House Sitting in Chesapeake City

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Kimberly Verified Background Check

Walks, adventures, and lots of pets

Elkton, MD, 21921

House Sitting, Drop-In Visits, Dog Walking

"I met Kim 4 years ago. Kim was helping me with my black lab named Holly. Kim is smart, responsible and most important a huge animal lover. Holly was a big, e... (more)"

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2. Michaela Verified Enhanced Background Check

Pet care has been my whole life

Middletown, DE, 19709

House Sitting, Drop-In Visits, Dog Walking

"We booked Michaela for house sitting and pet sitting for our two senior dogs. One of our dogs requires medication twice a day and has mobility issues due to... (more)"

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3. Nina Verified Enhanced Background Check

What ever your pup needs I'm here!!

Middletown, DE, 19709

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

"Nina is amazing! She has great skills to interact with our dogs who are a work in progress- she helped them learn basic commands as well as shared ideas wit... (more)"

Confirmed availability
Thanksgiving
4. Yvonne Verified Background CheckRover 101

Home Full time/ fenced yard

Newark, DE, 19702

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

"Yvonne is a great pet sitter. She is a very loving and caring pet sitter. This was our first time leaving Rocko and we were completely comfortable doing so w... (more)"

Confirmed availability
Thanksgiving
5. Ashley Verified Background Check

All My Kids Have Paws ;p

Newark, DE, 19702

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

"She is absolutely the best with all animals, especially dogs. Her complete dedication and care is unmatched. She puts the well being of animals first and for... (more)"

6. Stephen Verified Enhanced Background Check

work a lot, willing to drive a lot!

Elkton, MD, 21921

House Sitting, Drop-In Visits, Dog Walking

"Stephen is great! Our dogs absolutely love him and so do we. He took great care of our home and our “babies” and we sincerely appreciate it. We will be calli... (more)"

7. Zhane Verified Background Check

Best friends after one meet

Middletown, DE, 19709

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

About: I am a very dependable, trustworthy, patient and caring person. I get great satisfaction out of building friendships with animals. I spend a lot of... (more)

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8. Allison Verified Background Check

Can’t pass a dog without petting!

Elkton, MD, 21921

House Sitting, Drop-In Visits, Dog Walking

About: I’m a full time college student, and I also work part time. I have a beagle chihuahua mix, Jase, who is 3 years old. We love to go on walks togethe... (more)

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9. Magdalene Verified Background Check

farm girl friendly to your fur baby

Earleville, MD, 21919

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

"Maggie is wonderful with dogs (and cats) and has experience caring for dogs of all ages. I would be happy to leave any of my animals with her to take care of... (more)"

Confirmed availability
Thanksgiving
10. Jennifer Verified Background CheckRover 101

Day Care and boarding offered

Elkton, MD, 21921

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

"Worked out great! Needed someone to feed and let the dogs out while we were away for a wedding. It was nice not having to take the dogs somewhere else and ... (more)"

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11. Tiera Verified Background Check

Animal Lover!

Bear, DE, 19701

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

"Tiera provided an exceptional level of care while caring for my two dogs while I was away on vacation. She provided daily updates along with pictures and my... (more)"

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12. Emily Verified Background CheckRover 101

Love is a four legged word!

Bear, DE, 19701

House Sitting, 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)"

13. Amy Verified Background Check

Bones, Hugs, and Harmony

Chesapeake City, MD, 21915

House Sitting, Drop-In Visits, Dog Walking

"My pit bull, Snow, took an immediate liking to Amy. Amy showed genuine love and affection towards her right away, as well as an obvious maternal instinct tha... (more)"

14. Aaron Verified Background CheckRover 101

Ill run and play with your dog!

Newark,DE, DE, 19702

House Sitting, Drop-In Visits, Dog Walking

"Aaron was awesome. He stayed in our house to watch out fur babies. He kept us informed of anything that was going on. He indulged my need for pics. He even ... (more)"

15. Mason Verified Background Check

large fenced in yard.

elkton, MD, 21921

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

About: my names mason. i’m 18 years old and would do anything for a dog. i’m so caring and loving when it comes to kids or a animals. i’ve had a dog since... (more)

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16. Samantha Verified Background Check

Hi !

Bear, DE, 19701

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

"As a petsitter & previous vet-tech myself, I am extremely picky about who I let take care of my dogs! Samantha, from day one made sure not only myself was co... (more)"

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17. Chelsea Verified Background Check

Animal lover to the rescue!

Elkton, MD, 21921

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

About: My name is Chelsea and I’m 30yo. I have loved animals since I was a kid. I have had rabbits, birds, mice, chickens, turtles, chameleons, dogs, cats... (more)

18. Leah Verified Background Check

Quality care for your fur babies!

Elkton, MD, 21921

House Sitting, Drop-In Visits, Dog Walking

"Leah has been taking care of my dogs when I go away for quite some time now. She always takes great care of them and feeds them the right amounts. This is es... (more)"

19. Davina Verified Background Check

Im here to serve you and your dogs

Elkton, MD, 21921

House Sitting, Drop-In Visits, Dog Walking

About: I have been a dog lover my whole life and have had plenty of experience caring for them.when it comes to caring for dogs I'm defiantly one who trea... (more)

20. Destinee' Verified Background Check

Flexible, Loving Dog Walker/Sitter

Bear, DE, 19701

House Sitting, Drop-In Visits, Dog Walking

About: I have had many years of pet sitting my four legged family members, minus the pay; however, I enjoyed it every moment of those amazing opportunitie... (more)


Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog — and your home — turn to Rover for your Chesapeake City house sitting needs. On Rover, it's easy to find a loving dog sitter in Chesapeake City who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Chesapeake City house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. 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 dog's stay all through Rover — it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Chesapeake City for your dog — people who'll treat him like family.