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 865 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.
“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.”
“Laura is, quite simply, wonderful. We were out of the country and were happy to find a pet sitter who was trustworthy, responsible (way above and beyond the basics) and artfully communicative. We were thrilled to be able to share Laura's super descriptive Rover cards with the cats' parents (we are the grandparents), as well as plenty of pictures. It was very reassuring to know that someone who really enjoys pets was around to interact with the cats. Although the cats have really different personalities, Laura was able to connect with super-shy Laska and rascally rambunctious Bagheera. She even donated a feather toy that her own kitty is too old to play with to Bagheera. Somehow, she managed to take pictures of him playing with it while she played with him. Not easy. In addition, she watered plants, picked up mail, and brought in packages as needed. Best of all, if there had been any kind of emergency, Laura would have been there to handle it. Total trust. Simply wonderful.”
“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.”
“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!”
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
“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.”
About: I get a lot of pleasure assisting busy professionals with their pet sitting needs. I provide a nurturing and loving environment for your special pets in a very tranquil setting. Your pets will be treated as if they were my own. My husband and I will treat your pet with the utmost care and attention. References available upon request.
About: Hi everyone this is an update as of July 2026. I am a retired American Airlines Flight Attendant. I like to travel, do volunteer work, workout, meet my good women friends for coffee, lunch, etc, and spend time with my partner (a retired pilot). We occasionally sit together and he enjoys all my lovable pets as much as I do. I am about as risk free and responsible as they come! Hopefully, I can help out those who need pet/ house sitting. Also available if you just need someone to come for a few hours. These services are for dogs under 20 lbs and cats. If you have larger dogs that do not require walking, I can let them in and out (if you have a fenced in backyard) play with them, exercise, feed, water, meds, etc. Otherwise, if they need walking I need to stick to the under 20lbs. I can sit and housesit/ visit cats also, my only request is that there is a room for me to sleep in that the cats do not use. Yes, I am slightly allergic and I do wear my mask when brushing them. I have unfortunately, put my Bichon/ Maltese of 16 years down about 4 years ago. So I do not own a dog or cat at present. She had a collapsed trachea and some heart issues and was starting to have high risk seizures at 16. Hence, I am familiar with elder dogs and giving them medications. Before Maddie I had a female golden who lived to be 15 and 1/2. I have also owned two cats over my lifetime. Thank you for your interest and let me know if I can help you out. Also feel free to ask me any questions you may have. I am retired with a couple of hourly volunteer positions and I travel on occasion. Consequently, I have plenty of time to give your dog(s) or cat(s) special attention! Unfortunately, I cannot have the Fur babies over to my house because of my landlord's restrictions, but more than willing to come by to let your dog out for exercise, walk, feed, water, snuggle, and give medications. I can also spend the night while you're on vacation, Check your mail, water plants, take animals to vet if needed, etc.
About: As someone who loves to travel, I know the importance of having trusted and communicative pet care. I have had two cats for 12 years and was lucky enough to become a dog mom when my husband I met 4 years ago. I have experience with walking and caring for our friends pets as well. I have a hybrid work schedule, so my availability is flexible for you and your fur baby’s needs. I can do early mornings, lunchtime, evenings, and overnights. We have a fenced in backyard that our dog enjoys and a covered porch that our cats enjoy. We can accommodate any animal and separate all the animals if feeding time is an issue.
“Hahahaa your review made me laugh. Chino is my sweet baby boy. He’s not really a baby anymore, more like a mischievous teenager haha! I’m happy you caught him! Thank you for that! And thank you soooo much for helping with Daisy on such short notice. I’m sure you made her night.”
About: Recently I moved away from my two big, affectionate, quirky dogs who have given me lots of dog experience: playing, walking, dog beach days, hikes, and just hanging out giving dogs the individualized quality time they deserve. Having grown up with pets, my experience is thorough, my personality is calm, quiet and attentive. I have experience with walking and caring for dogs other than my own and with overnight dog sitting, nannying for families with dogs, and spending time with dogs we have watched at our house for other families. Pets should get intentional and quality time, love, and play time, and I am a very patient, responsive, and dedicated person who would love to help out in giving this to your dog/s! I’d love to be available to meet and care for the pups you care so deeply for in your busy times. Dogs fill my cup! I am available and flexible. Willing to work with whatever you may need. Weekends, weekdays, mornings, daytime, evenings, I will coordinate with my schedule and yours as well, contact me to discuss availability. Most importantly I can honor owner's requests. Time spent meeting and learning your pet is always helpful and preferred before caring for them. Depending on the service, let’s discuss your thoughts!
About: All my life, I’ve owned and cared for dogs, cats, rabbits, and hamsters, so I’m comfortable with pets of different sizes, personalities, energy levels and routines. I have experience in handling reactive dogs of all sizes as well as couch potatos. You can count on me to follow any specific feeding routines and dietary needs, as well as administering medications. Pups, kitties, bunnies, and everything in between are welcome! I'm currently working a flexible part-time schedule which gives me plenty of time to walk your reactive pup, play with your crazy cats, or sit (and crochet) while keeping your pets company! Most pets don't want strangers in their space! I pay close attention to body language, and let them set the pace so each visit feels as safe and comfortable as possible. When staying in your home, I follow your pet’s routine closely, including feeding, waste cleanup, playtime, medications, and as many walks as requested. I keep your home secure, never invite guests over, follow household instructions, and always clean up after myself.
“Karen was great for our drop-in visit with Chicken. She’s a great communicator, and keeps us in the know about dog behavior. She took a charming photo of chicken enjoying the outside. Much thanks Karen!”
About: I’m a mature woman with professional and life experience. I’ll treat your pets and home with great integrity, thoughtfulness and care. As a former pet mom of 20 years, I can promise your beloved will be in trusted and experienced hands! I love walking and I love dogs- your pup will enjoy his or her time with me! Big or small doesn’t matter- just looking for friendly, loving pups! Also a total cat lover and can’t wait to give yours some pets and cuddles! I am confident in doggy commands and very tidy in another’s home and spaces. I look forward to caring for your pet as if they were my own- making their time away from you as fun and engaging as it can be- so you’ll return home to a happy and well-cared-for 🐶 or 🐱 ! I have a small clothing line and do freelance work. I love dogs and the park so thought I’d try offering my service here again! (Haven’t since 2019!) I have tons of experience with dogs and cats and they tend to really trust me. I am always overly cautious with allowing dogs to interact while on a walk just to keep everyone 🐾 safe! ❤️
“Diana was absolutely wonderful with our dog and cat! Our dog is older, very anxious with new people, and takes several medications. Diana put her at ease, and handled her so well that we had no worries while we were away. Our cat is a super chill boy, who loved his time with Diana. Diana sent many great pictures and updates so that we could rest easy during our trip. It is so rare that we find someone to care for our pup who she can actually relax around, and we are so happy to have found Diana. We will definitely be using her services 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!
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.
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 on Rover is $22 per visit as of October 2026. Most bookings cost between $16 and $33 per visit. 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 October 2026, there are 13,016 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 .
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 , 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:
- 85% of sitters can help with special care needs
- 90% can help with giving oral medications or injections
- 94% 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 .
sitters on Rover set their own , 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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