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 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.
“What can I say about Christine? She was a godsend! After losing my beloved dog, I wanted to adopt another one after my family vacation. But when I saw my current puppy up for adoption, I immediately fell in love with him because he reminded me of my previous soul dog. I applied for adoption, and the shelter approved us. They allowed us to adopt my beloved Charlie if we could find a reliable dog sitter to watch him while I was away. I picked up Charlie just 2 days before my trip, and I was really worried about my brand-new, scared little puppy. But Christine went above and beyond with my baby. She stayed at my house with him the whole time, took great care of him, and gave him so much love. During my trip, she noticed he was coughing and even offered to take him to my vet — and she did. I highly recommend Christine to anyone looking for someone with the gift of caring and giving genuine love to your best friend :)”
“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.”
“Reid was just great!! We went on a family vacation to Italy and he knew how nervous I was about leaving my 2 pups because of a past experience. We were gone for 9 days and just after the first day I was at ease knowing Reid was home with my boys. He sent me videos and pics almost daily and was quick to respond when I was Checking in. I was actually able to enjoy my vacation knowing my boys were being taken care of! They looked happy in the pics too! We will definitely be using Reid in the future!”
About: Hey, pet parents! I’m a proud Animal Science student at Penn State with years of experience caring for all animals great and small including dogs, cats, horses, cows, and more! With 2 dogs and 3 cats of my own, I totally get how much love our pets bring into our lives. Whether your pup needs a walk or your cat needs cuddles, I bring knowledge, reliability, and lots of tail wags. I treat every animal like family because that’s exactly what they are! As a dedicated pet owner and Animal Science student, pet care is already a major part of my daily routine! I care for my own 2 dogs and 3 cats every day, which includes feeding, walking, grooming, playtime, and managing any health or behavioral needs. I naturally structure my schedule around animal care, and it’s something I truly enjoy and prioritize. Whether it’s early morning feedings, mid-day walks, or evening cuddle sessions, caring for animals is second nature to me and I’m always happy to make space in my week to care for others’ pets with the same love and attention I give my own. When caring for pets in my own home or a client’s, I focus on creating a calm, safe, and engaging environment that matches each animal’s personality and routine. In client homes, I always follow their care instructions closely whether that’s feeding schedules, medication, preferred walking routes, or favorite toys. I keep pets on their normal routines to reduce stress and make them feel comfortable while their owners are away. For cats, I make sure litter boxes are clean, water is fresh, and they have a mix of playtime and quiet time, depending on their temperament. For dogs, I provide plenty of exercise, enrichment, and affection along with structured potty breaks and walks. I’m also experienced with senior pets and those needing medication or extra TLC. Whether I’m staying overnight, dropping in for visits, or out for a walk, I care for every pet like they’re my own attentively, gently, and with lots of love and respect!
“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 😊”
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.
About: With a degree in Biological Sciences/Wildlife Conservation, my approach to pet care is rooted in deep respect for animal behavior, safety, and well-being. Whether I'm staying overnight for a house sit or stopping by for walks and drop-ins, my top priority is keeping your pets calm, safe, and comfortable in their familiar routine. Most importantly, I make sure they get plenty of affection, play, and happy engagement so they have a blast while you're away! Note for house sitting and walks: I have my own pet, but he remains at home in the care of my family, so I will never bring my own dog to your home or on your pet's walks. Pet care fits seamlessly into my weekly routine, giving me great flexibility for drop-ins, walks, and house sitting. I have a fixed commitment on Monday and Wednesday afternoons from 2:00 PM to 6:00 PM, but my schedule is wide open outside of those hours. I can easily accommodate early morning, late afternoon, and evening routines, as well as dedicated overnight stays. Safety is my top priority when caring for your pets. I maintain a secure environment by double-checking doors and gates and closely reading animal body language. You can rely on me to strictly follow your feeding, medication, and leash protocols to keep your pet safe and comfortable.
“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.”
“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!”
About: I’ve worked in the pet industry for 6 years. From working in pet stores, to grooming facilities, and pet sitting, I’ve done almost all there is to do! I love all animals and have a chihuahua of my own named Chino! I do rover, Doordash, and other gig work as my main source of income, so I set my own schedule! If you choose me to take care of your pet, I will clear my schedule to ensure they’re getting love and care the whole time! I have a spacious townhome that opens up to a very large greenbelt with no other dogs on my row, so there is plenty of space for your pet to use the restroom, run around and play, etc. I have a friendly chihuahua named Chino who loves making friends and likes any and all animals he meets!
“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!”
“Raven did a wonderful job with our pup! This was our first time having someone (not family) stay at our house to watch him, so we were a little nervous on how it would go. Spice is an 85 pound mixed breed dog that can be pretty quirky and anxious with new people. It took a little bit to warm up, but once he was comfortable, he did great! Raven was very patient with him and understood his quirks quickly. She was very responsive, sent multiple updates (with pictures), played with him and took him on walks daily. I truly appreciated having her stay with him.”
“I highly recommend Ciara. A very caring and lovely young lady. She sent me pictures and videos while I was away on holiday. Due to a flight delay I was late picking up my fur babies and she said no problem. She is patient and kind. We finally arrived at her home late at night. Ciara greeted us with a smile and packed up our fur babies bags. Kobi, Sophie and Ruby were happy and tired when they came home. I definitely will request Ciara again. 10 star rating.”
About: What sets me apart is my patience, attention, and genuine love for pets. I take the time to understand each pet’s needs and make sure they feel safe, comfortable, and cared for. I’m gentle with senior pets and patient with puppies. I work from home part-time, which allows me to be available to take good care of your pet during the day and or the night I care for pets by following their daily routine, giving them love, attention, and making sure they feel safe and comfortable. I treat every pet like my own, whether in my home or my client’s home.
“Terry is absolutely amazing!! I can’t say enough good things about her and how she went above and beyond in taking care of our two dogs while we were out of town. She loved and cared for them like they were her own, sending us updates and videos each day. We had an amazing vacation and was able to not worry a bit about how the dogs were adjusting - they were so happy and got so much attention with Terry!! She will be the first person we call whenever we need a sitter! Thank you Terry!!”
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 😂.
The median cost per night for house sitting in Chesapeake City is $55
Pet parents share their Rover experiences - Chesapeake City
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- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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Meet local sitters who will treat your pets like family
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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 August 2026, there are 1,057 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
- 93% 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.
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