Pet Sitting & Drop In Visits in Winchester, IN

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. Shelby

Happy to help!

muncie, IN, 47302

House Sitting, Drop-In Visits, Dog Walking

"She was amazing with my dogs!!! Bob can be a bit temperamental, but she assured me she had experience with dogs that have show aggression in the past. Both o... (more)"

Confirmed Holiday Availability
2. Jennifer

Passionate dog trainer!

Farmland, IN, 47340

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

"Jennifer Conner has been a reliable and trustworthy sitter for my senior dog Mia. She cares for Mia as if she were her own pet and gives her all of the atte... (more)"

Confirmed Holiday Availability
3. REGENA

Dog gone fun...paws away with pals

Richmond, IN, 47374

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

"Regena is an amazing person. The love she has for her own dog is out of this world. She doesn't look at an animal of any kind as just that, she knows that a ... (more)"

4. Cassie

Dogs are my life

Muncie, IN, 47306

House Sitting, Drop-In Visits, Dog Walking

About: I have been taking care of my own dog for about 9 years. Taking him for walks and feeding and playing with him. I have also watched my friends dogs... (more)

5. Emily

Reliable and flexible

Muncie, IN, 47306

House Sitting, Drop-In Visits, Dog Walking

About: From small pups to Great Danes, I would love to care for your dog whenever your away! I love to love on dogs, and being in school allows me the fle... (more)

Confirmed Holiday Availability
6. Elizabeth

Stay Happy Go Lucky

Eaton, IN, 47338

House Sitting, Drop-In Visits, Dog Walking

"Elizabeth is a dedicated, passionate, kind, and responsible caregiver. I would trust her with my dog's life as well as my own. I watched her personally pick ... (more)"

7. Shandie

I love them like my own

Muncie, IN, 47305

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

About: I have been an animal lover as long as I can remember. This includes anything that swims, crawls, slithers or flies. I currently am and employee at... (more)

8. Angela

They still play while your away?❤️

Coldwater, OH, 45828

Drop-In Visits, Dog Walking

About: I am a trusted member of our community, I have many years of experience taking care of dogs, cats and horses! I am certified in pet first aid and ... (more)

Confirmed Holiday Availability
9. Natalie

Animal lover❤

Hagerstown, IN, 47346

House Sitting, Drop-In Visits, Dog Walking

"Natalie has been an animal lover since she was little. She grew up with many cats and started riding and showing horses at the age of nine. For a few years i... (more)"

Confirmed Holiday Availability
10. Kelley

Professional Pet Sitter, Flexible

Muncie, IN, 47303

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

"We have been loyal customers of Sit-Stay-Play Petsitting & More for the past 3+ years. Kelley Stewart & her staff are excellent at all they do. They have wa... (more)"

11. Ashley

Let me love your fur family!

Muncie, IN, 47303

Drop-In Visits, Dog Walking

About: While living in New Orleans I worked in a vets office where I gained lots of experience with all different animals. Here is where my pet sitting tr... (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 Winchester 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 Winchester, IN, 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 Winchester pet sitters and avoid the kennel.