Pet Sitting & Drop In Visits in Willowstone, MD

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

Tip: Contact sitters now to confirm availability.
Confirmed availability
4th of July
1. Stephanie

Lots of love, cuddles and play!

Bear, DE, 19701

House Sitting, Drop-In Visits, Dog Walking

"I had a very last minute request for someone to watch our pup on Wednesday night for all day Thursday. Stephanie went out of her way to come do a meet and gr... (more)"

Confirmed availability
4th of July
2. Danielle

Available evenings and weekends!

Middletown, DE, 19709

House Sitting, Drop-In Visits, Dog Walking

"We absolutely were thrilled with Danielle! She helped us out when our normal dog sitter had to back out at the last minute. She came to our house to meet us ... (more)"

3. Aaron

Ill run and play with your dog!

Newark,DE, DE, 19702

House Sitting, Drop-In Visits, Dog Walking

"Aaron has done a great job watching my dog while im away for work. He does exactly what I ask him to and treats my pup like it's his own. He's a respectful y... (more)"

Calendar Recently Updated
4. Christyne

People Person and Dog Lover!

North East, MD, 21901

House Sitting, Drop-In Visits, Dog Walking

"Thank you for all your loves and attention! (more)"

Confirmed availability
4th of July
5. Matthew

Does your dog need a hiking buddy?

North East, MD, 21901

Drop-In Visits, Dog Walking

About: I am experienced with toy through Mastiff breeds. All temperate's welcome. From aggressive to hyperactive to senior dogs. From a walk around the... (more)

Calendar Recently Updated
6. MacKenzie

Animal Science Graduate Student

Newark, DE, 19713

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

"MacKenzie watched my German Shepherd puppy, Nike, for a week and I couldn't be happier! Even though I was enjoying vacation, she periodically sent me picture... (more)"

Calendar Recently Updated
7. Taylor

7+ Years of Pet Sitting Experience!

North East, MD, 21901

Dog Boarding, House Sitting, Drop-In Visits

"Taylor was wonderful with our puppy Oliver. She sent us pictures and gave us updates. Will definitely use her again in the future. (more)"

Calendar Recently Updated
8. Phoebe

College grad who adores dogs!

Newark, DE, 19702

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

About: Hey there! I love playtime and going on long walks with any dog. I have had dogs my entire life and cannot imagine a home without one. I have raise... (more)

9. Love

Doggy Caretaker

Bear, DE, 19701

House Sitting, Drop-In Visits, Dog Walking

About: I live locally and would love to take care of your pets. I've been a pet parent for years and really enjoy taking care of puppers; young and old. M... (more)

10. Allison

I’ll treat your dog like family!

Bear, DE, 19701

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

"Allison had been a great friend for years, and has always loved animals!! She's a great mom the her two dogs, and a wonderful aunt to my fur baby! She always... (more)"

Confirmed availability
4th of July
11. Racheal

I will take your dog to the park

Elkton, MD, 21921

House Sitting, Drop-In Visits, Dog Walking

"Racheal is one of the most kind and helpful people I know. She’s is always willing to go the extra mile for her friends and that extends to her furry friends... (more)"

Calendar Recently Updated
12. Mackenzie

Run, walk, play - Dog sitter!

Middletown, DE, 19709

House Sitting, Drop-In Visits, Dog Walking

About: I have had dogs all of my life and take care of them with my family. I used to have a German shepherd and now I have two cevachons that I adore. I... (more)

13. Emily

Love is a four legged word!

Bear, DE, 19701

Drop-In Visits, Dog Walking

"Emily, Thank you for taking such great care of our dog Bow over winter break. I didn't know what to expect since he is a very strong dog, but you were con... (more)"

14. Isabelle

Student by day; dog lover always

Elkton, MD, 21921

House Sitting, Drop-In Visits, Dog Walking

About: Dogs have always been an important part of my life. I have never gone a year in my life without the love of a furry friend. I currently have an 8-y... (more)

15. Tristan

Dog whisperer ?

Northeast, MD, 21901

House Sitting, Drop-In Visits, Dog Walking

"Tristan really loves the dogs, they listen to him more then my husband and I! He is a realiable young man that gives the dogs/cats good attention they should... (more)"

16. Natalie

Home full time with fenced yard

North East, MD, 21901

Drop-In Visits, Dog Walking

"Natalie would make a wonderful asset to your company! I know that she would provide safe, competent, compassionate and loving care to the pets in your servi... (more)"

Calendar Recently Updated
17. Renee

Dog Mom of 2 who loves long walks!

Elkton, MD, 21921

House Sitting, Drop-In Visits, Dog Walking

About: I have been pet sitting for as long as I can remember. I love dogs and they're so special because they all have unique personalities. In the past, ... (more)

18. Miranda

Miranda's Happy Pup's

Elkton, MD, 21921

Drop-In Visits, Doggy Day Care, Dog Walking

About: I am Miranda, I have a great deal of experience with animals especially dogs and horses! They are my passion and they will definitely play a big pa... (more)

Confirmed availability
4th of July
19. Karen

I love Dogs and dogs love me!!!

ELKTON, MD, 21921

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

About: I love dogs of all kinds! I was raised on a farm, so I have had dogs my whole life and am very experienced with them. I currently have a German she... (more)

20. Becki

I'll run with your dog

Elkton, MD, 21921

Drop-In Visits, Dog Walking

About: I've been a dog and other type of pets owner for many years and have a passion for caring for animals. I make sure to treat all dogs as if they we... (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 Willowstone 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 Willowstone, 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.

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

Card image cap

1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

Card image cap

2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

Card image cap

3) Book & pay

Our platform makes it easy and secure. No cash necessary.

Card image cap

4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.