Pet Sitting in Chesapeake
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Chesapeake pet sitters

“Colleen was able to check on my cats very last minute after I was unexpectedly out of town for longer than planned. Great communication and pet care. Would highly recommend!”


“Paige was amazing with our dog, Cornbread. She came on schedule as we had agreed and even went above for our pup! I will definitely use Paige again in the future!”


“Jade was very helpful in visiting and caring for my dog, Gus. She followed the instructions left for his care. I appreciate her help!”


“She took great care of my Winnie while I was out of town for the weekend. Frequent updates where definitely a plus!”


“Kristan was a wonderful pet sitter! She was very attentive to my cats during her drop in visits - she made sure they were taken care of and also played with them! She sent daily pictures and updates of how they were doing and communicated with me frequently as needed. My pets took to her immediately and she was great with them, even my shy cat loved her! Definitely would recommend her services and will be using her again for future pet sitting needs!”


About: I am my mother’s daughter. She loved animals more than anyone. We rescued dogs, cats, bunnies, birds, chinchillas, ferrets and hampsters. Beyond rescuing, we helped care for friend’s and neighbors’s animals as needed. I am a real estate agent and therefore my schedule is very flexible. I am available for pet care most days and times. I walk daily and would love to have furry friend company. I currently do not have a pet in my home. I do not have a fenced in yard I do however I do have a park with a mile and a half loop right next door.

“Did great work and sent us good pictures of our cat. Brought in our packages too.”


About: I’ve spent my whole life around animals and truly love caring for them like they’re my own. I currently have both a dog and a cat, so I fully understand the different needs, personalities, and routines that each pet requires. I’ve also cared for other small pets, and I’ve volunteered at local shelters, where I gained hands-on experience with animals of all sizes, ages, and temperaments. I’m skilled in feeding schedules, litter box and potty training, giving oral or topical medications, leash walking, basic commands, and helping anxious pets feel safe and secure. I’m especially patient with shy cats and high-energy pups, and I’m happy to follow your pet’s routine exactly as you prefer. I also offer house sitting, so your pets can stay in their familiar environment while you’re away. Whether your cat loves quiet companionship or your dog needs lots of playtime, I’m here to provide reliable, loving care — and plenty of updates and photos so you feel at ease too. Your pets’ happiness and comfort are always my top priority. I have open availability, which means I can easily work around your schedule — whether you need early morning visits, evening walks, or extended house sitting. I’m happy to be flexible to meet your pet’s needs. When caring for pets in a client’s home, I always prioritize keeping things clean, respectful, and as close to the pet’s normal routine as possible. I make sure to follow all instructions carefully, from feeding times and walking schedules to litter box cleaning or medication needs. I give pets lots of attention, love, and playtime — while also respecting their boundaries and any house rules. I’m mindful of the space I’m in — I clean up after myself and the pets, avoid restricted areas, and make sure everything is left just as I found it. Whether it’s watering plants, bringing in the mail, or sending regular photo updates, I’m happy to help however I can to give peace of mind while you’re away. My goal is to make sure both your pets and your home are well cared for.

About: Loving dog mom of 3 with hands-on experience caring for puppies, seniors, and all breeds. I offer dependable care, fun walks, snuggles, and daily updates. By day, I serve in the military; by night and weekends, I’m all about paws and play! Available Fridays, evenings, and weekends for loving care. I treat every pet like my own, ensuring a safe, clean, and comfortable environment. I follow all care instructions, provide constant supervision, and give regular updates.

“On short notice we where able to use Rover to find the right care for our dogs. We chose the very best when we picked Allysa from the list of available walkers/sitters. She was outstanding everyday!”


“Arianna was great, our fur babies loved her! She was great at communicating, sending photos and asking questions to make sure they had excellent care while we were away. We’ll definitely ask for her help again!”


“She did awesome with my rott and Belgian malinois. She let them play off leash and they were so happy when we got home.”


“Jeremy always takes care of my dog! He takes pictures, communicates well, and gives a detailed description of how the drop ins go. Thanks Jeremy!”


About: I grew up with a lab from the time I was one until I was 12 and moved to my dad's; I always had an active role in our happy dogs life. I own two cat's now, but help my mom care for foster dogs she takes in. She is currently fostering a 2 year old Chihuahua who we take turns driving to Davis Medical Center to under go therapy and receive lots of love! I recently relocated to Charleston and am currently looking for full time work, which may limit my schedule in the future. I am currently available full time for pet care appointments. I require in person meet and greets, at central or home sites prior to the first service. This ensures that the animal has gotten my scent and associated that with their pet parent providing cues that I am a safe person to be around. Additionally, I recommend that dogs be crated in the home if alone prior to service, but this is not required. For cats, I request a list of hiding places so I can do a daily head count even if the cat is very skiddish.

“Emily was perfect for our dogs & cats! I will be booking with her again!”


About: I have been rescuing dogs for 20 years. I also have extensive experience with cats and other small pets and love spending time with them. I am fortunate enough to make my own schedule so that I have the flexibility to make time for your pets and their individual needs. Your pet's safety is my priority. I understand the importance of keeping their area secure and keeping them on the routine that they're used to.

“Wonderful! Very responsive and reliable”


About: I have had dogs for the past 20 years and I truly believe my purpose in life is to help animals. I understand and have dealt with most breeds and temperaments and really believe in providing a loving environment for your pet! I have a front and back yard that are both fenced, Multiple large crates and lots of fun areas for your pup to explore. Come meet me and my partner Lauren, check out our house and I guarantee you will feel safe leaving your family member with us! I work from home and my job is easy. I can keep a constant eye on your pet. I also have cameras in the yards. I have a fenced front yard and a fenced backyard. Both are covered by cameras. Your pet will be treated like a member of our family.

About: I have lived in a household full of pets of all breeds and sizes. I am also the owner of a pitbull mastiff mix who is turning 3 in August I have also done pet care for as long as I can remember. I have always had large dogs including now. I’m also very experienced with cats and small cage pets The house is alway clean with access to food and water alway available. I topical take animals out every three to four hours, depending on the age.

About: I have raised puppies and cared for dogs. I owned 2 Belgian malinois and a German shepherd. I currently own a skepsky. I am good with big dogs. My shepsky is a very nervous dog so if you are someone who is worried about having a dog walker due to their puppy being scared I’m your girl. I am doing this on my days off from school. It is something to give me a break from studying and I really love animals. I clean my litter box daily at my own home and I ensure clean water and food for both of my cats. I am a clean person overall.
Loving pet sitters in your neighborhood
Search Results


Colleen O.Star Sitter

“Colleen was able to check on my cats very last minute after I was unexpectedly out of town for longer than planned. Great communication and pet care. Would highly recommend!”


Paige G.

“Paige was amazing with our dog, Cornbread. She came on schedule as we had agreed and even went above for our pup! I will definitely use Paige again in the future!”


Jade C.

“Jade was very helpful in visiting and caring for my dog, Gus. She followed the instructions left for his care. I appreciate her help!”


Jacqueline B.

“She took great care of my Winnie while I was out of town for the weekend. Frequent updates where definitely a plus!”


Kristan B.

“Kristan was a wonderful pet sitter! She was very attentive to my cats during her drop in visits - she made sure they were taken care of and also played with them! She sent daily pictures and updates of how they were doing and communicated with me frequently as needed. My pets took to her immediately and she was great with them, even my shy cat loved her! Definitely would recommend her services and will be using her again for future pet sitting needs!”


Jill B.
About: I am my mother’s daughter. She loved animals more than anyone. We rescued dogs, cats, bunnies, birds, chinchillas, ferrets and hampsters. Beyond rescuing, we helped care for friend’s and neighbors’s animals as needed. I am a real estate agent and therefore my schedule is very flexible. I am available for pet care most days and times. I walk daily and would love to have furry friend company. I currently do not have a pet in my home. I do not have a fenced in yard I do however I do have a park with a mile and a half loop right next door.


Scotti H.Star Sitter

“Did great work and sent us good pictures of our cat. Brought in our packages too.”


Emma p.
About: I’ve spent my whole life around animals and truly love caring for them like they’re my own. I currently have both a dog and a cat, so I fully understand the different needs, personalities, and routines that each pet requires. I’ve also cared for other small pets, and I’ve volunteered at local shelters, where I gained hands-on experience with animals of all sizes, ages, and temperaments. I’m skilled in feeding schedules, litter box and potty training, giving oral or topical medications, leash walking, basic commands, and helping anxious pets feel safe and secure. I’m especially patient with shy cats and high-energy pups, and I’m happy to follow your pet’s routine exactly as you prefer. I also offer house sitting, so your pets can stay in their familiar environment while you’re away. Whether your cat loves quiet companionship or your dog needs lots of playtime, I’m here to provide reliable, loving care — and plenty of updates and photos so you feel at ease too. Your pets’ happiness and comfort are always my top priority. I have open availability, which means I can easily work around your schedule — whether you need early morning visits, evening walks, or extended house sitting. I’m happy to be flexible to meet your pet’s needs. When caring for pets in a client’s home, I always prioritize keeping things clean, respectful, and as close to the pet’s normal routine as possible. I make sure to follow all instructions carefully, from feeding times and walking schedules to litter box cleaning or medication needs. I give pets lots of attention, love, and playtime — while also respecting their boundaries and any house rules. I’m mindful of the space I’m in — I clean up after myself and the pets, avoid restricted areas, and make sure everything is left just as I found it. Whether it’s watering plants, bringing in the mail, or sending regular photo updates, I’m happy to help however I can to give peace of mind while you’re away. My goal is to make sure both your pets and your home are well cared for.


Nikki C.
About: Loving dog mom of 3 with hands-on experience caring for puppies, seniors, and all breeds. I offer dependable care, fun walks, snuggles, and daily updates. By day, I serve in the military; by night and weekends, I’m all about paws and play! Available Fridays, evenings, and weekends for loving care. I treat every pet like my own, ensuring a safe, clean, and comfortable environment. I follow all care instructions, provide constant supervision, and give regular updates.


Allysa B.

“On short notice we where able to use Rover to find the right care for our dogs. We chose the very best when we picked Allysa from the list of available walkers/sitters. She was outstanding everyday!”


Arianna G.


“Arianna was great, our fur babies loved her! She was great at communicating, sending photos and asking questions to make sure they had excellent care while we were away. We’ll definitely ask for her help again!”


Kaleigh W.

“She did awesome with my rott and Belgian malinois. She let them play off leash and they were so happy when we got home.”


Jeremy H.

“Jeremy always takes care of my dog! He takes pictures, communicates well, and gives a detailed description of how the drop ins go. Thanks Jeremy!”


Cassidy S.
“Cassidy is a wonderful pet sitter! She took excellent care of our cat and dog during our week-long trip. She followed all of our instructions perfectly, from feeding schedules to administering medication. Our pets were happy, healthy, and loved her. We could tell she went above and beyond to make sure they felt safe and comfortable. We highly recommend Cassidy!”


Emily W.

“Emily was perfect for our dogs & cats! I will be booking with her again!”


DeAna M.
“DeAna M. Is a great human with a big love for animals of all kinds. She's very kind and mindful and certainly takes her responsibilities to heart. I couldn't recommend her more.”


Shelby L.

“Wonderful! Very responsive and reliable”


Michael K.
“Mike did an amazing job taking care of my dog while I was away! His house is super dog friendly, with plenty of space for the dogs to play and relax. Both the front and backyard are fully fenced, which was a huge plus. My dog loved running around and exploring, and I felt great knowing she was safe and secure. He took the time to learn my dog’s routine and preferences, making sure she got plenty of exercise and love. He also kept me in the loop with how my dog was doing and sent a few pictures. It was great to see my dog happy and enjoying her stay. I couldn’t be happier with the care Michael provided. If you’re looking for a safe, welcoming place to board your dog, especially with plenty of outdoor space, I highly recommend him. I’ll definitely be back!”


Sarah A.
About: I have lived in a household full of pets of all breeds and sizes. I am also the owner of a pitbull mastiff mix who is turning 3 in August I have also done pet care for as long as I can remember. I have always had large dogs including now. I’m also very experienced with cats and small cage pets The house is alway clean with access to food and water alway available. I topical take animals out every three to four hours, depending on the age.


Gabrielle W.
“A great pet sitter! Is comfortable with my large dogs and my cats. My pets really like when she drops in to give them treats or to go for a walk. Very kind and reliable.”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 pet 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.
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Chesapeake on Rover as of Aug 2025 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Aug 2025, there are 23 pet sitters in Chesapeake. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 90% of Chesapeake pet sitters respond in under an hour.
Pet sitters with repeat customers have an average of 4 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Chesapeake.
Rover makes it easy to find Chesapeake pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
There are 23 pet sitters in Chesapeake on Rover, so you’re sure to find the perfect match for your pet! We understand that each pet is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, all pet sitters on Rover have been background checked and screened for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet 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 pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
