Pet Sitting & Drop In Visits in Winding Brook Village, 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 4th of July Availability
1. Marlee

Home full-time, loves nature walks

Elkton, MD, 21921

House Sitting, Drop-In Visits, Dog Walking

21 repeat clients

"We are absolutely so happy that we chose Marlee to watch our boys while we were out of town for the holiday. Between all the updates and pictures, I know my... (more)"

2. Stephanie

Lots of love, cuddles and play!

Bear, DE, 19701

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Stephanie was wonderful. She was able to help at the very last minute so our boy could have extra love while we were on our wedding moon. She was a life save... (more)"

3. Aaron

Ill run and play with your dog!

Newark,DE, DE, 19702

House Sitting, Drop-In Visits, Dog Walking

"Ive had bad experiences with other people taking care of my dog, usually twinkle (my dog) doesn't like other people and I was a little worried on how my dog ... (more)"

4. Liz

Vet Tech/Animal Sci. Grad Student

Newark, DE, 19711

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

About: A recent college graduate with a B.S. in Pre-Veterinary Medicine and Animal Biosciences, I am currently an animal science graduate student at UD st... (more)

5. Callie

Walking your best friend is a honor

Elkton, MD, 21921

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

6. Erin

Ready to feed, walk and love pups!

Newark, DE, 19702

Drop-In Visits, Dog Walking

"Erin has been caring for pets for many years, even providing daily care for a blind, senior dog with severe diabetes. She is skilled at training basic comman... (more)"

7. Andres

Your Dog Will Be In Great Hands!

Newark, DE, 19711

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

"Andres loves dogs. He grew up with dogs. Loves them, nurturing towards them and is very responsible . Andres would be a great dog sitter!! (more)"

8. Kasey

Animal Science Grad Student

Newark, DE, 19711

House Sitting, Drop-In Visits, Dog Walking

"Kasey has watched my 2 dogs numerous times before. She has a caring heart and is tentative to the dogs needs. I would highly recommend Kasey and l am confide... (more)"

9. Cali

Safe and loving environment

Newark, DE, 19711

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

1 repeat client

About: Let me start by saying I've owned and loved animals for my entire life. I'm currently a Pre-Veterinary student at the University of Delaware, where... (more)

10. Shally

From intense play to cuddling!

Newark, DE, 19717

House Sitting, Drop-In Visits, Dog Walking

"I cannot say enough of Shally! She is incredibly hard working and responsible, she has faithfully raised 2 Seeing Eye Puppies, and her patience for animals n... (more)"

11. Theresa

Natural-born dog whisperer

Newark, DE, 19717

Drop-In Visits, Dog Walking

"There possibly could be no better dog caregiver than Theresa! Having fun and being responsible come naturally for her and dogs feel the love. She cares so m... (more)"

12. Kiana

Experienced and Responsible!

Newark, DE, 19717

House Sitting, Drop-In Visits, Dog Walking

"I have two loud, energetic beagles, and although they constantly need attention, I love them a lot. However, with the craziness of balancing my class schedul... (more)"

13. Becca

Your dog is safe in my hands!

Newark, DE, 19711

House Sitting, Drop-In Visits, Dog Walking

"Becca has assisted me with my pets for years now, and while her care is exception, her dedication to always improving her knowledge of dogs and cats truly se... (more)"

Available this weekend
14. Stephen

Been around dogs my whole life

Newark, DE, 19711

Drop-In Visits, Dog Walking

About: I have been around dogs my whole life raising a puppy since I was a kid. While raising that dog, I went to many dog classes where I learned so muc... (more)

15. MacKenzie

Animal Science Graduate Student

Newark, DE, 19713

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

"MacKenzie watched my German Shepherd puppy, Nike, for a week and I couldn't be happier! Even though I was enjoying vacation, she periodically sent me picture... (more)"

16. Daniel

"Necessity has the face of a dog"

Newark, DE, 19711

Drop-In Visits, Dog Walking

"Daniel did a fantastic job caring for our dog, Riley! He kept us posted with pictures and when we came home our dog was relaxed and happy. We will definite... (more)"

17. Lauren

Will run with your dog!

Newark, DE, 19711

Drop-In Visits, Dog Walking

"There are just some people who are born to love and care for animals. Lauren P. is one of them. She's a lifelong animal lover, with a particular affinity for... (more)"

18. Christine

Active animal caretaker

Newark, DE, 19711

Dog Boarding, Drop-In Visits, Dog Walking

"Christine is one of the most knowledgable caregivers I have ever met which is what prompted me to trust her with my very timid and flight risk rescue pup Kia... (more)"

19. Jessica

Dog park within apartment complex

Newark, DE, 19711

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

About: Hey there- my name is Jess and I am a junior nursing student at The University of Delaware. I have grown up surrounded by dogs my entire life and I... (more)

20. Colleen

Empty house with a huge yard!

Newark, DE, 19713

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

About: I grew up around all kinds of animals. I took care of them even when they get sick from old age, giving them medicine and keeping them well groomed... (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 Winding Brook Village 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 Winding Brook Village, 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.