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. Amanda

Need someone to love your pet? Me!

California, MD, 20619

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"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)"

2. Kathleen

Respect and Love of Canines!

California, MD, 20619

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"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)"

3. Brittany

Caring Animal Lover/Housekeeper :)

Avenue, MD, 20609

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"I couldn't have asked for a better friend and dog sitter. When Brittany and her husband were stationed in Pensacola FL, I would often be away for weeks at a ... (more)"

4. Lisa

Dog Loving Family!

Mechanicsville, MD, 20659

Dog Boarding, Drop-In Visits, Doggy Day Care

21 repeat clients

"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)"

5. Cheryl

love dogs and clean houses too!

California, MD, 20619

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

2 repeat clients

"Skipper is always excited to go to Cheryl's, and always comes home happy. She has done a great job the last four years, one time for three weeks. I highly re... (more)"

6. Brenna

Only the best for our furry friends

Leonardtown, MD, 20650

House Sitting, Drop-In Visits, Dog Walking

About: I've been watching dogs since I was around 12 years old for family friends. I'm very patient and love all animals no matter their attitudes or size... (more)

7. Alison

Let the fun begin!

Mechanicsville, MD, 20659

Drop-In Visits, Dog Walking

"I have known Alison for 14 years and during that time she has taken care of my beloved pets. Alison has also watched my human babies. I trust her immensely. ... (more)"

8. Rachel

Experienced walker, caretaker

Hollywood, MD, 20636

House Sitting, Drop-In Visits, Dog Walking

"Rachel is a true animal lover and is pursuing a career in wildlife biology. She currently owns an Arabian horse and has been a loving big sister to two Labra... (more)"

9. Gabriella

I'll exceed your pups daily needs

Charlotte Hall, MD, 20622

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

"We couldn't have asked for a better sitter than Gabby. We have quite a few animals (dog, cats, rabbits, chickens and fish) and she did a great job caring for... (more)"

Confirmed President's Day Availability
10. Naomi

My world revolves around dogs

Mechanicsville, MD, 20659

House Sitting, Drop-In Visits, Dog Walking

"I highly recommend Naomi to take care of your fur-babies. She has a great compassion for animals. She will make sure your kiddos needs are meet. Naomi has a ... (more)"

11. Blair

Happy Dogs = Happy People :)

Chaptico, MD, 20621

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: Hey i'm Blair, 26 years old i am an emergency veterinary technician of 5 years, before becoming a technician I working at a boarding facility for 3... (more)

12. Laura

Dog owner for over 40 years.

St Leonard, MD, 20685

Drop-In Visits, Dog Walking

1 repeat client

"Laura has always been an animal lover. She owned bunnies and chickens as well as her family cats and dogs. She has always shown compassion and love for not o... (more)"

13. Blair

Fun, energetic, fur-baby loving!

California, MD, 20619

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

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)

14. Margaux

I live with 4 dogs.

Leonardtown, MD, 20650

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Margaux has always had a love for dogs and it shows. When my family had found a dog she had come over immediately and helped calm him down. Margaux always pu... (more)"

Confirmed President's Day Availability
15. Ravyn

Kennel Attendant with a Passion

Hollywood, MD, 20636

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

1 repeat client

"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)"

16. Casey

I will love and play with your dog!

Mechanicsville, MD, 20659

House Sitting, Drop-In Visits, Dog Walking

"I have known casey for years now, the one thing that always stands out and that I really liked about her was her ability to care for others. She portrays thi... (more)"

17. 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)

18. Armands

Available anytime!

Mechanicsville, MD, 20659

House Sitting, Drop-In Visits, Dog Walking

"Armands is very loving and caring towards every dog he meets. For him no bad or dogs, every dog is special and lovable. I am trusting Armand my dog for year... (more)"

19. Elise

Honest, experienced, animal lover

Great Mills, MD, 20634

House Sitting, Drop-In Visits, Dog Walking

About: I have over three years experience animal sitting and dog walking. I love animals and quickly develop a good relationship with them. My experiences... (more)

20. Chelsea

Flexible schedule for your pets!

Colton's Point, MD, 20626

Drop-In Visits, Dog Walking

"I wanted to send a quick message to let you know how pleased I was with Chelsea. She really showed great concern and care for my 2 dogs, cat, and my horse. ... (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.