Pet Sitting in Annapolis

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Annapolis pet sitters

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Karina T.
Verified Background Check
Karina T.
from
$19
per visit
5.0 out of 5 stars
10 reviews
8 repeat clients
10 years of experience
Annapolis, MD, 21403

Karina is awesome! She arrives on time, replies in a timely manner, and will update me after the drop ins. I will use Karina again in the future and highly recommend!

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Mia U.
Sitter Profile Image: Darragh M.
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Darragh M.
from
$18
per visit
5.0 out of 5 stars
37 reviews
12 repeat clients
15 years of experience
Annapolis, MD, 21401

Darragh worked with me to come and meet and take care of my cat while I was gone for a week. He kept me up to date daily on how my cat was doing, very happy with his service.

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Matt L.
Sitter Profile Image: Lynn H.
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Lynn H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
17 reviews
8 repeat clients
40 years of experience
Annapolis, MD, 21401

Lynn has been amazing with my puppy—reliable, gentle, and attentive to his needs. I feel completely at ease knowing he’s in such caring hands!

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Claire M.
Sitter Profile Image: Katie F.
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Katie F.
from
$20
per visit
5.0 out of 5 stars
111 reviews
36 repeat clients
16 years of experience
Annapolis, MD, 21401

Katie, accommodated me with one days notice. She sent Pictures of My Jack Russell having a relaxing time in her home and was very easy to work with. HIGHLY RECOMMEND!

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Charlie F.
Sitter Profile Image: Beth W.
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Beth W.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
67 reviews
29 repeat clients
25 years of experience
Annapolis, MD, 21403

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.

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Jen B.
Sitter Profile Image: Sarah S.
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Sarah S.
from
$23
per visit
5.0 out of 5 stars
430 reviews
131 repeat clients
13 years of experience
Annapolis, MD, 21403

Sarah was prompt and easy to communicate with. She took great care of my bengal kitty. I’m so happy to have someone reliable I can use in the future!

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Amy T.
Sitter Profile Image: Alex K.
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Alex K.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
60 reviews
15 repeat clients
30 years of experience
Annapolis, MD, 21401

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!

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Ciri F.
Sitter Profile Image: Laura D.
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Laura D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
58 reviews
19 repeat clients
35 years of experience
Annapolis, MD, 21403

My kitties always love it when Laura comes over to take care of them. She clearly enjoys being with them too, and appreciates their very different personalities. I am very grateful to have found someone professional that I like and trust. Thanks so much, Laura!

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Margaret C.
Sitter Profile Image: Andrew P.
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Andrew P.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
65 reviews
18 repeat clients
15 years of experience
Annapolis, MD, 21403

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.

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Marymai Q.
Sitter Profile Image: Elizabeth W.
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Elizabeth W.
from
$20
per visit
5.0 out of 5 stars
3 reviews
3 repeat clients
7 years of experience
Annapolis, MD, 21401

About: Hi! I’m Liz — an animal lover with a flexible hybrid work schedule and years of experience caring for friends’ and family members’ dogs. I’ve also fostered before, so I’m comfortable with dogs of all breeds, sizes, and personalities. As a dog owner myself, I know how important it is to find someone you can count on. I take that trust seriously and always aim to make things stress-free while you’re away — with regular updates, photos, and plenty of care and attention. Whether it’s daily walks, drop-in visits, or overnight stays, I’m dependable, patient, and genuinely enjoy spending time with dogs. Your pup will be in great hands with me. I currently work a hybrid schedule. I work in the office on Wednesdays and Thursdays, and I’m home the rest of the week, which gives me plenty of flexibility for walks, drop-ins, and overnight stays. When I’m caring for pets in a client’s home, I always treat it with the same care and respect as my own. I stick to your pet’s normal routine — walks, meals, and downtime — to keep them comfortable and relaxed. I make sure doors and gates are secure, follow all instructions closely, and leave your home just as I found it. You’ll get regular updates and photos so you always know how your pet’s doing while you’re away.

Sitter Profile Image: Halsey C.
Verified Enhanced Background Check
Halsey C.
from
$22
per visit
5.0 out of 5 stars
6 reviews
4 years of experience
Annapolis, MD, 21403

Halsey did a great job of taking care of my cat Toby, would definitely hire her again for drop-ins! He was well-loved during a short trip while I was away.

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Sophia C.
Sitter Profile Image: Alexia M.
Verified Enhanced Background Check
Alexia M.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
22 reviews
13 repeat clients
5 years of experience
Annapolis, MD, 21409

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.

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George G.
Sitter Profile Image: Sarah P.
Verified Enhanced Background Check
Sarah P.
from
$18
per visit
4.9 out of 5 stars
20 reviews
13 repeat clients
16 years of experience
Annapolis, MD, 21403

Sarah did an amazing job with Oreo during the 30-minute visit. She was punctual, attentive, and made sure Oreo was well taken care of the entire time. I really appreciated the updates and photos as it gave me peace of mind while I was away. Oreo seemed happy and comfortable, which says a lot. I’d definitely book with Sarah again and highly recommend her to anyone looking for a reliable and caring sitter.

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Trevor S.
Sitter Profile Image: Megan W.
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Megan W.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
64 reviews
33 repeat clients
10 years of experience
Annapolis, MD, 21402

Megan did an amazing job. She is very pleasant to communicate with and kept me consistently updated on my kitties. Megan went above and beyond and must have super Kitty powers as my shy kitties came out for love and affection on day one to see her. Will only rely on Megan moving forward.

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Matthew H.
Sitter Profile Image: Liza S.
Verified Enhanced Background Check
Liza S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
80 reviews
18 repeat clients
17 years of experience
Annapolis, MD, 21401

Liza first visit with Tater Tot was amazing! Her pictures and updates were great and left me feeling really good that my baby was in such great hands!!! I’m sure Tater Tot is going to look forward to spending more time with Liza!

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Jennifer L.
Sitter Profile Image: Bridgette R.
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Bridgette R.
from
$15
per visit
3 years of experience
Annapolis, MD, 21401

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.

Sitter Profile Image: Ciarra & Tariq J.
Verified Background Check
Ciarra & Tariq J.
from
$20
per visit
4.9 out of 5 stars
146 reviews
43 repeat clients
3 years of experience
Annapolis, MD, 21402

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.

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Ashley B.
Sitter Profile Image: Thomas R.
Verified Background Check
Thomas R.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
84 reviews
19 repeat clients
7 years of experience
Annapolis, MD, 21403

Thomas was great. Communication was excellent, and he went above and beyond expectations even with my cats being extra difficult. Thank you sir!

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Tate J.
Sitter Profile Image: Leigh Ann E.
Verified Enhanced Background Check
Leigh Ann E.
from
$19
per visit
37 years of experience
Annapolis, MD, 21403

About: I’ve cared for dogs of all breeds & sizes over the years. I am comfortable with puppies through senior age. Friends, family and clients have relied on me to feed, walk, play with, clean up after, and love their pups as if they were my own. I can administer medications, including injections, and sq fluids. I can practice obedience skills during my visits as well. I’m available for pet care visits on Wednesday, Thursday and Friday mornings as well as evenings and all day on Saturdays and Sundays. I am also available on major holidays. Mondays and Tuesdays are on a case-by-case basis. I am very safety conscious and will care for your pets as carefully as I would my own. I will follow whatever your normal household routine is so that your pets feel safe and comfortable. They thrive with routines! If they use a crate, need treats after potty breaks, want belly rubs after a meal, etc., I am there for it all!

Sitter Profile Image: Kevin W.
Verified Enhanced Background Check
Kevin W.
from
$14
per visit
8 years of experience
Annapolis, MD, 21402

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.

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Over 1,245
pet parents in Annapolis have booked pet sitting

Annapolis pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Hannah took excellent care of our senior kitty, spending time with him making sure he had his meds. Highly recommend

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Cody H.
Drop-In Visits
5.0 out of 5 stars

Leilani was amazing with my dog Cade. He’s almost 12 and he’s picky about who he likes and he loves her! She worked with how anxious he can be at first and sent wonderful updates and pictures! She took the best care of him. She gave me such peace of mind while I was away and is super sweet! I hope to rebook with her again soon!

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Chelsea W.
Drop-In Visits
5.0 out of 5 stars

Shelby is amazing! While we were out of town, she stepped in promptly when an unexpected issue arose with our original sitter. She eased our anxiety and took great care of our dogs. She is trustworthy, kind, and communicative; all traits you want your sitter to have. We are excited to work with her again in the future!

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Cathlene D.
Drop-In Visits
5.0 out of 5 stars

Andrew was timely, communicative, did everything asked, and successfully gave my senior cat her topical meds. I would book with him again without hesitation!

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Theresa D.
Drop-In Visits
5.0 out of 5 stars

Laura is great as always! Followed the care instructions we left and is very reliable. So glad we found Laura as a sitter!

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Rhea L.
Drop-In Visits
5.0 out of 5 stars

does a great job of sending pictures and responses quickly to text messages! I’m glad that my cat has someone that cares about him besides myself:)

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patricia m.
Drop-In Visits
5.0 out of 5 stars

Lynn was great with my hyperactive shelter dog Girly. I’m so glad I found her! Will use her again. 😊

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Patricia C.
Drop-In Visits
5.0 out of 5 stars

Sarah did an amazing job with Oreo during the 30-minute visit. She was punctual, attentive, and made sure Oreo was well taken care of the entire time. I really appreciated the updates and photos as it gave me peace of mind while I was away. Oreo seemed happy and comfortable, which says a lot. I’d definitely book with Sarah again and highly recommend her to anyone looking for a reliable and caring sitter.

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Trevor S.
Drop-In Visits
5.0 out of 5 stars

Halsey did a great job of taking care of my cat Toby, would definitely hire her again for drop-ins! He was well-loved during a short trip while I was away.

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Sophia C.
Drop-In Visits
5.0 out of 5 stars

Sara was great with Wally and Pip. She was reliable, communicative, and clearly attentive to both of their personalities. We loved receiving the photo updates and could tell they were comfortable and well cared for.

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Caroline J.
Drop-In Visits
5.0 out of 5 stars

Despite being in a new home with a new sitter the pups, my two English Cream Golden Retrievers took to Jenna like their long lost sister.

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Michael S.
Drop-In Visits
5.0 out of 5 stars

Megan did a great job taking care of my elderly cat while I was away and giving him his medicine. I would highly recommend her.

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Kathy K.
Drop-In Visits
5.0 out of 5 stars

Beth helped us out last minute to watch our cat, ReRe for a week. She made sure to make time to do a meet and greet with ReRe before we left. Like most cats she has multiple hiding places but Beth was able to spot her everyday and send a pic!

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Cyndi R.
Drop-In Visits
5.0 out of 5 stars

Alex is awesome! She is always reliable and consistent. She gives our pets lots of love and always cleans up any mess they may have made in-between visits. We love her!

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Kaitlin M.
Drop-In Visits
5.0 out of 5 stars

Madison is reliable, communicative, and caring with our dogs. We always have complete peace of mind when she’s watching them, and we’re glad to have found her. Highly recommend!

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Caroline J.
Drop-In Visits
5.0 out of 5 stars

She’s so great! Super communicative and flexible. We’ll definitely be calling again. Our kitty loves her! Thanks MaKayla’

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Catie C.
Drop-In Visits
5.0 out of 5 stars

Liza brought the tail wags and her calming energy and presence with my nervous beagle! Highly recommend!

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Heather M.
Drop-In Visits
5.0 out of 5 stars

Camden was the greatest with our two cats! Attentive, professional, and loved on them just like we would.

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Vicki S.
Drop-In Visits
5.0 out of 5 stars

Katie was a delight to work with. Very friendly and kind, a great communicator. Followed directions perfectly and went above and beyond by collecting our mail and taking out the trash. Would definitely recommend to others.

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Aaron T.
Drop-In Visits
5.0 out of 5 stars

Sarah did a great job caring for our kitty while we were out of town! She is very patient and loving and always super responsive/communicative! Thanks Sarah!!!

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Emily C.
Drop-In Visits
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How Rover works

  1. 1. Search

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  3. 3. Book & Pay

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The median cost per night for pet sitting in Annapolis is $22

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Sitters in Annapolis average 6
repeat pet sitting clients

Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Annapolis on Rover as of May 2026 was about $22 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

If you’re searching for a Annapolis pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet sitter before, learn more about how to do this in the Rover app or on your computer.

As of May 2026, there are 1,083 pet sitters in Annapolis. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 88% of Annapolis pet sitters respond in under an hour.

Pet sitters in Annapolis have an average of 12 years of experience. Pet sitters with repeat customers have an average of 6 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Annapolis.

Rover makes it easy to find Annapolis pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet sitter’s pets

There are 1,083 pet sitters in Annapolis on Rover, so you’re sure to find the perfect match for your pet! In Annapolis, 98% of pet sitters offer daily exercise, 100% offer medication administration, and 88% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.