Pet Sitting & Drop In Visits in Winfield, MD

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.

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1. Kelsie

Available year-round!

Westminster, MD, 21157

Drop-In Visits, Dog Walking

15 repeat clients

"Kelsie is wonderful! She is accommodating and flexible, which is convenient for my hectic work schedule. She handles my high energy GSD with ease and I can t... (more)"

Confirmed availability
4th of July
2. Liz

Attentive Dog Lover

Sykesville, MD, 21784

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

3 repeat clients

"Liz is a dependable, caring and communicative pet sitter. We hired Liz to walk our 2 year old male German Shepard for several weeks in a row during the middl... (more)"

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3. Kelly

Love the bond between dog & human

Westminster, MD, 21157

House Sitting, Drop-In Visits, Dog Walking

About: I have dogs of my own who I love so much. I have and do watch/ walk different kinds of dog breeds and have watched a few cats. I have had two birds... (more)

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4. Michelle

A Dog's Best Friend!

Eldersburg, MD, 21784

Drop-In Visits, Dog Walking

1 repeat client

"Michelle will care for your pooch as if they were her own!!! Feel confident that they will be in good hands while you are away!! (more)"

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5. Sarah

I'll run with your dog!

Sykesville, MD, 21784

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

""every dog is a puppy no matter how old" Unable to have her own dogs growing up she has projected her love and compassion towards other peoples beloved pets.... (more)"

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6. Daniel

Giving love to anything with fur!

Mount Airy, MD, 21771

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

"Daniel is an absolute dog lover and will be an exceptional choice to leave your animal with to watch, dog walk, and sit. A dog owner himself, Daniel has alw... (more)"

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7. Aaron

College graduate weekend/ evening k

Finksburg, MD, 21048

House Sitting, Drop-In Visits, Dog Walking

About: Hi! My name is Aaron, I am 23 years old, and living in Carroll County, Maryland. I went to college at Towson university and have a full time job in... (more)

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8. Tanya

Home for the summer - fenced yard

Mt airy, MD, 21771

Dog Boarding, Drop-In Visits

4 repeat clients

"Tanya was great to work with and was great with our two dogs. Our dogs are a bit tentative when meeting new people, so Tanya was great with letting them get... (more)"

9. Amanda

Dogs are better than people

Sykesville, MD, 21784

Drop-In Visits, Dog Walking

1 repeat client
No Reviews Yet

About: Growing up, we always had a full house of animals. 6 cats, 2 dogs, and 3 birds along with countless hermit crabs and fish. Each of these animals ... (more)

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10. Amy

Home during the week, large yard!

Eldersburg, MD, 21784

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

"Amy M has been pet sitting for my 2 goldens for the past 5 years. My goldens adore her. Amy is extremely dependable, trustworthy, and loves spending time wi... (more)"

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11. Danika

Outdoorsy Health Coach + EMT

Mount Airy, MD, 21771

Drop-In Visits, Dog Walking

4 repeat clients

"Danika is very sweet & clearly loves pups. Very accommodating to our very last minute request. Will definitely work with her in the future & certainly lookin... (more)"

Confirmed availability
This weekend
12. Holly

My passion is four paws!

Mount Airy, MD, 21771

Drop-In Visits, Dog Walking

1 repeat client

"Holly has been an amazing support to our family! We feel so lucky to have found her on Rover! She takes great care of our pups, treating them with love and c... (more)"

Confirmed availability
4th of July
13. Michael

prefers dogs over humans

Sykesville, MD, 21784

Drop-In Visits, Dog Walking

"Michael is one of my closest friends that lives near my house and he is a very responsible student and animal owner. He has two dogs and two cats of his own ... (more)"

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14. Holly

Pure Happiness

Mt. Airy, MD, 21771

House Sitting, Drop-In Visits, Dog Walking

"Holly has always been willing to watch my dog when I leave town, I know Pixie is in good hands with her. She always sends me picture updates so I know that s... (more)"

Confirmed availability
4th of July
15. Michelle

Expert pet care

Sykesville, MD, 21784

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

16 repeat clients

"Michelle was wonderful, she kept in touch thru her drop in visit, sent me pictures of our boys and when we returned home the boys were happy and very content... (more)"

Confirmed availability
This weekend
16. Hannah

If Pet-Parent Away, I Can Stay

Sykesville, MD, 21784

House Sitting, Drop-In Visits, Dog Walking

About: I have frequently provided pet care for neighbors, friends and family. That would include feeding, play, exercise, and making sure they have a pott... (more)

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17. Karen

Dedicated Dog Lover

New Windsor, MD, 21776

Drop-In Visits, Dog Walking

About: I'm a stay at home mom of 2 boys and would like to interact with some furry friends as well. I love playing and cuddling with all furry animals. I ... (more)

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18. Amanda

Available most weekends!

Eldersburg, MD, 21784

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

3 repeat clients

"Amanda is a fantastic dog sitter! She has watched both of my dogs in the past, and we always trust her to take good care of them and make them feel comfortab... (more)"

19. Rachel

able to walk dogs daily

Woodbine, MD, 21797

House Sitting, Drop-In Visits, Dog Walking

About: Hi, my name is Rachel Gordon. I am an 18 year old high school graduate and will be attending my local community college this fall, to begin my stud... (more)

20. Sarah

Compassionate dog mom!

Mt. airy, MD, 21771

Drop-In Visits, Dog Walking

About: I have always loved animals! I grew up with several different types of animals: dog, cat, birds, hamsters, guinea pig, rabbit, and lizards. Growing... (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 Winfield 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 Winfield, 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 Winfield pet sitters and avoid the kennel.