Pet Sitting & Drop In Visits in Chesapeake City, MD

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

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1. Devin

Home full-time in large apartment

Middletown, DE, 19709

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

"Devin is reliable and followed though with all that we asked of him. Harley & Scout were happy for the attention. Thanks Devin. (more)"

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2. Jean

I am the next best thing to you.

Bear, DE, 19701

Dog Boarding, Drop-In Visits, Doggy Day Care

"Very responsive communication and took great pictures of my puppy to let me know that she was there and he was having a good time! (more)"

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3. Gina

Experienced dog walker / sitter

Elkton, MD, 21921

House Sitting, Drop-In Visits, Dog Walking

"Gina watches my dog Doug for myself and my wife frequently. She is amazing with him, not just with handling his energetic personality (which can be a lot for... (more)"

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4. Alexa

Caring and Responsible Dog Owner!

Newark, DE, 19702

House Sitting, Drop-In Visits, Dog Walking

"Alexa is great with our Golden Retriever! She walks her and takes care of her. They have fun playing together. She gives her lots of positive attention. (more)"

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5. Candice

Previous Doggy Daycare Worker

Middletown, DE, 19709

House Sitting, Drop-In Visits, Dog Walking

"Candice was AMAZING! Anyone considering using this service should definitely do it!!! Not only did she bond with and take excellent care of my dog; she offer... (more)"

6. Aaron

Ill run and play with your dog!

Newark,DE, DE, 19702

House Sitting, Drop-In Visits, Dog Walking

"Aaron is great. The dogs adore him. Definitely will rebook. (more)"

Confirmed availability
This weekend
7. Racheal

I will take your dog to the park

Elkton, MD, 21921

House Sitting, Drop-In Visits, Dog Walking

"Racheal is one of the most kind and helpful people I know. She’s is always willing to go the extra mile for her friends and that extends to her furry friends... (more)"

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8. Abbey

Home full time for summer!!

Bear, DE, 19701

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

"I have known Abbey since she was 11 years old when she was in the gifted program at school with my daughter. Over the last 15 years Abbey has been one of the... (more)"

9. Theresa

Dog lover of all breeds and sizes!

Middletown, DE, 19709

Drop-In Visits, Dog Walking

"Theresa has watched my dogs while on vacation! My dogs are always taken care of and loved. If I am away for a long day, she is very helpful with stopping ove... (more)"

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10. Lauren

I’ll love your dog like it’s my own

Elkton, MD, 21921

House Sitting, Drop-In Visits, Dog Walking

"As knowing Lauren for the past 9 years I can vouch her as someone who would be a wonderful sitter. She has pets of her own and has watched over my pets and h... (more)"

11. Karen

I love Dogs and dogs love me!!!

ELKTON, MD, 21921

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

"Absolutely fantastic! Karen did an amazing job with my pups! I was very impressed with how she was able to bond with my shy and usually scared pup in her ver... (more)"

12. Renee

Dog Mom of 2 who loves long walks!

Elkton, MD, 21921

House Sitting, Drop-In Visits, Dog Walking

About: I have been pet sitting for as long as I can remember. I love dogs and they're so special because they all have unique personalities. In the past, ... (more)

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13. Amanda

Major Animal Lover; Let’s Play!

Bear, DE, 19701

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

About: Hi, I’m Amanda! I’ve had dogs and cats in my household my whole life, and absolutely love animals; I couldn’t imagine a day without them! I love to... (more)

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14. Alexis

I'm always avaliable!! <3 dogs

Middletown, DE, 19709

House Sitting, Drop-In Visits, Dog Walking

"Alexis is a great pet sitter!! She takes great care of our animals and they love her!! She always has a flexible schedule. I would highly recommend her!! (more)"

15. Morgan

dogs are my favorite

Middletown, DE, 19709

Drop-In Visits, Dog Walking

"Morgan is great when it comes to the care of an animal. She has always had a passion in caring for animals. She would care for any pet like it is her own . (more)"

16. Armond

I love dogs who love to run!

Bear, DE, 19701

House Sitting, Drop-In Visits, Dog Walking

About: I'm a people person and a dog person. I love the outdoors and dogs who have the energy to keep up with me! I've lived with dogs my whole life and l... (more)

17. Isabelle

Student by day; dog lover always

Elkton, MD, 21921

House Sitting, Drop-In Visits, Dog Walking

About: Dogs have always been an important part of my life. I have never gone a year in my life without the love of a furry friend. I currently have an 8-y... (more)

18. Emily

Love is a four legged word!

Bear, DE, 19701

Drop-In Visits, Dog Walking

"Emily, Thank you for taking such great care of our dog Bow over winter break. I didn't know what to expect since he is a very strong dog, but you were con... (more)"

19. Mackenzie

Run, walk, play - Dog sitter!

Middletown, DE, 19709

House Sitting, Drop-In Visits, Dog Walking

About: I have had dogs all of my life and take care of them with my family. I used to have a German shepherd and now I have two cevachons that I adore. I... (more)

20. Becki

I'll run with your dog

Elkton, MD, 21921

Drop-In Visits, Dog Walking

About: I've been a dog and other type of pets owner for many years and have a passion for caring for animals. I make sure to treat all dogs as if they we... (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 Chesapeake City 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 Chesapeake City, 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.