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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Calendar Recently Updated
Mikayla C.
Former vet assistant, reliable, funAnnapolis, MD, 21401
Drop-In Visits, Dog Walking

I hired Mikayla at my veterinary hospital as an assistant, and she has been amazing! Even though she is fairly young, she is well beyond her age. Mikayla is res… (more)

from
$15
per visit
Calendar Recently Updated
Wendy K.
2.
Love caring for all Pets!Annapolis, MD, 21409
Drop-In Visits, Dog Walking

Wendy is extremely reliable and flexible. Flexibility is important to my family because someone in our family has a work schedule that is constantly changing (s… (more)

from
$20
per visit
Calendar Recently Updated
Dimitri R.
WAG MORE, BARK LESS 🐶Annapolis, MD, 21403
House Sitting, Drop-In Visits, Dog Walking

My 3 kitties have NEVER responded to a caregiver as they have to Dimitri. They are generally freaked out when I go away, even for just a day or two. This time… (more)

from
$20
per visit
Calendar Recently Updated
Dominique A.
Passionate about Paws!Annapolis, MD, 21403
Drop-In Visits

Dominique is awesome! Checked in on my cat everyday, kept his space tidy, kept him company, and sent daily pictures and updates. Really put my mind at ease whil… (more)

from
$22
per visit
Calendar Recently Updated
Jacqueline H.
Loving Dog Mom eager to help out!Annapolis, MD, 21403
Dog Boarding, Drop-In Visits, Dog Walking

Jackie is amazing! She went above and beyond to take care of Joey. She communicated with us and gave us great updates. I would highly recommend Jackie! (more)

from
$16
per visit
6.
yard, next to the park and dog parkAnnapolis, MD, 21403
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

I’ve hired Alina many times over the last year and she is truly a life saver! I have to travel a lot and she is always flexible with last minute requests. She s… (more)

from
$20
per visit
A pet parent to a cat and a dog!Annapolis, MD, 21401
Drop-In Visits, Dog Walking

BOOK NOBU! He takes excellent care of my 1yr old (not super easy) puppy!!! He goes above and beyond and provides excellent reports. Easy meet and greet, and ver… (more)

from
$18
per visit
Calendar Recently Updated
Trustworthy & punctual animal loverAnnapolis, MD, 21403
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Rebekah saved our pups with an emergency visit when our usual sitter fell through. Quick response and reliable service!!! 100% recommend her! (more)

from
$15
per visit
9.
Best Buddy for the Furry RoyaltyAnnapolis, MD, 21403
House Sitting, Drop-In Visits, Dog Walking

Jamie was very nice and extremely responsive! My cat is not the friendliest to strangers but Jamie handled her perfectly. We will definitely use her again! (more)

from
$18
per visit
Confirmed availability: Christmas and New Year
10.
Bet I can make your dog’s tail wag!Annapolis, MD, 21401
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Rachel was amazing with our cat Bean! She was so communicative and even helped out by bringing in some of our poorly timed packages. She was responsive and aske… (more)

from
$25
per visit
Calendar Recently Updated
11.
College professor who loves petsAnnapolis, MD, 21403
Dog Boarding, House Sitting, Drop-In Visits

Haley visited Henry (he's a cat) over a long weekend. She sent us pictures, a daily report and interacted with Henry, who is a very sociable cat. He seemed less… (more)

from
$25
per visit
12.
Freelance Pet Service ProAnnapolis, MD, 21403
Drop-In Visits, Dog Walking

Thomas was great with our lab! Thanks so much!! (more)

from
$25
per visit
13.
School's out for summer! 🌞Annapolis, MD, 21403
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Nicole did a great job taking care of our dogs while we were out for the day! Very kind, trustful and followed all our instructions for the drop in visit! Kept … (more)

from
$15
per visit
Calendar Recently Updated
14.
Caring, Active, Dog WatcherAnnapolis, MD, 21403
House Sitting, Drop-In Visits

Amanda was absolutely wonderful to work with! She took the best care of our two dogs and our cat while were out of town for the weekend. Amanda did everything t… (more)

from
$50
per visit
Confirmed availability: Christmas and New Year
15.
Dog lover all the wayAnnapolis, MD, 21403
House Sitting, Drop-In Visits, Dog Walking

Jessica is sweet, trustworthy, attentive, timely, and communicative. She is everything you want in a pet sitter. (more)

from
$35
per visit
Calendar Recently Updated
16.
Fun and experienced dog walkerAnnapolis, MD, 21401
House Sitting, Drop-In Visits, Dog Walking

Kaela is a wonderful dog owner and dog sitter. She has helped me raise my little furball from the day I got him. Without Kaela, he wouldn’t be half as well trai… (more)

from
$14
per visit
Confirmed availability: Christmas and New Year
Pawsitively Reliable and Caring.Annapolis, MD, 21401
House Sitting, Drop-In Visits, Dog Walking

So happy with Christina’s! Needed last minute care and she was able to accommodate my two little ones with such short notice. Rover notified me of her check in/… (more)

from
$25
per visit
Calendar Recently Updated
18.
Always ready for more pups to love!Annapolis, MD, 21401
House Sitting, Drop-In Visits, Dog Walking

She treats our dog just like her own, with so much love and care! I would definitely recommend her care for any pup in need! (more)

from
$20
per visit
19.
As happy and energetic as your dog!Annapolis, MD, 21401
House Sitting, Drop-In Visits, Dog Walking

Carrie did great with my dogs (who are very high maintenance)! She kept us posted on how they were doing and took wonderful care of them. Would absolutely recom… (more)

from
$15
per visit
20.
Persistent & PatientAnnapolis, MD, 21403
House Sitting, Drop-In Visits, Dog Walking

My cousin watches my dog whenever I’m out of town and whenever I come back Yara always wants to stay with her! She’s very attentive and plays with her all day! (more)

from
$13
per visit

Rover also offers in:


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.