Pet Sitting & Drop In Visits in Winding Creek South, 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. Abi

Looking for that 'special place' ?

Hagerstown, MD, 21742

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

8 repeat clients

"This was our first week with Abi and she was awesome, I went back to work and worried about how I was going to handle the dogs being in the crate for hours. ... (more)"

2. Christina

Dogs are life! Keeps me going!

Hagerstown, MD, 21740

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Thanks so much for taking care of Sammy! Christina is always great and was available on short notice to help take care of our neurotic pup! (more)"

3. Stephanie

Experienced Foster Mom for hire!

Williamsport, MD, 21795

Drop-In Visits, Dog Walking

1 repeat client

"Stephanie was great with our pup. We appreciate her efforts to work with his training schedule as well as make his time fun and relaxing. Thanks Stephanie!!! ? (more)"

4. Stephanie

Caution: dogs will leave exhausted!

Hagerstown, MD, 21742

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

5 repeat clients

"Stephanie was wonderful! She was able to accommodate us without much advance notice, and she took care of Jubal perfectly! I was able to relax and enjoy my d... (more)"

Confirmed Christmas Availability
5. Mary

Mature, responsible dog lover!

Boonsboro, MD, 21713

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

1 repeat client

"I’ve been a real close friend to Mary for over 7 years now and can say that she has a heart for all animals and treats them as her own. She is honest, respon... (more)"

Confirmed New Years Availability
6. Tara

Home full time for your pups needs!

Waynesboro, PA, 17268

Dog Boarding, Drop-In Visits, Dog Walking

"Tara is amazing with animals. She watches my dog whenever I am not in town or when I’m at work. She also helps out with my dad’s dogs and my roommates cat. S... (more)"

7. Amanda

Fun, Loving, Energetic Dog Sitter

Cascade, MD, 21719

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

4 repeat clients

"Amanda was great checking in and spending time with my cat, for the week I was out of town. She sent me detailed daily updates for each visit, daily pics and... (more)"

8. Emily

Give Me Your Doggie Babies!

Hagerstown, MD, 21742

House Sitting, Drop-In Visits, Dog Walking

"Emily has been a dog lover for her whole life and has always taken care of them and loved them like they are part of the family. She is a very kind, compass... (more)"

9. Isabel

I like dogs more than I like people

Hagerstown, MD, 21742

House Sitting, Drop-In Visits, Dog Walking

"Isabel is has loved dogs her entire life. Even as a young girl Isabel was a reliable caregiver and wonderful human to her families pets. She is kind, pati... (more)"

Confirmed Holiday Availability
10. Jessica

My dog thinks I'm awesome!

Waynesboro, PA, 17268

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

About: While I can hang with all dogs (and cats)...from jogging to couch cuddles, I have a special place in my heart for senior pets. I can administer ora... (more)

11. James

As a zoo keeper animal care is life

Hagerstown, MD, 21740

House Sitting, Drop-In Visits, Dog Walking

About: I've always been an animal lover. I have had multiple pets growing up and have two currently. I'm also a zoo keeper so animal care is my life. I ha... (more)

12. Stacy

Experience with elderly pets

Hagerstown, MD, 21742

Drop-In Visits, Dog Walking

"Stacy is an animal lover and takes great care of her own animals. She takes time to show love to all pets including mine when we lived together. She not only... (more)"

13. Brittani

I love animals of all kinds

Hagerstown, MD, 21740

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Brittani is a very attentive dog sitter she walks, feeds, does meds and prescribed and looked after my dog Izzy with a neck collar so she wouldn't open stitc... (more)"

Confirmed Holiday Availability
14. Lejune

Home away from home for your pets!

Hagerstown, MD, 21740

Dog Boarding, Drop-In Visits, Dog Walking

About: I love pets, I have never been without a pet. When I was younger my famliy would say that I was going to have a house full of animals. I also went ... (more)

15. Kateri

I've loved dogs all my life!

Smithsburg, MD, 21783

Drop-In Visits, Dog Walking

About: Though I've only owned dogs as an adult for 2 years, my family raised dogs for the majority of my childhood. I currently own 2 dogs, Maggie (Americ... (more)

16. Jackie

Jackie's Paw Buddies!

Hagerstown, MD, 21742

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

1 repeat client

About: I used to own two dogs in the past and have done training with a Petco instructor to learn how to teach dogs to heel while walking. I'm always happ... (more)

17. Kimberly

Animal lover to cuddle your fur bab

Hagerstown, MD, 21740

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

About: I have always had a heart for animals from a small child. I feel that animals are a lot like humans and they have fellings just like us. My grandfa... (more)

18. Luke

Loving care-taker - dog enthusiast

Chewsville, MD, 21721

House Sitting, Drop-In Visits, Dog Walking

"When I think of Luke as a pet owner and caregiver to animals I think of a best-friend relationship. You don't just hangout with your best friend to "feel goo... (more)"

19. Caitlin

Colorful girl with a heart for dogs

Hagerstown, MD, 21742

House Sitting, Drop-In Visits

2 repeat clients

"Caitlin is a very responsible young lady. She cares for all animals and has had a passion for caring for them since she was small. I cannot tell you the numb... (more)"

20. Jennifer

Happy dog, Happy owner

Hagerstown, MD, 21742

House Sitting, Drop-In Visits, Dog Walking

"Jennifer has been an amazing asset to our "family". She's taken care of our dogs; through the good and the bad. She's genuine and reliable; yet assertive whe... (more)"


The next time you head out of town and need someone to take care of your pets — and check in on you home — turn to Rover. It's easy to find a loving Winding Creek South pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Winding Creek South, MD, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). 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 house and pet sitter all through Rover — it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Winding Creek South pet sitters and avoid the kennel.