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.

More resources
A focus on safety
Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check.Learn more about RoverProtect
Loving pet sitters in your neighborhood
Search Results


1. Beth W.

“I could not have found a better Fur friend for my Chesney Girl. Beth came right in and recognized Chesney's anxiety and 100% attachment to mommy. She was patience, kind and made me feel at ease leaving Chesney. Her knowledge of dogs and her willingness to work with even the "need a little work" dogs is over the top and most comforting.”


2. Addie B.

“Addie was prompt, professional, and spent extra time with our dogs. We loved the pictures and could tell they were well taken care of while we were gone.”


3. Carolyn M.


“Carolyn is amazing! She helps us when we’re out of town and takes such great care of Ace! We always feel so comfortable and secure knowing she will treat him like her own and give us detailed updates. We’re so appreciative for her help!”


4. Heather B.

“Heather was great with my two dogs and a cat. She sent lots of pictures and managed the antics of my naughtier dog with ease. Highly recommend!!”


5. Darragh M.

“Darragh made daily visits to my house to take care of my cat while I was out of town. He did really well with my cat, and also kept me updated with photos while I was away!! Darragh is very professional and I highly recommend booking with him!!!”


6. Ciarra & Tariq J.

“Ciarra is amazing! She came last minute when my family and I could not get home. She also left a very sweet Christmas gift for my pups. My friend also needed a sitter last minute and Ciarra had no problem taking care of my friends pup too! We are so grateful for Ciarra’s devotion to pups. I highly recommend Ciarra and her family if you are looking for a dedicated, professional pet sitter.”


7. Emily M.

“Emily has been an incredible help, and I truly appreciate her walking Cassie during the week. She is always on time and makes sure Cassie gets a nice long walk. We’re so happy we found her!”


8. Laura D.

“Laura watched my cat Leo while I was traveling for work. I really appreciated all of the clear communications, updates, and photos that she sent me while I was away. My fur baby was very happy and so was I! Will definitely be requesting her services again. Thanks Laura!”




9. Alina L.


“Alina is my “go to”pet sitter! She is patient and calm and caring. One of the very few who can successfully interact with my very anxious cat. I highly recommend Alina.”


10. Sarah S.

“Sarah is amazing! So easy to work with and she gave Lucy all kinds of extra attention during her visits. The visit updates and pictures were a welcome surprise and gave me piece of mind that Lucy was in the very best hands. Thank you so much!”


11. Alex K.

“WOW! Alex is such a saving grace to know! She really brought my timid and quiet dog out of her shell. Alex cared for my dog just as if she were her own. She insured that Italia deal at ease and comfortable at all times. I could not tell you how comfortable I felt receiving all of the photos and videos throughout her visit. It truly felt like I was right there at home with them! I felt so scared to leave my dog alone, but I just think my lucky stars that I found Alex because she is a dog parent’s dream! I could not recommend her enough and she is the only person I can trust with my precious baby dog. She even cooked her food, took her on a walk (which I didn’t even expect nor pay for), and sent me the cutest portrait mode photos of Italia (wow I didn’t know I got a complimentary photo shoot!)”


12. Kendall B.

“Kendall really helped us watching our pup last minute! She was super communicative and took great care of our puppy, followed his care instructions. Would definitely recommend her!”


13. Megan W.

“Megan was absolutely amazing with my cat Frankie! Not only did she follow all of his instructions, but she went above and beyond to do extra, including stay for longer scheduled visits than I had booked, solely because I had expressed Frankie’s need for a little extra company at night. Megan is attentive, caring, a quick responder, and overall an amazing sitter. I will 100% be booking with her again in the future. Frankie says thank you too :)”


14. Haley G.
“Haley has watched my dog Zeus (American Akita) plenty of times. She has watched my dog when I have gone on vacation for the longest probably being a week. She takes amazing care of Zeus and I've seen how dogs just gravitate towards her. You can see the love and compassion she has for dogs and animals in general. Zeus loves her so much, and he's never not excited to see her. She has taken him on countless walk with no problem, feed him on time, kept his water bowl full, and always making sure he gets the attention he wants and needs. She is an amazing person and no doubt amazing with dogs.”


15. Dejah P.
“Dejah grew up in a home filled with dogs and quickly makes friends with every new dog she meets. Dejah was also the caring parent for her beloved Lucy, a rescue dog that she gave a home and good life to until her last day. Dejah will care for your dog as if she were her own.”


16. Thomas R.

“Thomas was great. Communication was excellent, and he went above and beyond expectations even with my cats being extra difficult. Thank you sir!”




17. Jordenne M.


“Jordenne was great. Super nice and helpful. Communicated every step of the way. Great person to have to take care of your dog.”


18. Tiffany S.
About: Compassionate for pets in every stage of their life. Looking to add joys to your pet’s day while you’re away, from walks to runs to just hanging out. Can handle larger animals and be gentle with smaller pets as well. Happy to take a run with more active pets! I currently am not working, but will be starting a job in the mornings in late May. I can wake up early or stay up late, whatever works for your schedule. I really love to spend time with any animals and will have my undivided attention on your pet. I am attentive and respectful of any specific instruction you may have for the care of your pet and your home.


19. Priyanka J.
“Priyanka is one of the most empathetic and loving pet caretakers I’ve had the privilege of knowing. She’s dogsat and checked in on my family dog numerous times. She is punctual, professional, and loves sending us pictures/videos of our dog to keep us connected.”


20. Carolina P.
“I have known Carolina over 5 years now and she is one of the most wonderful persons I’ve met, she’s very loving and caring and loves animals.”
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 pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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.
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 May 2025 was about $20 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 May 2025, there are 824 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, 86% 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 824 pet sitters in Annapolis on Rover, so you’re sure to find the perfect match for your pet! In Annapolis, 100% of pet sitters offer daily exercise, 98% offer medication administration, and 89% 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.
