Pet Sitting Annapolis
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Over 970 pet parents in Annapolis have booked pet sitting
Annapolis, Find top rated pet sitting
“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.”
“Very professional! Easy going. We had to make some changes to our booking. Sarah was very polite , flexible and understanding! She was super helpful! I highly recommend her for your pet!”
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.
“Beth had been wonderful! She sends lots of pictures and has taken great care of my two dogs over the past couple of months while we have been in and out of town. She is super responsive and very flexible. 100% would book again.”
“Andrew is the best. We’ve been fortunate enough to be able to book him on several occasions. He is great with communication, fabulous with our pets and al trustworthy. We feel so blessed to have him.”
“Harrison was great! He was super flexible and communicative. He also checked in a couple times before the drop ins to ensure he had all the necessary information to care for Guillermo. He sent multiple pictures and provided an update for each visit, which I really appreciate. Thanks Harrison!”
“Katie is polite & quick to respond! She did a drop in visit with my 1 year old black lab in my home. She sent pictures & updates. Would definitely recommend & would use her in the future again!”
“Stacie was AMAZING with our energetic Australian Shepard, and went above and beyond when it came to our care! She was timely, communicative, thoughtful about the weather, and ensured their time together was maximized with play, treats, and pets ♥️ We highly recommend Stacie to other families and hope to utilize her again! Thank you!!”
“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!”
“Hannah is great! She is dependable, friendly, and caring. She provided me detailed notes, photos, and even left the pet bowls clean. She took good care of my pets. Definitely recommend her! Will book again with her! Thanks, Hannah. :)”
“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!”
“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: I have been pet sitting since I was a freshman in highschool for members in my community. I have always loved pets and used to knock on my neighbors’ doors in elementary school offering to walk their dogs (and cats lol). I’ve taken care of pets of all sizes, ages, and breeds, and even multiple pets at once. I love to take long walks in general and would love to have a pup come with me! For house calls, I’m happy to spend some quality time with your pet and play with them. I am currently a highschool senior who starts school at 8am and is done by around 2:30pm. I am happy to wake up early to take care of a pet’s needs in the morning and am usually available after school to do so in the afternoon as well. I occasionally work from 3-6 after school or for a couple hours on weekends but will communicate with a pet’s owner if that comes up. I will be sure to pay close attention to your pet when taking them on a walk, feeding them, playing, or letting them outside to make sure they are safe.
“Pros: - Fed them - gave them meds - took them for potty - First time they came they stayed the fully scheduled amount of time - Willing to come to our house before scheduling so the dogs could meet them. Cons: - Only stayed between 12 and 17 minutes for three of the four drop ins - On the second night they didn’t get to our house until two hours after their scheduled time (we have security cameras in our house so we could see). I messaged them and tried calling but they never responded and the call went straight to voicemail.”
The median cost per visit for pet sitting in Annapolis is $20
Pet parents share their Rover experiences - Annapolis
Thomas was EXCELLENT with Sheena!! He is very attentive and conscientious in his care. Communication is superb and timely, and he was consistent with the times of his visits. Our old girl did well with Thomas in charge. We will be contacting you again when we need care for Sheena. Thank you!
Margriet is fabulous. She is always punctual, reliable, and responsible, which gives me great peace of mind when I’m away. Most importantly, I can tell that she really cares about my dog and treats her with kindness and affection. I feel very blessed knowing my dog is safely in her care. Highly recommend!
Delaney has watched our cats twice now and has done a fantastic job. She sends detailed updates with pictures of her spending time with them, and she’s somehow gained the trust of my most skittish cat. It is a huge comfort knowing that my cats are in good hands when away for several days!
Leigh was very attentive with Karen! She played with her, spent time with her, wrote thorough reports on their time together, and was overall very communicative. She even left Karen a toy (which she loves, thank you!!!) Leigh went above and beyond and I would absolutely book her again.
Megan was absolutely amazing with Oreo! She was incredibly kind, reliable, and made us feel completely comfortable leaving Oreo in her care. She kept us updated throughout the stay and sent plenty of pictures, which we really appreciated. Oreo looked happy, relaxed, and right at home with her. It was clear that Megan genuinely cared about her and treated her like one of her own. We would absolutely book with Megan again and highly recommend her to anyone looking for a trustworthy and caring sitter!
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.
Meet local sitters who will treat your pets like family
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 - Annapolis
Select a filter and find qualifying sitters offering pet sitting.Sitters in Annapolis average 7 repeat pet sitting clients
FAQs for Drop-In Visits - Annapolis
Frequently asked questions about Rover
The average cost for Pet Sitting in Annapolis on Rover is $22.2 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Pet Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Sitting. For more information on service fees, click here .
As of September 2026, there are 13,079 sitters on Rover offering Pet Sitting across Annapolis. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Annapolis stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
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 Annapolis. On Rover:
- 90% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 95% 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
Connect anywhere with the Rover app
