Pet Sitting & Drop In Visits in Winston, KY

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

1. Megan

A tired pooch is a happy pooch!

Richmond, KY, 40475

Drop-In Visits, Dog Walking

1 repeat client

"Megan took very good care of our four legged children. During our vacation, we received regular updates and photos. Our pets were happy and well cared for ... (more)"

2. Kelli

Dog Lover. Very caring and loving!

Berea, KY, 40403

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

1 repeat client

"Kelli is great with my pups. They are always happy and relaxed when I return. Thanks so much for your help Kelli! (more)"

3. Kelsey

I'll be the substitute best friend!

Richmond, KY, 40475

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Excellent with our pups, they felt completely at ease with Kelsey. Prompt and courteous with excellent communication. We have found a happy alternative to th... (more)"

4. Paige

Flexible schedule & experienced

Richmond, KY, 40475

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I have a very flexible schedule and loads of experience with all types of dogs. My family has always had pets growing up and I have gladly helped b... (more)

Confirmed Thanksgiving Availability
5. Meaghan

It's a Pup-partay!!!!!

Richmond, KY, 40475

Dog Boarding, Drop-In Visits, Dog Walking

5 repeat clients

"Love Meaghan. She did s great job! I will definitely use her again!! (more)"

6. Monica

I will make sure your pup is HAPPY!

Richmond, KY, 40475

House Sitting, Drop-In Visits, Dog Walking

About: If I am chosen to provide care to your dog I will always do my absolute best to ensure that the highest level of care is being given. I will make s... (more)

Confirmed Thanksgiving Availability
7. Lauren

I’ll run with your dog

Richmond, KY, 40475

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

1 repeat client
No Reviews Yet

About: I’ve been with dogs, cats, cows, and goats, my whole life. I have experience training dogs for 2 years with activities and commands such as house b... (more)

Confirmed Thanksgiving Availability
8. Michael

I'll run & rollick with your dog!

Southeastern Hills, Lexington, KY, 40515

House Sitting, Drop-In Visits, Dog Walking

"Mike is just plain fantastic with dogs and other animals. I've seen him care for both senior and young, energetic dogs with great attention and care. You'll ... (more)"

9. Nick

I love dogs of all shapes + sizes!

Richmond, KY, 40475

House Sitting, Drop-In Visits, Dog Walking

"Nick is a lot like Spiderman. Now hang on, before you say, "What does Spiderman have to do with walking dogs?"consider this. Just like Peter Parker, Nick lov... (more)"

Confirmed Thanksgiving Availability
10. Maria

Vet Tech that Loves Dogs!

Winchester, KY, 40391

Drop-In Visits, Dog Walking

About: Hello! My name is Maria. I am an experienced Veterinary Technician. I have been a technician for 5+ years, as well as a dog owner all of my life. ... (more)

11. Brianna

I am attentive and thorough!

Richmond, KY, 40475

House Sitting, Drop-In Visits, Dog Walking

About: All my life I have grown up around dogs. I have been house sitting for the past few years and have completely loved the experience. I take care of ... (more)

Confirmed Thanksgiving Availability
12. Anna

I love taking my pups to the park!

Richmond, KY, 40475

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

About: I have a female lab mix and a husky puppy who are both very playful and full of energy. We live in an apartment in Richmond and my pups love to run... (more)

13. Breanna

I'll love your dog just like you do

Reservorir, Lexington, KY, 40502

House Sitting, Drop-In Visits, Dog Walking

About: I am very flexible with my schedule, and I absolutely love all dogs! I do have a dog of my own, so I know how it is to be a pet parent and worry ab... (more)

14. Leah

Offering Peace of Mind for Climbers

Clay City, KY, 40312

Drop-In Visits, Doggy Day Care

"I can not recommend Leah highly enough. It was like have a member of the family staying with my dog. She was amazing and we will definitely have her sit our ... (more)"

15. Paige

Home full-time, fenced in yard

Mckee, KY, 40447

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

1 repeat client
No Reviews Yet

About: I've had pets since I was little & my parents always had me take responsibility for them, so I have experience with animals. I love dogs of any kin... (more)

Confirmed Thanksgiving Availability
16. Kierra

Let me care for your Dog!

Richmond, KY, 40475

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

About: I'm a dog lover who wants to help take care of your dogs. I will play with your dog, lay with dog, run with you dog, and have fun with your dog. I'... (more)

17. Sidney

Animal lover

Berea, KY, 40403

Drop-In Visits, Doggy Day Care, Dog Walking

About: I very much enjoy being around and playing with dogs. I have had several pets throughout my life (4 Pomeranians, 1 Australian Sheppard mix, 2 Cocke... (more)

18. Delaney

I'll run with your dog

Berea, KY, 40404

House Sitting, Drop-In Visits, Dog Walking

About: I am moderately available. I love dogs, they are by far my favorite animal. I've always had dogs in my home and been around them since I was born... (more)

19. Alexander

I treat your babies like my babies!

Blueberry Hill-Brigadoon-Stoneybrook-Baralto, Lexington, KY, 40517

House Sitting, Drop-In Visits, Dog Walking

"Alexander has always been a great help to me when I have to leave town for business last minute and can't find a dog sitter. He always comes and helps when h... (more)"

20. Sarah

I love long walks with cute puppies

Richmond, KY, 40475

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

About: I have taken care of my own two dogs and kitty since they have came into our lives many years ago. I typically dog sit/walk in Shelbyville KY and l... (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 Winston 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 Winston, KY, 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 Winston pet sitters and avoid the kennel.