and unique timing requests whenever possible—just let me know what works best for you and your pet, and I’ll do my best to make it happen. Reliability, consistency, and clear communication are at the heart of everything I do. In clients’ homes, I prioritize maintaining their pet’s normal routine and environment. I follow all instructions closely—feeding schedules, walking routes, medication routines, and preferred playtime activities—so your pet experiences as little disruption as possible. I also make sure the space stays tidy and respected while I’m there. If I’m hosting pets in my home, I provide a calm, safe, and welcoming space. I separate animals as needed, keep food and water fresh and clean, and ensure they have access to cozy rest areas and supervised play. I never leave pets unattended, and I’m mindful of their comfort, especially in a new setting. In both cases, I focus on creating a low-stress, high-trust atmosphere, and I keep pet parents updated with messages, photos, and honest communication throughout the stay.

About: Hi! My name is Shawna, and I’m an animal lover! 🐾 I have a dog named Neeko who loves making new friends, and a cat named Fat Tee who keeps us entertained. I’ve been around animals my entire life and truly love them all. I am happy to take your pups for walks, play outside, or just stay home and provide plenty of cuddles and companionship. I understand that pets are family, and I will do my best to make sure your fur babies are happy, comfortable, and cared for as if they were my own! ❤️🐶🐱 I work full-time during the school year but am available evenings, weekends, holidays, and throughout the summer. I’ll make sure your pets get plenty of attention, exercise, and love while you’re away. Your pet’s safety and comfort are my top priorities. I will follow your pet’s routine, provide lots of attention, and make sure they feel secure and cared for whether I’m in your home or mine.

About: As both a dog lover and recently funemployed, I’ll be able to commit 100% of my time to taking care of your furry friend. I’m a previous dog owner of 11+ years as well as an experienced sitter for both puppies and several senior dogs. I do what it takes to make your pup as happy and comfy as possible while you’re away — I’ll treat them like family! Up until recently I’d been working in corporate, and I’m choosing to take a small break in between careers. My previous employers and pet care clients can attest to my attention to detail, my excellent communication skills, and my willingness to do what it takes to get the job done.
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 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,
About: I've been around dogs my whole life and stared caring for others when I was about 10. I love animals big and small- I currently own 4 dogs and a hamster of my own! I've raised litters of puppies, done bottle feedings and given meds when needed. I've also been ridden horses since I was 5 and have helped watch over livestock while housesitting. Over the years i've sat and walked dogs(with little puppy training mixed in), cared for cats and volunteered at Faithful Friends cat rooms, watched as little as hamsters/bunnies to horses. Animals really do have my heart 🐾🩷 I recently graduated with my nursing degree and am currently working 9-5 throughout the week. I'm available before and after my shifts and on weekends!! I care for pets in my clients home with love. I keep their routine as close to normal as possible and follow any specific instructions. I make sure they have fresh water, fed on time, plenty of playtime and cuddles. I will clean up any accidents and keep the house clean! I love to send pics and updates so you can see the fun they're having, as well as giving you peace of mind while being away.
About: Although my family has never owned a dog, I have always loved taking care of my aunts, neighbors, and family friends dogs. I always make sure to pay attention to detail when watching a dog and meet each dogs needs whether that be a walk, playing with a toy, belly rubs, or even just relaxing. As a part-time graduate student at USM, I will have time during the day for a dog walk, or to check-in on your pup! I will be available on most weekends for house and dog sitting. I am available to come to your dog and stay with him/her so they do not have to move out of their comfortable environment and stay at a new space with new people.
“We could not have been happier with Terry as our sitter! She was great at sending updates every morning and our dog seemed to be very happy spending time with her. He is also extremely picky when it comes to new people but Terry was great with him! We were very nervous as this was the first time we left him with a sitter for an extended period of time but Terry did a wonderful job to ease our nerves. It's also a huge plus that she can work from home as well so your pet will get full time care with her. She also left the house spotlessly clean and in pristine condition and was kind enough to leave us with gifts as well! 5 stars all around and we highly recommend her!!!”

About: I have helped care for my family’s dogs and cats since I was a little girl, and my love of animals has grown deeper into my adulthood. I have experience training puppies basic obedience commands, and I have a passion for learning and understanding all different types of animals. I am excited for the opportunity to care for your family’s pets! I am a full-time special education teacher, so I am available and ready to play with and assist your pets in the evenings on weekdays and any time on weekends. You can count on me to create a caring, positive environment for your pet. I am comfortable and willing to provide your pet with food and water, exercise/walking, cuddles, playtime, and more! I am happy to fulfill all of your requests when it comes to caring for your pet.
“Best experience, she above and beyond. recommended 100%. will have no problem going away again as long as Dalynn is available. she made our week away and fury friend stress free. great communication.”

Over 7 pet parents in Chesapeake City have booked house sitting
Chesapeake City pet parents share their Rover experiences
How Rover works

1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for house sitting in Chesapeake City is $50
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 house 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.
Sitters in Chesapeake City average 4 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Chesapeake City on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Jun 2026, there are 627 house sitters in Chesapeake City. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 87% of Chesapeake City house sitters respond in under an hour.
House sitters in Chesapeake City have an average of 16 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Chesapeake City.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Chesapeake City house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.





