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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Loving pet sitters in your neighborhood
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1. Nicholas S.

“During a tough time in our life we were able to not worry about our dogs, thanks to Nicholas! He is amazing with my tough husky and fabulous with my German Shepard.”


2. Amy L.

“Amy was great! She was able to take care of our pup on short notice over a holiday weekend. She sent lots of pictures and gave great updates. Would highly recommend her to others and will be booking her again in the future.”


3. Tiffany M.

“Tiffany is a natural with the pups. My weird younger dog took to her right away and he can be scared of most people. She followed instructions and made sure my pups got their medicine. Highly recommend using her and I will definitely use her again!”


4. Beth C.


“Beth did great with our pups while we were away. I could tell they were comfortable with her right away. She was prompt with the check ins and played with them when she stopped by. She sent pictures and updates often! Would highly recommend :)”


5. Abrian Jairus O.

“Abrian did such a great job walking my dogs! He always lets me know when he was going to arrive which I appreciated. My dogs really liked him and I could tell he liked them too! I would definitely book with him again 😃. Thank you Abrian!”


6. Skye M.

“Friendly, loves and takes excellent care of my cats, flexible about scheduling, very responsive. Definitely my favorite pet sitter I've worked with.”


7. Eleyna Hana R.

“Eleyna was fantastic with our dogs! She was attentive, caring, and made sure they were happy and well cared for. It was also a last minute booking. We’ll definitely book with her again. 5 stars!”


8. Jackson L.

“Great sitter, took care of my puppy and willingly put up with her shenanigans. He cleaned up after her when she had accidents. He has great flexibility in his schedule.”


9. Desirae D.

“Desirae was great with the cats and they loved her! She always updated how they were doing and made sure their water was always taken care of.”


10. Lindsay S.

“Lindsay was awesome!! She kept in touch during every visit making it very stress free for me knowing that Belle was being taken such good care of!! I would absolutely recommend her!!”


11. Zara M.

“Zara was so sweet and took great care of my pack! This was my first time using rover and it was a lovely experience. I will definitely reach out to Zara again when we need someone to check on our pups!”


12. Kylie P.

“Kylie was awesome with our pets! She made time to come by beforehand to meet all of them and make sure she knew where everything was. We got pictures and updates with each visit to let us know what was going on and she communicated any issues or concerns. You can tell she really cares about the animals she’s watching and pays attention to their needs.”


13. Sierrah J.

“Thank you!”


14. Tyler F.

“For my first experience with this app, Tyler has exceeded my expectations. Very respectful and kind person who genuinely cares about your pet. Tyler took care of our dog as if it was his and I’m truly grateful for his service. 10/10 recommend! Thank you Tyler!”


15. Kess S.

“Kess was amazing!! She took wonderful pictures and is very friendly! I am fully confident that she treated my dogs with the utmost care and love. I will be rebooking and would recommend her to anyone!”


16. Taylor M.

“I will absolutely be reaching out to Taylor again the next time I need someone to watch my kitties. She kept me updated, sent many pics, and made sure my cats were fed and loved. Thank you so much :)”


17. Rayna H.
“Rayna was a fantastic sitter for my German shepherd and cat while I was away. She was attentive, dependable, and clearly experienced with both dogs and cats. My dog needs lots of activity and structure, and Rayna handled it like a pro—daily walks, playtime, and tons of love. At the same time, she made sure my cat had the quiet comfort and attention she’s used to. I came home to two very happy pets and a spotless house. It’s clear Rayna takes real pride in what she does. I wouldn’t hesitate to book her again!”


18. Adam B.

“Simba loves Adam! I was at peace during my vacation knowing he was in good hands. Highly recommend him!”




19. Alyssa M.


“Alyssa was amazing. She stopped by to meet the dogs before she came. Not only was she on time and attentive to my dogs, but she brought them and me a Christmas present! She went above and beyond and I will definitely book her again!”


20. Sean M.
“Sean is phenomenal when it comes to anything animals. He knows how to communicate with them, even the ones that can be kind of stubborn. He was my go to when it came to watching my dog when I was on vacation. I have a yellow lab and any time we would drive to his house my dog would lose his mind with excitement! 10/10 would recommend!”
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 May 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 May 2025, there are 448 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, 85% of Chesapeake pet sitters respond in under an hour.
Pet sitters in Chesapeake have an average of 16 years of experience. Pet sitters with repeat customers have an average of 7 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 448 pet sitters in Chesapeake on Rover, so you’re sure to find the perfect match for your pet! In Chesapeake, 100% of pet sitters offer daily exercise, 95% offer medication administration, and 85% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. 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 background checks 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.
