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 530 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.
“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.”
“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.”
About: Hi! I’m a lifelong dog lover who grew up with dogs and has years of experience caring for pups of all ages, from playful puppies to sweet seniors! 🐾 Whether it’s walks, potty breaks, or drop-in visits, I’ll make sure your furry friend feels happy, safe, and loved. I’ll treat your pup like my own! ❤️ I’m available for dog walking and drop-in visits Monday–Thursday from 4 PM–9 PM, Fridays from 3 PM–10 PM, and all day on weekends! 🐾 I’m happy to help keep your pup happy and cared for while you’re away! Your pet’s safety and comfort are my top priorities! I’ll follow your pet’s normal routine, make sure doors and gates are secure, and always use a leash during walks. I’ll provide plenty of attention, fresh water, and care while respecting your home and your pet’s individual needs. I’ll treat your furry friend like my own!
“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.”
“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!”
“Leticia did a great job taking care of my cat Madison. Madison is a loner and doesn't warm up to people but he trusted Leticia from the start. I loved the photos and videos that she forwarded to me. It gave me peace of mind to know that he was well cared for. I hope that Leticia will be available the next time I need to be away from home for an extended period of time.”
“It feels great knowing that Ava had my cats in excellent hands while I was away. She is very accommodating, caring, and knowledgeable. Would certainly seek her help again!”
About: I've had dogs my whole life and love playing with and training them. I unfortunately lost Axel, my shepherd/husky mix, last year. But I still have Harley (technically my boyfriend's, but we've lived together 3 years now). Harley is a sweet, 4-year-old, 40 lb spayed female mystery mix who loves to play, especially with other dogs. We go for lots of walks each day and we like playing, learning and practicing tricks. She knows the basics and can also spin, place, go around you, and now we're practicing crawl. I think people could learn a lot from dogs if they paid more attention. I've started dog sitting for neighbors the past few years and always enjoy getting to know new dogs. One of my favorite dogs I've cared for is Goose, a 5-year-old male Chesapeake Bay retriever. I also work managing a restaurant in town and do graphic design part-time from home as well. I'm currently not working a regular 9:00 - 5:00 job, so I'm available most days and times of the week. I usually have some availability for last minute walks as well. I live in an apartment downtown in Annapolis. We currently do not have a yard; however, we go for a lot of walks and still spend a lot of time outside at parks and just hanging out in front of the apartment to people (and dog) watch. I have a crate, and my dog is crate-trained, so if/when your pup is over, I'm prepared to separate them if needed.
About: The Cockapoo I rescued from a horrible shelter in Oxford, NC lived to be 21yrs old. Had dogs all my life, friends have often entrusted me to watch their pets while they vacationed. Now happily married (we got married at the Senior Dog sanctuary in Severn), my wife Lydia has rescued and cared for many dogs since childhood. While I get to work from home (i.e will be able to tend to your dogs' every need, she has to run out to "make money" for milk bones and will assist during the evenings and on weekends. We love to take our dog to Quiet Waters park and with your permission, will take yours as well. Our home (albeit small) has a fully fenced yard. Tips are greatly appreciated - we provide much better service than any kennel! I am fortunate to be able to work from home and will be able to tend to your dogs' every need (while also caring for my 4yr old Chocolate Lab). We have a fenced yard, there will be a friendly 4yr old Chocolate Lab here for company. My friends consider me to be the dog whisperer, known to be reliable, loveable and patient. Your dog can come along on walks, visit Quiet Waters, and could even come to the family farm - which our dog loves.
About: Hi! My name is Hannah, I have been a pet care provider part time for many years and now it is becoming my full time job. I have been a dog walker for several years and have experience training puppies. I love animals and I have been a pet owner my entire life, two dogs and a cat. I have experience caring for multiple high energy animals at a time. I like to go on hikes and would love to bring your pets along! I have cared for many senior dogs that need extra attention as well. I have a lot of experience pet sitting for dogs that need medication and can accommodate any of your pets needs. I can't wait to meet your pets!
“Diana was amazing. She was on time and sent photos. She was easy to reach out to and we felt really good about having our dog taken care of by her. We especially were pleased with her coming to meet us. I would highly recommend her. We hope to use her again.”
The median cost per visit for pet sitting in Annapolis is $20
Pet parents share their Rover experiences - Annapolis
Katie was wonderful to work with. She was very communicative, responsive and was great at getting to know and work with our sensitive cats. Even our grouchy cat opened up to her. She was also flexible in accommodating medication routines, the needs of a senior cat, and kind details like putting squirrel and bird food out to keep our cats entertained while we were away. We will definitely book with her again!
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!
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.
How to book pet sitting
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 Pet Sitting - Annapolis
Frequently asked questions about Rover
The average cost of Pet Sitting in Annapolis is $22 per visit as of November 2026. Most bookings cost between $16 and $29 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of November 2026, there are 12,946 sitters on Rover offering Pet Sitting across Annapolis. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
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:
- 84% of sitters can help with special care needs
- 90% can help with giving oral medications or injections
- 93% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.
sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
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