Pet Sitting & Drop In Visits in Rolling Hills, 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. Wendy

Walk and Play with your dog.

Annapolis, MD, 21409

Drop-In Visits, Dog Walking

16 repeat clients

"We could not be more thankful for finding Wendy on rover! She has been absolutely amazing when caring for our 2 dogs while we are away. She stays in constant... (more)"

2. Phyllis

Animals lover wants to share love

Davidsonville, MD, 21035

Dog Boarding, Drop-In Visits, Doggy Day Care

22 repeat clients

"It was a pleasure having Phyllis watch our dogs over a long weekend. Communication was great and I never had to worry while away if they were taken care of a... (more)"

3. Liz

Annapolis area animal lover

Arnold, MD, 21012

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Great first week with Liz! She came to meet me and the pups a day before and was thorough in understanding their routine. I love the updates and photos. (more)"

4. Joy

Here for You and Your Pets!

Arnold, MD, 21012

House Sitting, Drop-In Visits, Dog Walking

"I can guarantee that Joy will be your dog's best friend! She is very responsible and kind and will not only make sure your dog is taken care of but also pla... (more)"

5. Tiffany + Megan

Dogs,Cats,Birds,Horses Any Animal❤️

Riva, MD, 21140

Drop-In Visits, Dog Walking

9 repeat clients

"We had a bit of drama when the dogs decided to down a full bucket of treats of the counter. Tiff any and Megan took it in stride and cleaned up the explosive... (more)"

6. Terri

Dedicated to your pets well being!

Annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Fantastic job. (more)"

7. Maria

We know about doggone good time!

Annapolis, MD, 21403

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

2 repeat clients

About: I have a dog myself (Beagle Mix) which I share custody of and I am Deaf myself. I love dogs like they are my children which I do not have any. Rai... (more)

8. Calli

Dependable and active caretaker!

Annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

"Calli is super responsible and caring! She is currently studying to be a nurse, and that care and attentiveness definitely carries over to dog sitting. My do... (more)"

9. Audrey

Likes to walk + loves dogs = Audrey

Arnold, MD, 21012

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Audrey was great, and I could tell she is a real dog lover. (more)"

10. Ashley

Experience animal caretaker

Annapolis, MD, 21403

Drop-In Visits, Doggy Day Care, Dog Walking

"Ashley did s great job with our older dog (more)"

11. Kate

Caring, loving & energetic sitter

Annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Kate is great! She's easy to communicate with. My cat was very comfortable around her. I really like that she sent me pictures of my cat while I was away. (more)"

12. Meaghan

I’ll keep up with your pup!

Annapolis, MD, 21401

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

"Nellie loved her walk and playing with Meaghan! And I loved getting pictures and updates of their visit! (more)"

13. Sarah

Dog trainer in training!

Arnold, MD, 21012

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Nellie loves her walks with Sarah! And I love getting updates and pictures after each visit :) (more)"

14. Mary

Sitting by Mary

Annapolis, MD, 21403

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

6 repeat clients

"Mary was wonderful! She was very responsive and very easy to book last minute. She took good care of Hunter and I will be definitely be booking her again. (more)"

15. Katie

Flexible schedule, active lifestyle

Edgewater, MD, 21037

House Sitting, Drop-In Visits, Dog Walking

About: My family and I grew up with two medium sized dogs for about 12 years. One was very active, the other was a bit more chilled out; so I have experi... (more)

16. Jessie

Work from home

Annapolis, MD, 21401

Dog Boarding, Drop-In Visits, Doggy Day Care

5 repeat clients

"Jessie is a true pet lover. Her dog Barney is like a child to her and she treats him as such. She has puppy sat for me before and even though my dog was out ... (more)"

17. Erika

Loving care while your not there

Crownsville, MD, 21032

House Sitting, Drop-In Visits, Dog Walking

"Erika was great with our sweet girl! She left us detailed notes about their visits together while we were away for an overnight trip. We will definitely us... (more)"

18. Erin

We love dogs as much as people!

Annapolis, MD, 21401

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

"I haven't met a person who has so much love for dogs in my life. Very welcoming person and home. Your pup is in great hands with her. (more)"

19. Casey

Dachshund Dad - Take Notes Cesar

Crownsville, MD, 21032

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

"I know Casey personally. He has always loved animals. He treats animals with the same care and respect as he does his friends and family. He owns a dachshund... (more)"

20. Kelsey

Energetic dog lover!

Annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

"Kelsey Trundle is the most responsible doggie walking and puppy loving person you will ever meet.! She simply is the best! Lucky you if she is available ... (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 Rolling Hills 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 Rolling Hills, 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 Rolling Hills pet sitters and avoid the kennel.