Pet Sitting in Annapolis

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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What size are your dogs (lbs)?

Search Results

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Susan S.
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Sitter Profile Image: Susan S.
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1. Susan S.

Dr. Dolittle- talks,walks, cuddles
Annapolis, MD, 21401
0.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
19 reviews
7 repeat clients
from
$20
per visit

Susan is AMAZING! Our kids are never happy leaving our boy with a non family sitter, but when I told them Susan would be back they got very excited. They knew he would be well cared for and snuggled as much as if they were home. If we could, we would give her 100 stars!

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Sitter Profile Image: Pam J.
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Sitter Profile Image: Pam J.
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2. Pam J.

Every pet client is #1 to me!
Annapolis, MD, 21401
4.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
32 reviews
12 repeat clients
from
$18
per visit

Pam has such good fur-mom energy, my kids and I loved her at first sight! It’s very reassuring to know that her work ethic is even better than first impressions: she was meticulously on time, diligent about starting and ending the Rover tools that help me stay on top of my fur-babies when I’m away from home, she was spot-on attentive to my care instructions and went FAR above-and-beyond to picking up a hairball that turned up unwelcome and unannounced (don’t they all?!). Can’t recommend highly enough. Thank you, Pam!

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Sitter Profile Image: Carolyn M.
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Sitter Profile Image: Carolyn M.
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3. Carolyn M.

Rover 101
Animal lover w/ flexible schedule!
Annapolis, MD, 21403
1.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
59 reviews
15 repeat clients
from
$22
per visit

Carolyn, did such a good job with Penny and it was a great weekend penny had with her and she send a lot pictures, and reports about penny behavior and how she was doing and when Carolyn spend time with Penny after her walks. It was a first time with Carolyn and she did awesome we will definitely have her again !! Thank you ? ??K,A.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Andrew P.
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Sitter Profile Image: Andrew P.
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4. Andrew P.

Caring, animal-loving PA
Annapolis, MD, 21401
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
12 repeat clients
from
$19
per visit

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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ciarra & Tariq J.
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Sitter Profile Image: Ciarra & Tariq J.
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5. Ciarra & Tariq J.

All fur babies welcome!
Annapolis, MD, 21402
0.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
123 reviews
32 repeat clients
from
$15
per visit

Ciarra is amazing! She came last minute when my family and I could not get home. She also left a very sweet Christmas gift for my pups. My friend also needed a sitter last minute and Ciarra had no problem taking care of my friends pup too! We are so grateful for Ciarra’s devotion to pups. I highly recommend Ciarra and her family if you are looking for a dedicated, professional pet sitter.

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Sitter Profile Image: Jenna C.
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Sitter Profile Image: Jenna C.
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6. Jenna C.

Loving Petsitter Welcomes All
Annapolis, MD, 21401
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
50 reviews
21 repeat clients
from
$25
per visit

We used Jenna for a meal-time drop in visit while we were out of town for a day. Jenna was so helpful and so good with our girls. She was completely reliable, let me know when she was coming by to feed them and even took pictures for us. Our one dog is shy and has diabetes requiring medication, including an injection at meal times - Jenna handled it all like a pro. We are so relieved to have found a reliable, skilled person to help with our girls! We will definitely be booking Jenna again in the future! Thank you Jenna!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Laura D.
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Sitter Profile Image: Laura D.
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7. Laura D.

Experienced, Joyful Pet Care
Annapolis, MD, 21403
0.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
33 reviews
8 repeat clients
from
$25
per visit

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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Melissa & Zachary H.
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Sitter Profile Image: Melissa & Zachary H.
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8. Melissa & Zachary H.

Family of 5 with love to give!
Annapolis, MD, 21402
0.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
23 reviews
6 repeat clients
from
$15
per visit

Melissa and Zach did a great Job taking care of my Pups while home over the weekend. They sent great updates and lots of pictures to make sure I was getting excellent communication about how my pups were doing!

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Sitter Profile Image: Alina L.
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Sitter Profile Image: Alina L.
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9. Alina L.

Rover 101
yard, next to the park and dog park
Annapolis, MD, 21403
1.4 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
150 reviews
48 repeat clients
from
$22
per visit

Alina is the perfect pet sitter. She takes care of my unfriendly cat and my cat loves her! Your pet (cat or dog or other pet) will be in the very best hands with Alina.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ava M.
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Sitter Profile Image: Ava M.
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10. Ava M.

Animal Lover & Former Vet Tech
Annapolis, MD, 21401
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
34 reviews
9 repeat clients
from
$30
per visit

Great with both of my dogs. Would definitely recommend her services to those looking!

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Sitter Profile Image: Elizabeth G.
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Sitter Profile Image: Elizabeth G.
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11. Elizabeth G.

Don’t Stress, I’ll take care of it!
Annapolis, MD, 21403
2.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
11 repeat clients
from
$14
per visit

Elizabeth was very prompt and professional. My pets are not used to me leaving and she went above and beyond what was expected for each visit. I felt like she was really paying attention to both of my pets specific needs and personalities. She was very flexible with my requests and worked with me to accommodate my pets. I will request her services again if I go out of town.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sarah S.
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Sitter Profile Image: Sarah S.
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12. Sarah S.

For the Love of Dogs <3
Annapolis, MD, 21403
1.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
294 reviews
107 repeat clients
from
$23
per visit

Very professional! Easy going. We had to make some changes to our booking. Sarah was very polite , flexible and understanding! She was super helpful! I highly recommend her for your pet!

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Sitter Profile Image: Katie S.
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Sitter Profile Image: Katie S.
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13. Katie S.

Flexible & excited to meet new pets
Annapolis, MD, 21401
0.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
26 reviews
8 repeat clients
from
$18
per visit

Katie took excellent care of our cat. She was very responsive and prompt in replying to messages. Our trip was shortened and we ended up not needing a cat sitter for all of the days we'd initially specified. Katie was flexible and was able to update the booking so we didn't have to pay for the days we didn't need help. All in all, working with Katie was easy and pleasant. Couldn't recommend her more.

Sitter Profile Image: Katlin C.
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Sitter Profile Image: Katlin C.
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14. Katlin C.

Teacher and lover of all critters!
Annapolis, MD, 21401
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
42 reviews
10 repeat clients
from
$20
per visit

I've never used a cat sitting service before and Katlin is now the gold standard for me on what an outstanding cat sitter should be. She sent notes and photos daily and kept me apprised of how Cedo was doing throughout the week. I was confident that Cedo was in good hands with Katlin and will definitely use her for any of my future cat sitting needs.

Sitter Profile Image: Megan W.
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Sitter Profile Image: Megan W.
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15. Megan W.

Lover of all furry friends!
Annapolis, MD, 21403
1.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
10 repeat clients
from
$22
per visit

Megan was absolutely amazing with my cat Frankie! Not only did she follow all of his instructions, but she went above and beyond to do extra, including stay for longer scheduled visits than I had booked, solely because I had expressed Frankie’s need for a little extra company at night. Megan is attentive, caring, a quick responder, and overall an amazing sitter. I will 100% be booking with her again in the future. Frankie says thank you too :)

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Sitter Profile Image: Donielle B.
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Sitter Profile Image: Donielle B.
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16. Donielle B.

An animal lover since birth!
Annapolis, MD, 21401
1.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$20
per visit

Again, great with both dogs and I highly recommend.

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Sitter Profile Image: Shelby B.
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Sitter Profile Image: Shelby B.
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17. Shelby B.

Your dog’s weekend getaway!
Annapolis, MD, 21403
1.3 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$20
per visit

Shelby has dog sat my puppy multiple times. Like most puppies, he can be a handful; but Shelby did a great job. She is very active and enjoys the outdoors. He was worn out when I got home from all the walks and play time outside they had together. Shelby is my go-to when it comes to calling on a dog sitter. This animal loving gal is a 10/10 in the dog sitting world! HIGHLY RECOMMEND!!!!

Sitter Profile Image: Amber C.
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Sitter Profile Image: Amber C.
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18. Amber C.

Big Smiles And Waggy Tails
Annapolis, MD, 21401
1.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
46 reviews
14 repeat clients
from
$30
per visit

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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Carmel S.
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Sitter Profile Image: Carmel S.
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19. Carmel S.

Local dog walker and pet sitter!
Annapolis, MD, 21403
1.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit

Carmel has wanted a dog of our own for a long time. She has so much love for animals. Spending time with animals fills a void in her like nothing else can. She wants to show animals the same unconditional love they show us every day. Whenever she is with animals she is at her happiest. The ability to be able to interact with animals is unprecedented in her mind. Carmel is full of love & kindness. She needs to spread some of that love to animals as well.

Sitter Profile Image: Anna P.
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Sitter Profile Image: Anna P.
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20. Anna P.

Loving Dog Mom
Annapolis, MD, 21401
0.2 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$20
per visit

I highly recommend Anna! My two dogs (one being elderly) received the care and attention they needed, and Anna was great with communication. Anna is very friendly, trustworthy and dependable. You will not be disappointed! We look forward to using her again!!

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Annapolis Pet Sitting & Drop Ins ratings

Overall Rating:
5.0 out of 5 stars

Pet sitters in Annapolis are rated on average 5 out of 5 stars based on 978 reviews.

Rover also offers Pet Sitting & Drop Ins in:

Rover also offers other services in Annapolis:


Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect pet sitter in seconds. Rover sitters are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters who can provide the care your pet needs, when they need it.

Drop-In Visits