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 57 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.
“We had a great experience with Kelly doing drop in visits with our two dogs while we were on vacation! She always left detailed notes and included photos for each visit. Highly recommend!”
“Holly is a fantastic pet sitter! She takes good care of all of my critters and I have no worries when I am away. My dog loves her to pieces. Holly communicates well during her visits and sends pictures every time she drops by. Thank you, Holly!”
“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 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.
About: I have had dogs, cats, birds etc my entire life and can take care of any kind of pet young, old, special needs. I currently have a rescue dog named Zena (age 1) and a siberian forest cat named max (age 5) and they get along well with all other animals. I am also fully vetted by the A Darrah Bully Bull Rescue as I've adopted and volunteer for the rescue. I work Monday-Friday during the day and home in the late afternoon/ early evenings so weekends are best for boarding but if your dog is crate trained I can take during the week. Able to do drop in care early mornings and evenings during the week and anytime on the weekends. I have a fenced in yard with a friendly dog and cat at home. Zena would love a playmate or buddy to walk with or swim in her little pool.
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.
About: Promo Code for $40 off first time booking for Pet Owners that it is their first time using Rover- AMANDD61392 Friends and Family call me the animal whisperer. I have had a dog/dogs my whole life. I have taken care of dogs from brand new puppies, to babies that were at the end of their life. I'm currently not working full time away from home, so for any boardings that are on week days or weekends, you and your fur babies are good to go. I do have one small dog at home BUT, if you prefer your dogs to be alone while here, my dog is easily brought to his grandparents house:), which they are always happy about. I will update when my work schedule changes. I have a fenced yard (tall privacy wooden fence with sliding deadbolt), and can easily crate dogs if needed. Any animals would have free range of the house and the yard. Your babies are my babies while I am taking care of them.
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!
About: I am a reliable pet care provider with a deep love for dogs and animals. With extensive experience caring for dogs of all sizes, from teacups to giants and from high-energy puppies to gentle seniors. I ensure that each pet receives personalized attention. Whether I am walking your dog or staying in your cozy home to care for your furry friend, I strive to create a welcoming environment where your loved one feels at ease. My flexibility in scheduling and willingness to provide outside playtime and walks will provide ample opportunities for your pet to enjoy exercise. I am also experienced at caring for senior and special needs animals, including sight and hearing-impaired dogs as well as animals needing medicines administered on a regular basis. I am a strong believer in being very responsive through the Rover App, providing regular updates, immediate answers to any questions you may have, and of course pictures of your furry friend! I look forward to becoming a cherished part of your pet's life! Working from home allows us to be available around the clock, ensuring your pets receive constant attention and care at any time they may need it. We ensure constant supervision for pets in both our home and yours, never leaving them unattended and always treating them with the same care as if they were our own.
About: I’ve cared for dogs of all ages, from energetic puppies to senior pets who need a gentler pace. What sets me apart is my patience, reliability, and attention to each pet’s unique needs. I’m comfortable with daily walks, feeding routines, administering basic medications, and providing extra snuggles for anxious pups. I have had years of experience, with having three labs currently to raising two litters of lab puppies. I have grown up with dogs and love being around them I am in school during the week Monday-Friday. Pet care fits best for me during the evenings or the weekends depending on the week of school. I follow your pet’s routine closely — from feeding schedules and walk times to favorite toys and cuddle spots. I make sure your pet feels secure in their own space, keep their environment tidy, and send regular photo updates so you know they’re happy and well cared for.
About: As a dedicated animal lover with a family legacy of operating three successful boarding and grooming kennels in Maryland, I am passionate about providing exceptional animal care. With a decade of experience working at Countryside Kennels in Owings, MD, and Countrysides Pet Resort in Hughesville, MD, I developed a robust foundation in animal care. I then pursued a veterinary career, working for three years at Animal Eye Care. After relocating, I worked at Branches vet in Tifton, GA, and Southside Vet in Moultrie, GA. In 2021, I moved to Sumter, SC, and worked at Veterinary Medicine and Surgery in Lugoff, SC for three years. In addition to my veterinary experience, I operate a side business, At Your Service, offering house cleaning and pet sitting services since 2007. With my expertise in grooming and possession of necessary equipment, I am confident in providing exceptional care for your pets. My eleven-year-old child also shares my passion for animal care! Please consider my services for your pet care needs. Working remotely has given me the opportunity to prioritize Rover as my main source of income, allowing me to be more readily available to assist with pet care needs. I am committed to ensuring your pet's comfort and will take all necessary steps to achieve this goal. I am confident in my ability to assess your pet's behavior and provide a comfortable experience, allowing you to be at ease.
“Lindsay was great with our two cats when we went out of town for Thanksgiving. She took tons of photos and the cats really seemed to like her. We would definitely book her again if we ever needed someone! 😊”
“I couldn't be happier with the cat-sitting service provided by Myah over Christmas! Allison was content and well-cared for, and we appreciated the daily updates. Myah's reliability and genuine love for our cat made our holiday worry-free. Highly recommend!”
“I think Marilyn was really friendly. She definitely gave a lot of information. She has great prices and gave me updates on the cats and anything I needed information on. I would recommend hiring her again.”
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: Hey there! I’ve been caring for animals for over 25 years…or really, my whole life! From dogs and cats to birds, hamsters, bearded dragons, and even fish, I’ve shared my life with animals of all kinds. I currently live with four cats who have taught me even more about patience, play, and intuitive communication. I’ve also helped friends with pet care, walked dogs of all sizes, and provided loving attention to pets while their humans were away. Animals tend to gravitate toward me, and I feel deeply connected to them. I believe in meeting each animal where they are, tuning into their energy, and ensuring they feel safe, seen, and nurtured. Whether it’s a playful walk, cozy check-in visit, or overnight care, I’m committed to showing up with love, attentiveness, and a calm, grounded presence. Your pet will be treated like one of my own! Pet care fits beautifully into my current schedule. I’m seeking flexible work that keeps me close to home so I can care for my four cats and continue pursuing my passion for baking. My days are open and adaptable, and I love spending time with animals. I’m currently available most days and times, and I genuinely enjoy being outside for walks or tending to pets’ unique needs. This work is a natural extension of my lifestyle. I treat all pets like family, tuning into their needs with care and calm energy. Whether in my home or yours, I create a peaceful, loving environment. I’m attentive to each pet’s unique personality, maintain clean spaces, and follow feeding or medication routines exactly. My four cats are well-loved and cared for, and I bring that same intention and presence to every animal I care for.
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 is $22 per visit as of November 2026. Most bookings cost between $18 and $37 per visit. On Rover, 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 November 2026, there are 7,027 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 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:
- 85% of sitters can help with special care needs
- 90% 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 Meet & Greet.
sitters on Rover set their own cancellation policy, 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.
Connect anywhere with the Rover app
