Pet Sitting & Drop In Visits in Winterberry, 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. Kelsie

Available year-round!

Westminster, MD, 21157

Drop-In Visits, Dog Walking

6 repeat clients

"Kelsie did a wonderful job with our dog Hershey. We are very happy to have a reliable dog sitter that we can trust. Hershey is happy and safe at home while w... (more)"

2. Theresa

Full-Time Professional Pet Care

Westminster, MD, 21157

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

2 repeat clients

"Theresa was wonderful! She communicated really well and took great care of our pets. Really appreciated the updates, including the pictures. I'd recommend he... (more)"

Available this weekend
3. Valerie

I'll walk and play with your dog.

Hampstead, MD, 21074

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Valerie is exactly the kind of person I hoped to find for a pet sitter!!! My dogs were so happy when I returned home. I will not hesitate to use her for exte... (more)"

Available this weekend
4. Casie

Cant buy love but you can rescue it

Westminster, MD, 21157

House Sitting, Drop-In Visits, Dog Walking

"Casie has been taking care of my animals for years now. She is the only one that I trust leaving my pets with when I am out of town. She is able to compassio... (more)"

Confirmed Holiday Availability
5. Maisy

Home full-time, very flexible hours

Westminster, MD, 21157

House Sitting, Drop-In Visits, Dog Walking

"Maisy took care of my Bichon for a month while we were on extended vacation. She gave this temperamental little pooch true love and excellent care, treating ... (more)"

6. Theresa

Your dog loves me

Hampstead, MD, 21074

Drop-In Visits, Dog Walking

1 repeat client

"Theresa was great with our dogs and was patient with our Aussie that barks at strangers. I will definitely be calling her again when we need a dog sitter :) (more)"

7. Lisa

All Dogs are Family!

Hampstead, MD, 21074

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

2 repeat clients

"Lisa was fantastic taking great care of my Yorkie, Graham! She was so thoughtful, and you can really see how much she cares about the wellbeing of your dog. ... (more)"

8. Katarina

Animal loving pet sitter/ walker

Westminster, MD, 21157

Drop-In Visits, Dog Walking

"I am very happy with Katarina, she is on time and has been walking my dog since I rescued her. My dog loves her and gets so excited when she comes. Katarina ... (more)"

9. Chrissy

Reliable and happy to help...

Finksburg, MD, 21784

House Sitting, Drop-In Visits, Dog Walking

"Chrissy has watched my dog on numerous occasions. Every time her car pulls up my dog is excited because he knows that the day is going to be filled with long... (more)"

Confirmed Holiday Availability
10. Jaime

Large fenced in yard

Reisterstown, MD, 21136

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

About: I have a half-acre fenced in back yard great for running around. I also have a very active 5 year old male boxer (intact) who wants to be everyone'... (more)

11. Cindy

Love is a four legged word!

Hampstead, MD, 21074

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: I have been working with dogs for 3 years now. I dog sit for a lot of adopters from my full time job. I am available early mornings and evenings, a... (more)

Confirmed New Years Availability
12. Kristen

Looking for furry friends!

Westminster, MD, 21157

Drop-In Visits, Dog Walking

2 repeat clients

"Kristen Carter would be a huge asset to your organization due to her phenomenal integrity, responsibility, & genuine love of animals. Having grown up surroun... (more)"

13. Lyn

Abundant dog care experience!

Reisterstown, MD, 21136

Drop-In Visits, Dog Walking

"I have known Lyn since she was a baby. she was raised on a farm where she developed her love for dogs, horses, goats, turtles, bunnies, and all things animal... (more)"

Confirmed Holiday Availability
14. Laura

I have owned dogs my entire life

Westminster, MD, 21157

House Sitting, Drop-In Visits, Dog Walking

"Laura is such a wonderful caregiver and has a way with dogs. It's easy to see her passion and respect for them. She is very responsible and can always be cou... (more)"

Confirmed Holiday Availability
15. Lauren

I love dogs!!

Hampstead, MD, 21074

House Sitting, Drop-In Visits, Dog Walking

"Lauren loves all animals, especially dogs! Dependable for walks, feeding and making sure they have fresh water ❤️ I recommend her to everyone who needs a han... (more)"

16. Emilie

Dogs are a girl's besfriend

Finksburg, MD, 21048

House Sitting, Drop-In Visits, Dog Walking

About: Hi, I'm Emilie! I've had 3 dogs for most of my life. In addition to my dogs, I have 2 cats. I've grown up with animals so I know how to take care o... (more)

Confirmed Holiday Availability
17. Renee

Full-time runner/cuddling

Westminster, MD, 21157

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

"We highly recommend Renees services. While we were out of town she stayed at our house and cared for our dogs and cat. She was extremely responsible and even... (more)"

18. Zachary

Intelligent,Resourceful, loves dogs

Westminster , MD, 21157

Drop-In Visits

About: I'm a 19 year-old college student with a love of dogs and pets in general. My brother is a marine biology major and my mother was a Veterinarian. I... (more)

19. Kailey

A true friend has paw prints!

Hampstead, MD, 21074

Drop-In Visits, Dog Walking

About: I have owned and care for dogs of all breeds and sizes all of my life! My fiance and I have the two sweetest dogs, a Bernese Mountain dog and mini ... (more)

20. Brittany

Animal Lover Available For Hire

Westminster, MD, 21157

House Sitting, Drop-In Visits, Dog Walking

"Hi would highly recommend Brittany S. for a dog sitter. I have seen her with animals and she is very gentle and ver caring. You would leave your animal in ex... (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 Winterberry 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 Winterberry, 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 Winterberry pet sitters and avoid the kennel.