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.
“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.”

“We loved Tre! From the minute he pulled into the driveway, we felt comfortable that he would be a great fit to care for our enthusiastic pittie mix. He asked pertinent questions and took detailed notes during the meet and greet. Our dog responded so favorably to him and the became fast friends. We highly recommend him and will definitely be working together in the future.”

“Reid is always great with our dog Lando! I continue to rebook anytime we need dog coverage! He provides excellent communication and pictures/videos of Lando while we’re away. Eases some of the stress of leaving our fur baby!”


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: I have grown up with all kinds of animals and I love caring for all animals. I have also done a lot of dog sitting and care greatly for animals as if they are my own. I have cared for animals of all ages including older dogs that need medication. I work part time and go to school but I have a flexible schedule. I have a car that’s good on gas so distance is not an issue! When caring for someone else’s pet I make sure to give my full attention to the animal and do all I can to make sure the pet is well taken care of.
About: Need someone who can handle more than just a walk in the park? I was raised on a farm and have professional zoo experience. I have cared for many animals and can administer meds, handle large breeds and provide loving care. Currently a dog and turtle owner, I am a responsible professional looking to help you enjoy your travels worry-free. I am available anytime on weekends. During the week, I can provide care in the early mornings before 8:00 AM and in the evenings after 5:00 PM. My goal is to keep your pet’s routine as consistent as possible while you are away. Drawing on my background in zoo and farm care, I am meticulous about following instruction whether that involves administering medication, adhering to strict feeding schedules, or managing specific turnout times. Because I work full-time, I structure my care around a schedule during the week: I provide quality care, exercise, and feeding before 8:00 AM and after 5:00 PM, while weekends are open for longer adventures and companionship. I treat your home with the same respect as your animals. I am experienced in maintaining a clean environment and can provide regular photo updates so you can enjoy your own adventures knowing your home and pets are secure.
“Erica was amazing! She kept us updated with photos and took such great care of our dog. We were so lucky to have her and will definitely be recommending her to all our family and friends!”

“We loved having Michaela watch our crew while we were gone! She provided regular updates, and was great handling our pets with special needs. Our house was spotless when we arrived home - we really appreciate the level of care she provided. We will absolutely be hoping to have her back when we travel in the future!”

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 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.
“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: From caring for 10 senior dogs at a rescue, to bathing dogs that got sprayed by skunks, to training and taking dogs on their own outings to parks and nature hikes, you name it I’ve done it! Even flying with dogs! ✈️ I have experience with all breeds, ages, and like to keep pet parents informed with notes & pics. Growing up in farm country taught me to love and care for all animals, but dogs and cats are by far my favorite. I also have experience in administering medications to our furry friends. I left my career of being a nanny in CA to move to the east coast to marry my husband. That was 2019, and I’ve been boarding/caring for animals since then. I’m currently a stay-at-home wifey so the dogs get 100 percent of my attention when they are with us. We live in a 3 story townhouse with a small unfenced yard in front of our home, to a large grassy area on the side of our home, to a giant green grass patch directly behind us just out our back door. The neighborhood is VERY dog-friendly with lots of sidewalks and comes complete with a dog park in walking distance. Our home is dog-friendly meaning dogs are allowed on all furniture and we even have doggie steps for little pooches to get up on our bed if they wish. We also have a 2mile + walking path near us. So we have plenty of activity options. We even have Pluto cartoons for your pet to watch! Pets get 100 percent of my attention when they stay with us. Their comfort and safety is my priority as I do pet care full-time. Our home has no place that’s off limits to your pets. If they want to snuggle on our bed or relax on our couch or even be in our guest room - they are more than welcome wherever they are most comfortable. We even have a massive bean bag most animals love thinking it’s a giant dog bed 😂.
“She was excellent, took great care of my dogs and even Made sure my house was clean when I came home. My Puppies loved her and she sent some most appreciated Pics and videos of the puppies!! Definitely recommend her For anyone who needs a sitter!!”

About: With a lifelong passion for pets, I offer more than just care. I provide a loving, safe, and fun environment for your furry family members. I'm dedicated to their happiness and well-being, treating every animal with the same love and attention I give my own. You can trust that your pet is in the best possible hands. Because I run my own business and set my own hours, my schedule is flexible and can easily adapt to your pet's needs. Whether it's an early morning walk, a midday visit, or a late-night check-in, I can provide consistent, reliable care whenever your fur baby needs it. While you're away, I'll provide your pet with personalized care in the comfort and familiarity of their own home. This includes following their usual routine for feeding, walks, and playtime, ensuring they feel safe, happy, and loved. I'll also provide videos or pictures so you can have peace of mind knowing your furry family member is well-cared for.
“We were nervous about leaving our senior cat with multiple health issues with anyone, but after reading Ciara’s profile and meeting her with Walter, we left him and our home in her care. She handled everything exactly as we hoped, followed instructions exactly, and kept us informed every day. She stayed until we returned, and the house was perfect. Walter was content, calm and happy.”

About: I grew up taking care of animals small and large and different species! I’m also a certified animal groomer and i am a huge animal lover! I’m currently working part time at a grocery store but i have a very flexible schedule and will always make time to see any animals! I always like to send photos or videos of the pets i’m taking care of so their mom or dad feels more comfortable seeing that their pup is having a great time!
“Terry was absolutely Amazing!! She took great care of our 2 fur babies, sending photos and videos daily to update us on how they were doing while we were away. I was very anxious to leave our 2 cats with someone new, as our previous pet/house sitter is no longer in the business and we had not used someone new in many years, I have put off traveling due to this, much to my husband's dismay. I can say I was so relieved while away to see how great Terry was with our pets. I also think when we got home our house was cleaner than when we left! Terry did a fabulous job, she went above and beyond and now I'm ready to travel more feeling comfortable that we have found our new pet caretaker! I cannot recommend her enough!!”

Over 7 pet parents in Chesapeake City have booked house sitting
Chesapeake City pet parents share their Rover experiences
Fiona was awesome with our dog Dylan. She did a meet and greet a week before and then watched him for the weekend while we were away. She kept us updated with photos and letting us know how he was doing, which was awesome and when we got home, he seemed like a happy pup. Fiona kept our house clean and Dylan happy and loved while we were away. Can’t recommend her enough!

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 Mar 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 Mar 2026, there are 623 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, 88% 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.




