Pet Sitting & Drop In Visits in Oakland, 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. Bethany

Bethany's Dog and Puppy Care

Fairmont, WV, 26554

House Sitting, Drop-In Visits, Dog Walking

About: Hello! My name is Bethany and I am a wholehearted pet lover. I've had pets my whole life, from dogs and cats, to fish and hamsters. I've recently... (more)

Confirmed availability
Memorial day
2. Alicia

Roaming Pawz Dog Sitting

Carmichaels, PA, 15320

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

"Alicia has watched my three German Shorthaired Pointers several times from letting them out on a day I am running late to staying with them for more than a w... (more)"

3. Anna

Providing best care for your pets

Thomas, WV, 26292

Drop-In Visits, Dog Walking

"Anna is a great mother and pet mom of a dog and cats! She has tons of experience working at an animal hospital where she walked and bathed pets of all shapes... (more)"

4. Ashley

A girl’s best friend

Berlin, PA, 15530

House Sitting, Drop-In Visits, Dog Walking

About: Hello everyone! My name is Ashley, and I love dogs of all sizes and other animals as well. I grew up on a farm, and we always had dogs. My black la... (more)

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5. Samantha

As energetic as your pets!

Uniontown, PA, 15401

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

About: I have cared for dogs of all sizes and breeds. I love to spend time playing with dogs and the energy to walk, or run, through any neighborhood wit... (more)

6. Emily

Grew up around dogs my whole life

Oakland, MD, 21550

Drop-In Visits, Dog Walking

About: I have always cared for dogs my whole life and fallen in love with every single one of them! They all have pieces of my heart and I love meeting ne... (more)

7. Catarena

I’ll run with your dog!

Osage, WV, 26543

Drop-In Visits, Dog Walking

About: I’ve loved dogs and owned dogs my entire life. I love taking my beautiful pet on hikes up the mountains. I know commands and know how to handle a d... (more)

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8. Bethany

Bethany's Dog and Puppy Care

Fairmont, WV, 26554

House Sitting, Drop-In Visits, Dog Walking

About: Hello! My name is Bethany and I am a wholehearted pet lover. I've had pets my whole life, from dogs and cats, to fish and hamsters. I've recently... (more)

Confirmed availability
Memorial day
9. Alicia

Roaming Pawz Dog Sitting

Carmichaels, PA, 15320

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

"Alicia just loves animals, from a pet mouse named Spice to dogs that she seems to be able to talk to. In just a few minutes, I've watched her teach tricks to... (more)"

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10. Samantha

As energetic as your pets!

Uniontown, PA, 15401

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

About: I have cared for dogs of all sizes and breeds. I love to spend time playing with dogs and the energy to walk, or run, through any neighborhood wit... (more)

11. Ashley

A girl’s best friend

Berlin, PA, 15530

House Sitting, Drop-In Visits, Dog Walking

About: Hello everyone! My name is Ashley, and I love dogs of all sizes and other animals as well. I grew up on a farm, and we always had dogs. My black la... (more)

12. Deborah

Love me ... love my dog!

Oakland, MD, 21550

House Sitting

"Deb has a wonderful heart for any animal. Her special love is dogs, and whenever she see one, a special point is made to speak to the owner and give love and... (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 Oakland 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 Oakland, 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 Oakland pet sitters and avoid the kennel.