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.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Chesapeake Beach pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“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.”

“Holly treated our pup like her own! We will definitely be calling on her again. We felt very comfortable with Holly and our German Shepherd had a great time under her care!”

“Faith has watched our Shiba Inus multiple times now, and we couldn’t be happier with the care she provides. She’s reliable, responsive, and truly great with our dogs—even administering medication to our elderly Shiba with no issues. Most recently, she helped us out while we were in the hospital for the birth of our son. We weren’t sure how many drop-ins we’d need or how long we’d be gone, but she was incredibly flexible and quick to respond. It gave us so much peace of mind knowing our pups were in good hands. Highly recommend!”

About: With years of experience caring for dogs, I stand out as a pet sitter due to my ability to also look after my clients’ plants/garden from time-to-time. My lifelong passion for animals includes providing special care for young and senior dogs, ensuring their health and happiness. My current schedule varies, but I typically work 7-hour shifts on Sundays and Mondays. On the these dates, I can manage pet care for all dogs that have a wait period to be let out 4-8 hrs. If necessary, I have the flexibility to call off work to ensure your pets are well taken care of. From Tuesday to Saturday, I have open availability, allowing me to dedicate ample time to pet care activities, such as walks, feeding, and playtime. This arrangement helps me balance work commitments while ensuring your pets receiving the attention and care they need. In caring for pets in my clients’ homes, I prioritize safety, trust, and a comfortable environment. I ensure to follow detailed instructions provided by the client to meet the specific needs of their dog. For instance, if a dog is anxious during thunderstorms, I am proactive in reaching out via call or text to discuss calming strategies. Additionally, I always clarify any boundaries regarding what I can handle or access in the home and to build a stronger rapport, I will arrange pre-sitting meetings with clients to better understand their preferences and to bond with their dog(s).
About: I’ve been caring for cats and dogs for about 10 years now, through my friends, family, neighbors and my own 2 puppies! I’m a college athlete who’s very active, so I’m happy to run/play and keep energetic dogs exercised while also making sure they feel loved, safe, and cared for! Pet care has always been a part of my daily routine, caring for my own two dogs! However, I’m a college student now, who lives an hour away from home, but I’m back for weekends and have plenty of free time to care for pets! I provide a safe, fun environment for pets. I have a fenced yard for running around outside, and two friendly dogs who would love to make friends! I closely supervise pets and will follow all instructions/special requests strictly from owners!
About: I have been taking care of the pets of family friends and people who they recommended me to them. I’ve taken care of cats, dogs, turtles, and one very friendly cockatiel. I work part-time at the moment, but I am available most weekdays during the day & evening, and during the earlier morning & during the afternoon on weekends. This is of course subject to change in unforeseen schedule changes, but is a fair baseline. I currently have two cats and soon a dog at my own Home, so currently I’m not able to provide boarding. However, I’m able and happy to drive to check in on and take care of your four legged friends, and will make sure to spend as much time with them as you’d like. I will clean up any mess your pet has made or take them out to use the bathroom(in the case of dogs), feed them, & of course make sure they get a proper level of attention. I also do mail collection if you’re going to be away a while.

“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!”

About: My love for animals began as a child. I was raised in a house with a plethora of pets (cats, dogs, birds, fish) and the love continued to grow while working at my grandparent's boarding kennel as a teenager. I currently work shift work and am flexible on my off days. Whether it's a short term notice for a quick walk or advanced notice, I would love to be able to accommodate your pet's needs. I live within access to numerous walking trails and am avid staying active and being outdoors. I do not currently own any pets and will maintain a safe and trustworthy environment providing attentive care for your pet.
“Kristina was fantastic! She came to our home everyday to take care of our two cats while we were away. She sent pictures of each visit and was very responsive. Definitely using her for all our pet care needs!”

“Brittany is the best. I am so thankful to be able to leave her with my new golden, and be confident she has my dog’s best interest at heart. And, this is one intelligent lady! Brittany remembers your habits, and acts according. I am very grateful for her.”

About: I’ve had dogs my whole life. I currently have two older yellow labs. I love walking and being outside with dogs. Let me know if I can help! I retired recently and relied on dog walkers my whole career to be able to work. Let me know if I can help with your fur baby. I have a large home with a front deck that’s great for people watching. I walk my dogs 4 times a day. I hope your dog can join me.

About: Hello, my name is Heather. I am an animal lover, particularly dogs. I previously owned chickens in my backyard. I’ve owned different kinds of dogs, big and little. I had a 10 year old chocolate lab named Piper she was my best buddy and companion she recently went to the rainbow bridge. so I have an open place in my heart. I have cared for dogs of various ages and breeds. I am able to administer medicines if needed. I would love to care for your dog as if it were my own. I have plenty of time to care for your pet as I only work part-time at a hair salon, I am available mornings and afternoons to walk your dog. I am available to come into your house and care for your pet whether they’re older or young, sick or healthy. I will come to ease your mind for your furry loved one.
“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.”

“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!!”

“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.”

“Kelsey is amazing! I had a last minute trip over Memorial Day weekend and my usual cat sitter was not available and Kelsey saved my weekend! I have an adult cat and a kitten and she took excellent care of them, sent lots of pictures and gave me lots of updates, and helped me further kitten proof my basement! I will definitely be having Kelsey cat sit again!”

Over 106 pet parents in Chesapeake Beach have booked pet sitting
Chesapeake Beach pet parents share their Rover experiences
I have used Rebecca "Chloe" for 3 drop-in visits recently. I appreciate her ability to navigate my old man cat, who can be very antisocial at times. I also appreciate her updates and photos that are sent to keep me updated! I would highly recommend Chloe for your pet care needs.

Holly has been a life saver. We got our pup Zelda in summer of 2025 and needed someone during the fall and winter months to help with letting her out. I love coming home to all the doggie toys pick up and blankest folded (doggies are messy). Holly is very responsive, dependable and really cares for our pets. Would recommend Holly to anyone!!!

Faith has watched our Shiba Inus multiple times now, and we couldn’t be happier with the care she provides. She’s reliable, responsive, and truly great with our dogs—even administering medication to our elderly Shiba with no issues. Most recently, she helped us out while we were in the hospital for the birth of our son. We weren’t sure how many drop-ins we’d need or how long we’d be gone, but she was incredibly flexible and quick to respond. It gave us so much peace of mind knowing our pups were in good hands. Highly recommend!

Popular requests near you
Select a filter and find qualifying Chesapeake Beach 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 Beach is $22
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 Beach average 6 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 Beach on Rover as of May 2026 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 May 2026, there are 423 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, 88% of Chesapeake Beach pet sitters respond in under an hour.
Pet sitters in Chesapeake Beach have an average of 12 years of experience. Pet sitters with repeat customers have an average of 6 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 423 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, 100% offer medication administration, and 84% 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.








