Pet Sitting & Drop In Visits in Winchester, 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 Memorial day Availability
1. Mallory

Fenced in yard

Ridgeley, WV, 26753

Dog Boarding, House Sitting, Drop-In Visits

"Mallory has watched my dogs for me on numerous occasions. She is the only person I trust with them, other than my mother. She has a great backyard and lots o... (more)"

2. Ashley

A girl’s best friend

Berlin, PA, 15530

House Sitting, Drop-In Visits, Dog Walking

About: Hello everyone! My name is Ashley, and I love dogs of all sizes and other animals as well. I grew up on a farm, and we always had dogs. My black la... (more)

3. Kathryn

Your pets happiness is MY happiness

Big Pool, MD, 21711

House Sitting, Drop-In Visits, Dog Walking

"Kathyrn is a true animal lover. She cares deeply about their well being. She is responsible and friendly. Kathryn has watched my dog several times for me.... (more)"

4. Riley

Want to provide a loving atmosphere

Frostburg, MD, 21532

House Sitting, Drop-In Visits, Dog Walking

"Riley is a great girl, she is so expirence with dogs of any breed and has lots of expirence with taking care of dogs. She is responsible and is a hard worker... (more)"

5. Amber

Let me love your pups!

Winchester, VA, 22601

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

9 repeat clients

"Amber has taken care of my three dogs (two of which are high energy pit bulls) and three cats on numerous occasions. Amber house sits and cares for our four... (more)"

6. Crystal

Furry Faces Warm My Heart!!!

Bedford, PA, 15522

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

11 repeat clients

"Crystal looks after my little guy all the time! She is reliable, flexible, and very responsible. I don't trust many people in my home when I'm there, but I'd... (more)"

7. Alexis

I will give plenty of love!

Cumberland, MD, 21502

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

About: I love dogs so much, they make my heart happy! I have a 9 year old chihuahua myself and he’s my baby! I love caring for animals so please let me wa... (more)

8. Anna

Providing best care for your pets

Thomas, WV, 26292

Drop-In Visits, Dog Walking

"Anna is a great mother and pet mom of a dog and cats! She has tons of experience working at an animal hospital where she walked and bathed pets of all shapes... (more)"

9. Justin

Your Dog's Home Away From Home

Frostburg, MD, 21532

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

2 repeat clients

"Justin has taken care of our family dog several times, he and his dog doodle love other dogs, and treat them as part of the family. They always send us pics... (more)"

Confirmed Memorial day Availability
10. Mallory

Fenced in yard

Ridgeley, WV, 26753

Dog Boarding, House Sitting, Drop-In Visits

"Mallory went over and above our expectations . We felt very secure with her watching our fur baby. We hope she is available for our next vacation. C Kudos to... (more)"

11. Julia

Vet Assistant dog sitter/dog walker

frostburg, MD, 21532

House Sitting

About: My name is Julia Miller and I work at a vet office as a vet assistant part time. I've had my veterinary assistant certification since 2011 and have... (more)

12. Kathryn

Your pets happiness is MY happiness

Big Pool, MD, 21711

House Sitting, Drop-In Visits, Dog Walking

"Kathyrn is a true animal lover. She cares deeply about their well being. She is responsible and friendly. Kathryn has watched my dog several times for me.... (more)"

13. Riley

Want to provide a loving atmosphere

Frostburg, MD, 21532

House Sitting, Drop-In Visits, Dog Walking

"Riley is a great girl, she is so expirence with dogs of any breed and has lots of expirence with taking care of dogs. She is responsible and is a hard worker... (more)"

14. Crystal

Furry Faces Warm My Heart!!!

Bedford, PA, 15522

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

11 repeat clients

"Crystal is an exceptional young woman in every way. She knew I was in a spot and agreed to do a last minute sitting job, even though she was having a hospita... (more)"

15. Ashley

A girl’s best friend

Berlin, PA, 15530

House Sitting, Drop-In Visits, Dog Walking

About: Hello everyone! My name is Ashley, and I love dogs of all sizes and other animals as well. I grew up on a farm, and we always had dogs. My black la... (more)

16. Justin

Your Dog's Home Away From Home

Frostburg, MD, 21532

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

2 repeat clients

"Perfect! Was better and more successful than I expected and could not have been better. (more)"

17. Amber

Let me love your pups!

Winchester, VA, 22601

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

9 repeat clients

"Amber took great care of the dogs. They were happy to see me but obviously not starved for attention. The house was taken care of and I couldn't be happier t... (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 Winchester 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 Winchester, 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.