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.
“Alexia is a Great Pet Sitter, she helped Rako out for 9 days, with our return He was Given Food and Water, and there was no mess. I love how she took care of his pads. Great Young Lady to hire.”

“Beth did amazing with our highly needy and extremely anxious Cat. She spent time with him and was very patient to work with him in a way where he felt safe and comfortable with a new human in his space. We are very thankful for her and her patience and quality care for our one of a kind, pet! We highly recommend her and cannot thank her enough!”

“Laura was fantastic! I have very shy cats and she did a wonderful job being patient with them, giving them treats, and letting them decide when to initiate contact, culminating in one cat actually letting Laura pet her for 10 min! Unheard of with my very shy babies! Laura also left wonderful daily updates for me to read and lots of great photos of the cats and was very diligent in cleaning. Overall amazing cat sitter and will absolutely book Laura again!”


“She is amazing and very attentive to your cats needs. I always worry about leaving my cat alone, but she helped ease my mind with great communication and photos! I would highly recommend her!”

“Sarah has been great in coming over to play with our dog regularly. Our rescue pup Roo is very comfortable with her and gets excited to see her at our weekly visits. Sarah is very knowledgeable in dealing with all kinds of dogs and is flexible in whatever Roo feels up to doing for that day.”

“Thomas is great with our pups, and very reliable; even last minute! He’s pleasant, kind and responsible. I really enjoy seeing the Rover Cards with his notes, pictures and activities. We look forward to using him again!”

“Megan was so wonderful! We booked super last minute but Megan responded right away. The photo updates she sent were amazing, and we could tell in the pictures that our cat, Sharon, loved her. Megan even got some action shots of our cat playing with the laser 🤩 This was our first time ever using Rover, and the care and detailed updates made us feel so much more comfortable. Megan was incredible - highly recommend!”

“Alex took such great care of our cat while we were travelling. We came home to a happy healthy little fur baby and that's all anyone ever wants! She also gave us plenty of updates , photos and even videos while we were missing her. Thank you so much Alex!”
About: As stated, I have an 8 almost 8 year old German Shepherd myself. I’ve trained him myself to be quite obedient off leash, to listen well, and overall he’s very well behaved. I’ve grown up with dogs, cats, turtles and more so I know my way around animals. I’m currently enlisted in the United States Navy. I work at the Naval Academy typically from around 9 in the morning to about 3pm most days. I’m also married with two kids and my wife is a stay at home mom who can also look after your furry friends as well. I don’t work weekends so I’m always available during the weekends and can be flexible throughout the week as well. At my home my dog is never crated he is always out and house trained. However, when looking after your fur babies if they need to be crated I have no issue catering to your needs. I don’t have a yard but we have a massive field and live in a circle so long walks are always a must. Whatever the needs of your fur babies, I can take care of those from daily dog walking, spending and playing time with your animals, staying over night at yours/my place, and giving g medicine if needed.
“Liza is the BEST! This was the first time Liza visited Ruby and we will definitely request her again when we need a sitter. She was understanding of my concern for Ruby’s care. I appreciate her attention to details, her communication with photos and her interaction with Ruby. We came home to a very happy pup.”

“Bella- was wonderful! I never worried about my dogs the entire time I was on the other side of the country. She sent me regular updates and pictures and reassured us that Sadie were being well cared for. I would definitely hire her again!”


“Shelby is amazing! While we were out of town, she stepped in promptly when an unexpected issue arose with our original sitter. She eased our anxiety and took great care of our dogs. She is trustworthy, kind, and communicative; all traits you want your sitter to have. We are excited to work with her again in the future!”

Over 1,268 pet parents in Annapolis have booked pet sitting
Annapolis pet parents share their Rover experiences
Elizabeth was great with our two cats! We had specific instructions about keeping them separate and mixing medicine into food, & she kindly agreed to a meet & greet to make sure she received the details & met our girls. We felt good about leaving them in her hands, & everything was the way we left it when we returned. Thanks Elizabeth!

This is our second time working with Shelby, both times we needed last-minute assistance and she stepped in happily. She took great care of our dogs, gave them their medicine, let them frolic in the yard, and even brought in our packages and kindly turned off our oil diffuser that we had left on in a rush so we didn’t have to come back. We cannot recommend her enough, especially if you are looking for a sitter who is patient with skittish/anxious dogs.

Camilla was amazing with my dogs! She checked on them regularly, made sure they were fed and walked, and handled their timid personalities with so much patience. Even though they were initially skittish even after a meet‑and‑greet. She took her time and let them warm up at their own pace. Her communication was excellent. She sent consistent updates and photos, which gave me total peace of mind and confirmed I’d made the right choice. By the end of the stay, my dogs were completely comfortable with her. I’m truly appreciative of the care she provided and will absolutely book Camilla again.

Leilani was amazing with my dog Cade. He’s almost 12 and he’s picky about who he likes and he loves her! She worked with how anxious he can be at first and sent wonderful updates and pictures! She took the best care of him. She gave me such peace of mind while I was away and is super sweet! I hope to rebook with her again soon!

Sarah did an amazing job with Oreo during the 30-minute visit. She was punctual, attentive, and made sure Oreo was well taken care of the entire time. I really appreciated the updates and photos as it gave me peace of mind while I was away. Oreo seemed happy and comfortable, which says a lot. I’d definitely book with Sarah again and highly recommend her to anyone looking for a reliable and caring sitter.

Popular requests near you
Select a filter and find qualifying Annapolis 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 Annapolis 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 Annapolis 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 Annapolis on Rover as of Jun 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 Jun 2026, there are 1,095 pet sitters in Annapolis. 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, 87% of Annapolis pet sitters respond in under an hour.
Pet sitters in Annapolis 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 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
There are 1,095 pet sitters in Annapolis on Rover, so you’re sure to find the perfect match for your pet! In Annapolis, 98% of pet sitters offer daily exercise, 100% offer medication administration, and 88% 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.






















