Drop-In Visits in Annapolis

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

Confirmed Holiday Availability
1. Caroline

Happy pet , happy life !!!

Annapolis, MD, 21409

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Caroline is awesome! She always seems very in tune with Sully and what he wants and needs. She gives detailed feedback about their time together and that mak... (more)"

2. Kate

Must love dogs...Yes, that's me!

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"She was amazing and flexible!! Bentley loved her!!!! (more)"

3. Caitlin

flexible student who loves animals

Arnold, MD, 21012

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Caitlin is the only human my dog licks on the face. She LOVES it when Catie is here. She also watches my two cats. I travel a good bit and she always takes i... (more)"

Confirmed New Years Availability
4. Allie

Wagging for walks! Dog lover/owner

Annapolis, MD, 21403

Drop-In Visits, Dog Walking

"Allie was amazing! She took detailed pictures and kept me in the loop with everything going on with my pup. Will definitely contact her in the future!! :) (more)"

5. Kayla & Evan

Work From Home- Puppy Parents of 2

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Nice to have Kayla and Evan to help with our 3 dogs! They came to meet the dogs before we booked to make sure it was a good fit on both sides. For the Dayt... (more)"

Confirmed Holiday Availability
6. Maegan

Dog lover! Home full time - fence

Annapolis, MD, 21401

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

3 repeat clients

"Maegan is a very trustworthy person that is always gladly willing to look after your dog. She always takes care of my dogs as much as she would to her own. M... (more)"

Confirmed Holiday Availability
7. Sydney

Owner and Lover of dogs

Annapolis, MD, 21403

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Sydney always took great care of my pets and was super quick with responding to texts and calls and could always help at the last minute. Would highly recomm... (more)"

Confirmed New Years Availability
8. Terri

Dedicated to your pets well being!

Annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Terri did great caring for my cats! She stepped in at the last minute, and was very flexible with scheduling. I have three cats, all with different dietary n... (more)"

9. Bram

Your dog's home away from home

Annapolis, MD, 21403

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

5 repeat clients

"Great! Bram will definitely be top on our list when we need a sitter! (more)"

10. Molly

Run ´n play outside, the best side!

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Molly has a kindred spirit to all species. Dogs, cats, horses, rabbits (that I’ve personally witnessed) are instinctively drawn to her good and gentle soul... (more)"

11. Kelli

Home full time, large fenced yard

Annapolis, MD, 21403

Drop-In Visits, Dog Walking

1 repeat client

"Kelli took great care of Boomer with two drop-in visits. Boomer is only 13 weeks, so schedule and details are key in getting her house trained. Kelli kindly... (more)"

Available this weekend
12. Lisa

Work from home with fenced yard

Annapolis, MD, 21401

Drop-In Visits, Dog Walking

About: I will love your pup like he's my own in your absence. I have a 3 year old rescued male Rhodesian ridgeback, Reggie and a 15 year old female mixed ... (more)

13. Lea

Lea Loves the Pups!

Annapolis , MD, 21401

House Sitting, Drop-In Visits, Dog Walking

"Lea is such a dog lover. My dog, Bear, loves her. Every time she comes in the door, he starts wagging his tail and running in circles. Whenever I need her to... (more)"

14. Heidi

I have a huge heart for pups!

Annapolis, MD, 21401

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

11 repeat clients

"Heidi was my top Puppy Nanny working for me in Chicago, IL. She cared for all of our furry clients as if they were her own! Heidi handled In Home Pup Sitti... (more)"

Available this weekend
15. Hanna

I love long walks on the beach

Annapolis, MD, 21403

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Hanna is an excellent dog sitter. She is very compassionate and empathetic so she takes great care. She is very responsible and mindful, so you can leave you... (more)"

16. Maria

We know about doggone good time!

Annapolis, MD, 21403

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

About: I have a dog myself (Beagle Mix) which I share custody of and I am Deaf myself. I love dogs like they are my children which I do not have any. Rai... (more)

17. Jamie

Homemaker, excuse to get out! :)

Annapolis, MD, 21403

Drop-In Visits, Dog Walking

"Your fur babies will thank you for having Jamie care for them! Jamie is responsible, dependable and trustworthy. She will treat your pets well and her calmin... (more)"

18. Samantha

Excited to meet new furiends!

Annapolis, MD, 21403

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"I've seen Samantha care for many animals over the years. She is like an animal whisperer - she can quickly identify what an animal wants or needs. She is kin... (more)"

Confirmed Holiday Availability
19. Nash

Certified Service Dog Trainer

Annapolis, MD, 21403

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Nash is an incredibly dedicated young man and within all aspects of life, academics, family, and his community. Beyond dedicated he also exhibits a great pas... (more)"

20. Elizabeth

I would walk 500 miles

Annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"My dog sitting experience with Elizabeth was fantastic! I came back from my trip and my Golden, Lilly, was well-fed, well cared for, and absolutely happy. I ... (more)"


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.