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. 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

About: I have a 4 year old pup. I treat him like a baby. I watch him like a hawk and make sure he is always happy. I plan to treat any other dog that I wa... (more)

2. Meaghan

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

Richmond, KY, 40475

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

4 repeat clients

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

3. Amanda

A dog-gone good time!

Richmond, KY, 40475

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

"Amanda is wonderful with all kinds of animals,especially dogs.She does a great job giving them what they need to stay healthy,including exercise.She is very ... (more)"

4. Danielle

Loving dog mom

Berea, KY, 40403

Dog Boarding, Drop-In Visits, Dog Walking

"Danielle is awesome with pups! She's super caring and responsible. I definitely trust her taking care of my own dogs and I know she will do a great job. I re... (more)"

5. 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)

6. Paige

Home full-time, fenced in yard

Mckee, KY, 40447

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

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)

7. Leah

Offering Peace of Mind for Climbers

Clay City, KY, 40312

Drop-In Visits, Doggy Day Care

"Liya is the most dedicated foster dog Mom! She fostered our pup Zori and she was so passionate with her. Liya has a way of emotionally connecting with the d... (more)"

8. Jenna

Farm girl who knows pets are family

Garden Springs, Lexington, KY, 40504

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

3 repeat clients

"Jenna is one of the most caring and responsible people I know. She loves dogs a ton, and has always been so sweet with my corgi, Ramona. I used to leave town... (more)"

9. 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)

10. 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)

11. 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)

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Learn About Premier

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.