Pet Sitting & Drop In Visits in Wilderness, 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 Holiday Availability
1. Charles

Student with flexible schedule!

Lexington Park Maryland, MD, 20653

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"It was easy and extremely convienient. Very communicative and helpful since I was a first time user. Charles was great and Doris was safe, happy, and healthy... (more)"

2. Amanda

Need someone to love your pet? Me!

California, MD, 20619

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Amanda has watched Snushy for me on a few occasions & I have always been satisfied. Snush is a chihuahua & she can be moody at times. Amanda is great with he... (more)"

Confirmed Holiday Availability
3. Naomi

My world revolves around dogs

Mechanicsville, MD, 20659

House Sitting, Drop-In Visits, Dog Walking

"Naomi has always had a passion for animals. She's worked in the animal field and truly cares for every animal she comes in contact with. Your pet is in incre... (more)"

4. 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

"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)"

Confirmed New Years Availability
5. 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)"

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)

Confirmed Christmas Availability
7. 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)"

8. Katie

Weather won't stop our walk/run!

Piney Point, MD, 20674

Drop-In Visits, Dog Walking

"Katie was so wonderful! She accepted my last minute booking and communication with her was fast and easy. We will definitely be using her in the future for w... (more)"

Confirmed Holiday Availability
9. Margaux

I live with 4 dogs.

Leonardtown, MD, 20650

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Margaux is an absolute gem, and I can't wait to have her watch my dog again. My dog is particularly hasty so when Margaux told me she was not a problem, I wa... (more)"

Confirmed New Years Availability
10. Alexus

Available for the Holidays!!!

Lexington Park, MD, 20653

House Sitting, Drop-In Visits, Dog Walking

"I have never met anyone who is more obsessed with animals in my life. Alexus has to stop and say hello to every dog she passes. She also has the biggest ... (more)"

11. Jessica

Home after 1230pm,lover of all dogs

Callaway, MD, 20620

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

1 repeat client

"We are so happy to have found Jessica and not have to kennel our dog Bosco. Jessica's home is Boscos 2nd home when we are out of town. He gets the best of th... (more)"

12. Blair

Fun, energetic, fur-baby loving!

California , MD, 20619

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: Hello! I am a 24 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)

13. Jessica

Can't wait to make your dog at home

Hollywood, MD, 20636

Dog Boarding, Drop-In Visits, Dog Walking

"I've used Jessica numerous times to watch my dog and she's wonderful!! Very good with my dog who can be temperamental but she comes over and hangs out with h... (more)"

Confirmed Holiday Availability
14. Ravyn

Kennel Attendant with a Passion

Hollywood, MD, 20636

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)"

Confirmed Holiday Availability
15. Daniel

**Available for the Holidays!!!!

Lexington Park, MD, 20653

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Daniel watched my puppy, Finn, when I was travelling for work. He was great with the little guy and even spent the time to work with walking Finn on a leash.... (more)"

16. Morgan

All Animals welcomed and loved

Lexington Park, MD, 20653

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

3 repeat clients

About: Hi! I absolutely love animals and have always been really good at caring and connecting with them. I have had all sorts of animals from dogs to cat... (more)

Confirmed Holiday Availability
17. Michelle

Always ready to help!

Lexington Park, MD, 20653

House Sitting, Drop-In Visits, Dog Walking

About: I have grown up with dogs since I was a kid. I have house sat for neighbors and their dogs multiple times. I enjoy talking my lab puppy for walks... (more)

18. 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)

19. James

Making memories

Lexington Park, MD, 20653

House Sitting, Drop-In Visits

About: After my time in the Navy I am looking to go to school and earn some money. After thinking about it this seemed perfect because of my love for dogs... (more)

Confirmed Holiday Availability
20. Jenna

Down to earth dog lover!

Great Mills, MD, 20634

Dog Boarding, Drop-In Visits, Dog Walking

About: I have loved animals since I was very young! I currently have three pups who I absolutely adore!! They are more spoiled than my husband! I grew ... (more)


As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Wilderness pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Wilderness, MD who meets your — and your pet's — needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet — including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.