House Sitting in Chesapeake
Find a loving dog sitter to watch your dog overnight in your home.

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Top rated Chesapeake house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Sam did a great job wirh my animals, my house was clean when I came home. She communicated with me during the blizzard and was very confidant in what to do if the house lost power. I received plenty of updates on my fur babies. I highly recommended her for dog and house sitting duties.”

About: I have taken care of pets since I was a kid! I absolutely love pets and have 2 dogs and 1 cat. I can help with potty training, crate training, and obedience training. I will also send pictures and videos for peace of mind because everyone deserves that! I treat everyone’s animals like I would treat my own. I can’t wait to help you all with your pets. I currently clean homes for a living. I’m home a lot and could watch anyone’s pets whenever. I also have a husband who can help and a 7 year old kiddo who loves pets and would love your animals like her own. I have a fenced in yard and 2 fur babies to keep your animals company. We can also crate your fur baby if needed or ours no problem.
About: I've taken care of several dogs and cats for friends and neighbors, whether that's just checking in or staying overnight. I am avaliable to accompany the pets for extended hours or days. Pet sitting is my full time job, so I am usually available whenever! I'm able to either stay with the pets or check on them periodically. I am able to watch pets at a client's house, always keeping an eye on them and making sure they're doing alright. I prefer visiting and/or staying in their environment, making sure the pets more comfortable and less stressed.
“Olivia took great care of our three dogs and an axolotl. She stayed at our house and was a very considerate guest leaving the house clean upon her departure. She was very easy to work with. I can’t be more happier with my decision to hire her to watch after our dogs. I highly recommend her.”

“Regina took great care of our fur babies and our house while we were away and we are very happy. She provided regular updates and ensured our dog had plenty of play time and even socialization. We would not hesitate to hire her again”


“We could not be more pleased with Jonna. She kept us informed with just enough texts and pictures that we knew thery were being well cared for. One example included "We all fell asleep on the couch last night." We knew all was well as that is typical of my wife and her "babies". We will would give 10 stars if we could.”


About: I’m an animal science major with lots of different animal experience! I foster with local shelters, extern at a local veterinary office, and pride myself in research/care I’ve taken with my own animals and others. I’m currently a full time student MSU. Most of my classes are first thing in the morning, then I’m available for the rest of the day. I have a completely fenced 1 acre yard with 3 personal dogs who are completely used to new interesting dogs from previous fosters. I kennel all of my dogs and all meals are given separated. No animal in my house is left alone together unsupervised.
About: I have trained my border collie puppy to do all the basic tricks as well as be calm in public as a hyperactive dog breed. I work full time at a law firm but my free time is ideally spent with pets! My dog and I have a routine for our walks and play time around it so he gets all of his attention. I live on land so my 2 dogs (Border Collie and Golden Retriever) have lots of area to run around and play but it is also fenced in and they never stray. We also have a trail behind the house for walks without disruption. Sometimes we will go to the park for walks or training as well for interaction. We also have kennels in the garage and outside. Caring for pets in a clients home would be completely decided by said client and I would respect their wishes to the best of my ability.
About: ~~ I’m the perfect sitter for your anxious, mellow or chill or senior dog as I have a calm and peaceful presence. ~~ What sets me apart is that I work remotely, which allows me to be present with pets throughout the day rather than leaving them alone for long periods. This gives me the flexibility to respond to their needs, routines, and energy levels. I’ve had experience with animals for many years. I previously owned a black lab named Aurora, and I currently have an orange cat of my own. I also regularly help care for my mother’s two dogs — a Maltese Schnauzer and a Golden Retriever — and I’ve looked after my sister’s dog multiple times in the past as well. Animals tend to gravitate toward me because I pay close attention to their body language, boundaries, and personalities. I’m very mindful of their cues and comfort levels, which helps me understand what they need and how they’re feeling. My goal is always to make pets feel safe, comfortable, and well cared for while their owners are away. I’d be happy to give your pet the attention, care, and companionship they deserve. If I’m housesitting, I’m practically readily available. I work a full-time remote job that will still allow me to be present and handle the tasks needed to care for your pets. I would have time to see them in intervals multiple times a day with no problem and with plenty of time for play. But if drop in visits, I can do 2-3 drop in’s. 1st at 7:30-8:30a, 2nd at 11a-1:30p and 3rd at 4:30p-10p - depending on my work schedule and the daily demand. When caring for pets in a client’s home, I treat the space with the understanding that it is first and foremost your pet’s home and safe environment. I’m very respectful of both the home and the routines that your pet is used to. I keep the environment calm, clean, and consistent so your pet feels comfortable while you’re away. I follow all instructions carefully, including feeding schedules, walks, medications, and house rules. I also avoid loud noise or disruptions and aim to maintain the same peaceful atmosphere your pet is used to. My goal is to make sure your pet feels safe, relaxed, and cared for, while also treating your home with the same respect I would my own.
“Bree went above and beyond for our three animals and our house. Everything felt clean and fresh when we got home, which is an ultimate luxury after being away for several days. Genuinely the best person I've booked on Rover. Bree gave lots of updates and had great questions before and during her stay. Can't wait to book her again!”

About: We love dogs! We are called first when any of our friends go out of town. We have cared for dogs of all sizes and ages from older doxies to young mutts and we love large rotties too. We are also okay with special needs dogs and we make sure your dog gets their medications when scheduled. Our lab loves to make new friends with dogs of all sizes. We have a nice privacy fenced in back yard with a kiddie pool to help the dogs keep cool during the summer even though they will spend most of the time inside. Please know that if your pup stays with us he or she will be treated like a part of the family. We love dogs! I help my Dad on his farm only when I'm not scheduled to care for a pup I'm hosting. I'm free to stay at home all day with your pet. I always keep an eye on what's going on. I'm usually outside if our pups are. If I'm watching a pet at your home, I don't make messes.
“Stephanie is the best pet sitter we've ever had! She went above and beyond when one of our dogs had a medical situation and likely saved his life. Calm, pleasant, super responsive to calls and texts both! The house was immaculate and our other pups and kitties super calm and happy. Really caring! We can't thank her enough, and will surely invite her back. Fenway, Scooter and Sally say "4 paws up!"”

About: I am a local mental health professional and animal lover with 2 fur babies of my own- cats- but I LOVE dogs as well and grew up around them. I have taken care of my own animals and animals of friends and family since I was a child. I will love your fur babies like my own! I have a flexible schedule with shorter workdays, which allows me to be available mornings, evenings, and for frequent check-ins throughout the day. Pet care fits naturally into my routine, giving me plenty of time to provide consistent attention, play, walks, and companionship. I genuinely enjoy spending time with animals and love being able to turn my free time into something meaningful by caring for pets as if they were my own. I provide care that fits seamlessly into your pet’s routine and your home environment. Whether it’s walks, playtime, feeding, or simply companionship, I respect your pet’s habits and your household rules, ensuring they feel safe, comfortable, and loved while you’re away
About: I spent the first 19 years of my life surrounded by dogs and personally cared for seven of my own, especially large and intelligent breeds. That hands-on experience taught me how to understand dog behavior, build trust, and provide the kind of love and structure dogs thrive on. I’m especially tuned into what each dog needs emotionally and physically, and I truly love how genuine and honest they are. Every dog has a unique personality, and I enjoy connecting with them in a way that makes them feel safe and happy. Pet care fits perfectly into my routine, I have a flexible schedule and love planning my days around the animals I care for. Whether it's morning walks, midday check-ins, or evening cuddles, I’m happy to adjust to meet your pet’s needs. I enjoy being active, so spending quality time with dogs is something I genuinely look forward to every day. When caring for pets in their own home, I focus on creating a calm, safe, and familiar environment where they feel completely at ease. I stick closely to your pet’s usual routine and I always respect your home as if it were my own. Whether I’m stopping by for a quick visit or staying overnight, I’m attentive to both your pet’s needs and your instructions. I know how important trust is when letting someone into your space, and I’m committed to clear communication and reliable care every step of the way.
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 is $40
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 average 3 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 on Rover as of Jun 2026 was about $40 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 183 house sitters in Chesapeake. 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, 91% of Chesapeake house sitters respond in under an hour.
House sitters in Chesapeake have an average of 11 years of experience. House sitters with repeat customers have an average of 3 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.
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 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.





