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 96 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.
“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.”

“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.”


“Beth was incredible with my senior pup Apollo! If I could give her 20 stars, I would. She took such good care of him. She sent updates everyday & truly went above & beyond. I can’t thank her enough.”

About: I have taken care of many different types of animals for 6 plus years for all my local friends and family with the utmost joy. I have a remote job which allows me to work from home so my schedule is very flexible to take care of animals whenever needed. I treat every animals like my own and will take care of them with the utmost care. I follow any guidelines the animal owner has for me to take care of each animal with care.
“Ashley is always super quick to respond, always on time and very detail-oriented. Very sweet and can handle our wild great dance and mischievous bulldog. Repeat customer and highly recommend!”
“Danielle cared for our two dogs while we went away for the weekend. She was on time every time every day and very friendly. Took time to play with each and was good at communicating with us.”

“Stephanie was wonderful - she gave our family cat her full loving attention on drop-in visits and was always responsive and dependable, caring and kind, plus very easy and positive to communicate with. Grateful to have found her.”

About: I use to work for a boarding kennel when I was younger, but since my young teens I have been dog/cat/house sitting. I love animals I will be there new best friend. You will not regret if you choose me to watch your loved one, they will be well taken care of, well loved and spoiled! No request is to much, I have watched all different kinds of animals from dogs, cats, birds, hedgehogs, bunnies you name it I have probably watched them. I work at prince Frederick Safeway. I normally work 4-1pm, 5 days a week. My schedule does change from time to time due to what is going on but I will communicate my schedule prior to watching your babies. Some days are easier than others… Monday, Wednesday and Fridays I’m not normally available until 3pm. Tuesday and Thursdays I’m available anytime after 1pm. This could change just ask and we will work something out! I have a huge fenced in back yard! Lots of room to run and play! I will crate your animal if it is needed, just please bring your crate with you. If not crated during the day I keep all doors shut so they can’t get into anything they aren’t supposed to. I do also have indoor camera to keep an eye on them while I’m away at work. Due to apartment rules I am not allowed to have pit pulls at my apartment, I love the breed! I just have to make sure I am following my landlord rules, I would have to come to you!
“Kristy was very responsive and flexible with booking. I was so relieved knowing Miley was in good hands while I was at work. She put in the extra effort to make sure she was comfortable and took care of her business. The added touch of bringing a dog with her to the drop in visits really helped with Miley’s anxiety issues. Would definitely work with Kristy again.”

About: When I was growing up I had 6 dogs and 2 cats and one of my dogs had puppy’s. I also have a cat of my own and I used to work at Dogwood Pet Retreat for about 10 months and it was so much fun! I have two dogs at home and two cats I take care of with my boyfriend. We feed the dogs and take them out to play and get them bones and toys all the time! I will let the dogs out and feed them on time. They will get TONS of love and cuddles but I will also respect their boundaries. Treats that are approved with the owners will be given of course! I’m very reliable and will love your fur babys!
About: I have been someone that many families have relied on ever since I was around 11 years old. Through these years of experience, I have been able to take care of dogs of all shapes and sizes with all the support they need, such as walks, baths, etc. I am always versatile and understanding when it comes to pet sitting because I want to make sure the dog/owner can trust the pet sitter. Over the past two years, I have gained additional experience in a professional setting as a PetCare Specialist at Perfect Pet Resort. This required me to not only handle and care for multiple dogs or cats throughout the day but also to pass a behavioral dog class beforehand to gain more knowledge. I am currently available any day of the week to be an available pet sitter and am very flexible with what the pet sitter requires for their hours. I have a fenced in yard with two dogs currently. I have created a safe and knowledgeable environment for my pets to make sure they are always comfortable and happy. When it comes to visiting other families homes I will always make sure to know and understand the rules so I can follow them accordingly. With this I will then proceed to make sure the dog is taken care of in the best way possible as their family is away.
About: I have 4 dogs of my own that range from all sizes and breeds. I also work as a kennel attendant at a local boarding facility and when not caring for my own dogs I enjoy helping others care for theirs in the comfort of their own home. While currently a part time student and part time employee some days are busy. Weekend availability will always vary but will be known in advance. During the summer weekday availability is more open due to being out of school. While caring for your dog in your home I am always ready to adapt to their environment and care for them as you would on any ordinary day and do what it takes to make them feel comfortable and loved.

About: I’ve been taking care of dogs and cats for friends and neighbors for the past 5 years. I absolutely love animals and treat every pet like they’re my own! 🐾❤️ Our family homeschools, so there’s almost always someone home. Your dog will be welcomed as part of our family, with plenty of attention, love, and companionship. They’ll rarely have to be home alone 😊 We have a Boston Terrier who is used to having other dogs around and does well sharing her space with them. I keep dogs on a leash when we go outside since we don’t have a fenced-in yard, and I take them out multiple times throughout the day for potty breaks and fresh air. When I need to leave the house, I crate the dogs for their safety and peace of mind. I want every pet staying with us to feel comfortable, cared for, and part of the family!
About: I've owned animals all my life. Provide loving and attentive care for all your pet needs. Reliable, trustworthy, and dedicated to providing the best care for all animals! I'm currently SAHM looking to help people with all their animal care needs. I love working with animals and would love to take any stress off your mind when leaving your fur babies for any amount of time. In my home I love and care for one dog, two cats and a turtle. I have a full house which is why I can only provide home visits.

About: Since I was young I was entrusted with the keys to several of my neighbors homes and took care of dogs, cats, and even fish. I have owned serveral dogs in my lifetime and enjoy taking care of cats as well as other pets! I understand that every pet is different and many have very specific needs, therefore, I am prepared to receive instruction and tailor my care to each pet accordingly to make sure everyone stays happy and healthy. I currently walk dogs and overnight sit for my neighbors and friends but would love to branch out these services for others as well! I currently do not have a full time job, I have an odd job schedule that would always prioritize your pets care above all else. i care for your home as if it is my own!, I am able to water the garden if requested, and i always take the trash out as i leave to assure you come back to a fresh smelling home. doors remain locked when i am not present on the premises, animals will not be left outside unsupervised.
About: I've loved pets for as long as I can remember. I have a true passion for caring for any animal in need and will always treat them with the same love and dedication as my own! Pet care fits seamlessly into my daily routine. I manage my time carefully to ensure pets get consistent attention, dedicated exercise, timely feedings, and structured drop-in visits or walks throughout the week and on weekends I prioritize the safety, health, and well-being of every pet in my care. I provide a calm, comfortable environment where pets can relax freely, alongside wholesome, high-quality, non-GMO organic treats and food tailored to their needs!
The median cost per visit for pet sitting in Chesapeake Beach is $20
Pet parents share their Rover experiences - Chesapeake Beach
Kristi was absolutely great with our cat while we were away. She dropped in twice a day to feed him and check in on him. Sent us pictures and made sure to let us know how Buckwheat was doing. He liked her instantly! We will definitely reach out to Kristi for future drop in visits.

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.

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.
How to book pet sitting

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 Pet Sitting - Chesapeake Beach
Frequently asked questions about Rover
The average cost of Pet Sitting in Chesapeake Beach on Rover is $22 per visit as of October 2026. Most bookings cost between $15 and $39 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 7,053 sitters on Rover offering Pet Sitting across Chesapeake Beach. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
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 .
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 , 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:
- 86% of sitters can help with special care needs
- 91% can help with giving oral medications or injections
- 94% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.






