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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.

Tip: Contact sitters now to confirm availability.
Confirmed availability
4th of July
1. Stacy

Experience with elderly pets

Hagerstown, MD, 21742

Drop-In Visits, Dog Walking

"Stacy was absolutely amazing. We had to leave town in a hurry due to my sweet mother in law falling I'll, while we were there she sadly passed away and knowi... (more)"

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2. Mary

Mature, responsible dog lover!

Boonsboro, MD, 21713

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

"Mary has been trustworthy, very caring & patient with our puppy. We look forward to her updates and photos every day! We will definitely have her watch our p... (more)"

Confirmed availability
4th of July
3. Johanna

Caregiver for All Breeds!

Smithsburg, MD, 21783

Drop-In Visits, Dog Walking

"Johanna is prompt and flexible. My schedule is a little nuts sometimes and she has been super accommodating. Like all pups, mine gets a little overly excit... (more)"

Confirmed availability
4th of July
4. Abi

Looking for that 'special place' ?

Hagerstown, MD, 21742

Drop-In Visits, Doggy Day Care, Dog Walking

"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)"

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5. Lejune

Home away from home for your pets!

Hagerstown, MD, 21740

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

"Lejune did an amazing job with my two fur babies! My brother canceled last minute, and she was beyond flexible with our last minute check in request. She sen... (more)"

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6. Michele

Your dogs are treated like family

Smithsburg, MD, 21783

Drop-In Visits, Dog Walking

"I am a full time student, and my fiancé travels for work... With it just being me, my dogs have 8-10 hour days throughout the week and it is something that a... (more)"

Confirmed availability
4th of July
7. Mary

Independent Pet Companion

Hagerstown, MD, 21740

House Sitting, Drop-In Visits, Dog Walking

"She did a great job with our two pitbulls, especially the one who typically can be territorial and rambunctious. We hope to hire Mary again in the future. (more)"

Confirmed availability
4th of July
8. Amanda

I'll run with your dog!

Hagerstown, MD, 21740

House Sitting, Drop-In Visits, Dog Walking

"Amanda is very dependable and trust worthy. She loves all animals and they love her as well. She is very dedicated and enthusiastic about this opportunity. I... (more)"

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9. Erin

Dog lover who loves to play!

Hagerstown, MD, 21742

Drop-In Visits, Dog Walking

"Eri is an animal lover onall accounts. She has patience working with dogs to do tricks and for training. She has previously been a pet walker and sitter with... (more)"

10. Dorothy

I'm a passionate animal caregiver!

Hagerstown, MD, 21742

Drop-In Visits, Dog Walking

"Dorothy is such a great advocate for pets! When caring for cats and dogs, Dorothy is thoughtful and creature-centered. Her main priorities are always the hea... (more)"

11. 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)

12. Caitlin

Colorful girl with a heart for dogs

Hagerstown, MD, 21742

House Sitting, Drop-In Visits

"Always very accommodating. Best sitter ever!!! (more)"

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13. 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)"

14. Nathan

run and play with your dogs.

Hagerstown, MD, 21742

House Sitting, Drop-In Visits, Dog Walking

About: I'm very available, I used to house sit and walk/run their dogs. I personally have a shetland sheepdog, I get along with dogs very well as I am ver... (more)

15. Cindy

Love your dog like it's our own!!

Hagerstown, MD, 21742

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

"Cindy Brezler is one of the kindest, patient, most caring, and responsible people I know. I met Cindy through a mutual friend several years ago and we hit i... (more)"

16. Krista

love your dog like I love my own

Hagerstown, MD, 21740

House Sitting, Drop-In Visits, Dog Walking

"Krista was great. Our pups thrived under her care. It was a huge relief to know that the boys were in her confident care. (more)"

17. Victoria

Motivated and Professional

Hagerstown, MD, 21742

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

"Thanks to Victoria for a great visit! Jake was very happy when we arrived home :-) (more)"

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18. Alexis

A Dogs Best Friend

Hagerstown, MD, 21740

House Sitting, Drop-In Visits, Dog Walking

"I have a Jack Russell Terrier who is a great part of my life, truly a family member. I don't think I would trust much people taking care of her but I know fo... (more)"

Confirmed availability
4th of July
19. Steven Tylor

There for your pets when you’re out

Hagerstown, MD, 21740

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

About: I’m an evening waiter so I am always around and able to check on, play with, feed, walk, etc your furry friends. I grew up with several cats and do... (more)

20. 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)"


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.