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.

Confirmed New Years Availability
1. Callie

Walking your best friend is a honor

Elkton, MD, 21921

Drop-In Visits, Dog Walking

"I've know Callie for 6 years and in that time, she has demonstrated the absolute most care and compassion for animals that I have ever seen. Furthermore, Cal... (more)"

2. Alex

Dog Dad of 2 Here for Your Babies

Elkton, MD, 21921

House Sitting, Drop-In Visits, Dog Walking

"Alex is a kind and loving person, who would be a perfect dog caregiver. He has adopted rescue dogs, and gives them a loving home for their whole lives. He is... (more)"

3. Megan

Meg's Critter Care

Newark, DE, 19702

Drop-In Visits, Dog Walking

2 repeat clients

"Megan LOVES animals. She has grown up with dogs, and has always taken good care of them. She has worked at a Doggy day care for over 3 years now. She has her... (more)"

4. Stepfanie

love long walks as much as your dog

Middletown, DE, 19709

House Sitting, Drop-In Visits, Dog Walking

"Stepfanie is great with our two golden retrievers. They love when she comes over. Once she comes in the house it is play time and they head toward the back d... (more)"

Confirmed Holiday Availability
5. 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)

Available this weekend
6. Audrey

Love outdoors! Plenty of excersize!

Bear, DE, 19701

House Sitting, Drop-In Visits, Dog Walking

About: Ive volunteered at animal shelters and horse barns for about 3 years combined, so not afraid to clean up. Have a cat of my own and have a love of a... (more)

7. Christi

Happy, dog-loving home+playmates!

Bear, DE, 19701

Dog Boarding, Drop-In Visits, Dog Walking

About: We're a happy, dog-loving home with two friendly "furbabies" of our own who love to play and socialize! We look forward to working with you and you... (more)

Confirmed Holiday Availability
8. Danielle

Available Thanksgiving week!

Middletown, DE, 19709

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Danielle is a very responsible young lady. She loves dogs and you can count on her to take care of your pets. We have always had dogs and Danielle has alwa... (more)"

9. 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)

10. 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)

11. Karen

Pet Groomer who loves pets

Bear, DE, 19701

House Sitting, Drop-In Visits, Dog Walking

About: I am a certified dog groomer and love my all my babies I groomed. My clients love the way I am with their pets and the love I show to each one. I... (more)

12. Christina

Fun with lots of play and cuddles!

Middletown, DE, 19709

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

"I highly recommend Christina and KNOW that she is someone you can entrust with your pet with. Christina is someone you can leave your pet with and never hav... (more)"

13. Kimberly

Kimberly's Compassionate Care

Middletown, DE, 19709

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

1 repeat client

About: I currently do not have a dog of my own but have a schedule As a teacher that supports pets. I have experience dog sitting, cat sitting, and watchi... (more)

Confirmed Holiday Availability
14. Ashlee

Love dogs - have two of my own

Middletown, DE, 19709

House Sitting, Drop-In Visits, Dog Walking

"Ashlee was wonderful with Maggy and Lexi. They loved her visits and I loved the photos letting me know they were how they were doing. I was pleased with th... (more)"

Confirmed New Years Availability
15. 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)

16. Jacqueline

SAHMom able to be flexible

Elkton, MD, 21921

House Sitting, Drop-In Visits, Dog Walking

About: I'm 33, married, a mom to one 16 month old and Kira our cat. I have years of experience with dog and cats. My family always had a few of each. I lo... (more)

17. Colin

Speaks fluent canine.

Newark, DE, 19702

House Sitting, Drop-In Visits, Dog Walking

"Colin is a caring and patient young man who is extremely helpful with my two dogs. He controls our puppy (att 11 months old he's now 50 lbs!) and his energy... (more)"

Confirmed Holiday Availability
18. Tiffany

dog lover

Bear, DE, 19701

House Sitting, Drop-In Visits, Dog Walking

About: Animals have always been an important part of my life. My passion has been in dog rescue. I volunteered with a few different organizations. Duri... (more)

Available this weekend
19. Paula

Dog Enthusiast - I love happy dogs!

Newark, DE, 19702

Drop-In Visits, Dog Walking

2 repeat clients

"Paula did an excellent job taking care of Clive and kept me updated with pictures at each visit. He was definitely a happy pup in her care and I would utili... (more)"

Confirmed Holiday Availability
20. 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)


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.