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

Chesapeake City, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I’ve been caring for pets for most of my life, helping friends, family, and neighbors with walking, feeding, bathing, and providing companionship. I’m very attentive, patient, and gentle, and I treat every pet like they’re my own. My goal is always to make pets feel safe, comfortable, and loved while giving owners peace of mind. I work full time on campus, which gives me a consistent schedule along with flexibility during lunch breaks and in the evenings. This allows me to provide reliable care, check-ins, walks, and quality time with pets. I’m also available on weekends and communicate clearly to coordinate schedules that work best for you and your pet. Your pet’s safety, comfort, and routine are always my top priorities. I’m attentive, calm, and reliable, and I make sure pets are well cared for during visits, walks, and evenings. I respect your home, follow instructions closely, and communicate regularly so you feel confident your pet is in safe hands.
“Christine was great with our dog. She made sure to follow all of our instructions and attended a meet n great to meet us and our dog. She was always communicative and sent updates/pictures while we were away. We loved having her stay with our dog!”

“Reid was wonderful! Great communication. He gave me updates on my pups every day I was gone, he took my pups on wonderful walks. I will definitely be in contact again when I have to go on a trip! Thanks again for the great service and treating my pups like they are your own! ?”
“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.”

“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!”

“We booked Michaela for house sitting and pet sitting for our two senior dogs. One of our dogs requires medication twice a day and has mobility issues due to advanced arthritis. Our other dog has a reserved personality and can be very difficult with new "humans". Michaela was WONDERFUL! She took time and care to make sure our "difficult child" was comfortable with her, she is the "dog whisperer", he did warm up to her and we even got a picture of him snuggling with her while we were away. She also took special care with our dog with medical needs and made sure we knew he had had his medication as scheduled. Her communication was great, letting us know how the day was going etc.! We felt completely at ease with her care! 10 stars!!!”

“Rebecca did an excellent job staying at our home with Pippin! She was really prepared with questions to help the weekend good smoothly and to understand his needs. She was very responsive to messages and sent detailed updates and pics. Our pup had a great time!”


“Nina was awesome, she was always on time when we met up, took care of Roo and the house the same way i would. House was just the way we left it. Roo definitely made a new best friend and we found out house sitter for the future, she sent us pics and updates on how things were going and she even sent pictures of the snakes. Lol. Couldn't go wrong booking with Nina if you need a house sitter, will definitely be using her in the future.”


About: I have always had pets. As a toddler my dog and I would explore the woods together. I have had pet birds, fish, hamsters, turtles, spiders, frogs, lizards, rabbits, horses, turkeys, chickens, cats and dogs. I also have experience caring for cows and sheep. I started doing pet care professionally as a teen. I eventually started training dogs as well. I did that until I moved for college. Now, I started providing those services in my home. Having dogs stay with me gives me the opportunity to provide 24/7 care and training. I trained my last dog to be a hearing dog. She always alerted me to the door and phone, so I incorporated those natural likes and abilities into her training. I'm currently preparing my new dog for search and recue training based upon his love of playing hide and seek. All dogs have their own natural abilities and like different things. I have used clicker training in the past. I usually use reward based training. I occasionally seperate dogs, so they might not play together unless they are from the same household. I have rooms set up as individual dog suites. I have lots of cozy blankets and toys for dogs to feel comfortable. Dogs will still roam and play throughout the house. Dogs will get lots of individual attention. Dogs usually make friends and enjoy playing together. There are lots of toys beds and blankets for them to get cozy and have fun. I have a large unfenced yard (will be fully fenced in October. Currently only one side is fenced.) that backs to woods with a creek and a park. Dogs will be leashed outside. I can take more than one dog and for extended stays. Dogs should bring their own food and potty training pads if they use them. I send lots of pictures of your dogs during their stay. I can send videos and have done live chat videos, so you can see and talk to your dog. Dogs will be taken outside regularly. Dogs will go outside in all weather at least 2 times during the day. Dogs also will have ample play time indoors with running, chasing, fetching or jumping. Dogs can play ball or nap. I take dogs running at the park. Each dog will be cared for according to his personality. Dogs get alot of individual attention. I make sure dogs are comfortable throughout the day and i play with them and incorporate them into my day as much as possible. My 2.5 year old son and husband also play with the dogs. They help train, feed and care for dogs too. They also run with dogs and take them to the park or dog park. Dogs may go to the store with us or on errands or on an outing. Dogs may sleep in our bed with us. Dogs may join in for Disney songs and dancing. Dogs may make new friends and bond. I only care for a few dogs at any given time. I can care for dogs weekly and monthly. I can cater to dogs special or individual needs. Drop off pick up is between 6am to 7am or 7pm to 8pm weekdays and anytime weekends. More About Me: I started pet care professionally more than 20 years ago, when i was studying nursing. I was in college and nursing school full time, working at a healthcare facility full time, doing home care and pet care. I received both of my undergraduate degrees in legal studies. I started 2 master's degree programs one in law and one in business. I plan to continue doctorate studies in psychology. My main interest is behavior. My other interests are sociology and anthropology. I also write. I love dog care. It's fun! Even when the work is hard, it's rewarding. I'm glad i decided to focus on dog care again. My days are much better with dogs in my life. More About My Family: My son has benefited from having dogs in his life and it has afforded him an early opportunity to begin working with animals. My son is an animal lover. He especially loves dogs. He's a good trainer and pet care provider. He has a deep concern for dog's feelings and goes out of his way to see them happy. He likes taking care of animals, especially dogs. He's interested in going to school, so he can learn more about taking care of animals. My husband loves dogs. He grew up with dogs and cared for additional dogs. He has a relaxed natural approach and does not use training as much as treats play and petting.
“I was going to be away on a 15 day vacation in Europe and concerned I wouldn’t be able to find a someone I could trust to care for my two young cats for such a long time. Any and all worries melted away when I met Jen! She is very personable, very reliable and caring. Jen sent me daily updates on my kitties interactions with her and lots of photos . I highly recommend her to care for your pet. I will definitely continue with Jen for taking care of my fur babies 😊”

“Terry is simply the best. If we could rate 6 stars, we would. She spent a tremendous amount of quality time with Izzy. This was our first long trip away from Izzy our dog in quite a while, but Terry relieved our anxiety with daily updates, videos etc. She is a great communicator. Terry is incredibly thoughtful and an amazing dog sitter who bonded with Izzy. She also took great care of our house which was immaculate with an extra special touch upon our return. Terry was amazing, and we and Izzy look forward to her next visit.”

“Definitely took care of my fur babies they were not anxious when I got back home which is a relief. I only critic would be of the amount of times my door alerted me of in and out home alerts (not ones of taking out trash which makes me anxious) and would like more photos next time. But other than that kitty care 10/10. And like I said next time as in, I would have her take care of my babies again!💕 very sweet lady. Very responsive. And knows what’s she is doing.”


“Courtney was an amazing help with sitting Maxwell today. She was punctual, early in fact ;), followed all requests and most of all, made sure Maxwell was in good company. Communication was great and I felt confident that my little man would be in great care with her! We will be looking to have Courtney back in the future for sure. Thanks!”

About: Hi! I'm a dependable and caring dog sitter who loves spending time with dogs of all sizes, breeds, and personalities. I understand that every pet has unique needs, and I make it my priority to provide a safe, fun, and loving environment while you're away. Whether your dog enjoys long walks, playtime, cuddles, or sticking to a familiar routine, I'll make sure they receive the attention and care they deserve. I'm reliable, patient, and committed to keeping you updated with regular photos and messages so you can have peace of mind while you're apart from your pet. I treat every dog like they're part of my own family and strive to make them feel comfortable, happy, and loved. I look forward to meeting you and your furry best friend! Pet care fits naturally into my daily routine. I plan my schedule so I have plenty of time for walks, feeding, playtime, and giving each pet the attention they need. I understand how important consistency is, so I follow each pet's usual routine as closely as possible. Whether it's a quick drop-in visit, a long walk, or overnight care, I'm committed to making sure every pet feels safe, comfortable, and well cared for while their owner is away. I care for every pet as if they were my own by following their normal routine and giving them plenty of attention, patience, and affection. In my client's home, I make sure pets are fed on schedule, have fresh water, get regular walks, exercise, playtime, and any medications if needed. I also keep their space clean and provide updates with photos and messages so owners know their pets are happy and safe. I respect each client's home by keeping it tidy, following all care instructions, and maintaining the pet's routine to help them feel comfortable while their family is away. My goal is to provide reliable, loving care so both pets and their owners have peace of mind.
About: I have always worked with animals!, From things like working at animal shelters to actually raising a dog while being in college for over the last year for Guiding eyes for the blind! I have great experience with watching and training! I do some work with animals like dog sitting for guiding eyes but other than that I don’t have much else taking up my time, other than school I have a fenced yard and two lovely dogs who are very playful! And a family who is very loving towards dogs and supports me with their care! I also love animals just overall no matter what they are!

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.
The median cost per night for house sitting in Chesapeake City is $50
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.
Meet local sitters who will treat your pets like family

1. Search
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Popular requests for house sitting - Chesapeake City
Select a filter and find qualifying sitters offering house sitting.Sitters in Chesapeake City average 4 repeat house sitting clients
FAQs for House Sitting - Chesapeake City
Frequently asked questions about Rover
As of July 2026, there are 1,115 sitters on Rover offering House Sitting across Chesapeake City. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Chesapeake City walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Chesapeake City maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Chesapeake City choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
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.
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 .
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Chesapeake City. On Rover:
- 97% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 94% 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.




