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
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Marilyn has walked my sweet girl for over a year and she is the best. Responsive, communicative, and flexible. Can’t recommend her enough. My pup loves her lots! She’s treats her so kindly and gently. Goes above and beyond!”

“Alyxx is great with my pets and handles the little curve balls that pop up with ease. Best of all, Alyxx always lets me know what is going on - I am totally confident leaving both the animals and the house in her hands.”


About: I have been taking care of animals for 10 years I love taking care of them I love loving on them playing with them cleaning them with the brushes Monday through Friday I can do anytime after 4:00 up until 9:00 p.m. and on Saturday and Sunday I can do from 9:00 a.m. to 9:00 p.m. Keeping the litter boxes clean making sure they have fresh water making sure they have food and loving on them and playing with them brushing them if needed
“Josie and Jake were fantastic as always with the cats! They provide great and funny updates about how the cat’s day is going and always make sure to check on our shy guy even if he doesn’t come out to see them. They really treat them like their own and we love that. Will always book them if they are available for our trips.”

About: Since I was five years old when we adopted our family puppy, I have been involved in taking care of dogs. I have also over 350 hours of shelter volunteer experience in walking dogs, giving medications, and obedience training. Since I am hoping to be a vet one day, I am always wanting to meet new animals and give them the best care possible! I am currently a full-time student at Carleton and thus have classes and other extracurricular activities throughout the day. However, I have chunks of time throughout the day that could be devoted to pet care. If I am pet-sitting for you, your animal will be my priority! I do not have the capacity to care for your pet in my house, but I can provide whatever level of care you need in for your pet in your own home! If you need me to stay the night, I can do that. I am a detail-oriented person so whatever your pet needs I feel confident I can provide it.
“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: I am an extremely active person who loves all kinds of dogs! Walks are fun, but so are games and practicing obedience commands and tricks! Dogs of all shapes and sizes are my favorite, no matter the age. I have experience with puppies, and older dogs; high active and docile dogs; as well as those who love their leashes and others who hate their crates. It is important to me that I understand your expectations of the dog when it comes to disobedience and commands so that they will behave for me just like they behave for you. I understand that your pup is an extension of yourself and that they are part of your family and I only want to help you care for them as best I can! I have a very flexible and fluid schedule so if there is just a one off where you have a long day at the office or you know your best friend needs a regular mid day walk I am able to work it in! I understand that your dog will have to get used to me and me used to them but I will maintain the level of discipline that you tell me you are comfortable with. This will ensure that we avoid ruining any leashes, collars, toys, etc. as well as maintaining your home in the fashion you wish!
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!
“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.”

About: I have been caring for dogs most of my life. Now thatI am retired I am doing it full time. I can care for puppies through senior dogs. I even have a couple of special needs dogs who get along wonderfully. I only keep 2 dogs at a time so I can give them all personalized attention. I also bake all natural treats for them (that really helps with training 😂) I would love to have you for an afternoon, day, week or even if you just need a walk. Let's meet and see how your pup takes to me. I look forward to our first visit. I am home so they will not be left alone or kept in a kennel all day. They will be part of our daily activities. Daily routines may include multiple walks in the park, romping in the fenced back yard, socializing with other dogs, and playing fetch. Lets not forget nap time!!!
About: I have cared for doggos for family and friends since I was young. I’d love to help you with yours. I can care for dogs of all sizes. Medical care available upon request. I currently work four days a week and I’m available most weekends. I will typically complete a few errands during the weekend otherwise I am free to be giving love and snuggles to your furry friend. I provide excellent care and will discuss expectations prior to accepting the booking. I can provide some medical care (drug administration etc.). I request the dog be fully potty trained and not aggressive towards strangers.
“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: 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
“Summer was great with both my dog and cat. She was very conscientious and always kept me up to date with pictures and descriptions of how they were doing. Highly recommend!”

Over 19 pet parents in Chesapeake have booked pet sitting
Chesapeake pet parents share their Rover experiences
Madison took such great care of our kitten and lizard while we were on vacation! She kept them entertained, happy, and well cared for the entire time. It gave us so much peace of mind knowing they were in such good hands. We’d absolutely trust her again and highly recommend her!

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 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!
The median cost per night for pet sitting in Chesapeake is $20
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 4 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 Jun 2026 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 Jun 2026, there are 133 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, 75% 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 133 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.








