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 963 pet parents in Annapolis have booked pet sitting
Annapolis, 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.
“Heather always does a great job and my sweet Luna loves her! We will have her as our pet sitter in the future again. Gives me peace of mind knowing my kitty is taken care of by someone great!”
“Hannah did a great job checking in on Arlo while we were out of town. She provided great updates and made sure to give him attention and affection. She was also very communicative and provided helpful updates after each visit. Highly recommend!”
“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.”
“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.”
“Jacqueline was the perfect caregiver for our two kitties! She's loved by our cats, and she is so responsive and helpful -- we never have to worry about the kitties when we are away!”
“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!”
“Kathryn came and watched my Baby Boy on a very last minute notice and as always, did a wonderful job. Kathryn was exceptionally accommodating and really helped out in a tight spot. I will most definitely be requesting Kathryn in the future.”
“Absolutely wonderful. Very flexible and did amazing with my senior doggo. My dog is very weary of new people but she Absolutely loved her. My cat who is afraid of literally EVERYONE warmed up to her as well. I was so nervous about leaving my babies and she did amazing with setting me at ease. Would 1000000% recommend especially with senior pets!.”
“Alex was fantastic with our dog Odin, and just a pleasure to work with! She made herself available for us on short notice and went beyond the call of duty to keep us up to speed with photos and videos of each visit. She's professional, communicates very well, and is a natural with animals!”
“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!”
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.
“Andrew is always reliable and is punctual when needed. He has a passion for pets and pays attention to every detail related to the walk. I will continue to use Andrew in the future and I highly recommend him for all your pets needs.”
“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.”
About: Adopted 2 Newfoundlands over 20 years, groomed so much fur I could knit a sweater! I understand what Dogs need! Making canines happy until you get home. Availability all week as I am currently not working and would love to walk your dog and make sure they have water and food during the day Experienced in socializing and training pups. I can help keep the manners in check for your pet, whether walking or sitting or staying. Treats are encouraged
“Thanks Phoenix. Reliable, got the job done well and a caring person to trust with my cat visits. I appreciate you watching my kitty kid and will be in contact again for your great services ASAP.”
The median cost per visit for pet sitting in Annapolis is $20
Pet parents share their Rover experiences - Annapolis
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!
Jacki did an amazing job checking in on my diabetic cat and making sure she was comfortable, well taken care of, and had her medication while I was away. She was very attentive and always left nice notes and pictures after each visit. Highly recommend and will definitely be booking next time I’m away!
Halsey was amazing! She took great care of our big, but sweet dog, Camden and provided lots of pictures and details of all their walks. She was very communicative and I knew our boy was in great care with her! We would love to have Halsey come back and care for Cam!
Stacie was great and I’d absolutely book with her again. She was flexible, communicative, and clearly took great care of my cats while I was away. She went above and beyond to make sure everything was handled, kept me updated, and gave me real peace of mind during my trip. It was obvious from the updates and from how my cats acted afterward that they were comfortable with her and well cared for. I really appreciated her attention to detail and the care she put into everything. Highly recommend.
Lynn did a great job caring for my two cats while I was away. She gave me peace of mind knowing that nugget was being well cared for and receiving his medications as scheduled. I would for sure recommend her to anyone looking for a reliable and caring pet sitter.
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.
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 July 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 July 2026, there are 13,144 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
- 96% 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.
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