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.

Confirmed Memorial day Availability
1. Lisa

Dog Loving Family!

Mechanicsville, MD, 20659

Dog Boarding, Drop-In Visits, Doggy Day Care

23 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)"

2. Amanda

Need someone to love your pet? Me!

California, MD, 20619

House Sitting, Drop-In Visits, Dog Walking

11 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)"

3. Kathleen

Respect and Love of Canines!

California, MD, 20619

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"We will absolutely be using Kathleen to watch our dogs in the future. We recently relocated to the Lexington Park area and were a little nervous about leavin... (more)"

4. Catie

I may fall in love with your dog

Leonardtown, MD, 20650

House Sitting, Drop-In Visits, Dog Walking

"Catie is a wonderful dog sitter! She is so sweet and loving to my pack and they adore her. She is a responsible young woman who can be trusted to be on time ... (more)"

5. Margaux

I live with 4 dogs.

Leonardtown, MD, 20650

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"I am a repeat user of Margaux. I recommend her to care for your pups. She is responsible and reliable. She was punctual on let out times and she sent upda... (more)"

Confirmed Memorial day Availability
6. Kelly

Worry-free TLC while you're away!

Leonardtown, MD, 20650

Drop-In Visits, Dog Walking

"Kelly L. has been providing pet care services for our rescue dog, Sadie Ann for over two years. She walks, feeds, brushes and just spends time with Sadie Ann... (more)"

7. 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)

Confirmed Memorial day Availability
8. 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)"

Confirmed Memorial day Availability
9. 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)

10. 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)"

11. 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)"

Confirmed Memorial day Availability
12. Ravyn

Kennel Attendant with a Passion

Hollywood, MD, 20636

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

4 repeat clients

"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)"

13. Victoria

I absolutely love dogs!

California, MD, 20619

House Sitting, Drop-In Visits, Dog Walking

"Victoria is passionate when it comes to animals and is an amazing pet sitter! Not only will she make sure your pet is safe and cared for - she will also lov... (more)"

14. 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 Memorial day Availability
15. 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)"

16. 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)

Confirmed Memorial day Availability
17. Sam

Experienced house/animal sitter

Mechanicsville, MD, 20659

House Sitting, Drop-In Visits, Dog Walking

"Sam B puppy sat my new puppy for an unexpected 3 days straight that I had to work. I was concerned as I have long days (12 hours) and didn’t want my pup to f... (more)"

18. Martha

lets get out and explore

Leonardtown, MD, 20650

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)

Confirmed Memorial day Availability
19. 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)"

Available this weekend
20. 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)


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.