Pet Sitting Chesapeake Beach
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Over 94 pet parents in Chesapeake Beach have booked pet sitting
Chesapeake Beach, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
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!
“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!”
“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.”
“Kristi is amazing! Our Maggie really seemed to have gotten lots of loving and play time for our drop in visit. We got lots of videos and photos and reassurance that Maggie was in good hands. We are so happy and excited to book Kristi again!”
“Kelly did a great job looking after our 2 cats. Her daily updates really eased our worries leaving our cats for a long vacation. We will definitely use her the next time we need a cat sitter.”
“Holly L was great with our pups!!,She arrived right on time,always sent two to three pictures, we were notified when she arrived and when she left,I will definitely will keep her in my Rover Contacts.”
“Ashley was wonderful! My two bunnies are very particular about everything. They protest when something isn’t their liking. Ashley not only took good care of them but also made friends with them. The bunnies were happy when I got home. I’m glad that I found Ashley!”
“Beth is so sweet, you can tell she loves animals. We are thankful she is able to drop-in to let out new puppy out and give him some loves during the day. Thank you!”
About: I have lovingly looked after pets of all kinds my whole life. I will meet your pet exactly where they are-I can chase and play with your dog across the yard, or I can be extra gentle and caring with your senior pet. I'm a student online. I'm very lucky that my girlfriend has a job that pays really well. As a result, I have plenty of availability for pet care! I have a reliable vehicle to get to your home and look after your pet. I can handle great, big, tough pets as well as small, fragile, senior pets. I keep the area tidy for the pets and the owners alike. I'm great with toys and playtime. I am great company for any pet.
About: Dogs have always been a huge part of my life. Growing up with dogs taught me exactly how to read their body language and give them the care, attention, and love they deserve. I treat every furry guest just like my own, making sure they stay happy, active, and fully comfortable while you're away I’m currently working a full-time job, but I work remotely every other week which gives me some spare time and I’d love to use it to spend with some dogs. I do have two kids ages three and eight both love dogs. I don’t have any dogs in my own, but I plan to get one and then your future however I was in our home with four dogs at a time
About: I have had breeds of all shapes and sized my entire life. I care for my 2 year old border collie and I have experience handling cats as well. I want to make your pets feel at home even when you are away. I would want the best from my boy when I am away, so I want to provide that service to others! I am full-time employee so I can stop in before and after work on weekdays, and I am free weekends for endless playing ! (I can stay in the evening during the week until around 8-9) I am very respectful of other people’s spaces and would be happy to meet your animal where they are! I do NOT offer boarding currently.
About: I have 5 years of experience working at a kennel as a kennel technician. In this position I worked with all different breeds and ages of dogs. I learned how to take care of dogs with all sorts of health needs depending on their abilities and conditions. I have no problem with any dogs and I love working with them! I'm working a full time job but I am able to do overnight on weekends (thursday through Monday since I work from home sometimes) and I can yelp out throughout the week after normal work hours. I am comfortable with whatever specific needs your dog has. I have no problem crating a dog, walking a dog, hanging out, whatever is needed for your specific pet, I am willing and able to do.
“We had a wonderful experience with Jake, who stopped by twice to care for our three cats and did an amazing job! Communication was excellent throughout, and he was reliable, attentive, and clearly genuinely cared about our cats’ well-being. We would absolutely trust Jake again and highly recommend him to anyone looking for dependable and trustworthy pet care.”
“Tosawi was a huge help for us when we were in a pinch. He took care of our 2 babies for 3 days with very attentive drop-in service. He was attentive, commucative and very accommodating. Our cuties are extremely opposite in both physical characteristics and temperament, one being a large pit mix who is very docile and a tiny yorkie pom, who is extremely high energy. Tosawi was able to navigate both personalities with ease. I would definitely use him again.”
“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!”
“Alyssa did an awesome job caring for my puppies. She was a great communicator and sent great pictures. I requested her pretty last minute but she was very responsive and I would recommend her to anyone!”
The median cost per visit for pet sitting in Chesapeake Beach is $20
Pet parents share their Rover experiences - Chesapeake Beach
Tosawi was a huge help for us when we were in a pinch. He took care of our 2 babies for 3 days with very attentive drop-in service. He was attentive, commucative and very accommodating. Our cuties are extremely opposite in both physical characteristics and temperament, one being a large pit mix who is very docile and a tiny yorkie pom, who is extremely high energy. Tosawi was able to navigate both personalities with ease. I would definitely use him again.
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!!!
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 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.
Meet local sitters who will treat your pets like family
1. Search
Browse profiles of sitters near you who offer pet sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for pet sitting - Chesapeake Beach
Select a filter and find qualifying sitters offering pet sitting.Sitters in Chesapeake Beach average 7 repeat pet sitting clients
FAQs for Drop-In Visits - Chesapeake Beach
Frequently asked questions about Rover
The average cost for Pet Sitting in Chesapeake Beach on Rover is $22.2 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Pet Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Sitting. For more information on service fees, click here .
As of September 2026, there are 7,081 sitters on Rover offering Pet Sitting across Chesapeake Beach. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Chesapeake Beach stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.
If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
Yes, you can find sitters who have experience with handling special pet needs in Chesapeake Beach. On Rover:
- 90% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 96% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
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