Pet Sitting in Chesapeake Beach
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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Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more about RoverProtect
Loving pet sitters in your neighborhood
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1. Holly L.

“I absolutely love Holly. She is great with my puppies. I feel good about leaving them in her care. I know they will be taken good care of. Thank you and the pups will see you soon.”


2. Amy P.

“I am grateful to have found such a caring, reliable person to look out for my kitties. Adele🐈 and Lucy🐈⬛ quickly warmed up to her and they (and I) look forward to seeing her again soon. Thanks so much, Amy!! 😊”


3. Kelly B.

“Kelly was absolutely amazing!!! Constant communication and lots of pictures. I would highly recommend her to anyone. Will definitely book with her again if needed.”


4. Bianca T.


“Bianca was great!!!! She updated us every day with multiple pictures and the status of our dogs and how they were doing. I felt extremely comfortable with her watching them and will definitely be contacting her again for our next trips! ?”


5. Jen B.

“Jen kept us up to date every day which was a huge relief. She was easy to communicate with and very responsive. We felt good about having to leave our cat for so long with her looking after Fizgig.”


6. Olivia O.

“Olivia was very easy to communicate with and was super accommodating last minute. We have no complaints about her service. We can tell she took great care of our pups!”




7. Beth C.

“Beth is a great pet sitter and we would definitely recommend anyone book her service! She provided wonderful updates on our cat while we were away, including pictures of him so that we could see how he was doing!”


8. Alexandra M.
“Alex provided fantastic care for both my senior dog and puppy. They took the time to tailor their drop in visits and walks to each of my girl’s specific needs, ensuring my senior dog was comfortable and my puppy was well exercised. I highly recommend Alex's services to anyone looking for attentive and personalized pet care!”


9. Linda S.

“Excellent communication from Linda about the care of our dogs was so appreciated. It made us feel we had made the right choice to care for our dogs.”


10. Lisa R.

“Lisa did a great job with our new puppy. She was prompt and was able to stay a bit longer than we originally planned. She sent photos and got the puppy out for several walks (with no accidents in the house!). I definitely recommend Lisa.”


11. Savanna B.

“Savanna took such great care of our two cats will we were on vacation! Our older cat needed medication applied to her ears and fed wet food so I was nervous leaving her. Savanna was patient with her and made sure she ate and got her daily meds. I was able to enjoy the time away without worrying as Savanna updated me after each visit. She is awesome, thanks again, Savanna!!”


12. Ashley B.

“Ashley is professional, prompt, friendly, and took genuine interest in the needs of my pets. I was able to enjoy my vacation with peace of mind that my furry family at home were well looked after and loved. I’d 100% be happy to have Ashley back to pet sit!”


13. Denise S.

“Denise did a fantastic job with my two Rotties. Thanks again Tammy”


14. Lori W.


“Lori was wonderful with our senior pup. She took great care of him and communicated with us about his needs. We will definitely book with Lori again!”


15. Brittany P.

“Brittany does such a great job, you can tell she loves and cares for the pets she works with!! Thank you!”


16. Jennifer S.
“My Yen is an awesome Yen. She reigns from heaven above with wisdom, power and love. My Yen is an awesome Yen. You heard me.”


17. Siobhan H.
About: i’ve been a dog owner and pet sitter for 30 years but now that I’m retired from Johns Hopkins Hospital I have some more time to do this officially my history of taking care of dogs was mostly friends and families aside from my own pets… I live in Chesapeake Beach and love taking dogs on walks to Brownies Beach and the Chesapeake Trail… I have a huge fenced in yard. Perfect for dogs to play. I currently am retired from Johns Hopkins Hospital and owned to Airbnb that keep me busy but not busy enough and that’s why I’ve chosen to add Rover my home is the perfect set up for pets being there is a doggie door and a huge fenced in yard. Dogs will get walked at least once every four hours and will always be in my care.


18. Lillian M.
About: Hello! My name is Lilly and I’m 18. I have handled, owned, and taken care of almost every age and size of animal out there! For as long as I can remember I’ve been helping friends and family with animal care. I’m currently enrolled in an animal science program getting hands on experience with professionals and love learning more everyday! I have a five year old German Shepherd & an eleven year old Black Lab along with 9 cats from two weeks to twelve years. On top of bunnies, Guinea pigs, ferrets, lizards, you name it. I’m currently a senior in high school with a partial schedule & occasionally working at a part time job, but never too busy to give your pets the care and attention they need! I’m available most week days after 12:00pm, Saturday morning & evening, and all day Sundays! I live in a neighborhood with a large fenced in backyard and two friendly dogs. My priority is caring for your pets individual needs. I can keep track of dietary needs and allergies, along with keeping your pet in designated spaces or crate them if needed. No sass scares me and walks are no problem!


19. Grayson G.

“Grayson was fantastic. She did a wonderful job checking in on our cat and giving her lots of attention while we were gone. She also was fantastic about letting me know about a minor bathroom leak we had and handled the situation when we could not be there. It was a great relief to know things were handled well and that our attention loving cat had made a new best friend.”


20. Anita H.

“Anita is fabulous! She has extensive experience with puppies and that is just what we needed. She has been a huge help to us and is very personable and professional.”
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 Beach on Rover as of Jun 2025 was about $22 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 2025, there are 336 pet sitters in Chesapeake Beach. 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, 87% of Chesapeake Beach pet sitters respond in under an hour.
Pet sitters in Chesapeake Beach have an average of 10 years of experience. Pet sitters with repeat customers have an average of 5 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 Beach.
Rover makes it easy to find Chesapeake Beach 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 336 pet sitters in Chesapeake Beach on Rover, so you’re sure to find the perfect match for your pet! In Chesapeake Beach, 100% of pet sitters offer daily exercise, 94% offer medication administration, and 83% 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.
