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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Sitter Profile Image: Pam J.
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Sitter Profile Image: Pam J.
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1. Pam J.

Star Sitter
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
41 reviews
13 repeat clients
from
$18
per visit
Profile image

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!

Sitter Profile Image: Susan S.
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Sitter Profile Image: Susan S.
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2. Susan S.

Star Sitter
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
24 reviews
9 repeat clients
from
$20
per visit
Profile image

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!

Sitter Profile Image: Ciarra & Tariq J.
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Sitter Profile Image: Ciarra & Tariq J.
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3. 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
125 reviews
33 repeat clients
from
$15
per visit
Profile image

I wanna say that this young lady is awesome. She went above and beyond to help my fur babies! She is great at her job! I will always book her if I need help with my fur babies! I hope she’s always available when I need her!

Sitter Profile Image: Carolyn M.
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Sitter Profile Image: Carolyn M.
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4. Carolyn M.

Rover 101
Star Sitter
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
65 reviews
16 repeat clients
from
$22
per visit
Profile image

Carolyn is amazing! She helps us when we’re out of town and takes such great care of Ace! We always feel so comfortable and secure knowing she will treat him like her own and give us detailed updates. We’re so appreciative for her help!

Sitter Profile Image: Andrew P.
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Sitter Profile Image: Andrew P.
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5. Andrew P.

Star Sitter
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
39 reviews
13 repeat clients
from
$19
per visit
Profile image

Had a great, worry-free trip knowing the cats were in such wonderful care with Andrew! He is extremely communicative, prompt, and followed all directions to a "t". Definitely looking forward to using his services again!

Sitter Profile Image: Laura D.
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Sitter Profile Image: Laura D.
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6. Laura D.

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

Laura watched my cat Leo while I was traveling for work. I really appreciated all of the clear communications, updates, and photos that she sent me while I was away. My fur baby was very happy and so was I! Will definitely be requesting her services again. Thanks Laura!

Sitter Profile Image: Katlin C.
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Sitter Profile Image: Katlin C.
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7. Katlin C.

Star Sitter
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
47 reviews
12 repeat clients
from
$20
per visit
Profile image

Kaitlin did a great job with my pups! We had an overnight trip planned and needed two checking-food & walks each day. One of my dogs (Frenchie) can be a handful (gets very excited) and Kaitlin did a great job of making workable suggestions to help with better visits/walks. The house was very clean when we returned home and I could tell that my dogs were happy and well taken care of. She also sent great communications/updates and photos.

Sitter Profile Image: ashley l.
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Sitter Profile Image: ashley l.
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8. ashley l.

Paws-itively the best walks in town
Annapolis, MD, 21401
2.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$15
per visit
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Ashley is great!! Our high energy golden puppy loves his playtime with her. Thank you!!

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

Rover 101
Star Sitter
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
Profile image

This was our first time using Rover and Alina made it very easy! She was super organized, had great communication, and made sure our kitty got plenty of attention and was looked after. We also really appreciated the great updates on how Tilly was going. Will definitely use Alina again!

Sitter Profile Image: Melissa & Zachary H.
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Sitter Profile Image: Melissa & Zachary H.
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10. 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
29 reviews
6 repeat clients
from
$15
per visit
Profile image

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!

Sitter Profile Image: Amy B.
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Sitter Profile Image: Amy B.
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11. Amy B.

Home full time over the summer
Annapolis, MD, 21401
2.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
12 reviews
3 repeat clients
from
$20
per visit
Profile image

Amy was great! She left detailed notes, took quite a few pictures, and most importantly took great care of my Ollie! Would definitely recommend and will definitely be reaching out again!

Sitter Profile Image: Darragh M.
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Sitter Profile Image: Darragh M.
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12. Darragh M.

Experienced dog/cat owner + sitter
Annapolis, MD, 21401
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
2 repeat clients
from
$14
per visit

Darragh took care of my two dogs when I was on vacation. He cared for them so well that I was afraid they would rather stay with him than come home with me! Will definitely be using him again in the future.

Sitter Profile Image: Jenna C.
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Sitter Profile Image: Jenna C.
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13. Jenna C.

Star Sitter
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
64 reviews
23 repeat clients
from
$30
per visit
Profile image

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!

Sitter Profile Image: Donielle B.
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Sitter Profile Image: Donielle B.
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14. 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
Profile image

Again, great with both dogs and I highly recommend.

Sitter Profile Image: Shelby B.
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Sitter Profile Image: Shelby B.
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15. 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
5 reviews
from
$20
per visit

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!

Sitter Profile Image: Megan W.
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Sitter Profile Image: Megan W.
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16. Megan W.

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

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 :)

Sitter Profile Image: Lindsay M.
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Sitter Profile Image: Lindsay M.
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17. Lindsay M.

Will Treat Your Pets Like My Own!
Annapolis, MD, 21402
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$20
per visit

Lindsay is a dog lover who treats every dog like it’s her own. She is living and caring..and treats dogs like humans :). She has watched my dog and several people I know. Your pup will be lucky to have her sit them.

Sitter Profile Image: Sarah S.
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Sitter Profile Image: Sarah S.
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18. 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
301 reviews
109 repeat clients
from
$23
per visit
Profile image

Sarah has been great in coming over to play with our dog regularly. Our rescue pup Roo is very comfortable with her and gets excited to see her at our weekly visits. Sarah is very knowledgeable in dealing with all kinds of dogs and is flexible in whatever Roo feels up to doing for that day.

Sitter Profile Image: Lauren W.
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Sitter Profile Image: Lauren W.
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19. Lauren W.

Animal lover-27 yrs of experience
Annapolis, MD, 21403
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
3 repeat clients
from
$18
per visit
Profile image

Lauren was fantastic! Communication was clear and she always responded quickly. Scruffers was well cared for, we got lots of pictures, and I would 100% use Lauren again.

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
Profile image

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