Pet Sitting & Drop In Visits in Holly Oaks, MD

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

1. Lisa

Dog Loving Family!

Mechanicsville, MD, 20659

Dog Boarding, Drop-In Visits, Doggy Day Care

"Lisa has watched my puppy Bella twice for us so far and we absolutely love her! She treats her like a child by making sure she always gets the playtime, love... (more)"

Confirmed availability
This weekend
2. Amanda

Need someone to love your pet? Me!

California, MD, 20619

House Sitting, Drop-In Visits, Dog Walking

"Amanda was amazing and made sure my geriatric (and not very friendly) cat got her daily medicine! It was such a huge relief going away for the holidays know... (more)"

Confirmed availability
This weekend
3. Kathleen

Respect and Love of Canines!

California, MD, 20619

House Sitting, Drop-In Visits, Dog Walking

"Kathleen is wonderful. She drops-in multiple times a week to look after our 2 rambunctious pit puppies and stubborn 6 year old pug. She always sends a messag... (more)"

4. Rachel

Experienced walker, caretaker

Hollywood, MD, 20636

House Sitting, Drop-In Visits, Dog Walking

"Rachel is wondeful with animals! She is always patient and kind with any animal I have seen her come in contact with. She has a big heart and a calm nature, ... (more)"

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5. Blair

Fun, energetic, fur-baby loving!

California, MD, 20619

House Sitting, Drop-In Visits, Dog Walking

About: Hello! I am a 25 year old dog lover! I am currently a teacher with St. Mary's County Public Schools. I am looking to make a little extra money doin... (more)

Confirmed availability
This weekend
6. Andrew

Punctual and experienced

Broomes island, MD, 20615

House Sitting, Drop-In Visits, Dog Walking

"Andrew is our #1 dog sitter, he watched our dog Gus a very nervous weimaraner. We had problems leaving Gus in a kennel and Andrew was able to sit for Gus... (more)"

Confirmed availability
This weekend
7. Erin

Flexible dependable and love pets

leonardtown, MD, 20650

Drop-In Visits, Dog Walking

About: I absoultey love all animales but especially dogs. I treat dogs the same way I treat children ! I have always had a dog growing up as a child . Whe... (more)

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8. Cheryl

love dogs and clean houses too!

California, MD, 20619

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

"Hi, We've been using Cheryl to dog-sit for us for about 4 years now. She is very engaging with our dog. She is also very reliable. I would definitely re... (more)"

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9. Ravyn

Kennel Attendant with a Passion

Hollywood, MD, 20636

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

"Ravyn helped me out once again. She picked up my two pups and let them play with her and some other pups for the morning. It was perfect for them since I w... (more)"

10. Kat

Loving, fun, doggie sitter!

California, MD, 20619

House Sitting, Drop-In Visits, Dog Walking

About: Ever since I can remember, I have always been around and loved animals. I’m home most mornings and some evenings! If you’re looking for someone to ... (more)

Confirmed availability
This weekend
11. Jessica

Your favorite Critter Sitter

Mechanicsville, MD, 20659

House Sitting, Drop-In Visits, Dog Walking

"I have known Jessica VanPatten for many years. She has petsit for me numerous times, there's nobody I'd trust more with my fur baby than her!! She's so comp... (more)"

12. Kelly

Worry-free TLC while you're away!

Leonardtown, MD, 20650

Drop-In Visits, Dog Walking

"Kelly is very conscientious when taking care of our 2 dogs. She spends time with them, plays with them, and keeps us updated regarding their well being. We... (more)"

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13. Julie

I can WALK or RUN with your dog!

Leonardtown, MD, 20650

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

"Julie has been dog sitting our dog (Little Girl) for a few years now. Mostly in her home, for up to a week, and occasionally she will feed, walk and check i... (more)"

14. Joshua

In good shape to walk dogs

Avenue, MD, 20609

House Sitting, Drop-In Visits, Dog Walking

About: Have been dog sitting for 2 years for my older sister now both take care of her dogs and house sit let them out, feed them, and clean the house in ... (more)

15. Cassie

Home full time, dog lover

Mechanicsville, MD, 20659

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

About: I am a stay at home mom to my 2 children. Caydance- 4 years old & Cooper - 2.5 years old. I am from Ohio, but currently live in Mechanicsville, bec... (more)

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16. Carley

Your dog comes first!

Hollywood, MD, 20636

House Sitting, Drop-In Visits, Dog Walking

"I have known Carley for the last 18 years and she has loved dogs ever since I can remember. She is extra loving, patient and kind to all animals but especial... (more)"

Confirmed availability
This weekend
17. Aubriana

All puppers welcome:) ready to sit!

Leonardtown, MD, 20650

House Sitting, Drop-In Visits, Dog Walking

"We love aubri not only because she’s great with our dogs but because she’s an extremely kind and caring young lady. We will always trust aubri to take care o... (more)"

18. Chelsea

Flexible schedule for your pets!

Colton's Point, MD, 20626

Drop-In Visits, Dog Walking

"I was told about Chelsea from a friend and had her watch my dog before Christmas. She was absolutely fantastic! She sent us frequent updates with pictures of... (more)"

Confirmed availability
This weekend
19. Martha

lets get out and explore

Leonardtown, MD, 20650

Dog Boarding, Drop-In Visits, Dog Walking

About: I'm a stay at home mom whose first baby was a fur baby. I love dogs and their energy I have 7 plus years experience caring for my own fur baby as w... (more)

20. Hannah

Young professional that loves dogs!

Hollywood, MD, 20636

House Sitting, Drop-In Visits, Dog Walking

About: Hello my name is Hannah. I’ve been dog sitting for awhile now and just love animals. I do have a full time job on the weekdays, but that’s never st... (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 Holly Oaks 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 Holly Oaks, 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 Holly Oaks pet sitters and avoid the kennel.