Pet Sitting in Annapolis
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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Top rated Annapolis pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I became a dog sitter when my Husband was working in the Military. His friends and workers would all need to go see family and could not always take their animals. So I became known as their extra Pet mommy. Even after my Husband got out of the ARMY, We saw a old comrade I sat for, and they said their dog doesn't like their new sitter. She was sad I left. We saw them in EPCOT of all places. It was nice to know they liked me. I am available all day to come and walk or play, or even just sit with your puppies or kitties. I have my own transportation and am reliable. I never leave the pet alone. we play and cuddle a lot. I take care of their area and their meds if needed as well. I am currently working part time so I will have time to play and cuddle with your pets all the time. It will be my pleasure. I am always watching to make sure they don't get into something they shouldn't be eating or playing with. I love to take walks and play.
“Chelsea was amazing!! Our furkids loved spending time with her during our time away. She was very attentive and went above and beyond to take care of them and our needs while we were traveling. She shared many pictures with us and made sure we stayed connected to them. We would HIGHLY recommend her services to anyone who needs a pet sitter. We will definitely hire her again!”


About: I’ve cared for dogs of different breeds, sizes, and energy levels since I was young. I’m comfortable with feeding schedules, walks, playtime, basic training reinforcement, and giving medications if needed. I always make sure each dog feels safe, happy, and well cared for. I’m currently in school, but I manage my time well and intentionally plan my schedule around pet care. I’m available before and after school, as well as on weekends, and I make sure I never overbook myself so every dog gets the attention they deserve. Caring for pets is something I genuinely enjoy, so I prioritize it in my weekly routine and stay consistent with walks, feedings, and playtime. I always follow each pet’s routine closely, whether I’m in my client’s home or mine. I stick to feeding schedules, walks, playtime, and any special care instructions. I keep their space clean, safe, and calm, and I treat every dog like they’re my own. I’m also happy to send updates so you always know your pet is doing well.
About: Worked at petsmart for 2 years in college in pet care. Learned to care for cats, dogs, reptiles and horses at a young age. Have owned cats, dogs and reptiles. Knowledge of medications and how to administer. I work from home and my hours are flexible, am able to provide pet care that is round the clock, Monday through Friday and on weekends. For drop ins on weekdays, I can come in the morning or later evening. Large yard, locks on all doors and windows. Would keep animals separate from my own animals if at my house. Never leave animals unsupervised in the home
“Absolutely great taking care of our two cats. She took the time to play with them in addition to feeding them and taking care of their litter. Provided lots of information and pictures about the daily visits and. 5/5 would definitely recommend if you need someone to watch your fur babies!!”

About: I've lived with dogs my whole life! I'm all about creating a fun and relaxed environment where your dog can feel safe and loved while you're away! I'm on summer break from college, so I have plenty of availability. I'm flexible and happy to tailor my schedule to fit your needs. Whether it's regular check-ins, walks or occasional visits, I’m committed to being there when you need me. When caring for pets in their own home, I stick closely to their normal routine to keep them comfortable and stress-free. I make sure they’re fed on schedule, get plenty of playtime and walks, and have lots of attention and affection. I also keep the home tidy and follow any specific instructions you leave—because your pet’s happiness and safety are my top priority!
“I was very skeptical to hire outside of family and friends but am so happy I found Shane! Shane scheduled a meet and greet with me at my home to become familiar with my cats and their needs. A week leading up to my trip, he confirmed we were still scheduled to need his assistance, and provided daily updates/pictures while we were away. I cannot recommend Shane enough and happy I've found a trusted pet sitter in my absence. Thank you, Shane!”
About: I have four of my own pups at home, they rage from an Australian Shepard, great-dane boxer mix, and a pitt bull black lab mix, to a pug! I also own livestock and small farm animals so i’m great in any situation! I have recently graduated so I am available early mornings also! I work part time so I am available almost daily! I’m able to come last minute so there’s no stress about wether or not your pup will be safe and cared for! If you’re trying out a new routine or sticking to the one you know works for your pup(s) I will follow any schedule from morning till night! I know how important it is for me to have things going to plan in order to be stress free and I want you to have the stress free time you deserve while I care for your animals your way!
About: I have had pets of my own all of my life and currently have a cat of my own named Nala. I have years of experience with animals of all sizes and personalities and can provide references if desired. I am a manager at a doggy daycare/boarding facility and have been employed there for going on 5 years now, so I am well-trained and make sure to focus on key details in your pet care instructions. I also have experience conducting puppy classes where I work with them on basic commands, such as sit, stay, come, down. I am excited to meet your pet and give them the best and most trustworthy care around! I am a mother and part-time employee. My availability varies depending on schedules, however, I am happy to discuss your needs and work around schedules to fit you in! I provide a very safe and loving environment when I am with your pets! I am trained in medication administration for both cats and dogs and have 4+ years of experience in a high-volume setting handling anywhere from 15-50 dogs at once, so rowdy pets are no issue! I make sure to not only care for your pets, but insure the safety and security of your home as well!
About: I have been an animal lover all my life and i will take care of your pets daily needs as i do my own animals. I'm currently working full time but have a very flexible schedule. I can be there to help take care of their daily needs or just do drop in visits to tend to them. I currently have 2 full grown dogs for your pups to play with in a large yard. I am also able to walk daily when needed.
“Kristen came in clutch! We made a last-minute decision to extend our vacation and booked an Airbnb in the small town of Cadiz where sitter selection was sparse. Kristen responded to my request immediately and was willing to drive 30 minutes after work to take care of Bogey. The visit was flawless, she followed directions perfectly, and we returned to a happy dog. His bully looks were no issue for her either. I also appreciated the pics she sent. We felt comfortable leaving his care in her hands and would do so again. Maybe with more than 7 hours notice next time ?”

About: I've taken care of many different breeds of dogs! I work as a Police Officer coming into many people's homes that have dogs! My two dogs are truly my "children" and I'll treat your dogs the same way! My jobs as a delivery driver / L.E.O. give me immense flexibility in being able to help you take care of your dogs as well! I have a fenced in yard with .6 acres of land inside the fence. My dogs are both hound type dogs that love to run and play all day!
About: I have had animals my whole life. Aside from having a well-loved pitty for 8 years, I have lots of experience keeping animals safe and loved! My family, friends, neighbors, and colleagues all count on me to keep their furry friends happy while they’re gone! I am a graduate student so I’m always willing to take a break from my studies! I’m available pretty much any time for your pet! In your home, I will follow your direction and use my best judgement to keep your animal safe. I believe that play and love builds trust with an animal so I’d love to take walks and toss a ball or treats around!
About: I cared for 2 of my own dogs their entire lives. Puppies to elderly. I miss them so much. Now Im available to care for other fur babies who need it. I’m available all through the day and night (with the help of my mom & step dad who also live with me). Local to Wheeling, right off Washington Ave. My yard is fenced in & I live right behind Pleasanton ball field/dogpark/playground for extra fun walks. My home is very pet friendly so no crating is needed. It works out well. Would love to watch your pets for you. In your home or mine. I love all animals. I have a fenced in yard. Also live directly behind a playground & ball field for plenty of activity. Iv lived all my life with pets. Excited to help care for yours. I do prefer pet sitting at the pets home. I can have pets in my home no problem. I can pick up & deliver as well. Short trips or long stays. All options open.😊
About: I’ve had 2+ dogs in my entire life. In my adult life I’ve had 2+ service dogs that travel with me. I am a critical care nurse who has taken pet CPR as far as safety. I have emergency meds as well. Luckily, I have a house with a fences in yard, animal friendly household with spare rooms and a heated/cooled garage/closed/secured garage for any kind of special separation needs (in heat/aggressive breeds/outside animals, etc). Currently off enjoying a break from work, .. . So as of now, my schedule is very flexible. My household/fenced backyard/garage, is sectioned off pretty nicely. So, I have a very flexible availability overall. I am very positive I can meet most requests/needs for boarding/grooming/daycare/etc. So just let me know! I have a three bedroom house with a fenced in backyard, doggie door, heated/cooled garage that is secure and closed off separate from the house with his own doggie door for added space.. is a very accommodating/adaptable layout also self-sufficient if need be, but I should be here the entire time
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Pet Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Annapolis.
Rover makes it easy to find Annapolis 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
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.


