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. Liz

Annapolis area animal lover

Arnold, MD, 21012

House Sitting, Drop-In Visits, Dog Walking

12 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)"

2. Kayla

Love spending time with dogs!

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Kayla was super easy with communication. Scheduling. Arrived on time. Sent updates so we knew she arrived. Thanks Kayla! (more)"

3. Sarah

Dog trainer in training!

Arnold, MD, 21012

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Sarah is wonderful! She provided updates during the visit and pictures! Definitely recommend :) (more)"

4. Katelyn

Can’t wait to work with your dog!

Annapolis, MD, 21403

House Sitting, Drop-In Visits, Dog Walking

"Katelyn has taken care of my dog, Charlie, numerous times over the years. He loves hanging out with her. She is very professional and attentive to Charlie's... (more)"

5. Tiffany + Megan

Dogs,Cats,Birds,Horses Any Animal❤️

Riva, MD, 21140

Drop-In Visits, Dog Walking

10 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. Jacob

Sandy Paws Dog Sitting

Edgewater, MD, 21037

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

6 repeat clients

"Jacob and Melissa did a fantastic job taking care of Oisin! He was happy and content when we arrived home. We would definitely recommend them and plan to u... (more)"

7. Terri

Dedicated to your pets well being!

Annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Terri has been amazing every time we have used her, she takes the time to come and meet you as well as your pets and never stops working to make sure that my... (more)"

Confirmed Memorial day Availability
8. Daniel

A Dog’s Best Friend!

Annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"I have known Daniel for many years, he was even the best man in our wedding!! My husband and I have a three year old pit bull and Daniel has watched him many... (more)"

Confirmed Memorial day Availability
9. Glencora

Excited to meet your best friend!

Annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Cora has been outstanding in caring for our puppy. She has been responsible, on time, and has provided feedback during twice daily drop-in visits with texts ... (more)"

10. Tyler

Passionate about dogs!

Annapolis, MD, 21401

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

About: My name is Tyler Orsulak. I am 28 years old and I live with my wife. We are both very passionate about dogs. I had a yellow lab for 16 years and m... (more)

Confirmed Memorial day Availability
11. Brandy

We are a family of Pet Lovers :)

Riva, MD, 21140

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

1 repeat client

"I would give Brandy 5 stars for her care of our puppy. She came when requested, played with the puppy, sent us pictures, all of which she did beyond what we ... (more)"

12. Kate

Can run w/ your dog! Avail all day!

Crownsville, MD, 21032

Drop-In Visits, Dog Walking

"Kate was awesome! Quickly replied and was able to handle last minute request. She kept in touch and let us know how our Zig was doing. Very appreciated. I wi... (more)"

13. Molly

Home full-time!!

Annapolis, MD, 21401

Drop-In Visits, Dog Walking

"Molly has cared for our golden retriever and golden doodle. She is loving, fun and reliable! She is trustworthy and I would highly recommend her!! (more)"

14. Heidi

I have a huge heart for pups!

Annapolis, MD, 21401

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

12 repeat clients

"She went above and beyond my expectations! Very satisfied with my experience and would definitely hire again. (more)"

15. Kate

Caring, loving & energetic sitter

Annapolis, MD, 21401

House Sitting, Drop-In Visits, Dog Walking

4 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)"

Confirmed Memorial day Availability
16. Maria

We know about doggone good time!

Annapolis, MD, 21403

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

6 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)

17. Lauren

Fur baby lover

Annapolis, MD, 21401

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

2 repeat clients

"Lauren did an excellent job taking care of our dog while we were away on vacation. She communicated with us often while we were away- a huge plus in my book!... (more)"

18. Vicky

Nurturing family environment

Annapolis, MD, 21401

Drop-In Visits, Doggy Day Care, Dog Walking

"Vicky is an exceptional, responsible, and loving caregiver. Vicky definitely has lots of experience caring for animals. My dog Miami always has such a gre... (more)"

19. Julia

Your dog will feel at home

Annapolis, MD, 21401

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

About: I have had dogs all my life and currently have a 3 year old boxer. I will spoil your dog as much as you want or will stick to a training schedule.... (more)

20. Katie

Flexible schedule, active lifestyle

Edgewater, MD, 21037

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

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)


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.