Dog Sitting in Annapolis
Book a Annapolis dog sitter to watch your dog in your sitter’s home or yours.

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Top rated Annapolis dog sitters

“Baylie took such great care of my sweet boy and was able to accommodate us on short notice. She sent tons of cute pictures, left detailed notes for each visit, and went the extra mile to make sure Guillermo was comfortable and happy. I will absolutely be reaching out for future bookings. Thanks Baylie!”


“Heather is wonderful. She gave me peace of mind while I went away for three weeks on a vacation. My pets are very happy annd healthy and were well taken care of. Heather is very dependable, sends daily photos, and is a very nice person. I can’t thank her enough!! Highly recommend!!”


“Arem is great, he took care of my dog every Tuesday, and Thurs. Arem is quick to respond to messages, is a nice nice person. He was very kind to my dog, and always on time. Don’t hesitate to use him.”


“Stella was great! On time, good communication and took great care of our dog”


About: I am a true animal lover. I think animals become our family and I want you to feel comfortable that I will treat your pet like my own went in my care. I have experience with many kinds of animals, dogs, cats, hamsters, and reptiles. I am patient and kind and love to get to know your pet. This is currently my only job, so my schedule is very flexible. I am available morning, afternoons and evenings for visits. I can help on weekdays or weekends. I first get to know your pets basic needs, ensuring their safety, and offering enrichment. This includes feeding, providing fresh water, ensuring proper elimination, creating a safe and comfortable environment, offering exercise and playtime, and attending to any medical or behavioral needs. I am comfortable with small and large dogs as well as small pets and reptiles.

“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!!”


“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: HI, I'm an active, animal-loving mom of 2 grown boys with 12 years experience of caring for my own rambunctious dog, who passed away last year. I also love to walk! What a great opportunity to combine 2 loves :) I will treat your dog with the utmost care and follow your specific instructions to keep their routine. I will be sure to give them all the attention they want! I am responsible & reliable and can't wait to meet your pup! I have flexibility from 8am-5pm Monday through Friday and can walk your dog 1-4 times per day. Depending on the weekend, I may have some availability in the mornings then as well. Same applies to dog/cat drop-in visits. Currently I’m only dog-walking and doing pet check-ins. When I'm in your home, I will be very respectful of your space. I will also treat your pets as if they were my own and will be sure to keep them safe & happy. Please ensure your pet has up to date vaccinations-thank you!

“overall, good person to watch my cat. I think there was some confusion as to how long I had initially hired for each visit. I had a lot of apprehension, leaving my cat alone overnight for the first time the pictures in the communication helped a lot.”


“Alyssa did an awesome job caring for my puppies. She was a great communicator and sent great pictures. I requested her pretty last minute but she was very responsive and I would recommend her to anyone!”


“Dejah took excellent care of our two cats. She was very communicative and always responded quickly to messages. She provided great updates each day and clearly cared for our cats as if they were her own. We will happily ask Dejah to look after our cats in future.”


“Sarah was great! She did a drop in with my lab. He was happy and calm when I arrived home after her visit. Sarah was friendly, prompt and very comfortable with a large dog! I would recommend her to take care of your fur baby!”



About: I’ve had animals growing up all of my life including goats, horses and dogs from small to large. I have experience in both their care and for understanding their needs through hand on situations and passion. I especially love dogs because of their loyalty, love and tail wags! I’ve had my current dog from a puppy for the last year and a half and have loved seeing her grow! Your dog will always be the only dog I am watching along with mine and you can rest assure that your pup is well taken care of! I only am only available weekends with occasional changes upon request and that’s simply so that I can devote myself to being with your pet for as much of their stay as I can provide. My husband also is in the house will assist in any care needs, as he is passionate about dogs as well :) I typically take my dog on walks 4-5x a day or fetch sessions in the yard and can adjust scheduling as needed. My dog is friendly (very) with dogs of all shapes and sizes, is up to date on all shots and vaccinations, and has no history of violence. We are a pet friendly household that can accommodate crate training or more spoiled pups who enjoy being on the furniture as much as my Ellie does. I heavily respect rules and any needs/boundaries that you may have with caring for your pet all within good reason.

About: I’ve grown up with rescue dogs my whole life and currently have a 3-year-old rescue named Wally. I know how important it is to have someone you trust with your pets. I love taking dogs for long walks (get both of our steps in!) and making sure they get the attention and care they need while you’re away. Whether it’s a quick stroll or some extra belly rubs, I’m here for all the walks, wags, and pets! I currently work remote from home so I have a flexible schedule. I’m available for long and short walks and belly rubs while you’re away! I have a fenced in yard and a 3 year old rescue hound mix that loves friends to run around with. I love long walks with the pups around Annapolis taking in the scenic views.

About: I currently have 2 loving labs, one is 12 enjoying his golden years and one is 3 keeping us all energized! I understand the range of activity & care required for any phase in your dogs life. For me, my dogs are my everything and my routine really goes around theirs. They are my morning alarm clocks and reminder to get all my steps in with every walk. Dogs are simply the best and I enjoy all the time I can get 💛 I’m more than happy to come to your home and give your fur babies a walk, a meal, a treat, or some snuggles. While I do have a fenced in yard at my home and my labs are gentle giants, I prefer to bring pets into my home on a case by case basis. I’m pretty active and have a flexible schedule.


“Jenna was very responsive. She respected my home but more importantly she took care of my 2 kitties for about 10 days. She made sure all their needs were cared for (fresh water, food and clean litter). I felt good about leaving them with Jenna.”


“Amber was great from the start! The initial visit was easy and reassuring. Amber will definitely be my go to when it comes to good care for Winston!”


About: Mostly I grew up with pets I had many dogs and cats I have patience I also like to play with them walk, run and I got attached easily For now I have a full-time job, but I have time in the afternoons and I usually go for a walk and I would like to take them for a walk to play or distract themselves so they are not bored The truth is I don't have much space to take care of him in my house but I can take him for a walk or take care of him instead it would be great

“Last time we left our cat Felix while we traveled, he seemed a bit anxious, so this time we wanted someone who made us feel super comfortable leaving Felix again. We're so glad we found Brina and she was available to sit for Felix during our dates! She spent more than the usual time during our meet and greet making sure she understood all aspects of sitting for Felix (and our home) and was so good about communicating with us leading up to and during our trip. I would give her 6/5 stars if I could.”



About: Hi! My name is Alyssa and I am a 20 something professional who has grown up in Annapolis and moved back as an adult. I have been pet sitting since I was 10 years old and spent 3 years as a dog walker. I have had several pets in my life; a horse, a rabbit, 4 dogs, kittens, and several fish. I love animals more than people, especially my 5 year old Doberman mix! I am dedicated, responsible, and looking to make your pet feel at home while you are away! I know it’s stressful leaving your dogs with someone else while you leave, and I have the highest standard for people who take care of my dog while away, so I’ll be sure to apply the highest of standards when taking care of your pup as well! Pets rule the roost around here! When I’m watching your pet(s) or just have a day with my own, my daily schedule revolves around their needs. I have a fenced in yard with a friendly fixed male dog. We incorporate lots of walks, playtime, and enrichment (puzzles, frozen treats, training, etc.) into our daily lives.
Loving dog sitters in your neighborhood
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Baylie A.Star Sitter

“Baylie took such great care of my sweet boy and was able to accommodate us on short notice. She sent tons of cute pictures, left detailed notes for each visit, and went the extra mile to make sure Guillermo was comfortable and happy. I will absolutely be reaching out for future bookings. Thanks Baylie!”


Heather B.Star Sitter

“Heather is wonderful. She gave me peace of mind while I went away for three weeks on a vacation. My pets are very happy annd healthy and were well taken care of. Heather is very dependable, sends daily photos, and is a very nice person. I can’t thank her enough!! Highly recommend!!”


Arem A.

“Arem is great, he took care of my dog every Tuesday, and Thurs. Arem is quick to respond to messages, is a nice nice person. He was very kind to my dog, and always on time. Don’t hesitate to use him.”


Stella N.Star Sitter

“Stella was great! On time, good communication and took great care of our dog”


Tiffany O.
“Tiffany is the absolute best! She has done drop ins with our dog three times now. She is always on time, communicative (much more than other sitters I’ve found), and our pup loves her! I never have to worry when I book her. Can’t say enough good things and look forward to working with her again.”


Stacie Z.

“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!!”


Alex K.Star Sitter

“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!”


Kristine A.
“Kristine has taken great care of my dog while we were away for many years now. She treats my dog as if he were her own. She is very professional and attentive making sure that he gets his medications, his food, his treats and always has plenty of water. She is always very loving with Roscoe and they have developed a bond. He really looks forward to Kristine dog sitting. I'm sure you will have a very positive experience with Kristine, just as we have!”


Corinne C.

“overall, good person to watch my cat. I think there was some confusion as to how long I had initially hired for each visit. I had a lot of apprehension, leaving my cat alone overnight for the first time the pictures in the communication helped a lot.”


Alyssa B.

“Alyssa did an awesome job caring for my puppies. She was a great communicator and sent great pictures. I requested her pretty last minute but she was very responsive and I would recommend her to anyone!”


Dejah P.

“Dejah took excellent care of our two cats. She was very communicative and always responded quickly to messages. She provided great updates each day and clearly cared for our cats as if they were her own. We will happily ask Dejah to look after our cats in future.”


Sarah S.Star Sitter

“Sarah was great! She did a drop in with my lab. He was happy and calm when I arrived home after her visit. Sarah was friendly, prompt and very comfortable with a large dog! I would recommend her to take care of your fur baby!”




Shelby B.
“I treat my dog like I treat my children, so when I found Shelby to watch my little Steve while I was away on business, it was a blessing in disguise! Shelby's attention to detail, warmth, and patience with my Chihuahua- Beagle mix is unmatched when compared to other sitters I have had in the past. Steve doesn't always cooperate with others, but he clicked with Shelby the minute she walked through the door. She treats your dog the way you treat your dog. You can really see how she truly cares for dogs through her friendly, playful, and affectionate interactions with them. Her overall professional demeanor and thoroughness makes her a fantastic dog sitter for anyone who loves their dog!”


Christine T.
“Christine is very dog loving! She does a fantastic job watching our dogs. She is a skilled dog walker and always makes sure the dogs are comfortable and having a good time. Christine is also a dog owner so she takes her relationships with dogs very seriously. I would highly recommend using her for your dog needs!”


Meghan H.
“Meghan is always great with our big, Great Dane Tina and loving toward our cat Maddie! She is always timely, flexible, and very responsive. Highly recommend Meghan!”




Jenna C.

“Jenna was very responsive. She respected my home but more importantly she took care of my 2 kitties for about 10 days. She made sure all their needs were cared for (fresh water, food and clean litter). I felt good about leaving them with Jenna.”


Amber C.

“Amber was great from the start! The initial visit was easy and reassuring. Amber will definitely be my go to when it comes to good care for Winston!”


Javier H.
About: Mostly I grew up with pets I had many dogs and cats I have patience I also like to play with them walk, run and I got attached easily For now I have a full-time job, but I have time in the afternoons and I usually go for a walk and I would like to take them for a walk to play or distract themselves so they are not bored The truth is I don't have much space to take care of him in my house but I can take him for a walk or take care of him instead it would be great


Brina B.

“Last time we left our cat Felix while we traveled, he seemed a bit anxious, so this time we wanted someone who made us feel super comfortable leaving Felix again. We're so glad we found Brina and she was available to sit for Felix during our dates! She spent more than the usual time during our meet and greet making sure she understood all aspects of sitting for Felix (and our home) and was so good about communicating with us leading up to and during our trip. I would give her 6/5 stars if I could.”




Alyssa M.

“Alyssa is great with all animals from rabbits to horses but especially dogs! Thanks Alyssa for taking such great care of our 3 dogs over the years. They even let you bathe them, which isn't the easiest! They love your snuggles and walks. ”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs 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 dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.
Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Annapolis.
Rover makes it easy to find Annapolis dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:
- Dogs of all ages and abilities, including puppies
- Dog parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their dog sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog 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 dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.
