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
“Marilyn is awesome! Her drop in visits are very helpful for my 9 week old puppy who is still getting used to the crate. She is very thoughtful and cares about my pet’s well being.”
“Makensie always leaves such an impact on our babies and treats them so sweetly. I love the attention to care and her ability to message me about all the things. She is totally work the booking. We use her often.”
About: I am the biggest animal lover! Everyone I know has relied on me to take care of their beloved fur-babies and you guys should too! I am new to Rover, but not new to animal care! I have had animals my whole life and pride myself in giving the best care. I currently am a high school social studies teacher. As an animal lover, however, I am very much looking forward to incorporating pet care into my daily schedule! I have had pets my whole life and can’t wait to meet your fur-babies! I live in an apartment with two cats—Princess and Lilly. I would be happy to provide in home boarding for your cats or drop in visits! My cats are a little indifferent on dogs, however, so it would take a meet and greet before deciding on boarding a dog! With that being said, I can do walks and drop ins before and after school and on weekends. I will be happy to help in whatever way I can!
About: I have an older dog named Ash I’ve had since he was a puppy. I have since then adopted two kitties named Luigi and Jo and a new dog named Calypso! I have also pet sit for years for close friends. I have also been a kennel tech for around half a year! I can give your pets any meds they may need and play with your higher energy pets! The doggy daycare I work for is about to close, so I will have plenty of time to let your dogs out! I also prefer working weekends. I will always make sure to respect your pets space and boundaries, but make sure they are safe! Making sure to follow specific care instructions is really important to me.
“Brittany is wonderful with our girls (who can be a little difficult). I never worry that their schedule will be disrupted. She cares so greatly for them. I look forward to the next time we have her sit for them!”
About: We have a black lab beagal mix at our house and we have trained him and have taken him to training classes. I also am very flexible with the times I can walk that dogs. I can also run with the dogs with the client wants me to! With having a dog it is daily. We take our dog for walks most days unless it is raining or too hot out. We love him like he is our own kid :) I would not take a clients animal into our house. I would primarily walk them around the area to make sure they have been walked. If the client wants me to run with them as well I can do that too!
“Alyssa was awesome! She took awesome care of my scaredy cat while I was out of town for a week, and sent me plenty of pictures and videos! Will definitely book her again next time I am out of town :)”
About: Hello I’m Tennia, I love animals I’ve taken care of dogs from American bully to chihuahua. And various cats like Tabby’s and more! Let me help you out with them! My schedule is right now is M,W,F- 2:30pm-9pm Tuesday - after 6:30pm-9pm Saturday -9am-9pm I am pretty flexible just let me know what you need and I’ll tell you whether I can deliver or not! I can walk, bath, and more! I can do in home or owners home. I have two dogs so if dog friendly I can do in house sitting! I would like them to meet first though and small breeds!
“Savannah takes great care of my 15 year old kitty when I go out of town. She comes twice a day to feed my cat and give her insulin shots. I gives me huge peace of mind knowing Savannah is taking care of my baby when I’m out of town. She is kind and friendly and my kitty loves her!”
“I have used Shaea several time for drops in and house sitting and I could not be more pleased. My fur babies are my babies and I did not worry one bit when Shaea did drop ins or was house sitting. She is very polite, caring for my three fur babies and punctual. She also sent pictures to me for reassurance that they were well taken care of. I am a repeat client and will ALWAYS use her! I could not ask for a better dog sitter. My situation is a little complicated I have one dog that needs medicine and Shaea can give that to him and at one time he had to take allergy drops and she administrated that as well! Again, with my situation I never had a doubt that my fur babies were well taken care of. Thanks Shaea!!!!!”
“Carter was amazing. She came through in a pinch with just a few hr notice. She had other complaints but made sure to care for my dogs. She came over before I had to leave to meet my dogs and go over everything. My dogs just loved her. Even my 1 yr old who is timid took to her. I felt at ease with everything going on for me. She gave me visit updates which really helped. I will definitely be using her again!!! Thank you again hun ❤️”
“Madison did a great job taking care of my dogs and updating me with photos and other information. She showed up on time and checked in every time to see if anything additional was needed. I plan to book with her again in the future.”
“Kelsey is awesome with my Westie and mini Goldendoodle! She cares for these 2 as if they were her own. My fur babies love her! I’ve had to contact Kelsey on short notice and she takes care of us! Kelsey is very dependable and trustworthy. She keeps a key to my house for times that I can’t get home! I highly recommend Kelsey to take care of your fur babies as well!”
About: I have always had a dog in my life - I love their innocence, craziness, and hilarious antics. I’m always ready for more dog buddies I work for myself, mainly cleaning houses. I make my own schedule so I can be available at various times & days. Watching and caring for pets is definitely something I’m excited about doing. I would like to only do pet sitting in the client’s home. I live in an apartment with my 2 cats so not ideal space
About: I would love to meet your pups and make sure they have a wonderful experience. My dog is my life, and I will treat your furry baby’s the same way! I love all dogs of all shapes and sizes and enjoy taking them to the park and even for walks or giving them all the belly rubs that they could ask for. I have a large fully fenced back yard with tones of space to run and play. I will make sure to make them feel comfortable and safe. I look forward to meeting your furry babies!
Loving pet sitters in your neighborhood
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Marilyn O.Star Sitter
“Marilyn is awesome! Her drop in visits are very helpful for my 9 week old puppy who is still getting used to the crate. She is very thoughtful and cares about my pet’s well being.”
Josie C.Star Sitter
“Josie was great! She was very good with communication and made sure my fur baby was safe and well-kept. I will definitely reach out to her again in the future!”
Madalyn C.
“Love getting pictures of the pups while I am at work. Both dogs warmed up to her quickly and they love getting all the extra attention from Madalyn!”
Makensie R.Star Sitter
“Makensie always leaves such an impact on our babies and treats them so sweetly. I love the attention to care and her ability to message me about all the things. She is totally work the booking. We use her often.”
Laura R.Star Sitter
“Laura was a wonderful with our Lola!”
Damien M.
“Dependable, always on time, and my dog Hershel took to him! A+”
Kaitlyn B.
About: I am the biggest animal lover! Everyone I know has relied on me to take care of their beloved fur-babies and you guys should too! I am new to Rover, but not new to animal care! I have had animals my whole life and pride myself in giving the best care. I currently am a high school social studies teacher. As an animal lover, however, I am very much looking forward to incorporating pet care into my daily schedule! I have had pets my whole life and can’t wait to meet your fur-babies! I live in an apartment with two cats—Princess and Lilly. I would be happy to provide in home boarding for your cats or drop in visits! My cats are a little indifferent on dogs, however, so it would take a meet and greet before deciding on boarding a dog! With that being said, I can do walks and drop ins before and after school and on weekends. I will be happy to help in whatever way I can!
Samantha P.
“Sammy is absolutely amazing with every dog she comes into contact with! She has worked for me for several months and keeps up with my dog's training and cares for them all as if they were her own. She is honestly the best possible choice for your pets. 💚”
Brittany W.
Star Sitter
“Brittany is wonderful with our girls (who can be a little difficult). I never worry that their schedule will be disrupted. She cares so greatly for them. I look forward to the next time we have her sit for them!”
Megan G.
About: We have a black lab beagal mix at our house and we have trained him and have taken him to training classes. I also am very flexible with the times I can walk that dogs. I can also run with the dogs with the client wants me to! With having a dog it is daily. We take our dog for walks most days unless it is raining or too hot out. We love him like he is our own kid :) I would not take a clients animal into our house. I would primarily walk them around the area to make sure they have been walked. If the client wants me to run with them as well I can do that too!
Alyssa H.
“Alyssa was awesome! She took awesome care of my scaredy cat while I was out of town for a week, and sent me plenty of pictures and videos! Will definitely book her again next time I am out of town :)”
Ellie D.
“Ellie went above and beyond for Tucker! I would recommend her to anyone and will absolutely be requesting her from now on!”
Tennia D.
“Tennis keeps my pooch happy and active hen she cares for her. She is great with keeping her engaged. She meets the needs of this high energy girl! Thanks Tennia!”
Savannah G.
“Savannah takes great care of my 15 year old kitty when I go out of town. She comes twice a day to feed my cat and give her insulin shots. I gives me huge peace of mind knowing Savannah is taking care of my baby when I’m out of town. She is kind and friendly and my kitty loves her!”
Shaea S.
“I have used Shaea several time for drops in and house sitting and I could not be more pleased. My fur babies are my babies and I did not worry one bit when Shaea did drop ins or was house sitting. She is very polite, caring for my three fur babies and punctual. She also sent pictures to me for reassurance that they were well taken care of. I am a repeat client and will ALWAYS use her! I could not ask for a better dog sitter. My situation is a little complicated I have one dog that needs medicine and Shaea can give that to him and at one time he had to take allergy drops and she administrated that as well! Again, with my situation I never had a doubt that my fur babies were well taken care of. Thanks Shaea!!!!!”
carter b.
“Carter was amazing. She came through in a pinch with just a few hr notice. She had other complaints but made sure to care for my dogs. She came over before I had to leave to meet my dogs and go over everything. My dogs just loved her. Even my 1 yr old who is timid took to her. I felt at ease with everything going on for me. She gave me visit updates which really helped. I will definitely be using her again!!! Thank you again hun ❤️”
Madison T.
“Madison did a great job taking care of my dogs and updating me with photos and other information. She showed up on time and checked in every time to see if anything additional was needed. I plan to book with her again in the future.”
Kelsey H.
“Kelsey is awesome with my Westie and mini Goldendoodle! She cares for these 2 as if they were her own. My fur babies love her! I’ve had to contact Kelsey on short notice and she takes care of us! Kelsey is very dependable and trustworthy. She keeps a key to my house for times that I can’t get home! I highly recommend Kelsey to take care of your fur babies as well!”
Rebecca C.
“Our dogs love Rebecca (Becky). They are so excited to see her. Her love for animals is authentic and deep. She is kindhearted, responsible and dependable. She even came by my house three times a day to carry our sick dog (45 pounds) outside so Chloe could potty. Becky goes above and beyond just "caring" for our dogs. She genuinely enjoys being with them and they love her! She sends us the cutest pics of them. Becky is one in a million. Hire her!”
Sandra G.
“Sandra, has done amazing job taking care of my dog! One thing my dog loved from going to sandras house is she has so much land for my dog to run play and sniff around. I also liked that she sent me pictures so Ik my dog was having a great time.”
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 pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your 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!
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 $25 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 22 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, pet sitters on Rover respond in under an hour.
Pet sitters with repeat customers have an average of 3 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 22 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.
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