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

“Excellent Care! Second time scheduling with very short notice. Dogs are large, 'adolescent' puppies. Very active. Kathryn provides very professional service, and Great communication. Thanks!”


“Julie is AMAZING! This was our very first time using the Rover app. and Julie was a perfect fit for our fur family while we were away. To be able to leave on a trip and not feel worried about your companions means so much. Julie is consistent, a great Communicator, and followed all our directions precisely. When we returned, our dogs were calm and happy to see us. From past experience this was not the case as we sensed our girls were stressed. Not with Julie! It was a flawless transition coming back home as if we never left. It was obvious she was in the moment with our girls every time she came to see them. We received pics and a video that allowed me to see how happy they all were. Julie is a gem for sure and a huge blessing to us! In our book she is the very best and we will use her services again. Thank you Julie! We appreciate you more than you know.”


“Brooke was the best for our two cats! I knew i didnt have to worry at all while we were out of town! She is such an animal lover and our kitties took to her right away. Thank you so much Brooke and I know we'll be booking with her again in the future!”


About: I have been dog sitting for over 15 yrs. I provide a safe loving home for your animals as well as my own. I have a new young lab mix older dog who is still getting the hang of everything. I have a pet door for access to outside at all times. Three cats also share our home, but they are out most of time. All of my pets are rescue pets!! I will give your sweetie 24 hour care in my home and can provide references when needed. If needed I can use my vet or yours and I love having fun play time with animals I do work part time some days but am usually only gone for a few hours on the days that I work,I look forward to meeting you and your precious pets!!!::))

About: I have owned and taken care of pets since I was a child. I love animals! They deserve top notch care and I will provide that to them! I am available in the evenings and weekends. I am flexible and can be available during the day, some. Whatever you need, we will figure it out. I will not just put your fur baby in a crate, I will interact, play, and cuddle with them! While you are away, your pet will be safe and well taken care of.


About: I have grown up with a variety of pets and have come to consider them all a part of the family. From Geckos to Hermits, Fish to Frogs, and Cats to Dogs, I've housed a variety and have loved them all to the core! I am particularly familiar with Medium sized dogs, but I am no stranger to the big, the bad, or the snugly. For cats, I can be a bit squeamish when it comes to litter, but that is nothing a mask or a nose clip won't fix! As a full time college student, online classes allow my schedule to be very flexible. My grades are important, but nothing motivates me more than a happy pet and a satisfied customer! As someone who understands that home is a place to escape the daily riff raff, I am willing to keep visits as quick and simple as possible or as long and engaging as preferred. A meet and greet is encouraged so I can better understand the needs of your pet and so that the pet and I can become familiar.

About: I have loved dogs since childhood and over the last 11 years I have fostered and adopted senior dogs to give them a forever home. I’m currently home full-time, so your dog will have my full attention, company, and care around the clock. Whether it’s belly rubs, gentle walks, or just relaxing together, I make sure each dog feels at home. I have a secure, pet-friendly home with plenty of space and a calm environment—perfect for seniors, anxious pups, or dogs that just need some extra TLC. I have a big fenced yard with a doggy door so they can come and go as they please. I just lost my senior boxer, Taylor, so it’s just me and my big rescue, Hank, a hound mix. I’ve cared for countless dogs in this home, including special need seniors.


“LaRae was an amazing pet sitter for our little furry guy! She texted updates and pictures while we were away. Our puppy was in great spirits when we got back all because of LaRae’s special care! I highly recommend her for looking after you furry family when your away!!”



“Meredith is wonderful and has been such a huge help to Jax and I! She is prompt, thorough and communicative every time she drops in to check on him and always makes sure he gets plenty of attention along with the basics I request of her. It's obvious she has a large capacity of care for the animals she provides case to and I don't think I could have made a better decision for a sitter. ❤️ ? Thank you, Meredith!”


“Reanna is the best! My cats and dogs loved her the minute they met her. Even my dog with dementia wanted to interact with her. She did an excellent job caring for them and the photos from each visit kept me connected and free from worry. I have found my pet sitter.”


About: I have grown up around all types of pets ranging from farm animals to exotic ones! All through my life I have cared for one animal or another. With that being said, I understand the importance of routines when it comes to caring for pets as well as communication. I currently have two pups of my own that have both received training so if you also need some training reinforcement or training help I am your person! I do currently work a full time job, but I am available in the mornings before 6:30 AM and after 3:30 PM in the afternoons throughout the week days. On the weekends I do have *mostly* open availability. My goal is to completely customize you and your pets needs. Every family has their own routines and schedules to follow and every pet has their own personality and needs. If your pet needs medication, an extra long walk/play time, some extra loves, or any sort of specific needs I am more than happy to help out!

About: I would love to dog sit for you! I have a dog of my own and I’ve helped raise dogs all of my life. I love playing with high energy dogs as well as lounging around with the older ones. I have taken care of many friends and family’s dogs and I enjoy it! I can also help with basic training such as “sit, stay, and shake”. I work a part time job that allows me to have flexibility so I am available anytime with the exception of 2-4 hour jobs that I may have in the mornings/afternoons on some days. You can trust me with your fur babies while you are gone! I love animals and I would never hurt them. I have helped take care of animals my whole life so I can handle tough situations. I am also very responsible in remembering medications that your pet may need and when to feed/ take out to potty/ and play with them.

About: I have provided a range of services from dog walking to pet sitting. My services include supporting animals with specific medical needs. Some of the special medical needs I've provided services for include: administering prescribed medications to cats and dogs, caring for animals with separation anxiety and bone and joint problems. I understand how important fur babies are so I care for them like they're my own <3 Providing quality pet care is my focus. I offer a wide range of availability with a flexible schedule. I'm looking forward to helping you with your pet care needs. When providing care in a clients home I request written instructions so I can insure every fur babies needs are met. Aside from following written instructions I do my best to bond with your fur baby.

About: We've loved on our own dogs through our 25 years of marriage and raising four kids. Now that the kids are headed out we've got space to love on your dogs when you need us! We also only watch one family's pet/s at a time so we can focus on giving your dog/s the attention they deserve. I work from home, so I'm available 24/7 most weeks and I love letting pups into the office with me, or cuddling on the couch while watching a movie. We have a completely fenced in back yard, and an environment that is professionally cleaned twice a month. We have security cameras in all main areas and covering all doors. It's a safe, loving environment!

About: I have owned dogs and cats my whole life and love taking care of them! Since I'm a student, I will be available to provide a service I thoroughly enjoy doing and giving my full time at home with your pet. I have a wonderful "home away from home" for your fury family member. I'm also close to a wonderful new fenced in dog park, which is large and well shaded. There's plenty of room for running, a game of fetch and meeting new friends. I spoil my animals so please don't hesitate to come with a long care list and lots of luggage. I'll spoil your lovely fury baby just as I do mine. I also have an XL metal kennel (perfect condition) and stainless steel bowls for your precious pup. If you do kennel at night and don't want to lug your kennel around, no fear I have one here! I Have training treats to help keep up with training at home or teach new commands. I also have a very clean and calming bedroom to set up their crate or dog bed right next to mine so they won't be alone in a new place. I will Derick to their schedule as closely as possible so your baby/ies have a smooth transition here and when they come home to you. I provide a service to help YOU and make YOUR life easy and know YOUR PET is well cared for. I send tons of pictures, videos and updates daily. Feel free to contact me for any questions or a meet and greet. I hope to hear from you soon! I take last minute bookings or if you need an extra night because life happens… No Problem! 😉 Mon/Wed 11-8:30pm I am at school but I will have my mom, Nash”s groat the house to care for them while I am anway. I try not to be gone from the house running errands any longer then 3hrs while dogs are outside playing on a nice day or while they are taking a nap. I am home studying playing and caring for pets and try to only leave when necessary. The backyard has a pool for hot days two larger dog house with cool floors, water tough, cool down corner, and much more!! I have a 1/3 of an acre with a six foot privacy fence for the dogs to play safely and not get loose. There is a standard poodle sized dog house my shed is open and clean, the patio for the shed has a dog bed, a box of toys, my back patio has dog beds/matts, I also have a huge water troth for the dogs ( pyranese,labs, breeds who need lot of water). On hot days i set up the kiddie pool for water play. They are free to roam outside and have kennels for inside time. Fed indoors after potty break am. I have tons of toys indoor and out in all sizes and for all ages and play. I have plush toys, super chewer toys, as well as teething toys for pups and ropes, balls etc. I clean, wash sanitize between bookings. My yard is treated every three months for fleas and ticks.

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.

About: I’ve grown up on a farm and constantly had pets, so I love all animals! I’d love to take care of your pets and can do in house pet sitting, drop in visits, or come walk them! I’m currently working part time and am a student but have a dog of my own, so I’m great at balancing my schedule. I could easily fit in your pet’s schedule to ensure they get the best care possible! I love going on walks with my dog and would look forward to taking yours on walks as well! I would take them out multiple times a day to play and potty, and would ensure they’re getting great care!
Loving pet sitters in your neighborhood
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Kathryn H.Star Sitter

“Excellent Care! Second time scheduling with very short notice. Dogs are large, 'adolescent' puppies. Very active. Kathryn provides very professional service, and Great communication. Thanks!”


Julie K.

“Julie is AMAZING! This was our very first time using the Rover app. and Julie was a perfect fit for our fur family while we were away. To be able to leave on a trip and not feel worried about your companions means so much. Julie is consistent, a great Communicator, and followed all our directions precisely. When we returned, our dogs were calm and happy to see us. From past experience this was not the case as we sensed our girls were stressed. Not with Julie! It was a flawless transition coming back home as if we never left. It was obvious she was in the moment with our girls every time she came to see them. We received pics and a video that allowed me to see how happy they all were. Julie is a gem for sure and a huge blessing to us! In our book she is the very best and we will use her services again. Thank you Julie! We appreciate you more than you know.”


Brooke B.

“Brooke was the best for our two cats! I knew i didnt have to worry at all while we were out of town! She is such an animal lover and our kitties took to her right away. Thank you so much Brooke and I know we'll be booking with her again in the future!”


Barbara C.
“Barbara Carey is a great pet person. She has watched our little Havanese 3 times at her house. We were very confident having Holly stay with her. Holly was loved and cared for. Barbara even bought her a little toy to play with on one of her extended visits. Holly came back well fed and happy. Barbara has a real love for dogs. She is a special person. I would recommend her to watch and care for any one's dog.”


Aimee H.
About: I have owned and taken care of pets since I was a child. I love animals! They deserve top notch care and I will provide that to them! I am available in the evenings and weekends. I am flexible and can be available during the day, some. Whatever you need, we will figure it out. I will not just put your fur baby in a crate, I will interact, play, and cuddle with them! While you are away, your pet will be safe and well taken care of.




Elijah C.
“Elijah is great with our pets! He is reliable with their needs, their routines, and medications. I know I don't have to worry about my fur babies, as he cares for them and shows them that they are loved!”


Tad M.
“Tad loves dogs, he takes really good care of his pets. Makes sure they are healthy and keeps up with vet visits and shots. Good at following instructions.”




LaRae J.

“LaRae was an amazing pet sitter for our little furry guy! She texted updates and pictures while we were away. Our puppy was in great spirits when we got back all because of LaRae’s special care! I highly recommend her for looking after you furry family when your away!!”




Meredith C.

“Meredith is wonderful and has been such a huge help to Jax and I! She is prompt, thorough and communicative every time she drops in to check on him and always makes sure he gets plenty of attention along with the basics I request of her. It's obvious she has a large capacity of care for the animals she provides case to and I don't think I could have made a better decision for a sitter. ❤️ ? Thank you, Meredith!”


Reanna & Nicholas T.

“Reanna is the best! My cats and dogs loved her the minute they met her. Even my dog with dementia wanted to interact with her. She did an excellent job caring for them and the photos from each visit kept me connected and free from worry. I have found my pet sitter.”


Carissa C.

“Great experience with Carissa. Was able to coordinate on short notice and took great care of the kittens over the weekend.”


Stacie W.
“I seriously can’t say enough good things about Stacie! She took such amazing care of my dog while I was away. I could tell she truly loves animals and has a natural way with them. My dog, who can sometimes be shy around new people, warmed up to her right away. When I got home, my dog was relaxed, happy, and honestly probably a little sad his new friend was leaving. If you’re looking for someone reliable, kind, and who will treat your pet like their own, definitely book with Stacie!”


Josie B.
“I have been using Josie B., as my cat sitter for almost a year. She is a very sweet caring girl. Very trustworthy, she even has a key to my house full time, so she doesn’t have to come over to get it each month. She comes daily to clean cat boxes, feed, and she plays with the cats. She sends me pictures daily letting me know how the cats are doing. My cats seem happy and relaxed when we return. I highly recommend her for both a cat and dog setter. She has taken care of my neighbors dogs several times this summer.”


Cierra G.

“Our cat uniquely needs an inhaler. She was able to handle it with no problems at all!!”


Mikayla D.
“Mikayla is our go to pet sitter. She invests in fur babies and provides enrichment activities to keep pets engaged. Mikayla’s kind, compassionate care is a relief for when we are unable to be with our fur babies.”


Aaron & Jennifer D.Star Sitter
About: We've loved on our own dogs through our 25 years of marriage and raising four kids. Now that the kids are headed out we've got space to love on your dogs when you need us! We also only watch one family's pet/s at a time so we can focus on giving your dog/s the attention they deserve. I work from home, so I'm available 24/7 most weeks and I love letting pups into the office with me, or cuddling on the couch while watching a movie. We have a completely fenced in back yard, and an environment that is professionally cleaned twice a month. We have security cameras in all main areas and covering all doors. It's a safe, loving environment!


Laura A.

“A must stay! Laura and Nash are the sweetest happy-go-lucky pair. She kept to the schedule I gave her for feeding, potty breaks and bedtime. Milo was just a puppy and knew no tricks when I dropped him off. when I picked him up he learned how to sit and lay down on comand! I was so excited and pleased she took the time to train him. She sent me daily pictures of him playing and cuddling with Nash. Laura was very flexible with my pick up time and was the best sitter I have had using Rover and other boarding for previous pets. I will only use Laura and Nash, they were amazing. Highly recommended booking with her.”


Bonnie & Jared D.
“Bonnie and Jared took the best care of my two boys while we were on vacation. They sent pictures throughout the week so we could see our pups and even took one to scheduled “therapy” appointments for us! The boys were excited to see us, but I know they are missing the love and attention they got. Oh, and when we had an unexpected flight delay, they were gladly willing to keep them one extra day. I’d completely recommend Bonnie and Jared to watch your dogs. They are true dog lovers!”


victoria l.
About: I’ve grown up on a farm and constantly had pets, so I love all animals! I’d love to take care of your pets and can do in house pet sitting, drop in visits, or come walk them! I’m currently working part time and am a student but have a dog of my own, so I’m great at balancing my schedule. I could easily fit in your pet’s schedule to ensure they get the best care possible! I love going on walks with my dog and would look forward to taking yours on walks as well! I would take them out multiple times a day to play and potty, and would ensure they’re getting great care!
Popular requests near you
Select a filter and find qualifying Chesapeake sitters!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!
The median cost per night for pet sitting in Chesapeake is $18
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.
Sitters in Chesapeake average 9 repeat pet sitting clients
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 $18 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 65 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, 88% of Chesapeake pet sitters respond in under an hour.
Pet sitters with repeat customers have an average of 9 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 65 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.
