Pet Sitting & Drop In Visits in Chesterville, 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. 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)"

2. Shay

Will care for your dog like my own

Havre De Grace, MD, 21078

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

"At the end of Summer, my wife and I took a trip out of the country and we were looking for someone reliable to house sit our Great Dane, Sparky, Shay came re... (more)"

3. Heather

I’ll stay with your dog(s)

Dover, DE, 19904

House Sitting, Drop-In Visits, Dog Walking

"Let me first start by saying we love our pets very much and they are more than just our pets! Heather has watched our pets many times and she is great with t... (more)"

4. Douglas

Compassionate with flexible hours!

Chestertown, Maryland, MD, 21620

House Sitting, Drop-In Visits, Dog Walking

"Doug grew up with pets and was responsible for their care. He is one of the most caring young men you’ll ever have taking care of your furry friends. He’s he... (more)"

5. Mackenzie

Every animal has his or her story

havre de grace, MD, 21078

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

10 repeat clients

"Mackenzie is responsible, trustworthy, and caring in all aspects of life and especially when it comes to four legged friends. She has worked professionally a... (more)"

6. Elizabeth

Furever friends!

Aberdeen, MD, 21001

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

10 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)"

7. Maddie

pups, dogs, and elders!

Worton, MD, 21678

Drop-In Visits, Dog Walking

2 repeat clients

"Maddie is great. She's definitely got a soft spot for canines. I was a bit apprehensive about leaving our pup home for multiple days, but Maddie stopped by 3... (more)"

8. Lorel

Flexible, reliable dog lover

Aberdeen, MD, 21001

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Lorel was very kind and gentle with Gracie. It takes awhile for Gracie to warm up to people but by the time Lorel left...they were friends. Scheduled another... (more)"

9. Love

Doggy Caretaker

Bear, DE, 19701

House Sitting, Drop-In Visits, Dog Walking

About: I live locally and would love to take care of your pets. I've been a pet parent for years and really enjoy taking care of puppers; young and old. M... (more)

10. Amber

Active, loving and caring

Millington, MD, 21651

House Sitting, Drop-In Visits, Dog Walking

"I have know Amber for ten years and for as long as I've known her she has always been obsessed with animals. She loves her dogs and I know she would do an am... (more)"

11. Julia

We'll go on long adventurous walks!

Chestertown, MD, 21620

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Julia was extremely professional and polite. She thoroughly communicated with me the entire time I was away and took well care of Gideon (my dog). I know he ... (more)"

12. Celeste

Dog mommy while your'e away!

Middletown, DE, 19709

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

About: I grew up around dogs of all sizes my whole life! I love walking and playing with them. This opportunity is perfect for me because i get to do some... (more)

13. Rebekah

Wide open schedule- love animals

Marydel, DE, 19964

Drop-In Visits, Dog Walking

"On time, did what was asked and got along great with my Bailey. Would recommend Rebekah to everyone. Will book again soon!! (more)"

14. Jennifer

Home full-time, great neighborhood!

Chestertown, MD, 21620

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

1 repeat client

"We are new to the area, and Jenn recently took my Very large Newfie for a walk after doing a meet and greet with her. She left me a note afterward and prompt... (more)"

15. 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)"

16. Angela

Dogs are family

Clayton, DE, 19938

House Sitting, Drop-In Visits, Dog Walking

About: All dogs love me and I love them. I like to get down on the floor and play with them and take them for walks and throw the ball around for them to ... (more)

17. Brittney

I am home full-time

Smyrna, DE, 19977

House Sitting, Drop-In Visits, Dog Walking

About: I used to have a dog and he passed while i was in Junior high school. His name was Bear and he loves to go on for a car ride, get ice cream, help m... (more)

18. Janene

Lots of Happy Tails!

Middletown, DE, 19709

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

About: My dog is my family and I will treat yours like family too. I love to see lots of smiles and happy tails so while you are away, I will give them a... (more)

19. Jaime

My Home is their Home.

Middletown, DE, 19709

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

About: I have four dogs of my own. We go to day care or the dog park. I also have pup play-dates with my friends. My house is dog friendly and they can go... (more)

20. 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)


Rover.com is the simple, savvy way to find and book Chesterville drop in pet sitting. It's easy to find the perfect pet sitter — many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Chesterville. When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.