Pet Sitting & Drop In Visits in Chestertown, MD

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

1. Elizabeth

Fur Ever Lover

Aberdeen, MD, 21001

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

4 repeat clients

"I own two cats who are both pretty finicky. One is extremely nervous around strangers but Liz won him over pretty quickly. She is patient and treats your ani... (more)"

2. Kim

I ❤️animals

Sudlersville , MD, 21668

Drop-In Visits

1 repeat client

"Kim was absolutely wonderful! She did great with our hyperactive boxer dog. She is reliable and we greatly appreciate her help with drop in care. (more)"

3. Leah

I will always be a animal lover!

Baltimore, MD, 21221

House Sitting, Drop-In Visits, Dog Walking

1 repeat client
No Reviews Yet

About: I have had 5 plus years experience dealing with animals and pet sitting. Since I was 16, I worked at a Vet as Kennel Tech, Vet Technician and even ... (more)

4. Justine

Walk, Fetch, Groom, Relax

Stevensville, MD, 21666

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

1 repeat client

"Justine was great. Did exactly what I ask, showed up when promised and was great with my dog. Would highly recommend her! Brian H Stevensville MD (more)"

5. Tracy

Home full time love for babies

Baltimore , MD, 21220

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

"Treated my dogs great. Left them for a weekend and came back to a couple of happy, healthy dogs. Definitely would recommend. Tell a friend! (more)"

6. Alizabeth

Alizabeth's Tender Loving Pet Care

San Francisco, CA, 94112

House Sitting, Drop-In Visits, Dog Walking

About: I am a graduate student at USF with a flexible work schedule. I previously owned a husky and german shepard, but had to send them to live with my p... (more)

7. Julianne

I'll walk/run/play with your dog!

Chestertown, MD, 21620

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

About: I have had dogs (and other pets) my entire life and I love helping them learn/grow. I grew up with a border collie and a chocolate lab. I current... (more)

8. Elliot

Whatever your dog needs; I'll do

aberdeen, MD, 21001

House Sitting, Drop-In Visits, Dog Walking

"I am a certified Dog trainer and Dog nutritionist, I've worked with pets and their families almost all my life- for as long as I've known Elliot, if I wanted... (more)"

9. Emma

Zoo Keeper Pet Sitter Extrordinaire

Baltimore, MD, 21212

House Sitting, Drop-In Visits, Dog Walking

"Our dogs love Emma! Her arrival is always a treat for them. For the last two years she has spent multiple weeks living in our home, taking care of both it ... (more)"

10. Kim

All animals love me

Church hill, MD, 21623

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

About: I love dogs I have 3 now they are my kids I love to play and walk with them.my dogs are my life they are my happiness .I like dogs more than must p... (more)

11. Jake

I've had dogs my entire life!

Hamilton Area, Baltimore, MD, 21214

Drop-In Visits

"Jacob is perfect for sittings dogs, he has his own dog that he takes care of everyday this includes walking, feeding, cleaning up after, and washing his dog,... (more)"

12. Tabatha

Great with all animals!

Whitemarsh, MD, 21162

Drop-In Visits

About: Hi, my name is Tabatha. I am 20years old and great with animals! I have been sitting animals since I was 14 years old and have had pretty much any ... (more)

13. Katie

Animal lover available

Abingdon , MD, 21009

House Sitting, Drop-In Visits

"Katie is a responsible mother who takes great care of animals! I employed her to take care of my dog while I was out of town on business. Not only did she te... (more)"

14. Heather

Reliable & fun sitter available!

Abingdon, MD, 21009

Drop-In Visits, Dog Walking

"Heather did a great job taking care of my 8 year old American Bulldog and Pitbull mix named Rebel. She came to my home and stayed for a week, including over... (more)"

15. Mariah

dog owner & doggie daycare employee

Nottingham, MD, 21236

House Sitting, Drop-In Visits, Dog Walking

About: Hi there, I'm Mariah! I'm a college student studying biology and working full time at a doggie daycare. My work day consists of cleaning up after, ... (more)

16. Lauren

Fur baby lover

Annapolis , MD, 21401

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

1 repeat client

About: I'm 30 and recently just moved to Annapolis. I've grown up with all different kinds of animals, dogs, rabbits, hermit crabs, and a giant iguana! I'... (more)

17. Sarah

Energetic, responsible animal lover

Worton, MD, 21678

House Sitting, Drop-In Visits, Dog Walking

About: I have always loved animals, especially dogs, I have spent over 2000 community service hours helping with the Humane Society of Kent County MD's ad... (more)

18. Jennifer

Home full-time, great neighborhood!

Chestertown, MD, 21620

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

About: I am a 30 year old stay at home mom with two miniature dachshunds. They are super sweet and love other dogs and cats. I live in a house with a scre... (more)

19. Zach

Dog enthusiast w/nothing but time!

Camden, DE, 19934

House Sitting, Drop-In Visits, Dog Walking

"Zach took care of my two dogs for the entire summer of 2016. I was so impressed with how well he took care of my dogs. He was clean, organized, and careful. ... (more)"

20. Patricia

Compassionate Pet Lover

Ridgely, MD, 21660

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

"Patricia watches my 2 dogs whenever I go on vacation. She loves them and they love her too! They are always well cared for when they stay with Patricia! P... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

The next time you head out of town and need someone to take care of your pets — and check in on you home — turn to Rover. It's easy to find a loving Chestertown pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Chestertown, MD, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover — it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Chestertown pet sitters and avoid the kennel.