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. Alexandra

Trustworthy Animal Lover

Chestertown, MD, 21620

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Allie was so accommodating for our last minute over night trip. We arranged for four (4) visits over a Saturday/Sunday overnight stay. She saved me from ca... (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. Nora

Treat your dog like my own!

Catonsville , MD, 21228

House Sitting, Drop-In Visits

7 repeat clients

About: I truly will treat your dog like he or she is my own, and I am comfortable with multiple at a time, as well as large or small. I have been dog sitt... (more)

4. Emma

Zoo Keeper Pet Sitter Extrordinaire

Baltimore, MD, 21212

Drop-In Visits, House Sitting, Dog Walking

"Emma has been our cat sitter for the past four years, and she is absolutely amazing! She always stops by when she says she is going to and lets me know how ... (more)"

5. Elizabeth

Fur Ever Lover

Aberdeen, MD, 21001

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

2 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)"

6. Britney

Vet Tech to care for your pets!

Baltimore, MD, 21220

Drop-In Visits

About: I have been a veterinary technician since 2005. I have two children, Rachael and Lucas. I live with my boyfriend whom I have been with since 2009. ... (more)

7. Amanda

Energetic, fun, animal lover!

Glen Burnie , MD, 21061

House Sitting, Drop-In Visits, Dog Walking

About: Hello my name is Amanda, I believe I'm a good choice because I truly love all animals especially dogs I have such a good connection with them. I ac... (more)

8. Vilmarie

LOVE DOGS AND CATS!! Bilingual

Severn, MD, 21144

House Sitting, Drop-In Visits, Dog Walking

"Vilmarie did a great job house sitting my "Jazz". Jazz is very picky about who hangs around the house and she warmed right up to Vilma. Vilma treats my pet j... (more)"

9. Cassidy

Animal Lover wishin 2 love your Pet

Middle River, MD, 21220

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I am a true animal lover and love dogs, cats, and other pets you may have equally. I raised my first puppy while I was in high school. He grew up... (more)

10. Lauren

Fur baby lover

Annapolis , MD, 21401

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

"Lauren was a great sitter for my dog. My dog can be very anxious, but she was very calming with her and quickly became comfortable. Ever since the beginnin... (more)"

11. 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)

12. Jake

I've had dogs my entire life!

Hamilton Area, Baltimore, MD, 21214

Drop-In Visits

"Jake loves animals. He has had pets all his life. He has a dog and 2 cats. If he could rescue all the abused and homeless animals I know he woul... (more)"

13. Taylor

Energetic and Experienced Care

Chestertown, MD, 21620

House Sitting, Drop-In Visits, Dog Walking

"Taylor is responsible, caring and each dog she has encountered instantly falls in love with her. I can go away for a weekend knowing my sweet Annabelle is in... (more)"

14. Melanie

10+ years of pet care experience

Glen arm, MD, 21057

House Sitting, Drop-In Visits, Dog Walking

About: I started assistant dog grooming/sitting/training at age 12 for a vet. From there I worked at a private dog groomers which also involved taking the... (more)

15. 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)"

16. 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)"

17. Corey

A True Dog Lover !

Cedonia, Baltimore, MD, 21206

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

About: A client should choose me to take of their dog because I have dogs of my own and I'm an inspiring to be a veterinarian and I been around dogs my wh... (more)

18. Rebekah

Reliable, caring, compassionate

Abingdon, MD, 21009

Drop-In Visits, Dog Walking

About: My name is Rebekah, I am 23 three years of age. I have been working with animals since the age of 18. I am a college graduate and I now own my own ... (more)

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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.