Pet Sitting & Drop In Visits in Charlestown, MD

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

Tip: Contact sitters now to confirm availability.
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1. Marlee

Home full-time, loves nature walks

Elkton, MD, 21921

House Sitting, Drop-In Visits, Dog Walking

"Words cannot describe how great Marlee was when she took care of my cat, Atticus. I was very anxious about leaving him with someone for a week. My fears we... (more)"

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2. Madison

Friendly petsitter

Havre de grace, MD, 21078

House Sitting, Drop-In Visits, Dog Walking

"Madison and Chris are FANTASTIC! We adore our kitties, and would rather stay home unless we found the perfect sitters! Lucky for us we did! They treated ou... (more)"

Confirmed availability
4th of July
3. Mackenzie

Every animal has his or her story

havre de grace, MD, 21078

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

"We're behind thrilled with Mackenzie! She really showed great love and outstanding care for our dog and 3 cats and was very descriptive in her reports while ... (more)"

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4. Christyne

People Person and Dog Lover!

North East, MD, 21901

House Sitting, Drop-In Visits, Dog Walking

"Thank you for all your loves and attention! (more)"

Confirmed availability
4th of July
5. Matthew

Does your dog need a hiking buddy?

North East, MD, 21901

Drop-In Visits, Dog Walking

About: I am experienced with toy through Mastiff breeds. All temperate's welcome. From aggressive to hyperactive to senior dogs. From a walk around the... (more)

Confirmed availability
4th of July
6. Jessica

Animal lover with lots of exp!

North East, MD, 21901

House Sitting, Drop-In Visits, Dog Walking

About: I'm available 24/7, working from home. I'm a full-time student but my classes are online. I have tons of apartment space and I live super close to ... (more)

Confirmed availability
4th of July
7. Mallory

Love dogs & take great care of them

Havre de Grace, MD, 21078

House Sitting, Drop-In Visits, Dog Walking

About: Hello! I’m Mallory, and dogs are kind of my thing! Your dogs will be in the best care possible when in my hands. My family and I have two dogs at h... (more)

Confirmed availability
4th of July
8. Pearl

I am home during the day or night.

Havre De Grace, MD, 21078

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

"Worked out great! Pearl came over a few days before we went on our trip. Both my dogs took to her right away which put my mind at ease , knowing they felt co... (more)"

Confirmed availability
4th of July
9. Kelli

17 Years of Love and Experience!!

North East, MD, 21901

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

"My dog has “issues” and she is great with him and he loves her!!!! Highly recommend (more)"

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10. Taylor

7+ Years of Pet Sitting Experience!

North East, MD, 21901

Dog Boarding, House Sitting, Drop-In Visits

"Taylor was wonderful with our puppy Oliver. She sent us pictures and gave us updates. Will definitely use her again in the future. (more)"

Confirmed availability
4th of July
11. Theresa

Treat your dog with LOVE.

Havre de Grace, MD, 21078

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

"Theresa took great care of my pups and made sure they were loved the way I would love them. <3 I will definitely ask her back when I need a caregiver for m... (more)"

12. Nicole

Dog Lover who Teaches

Perryville, MD, 21903

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

"I have seen Nicole love and care for animals, and people too, throughout her life. She is extremely conscientious about doing a job, or responsibility given ... (more)"

Confirmed availability
4th of July
13. Racheal

I will take your dog to the park

Elkton, MD, 21921

House Sitting, Drop-In Visits, Dog Walking

"I have been looking for a good dog walker for the longest time and Racheal is perfect! She is caring, neat and always on time. Bruno loves his week day walks... (more)"

14. Tristan

Dog whisperer ?

Northeast, MD, 21901

House Sitting, Drop-In Visits, Dog Walking

"Tristan really loves the dogs, they listen to him more then my husband and I! He is a realiable young man that gives the dogs/cats good attention they should... (more)"

15. Natalie

Home full time with fenced yard

North East, MD, 21901

Drop-In Visits, Dog Walking

"Natalie would make a wonderful asset to your company! I know that she would provide safe, competent, compassionate and loving care to the pets in your servi... (more)"

16. Miranda

Miranda's Happy Pup's

Elkton, MD, 21921

Drop-In Visits, Doggy Day Care, Dog Walking

About: I am Miranda, I have a great deal of experience with animals especially dogs and horses! They are my passion and they will definitely play a big pa... (more)

17. Liz

I’ll run with your fur baby

Elkton, MD, 21921

Drop-In Visits, Dog Walking

About: I’ve always had dogs. I’m home during the day to pop in and care for your loved one. I can walk or run your fur baby. I can also groom. I am a volu... (more)

Confirmed availability
4th of July
18. Karen

I love Dogs and dogs love me!!!

ELKTON, MD, 21921

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

About: I love dogs of all kinds! I was raised on a farm, so I have had dogs my whole life and am very experienced with them. I currently have a German she... (more)

19. Robert

Large almost all fenced in yard.

North East, MD, 21901

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

About: I've been around/caring for dogs since I was about 10 years old and I'm currently 26 years old. I have a huge almost 100% fenced yard the only par... (more)

20. Michael

Tall, strong, dog-walker.

North East, MD, 21920

Drop-In Visits, Dog Walking

"Michael has taken great care of my dog. I have used him as a pet sitter and also just to take him out for walks when I’m unable to get home during the day. ... (more)"


As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Charlestown pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Charlestown, MD who meets your — and your pet's — needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet — including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.