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.

1. REGENA

Dog gone fun...paws away with pals

Richmond, IN, 47374

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

"George had a great time and was well taken care of he also LOVES his little goody bag that Regena left for him. She did an amazing job with keeping up his sp... (more)"

2. Heather

Animal Lover with flexible schedule

Greenville, OH, 45331

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

"Once again Heather did an outstanding job taking care of our four-legged family. We feel good about leaving our dogs in her care. (more)"

3. Brookalyn

Big fenced in yard!!!

Muncie, IN, 47303

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

About: I have owned a dog since I was a young child. In my adult years I have had 3 dogs two still living. Our neighbors travel often for work so we watch... (more)

4. 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)"

5. Andrea

Retired Vet Tech; Forever Pet Lover

MUNCIE, IN, 47302

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

"Andrea is great with my animals. She keeps a key to my house because I often need short notice help and is always there to help. My animals love her. I... (more)"

6. Ali

I’ll make your pet family

Elwood, IN, 46036

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

"You can be away from your pet(s) feeling comfortable when Ali Heffelmire is sitting with your animal. 100% reliable and trustworthy, she is gentle, sweet, co... (more)"

7. 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)

8. 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)

9. Natalie

Animal lover❤

Hagerstown, IN, 47346

House Sitting, Drop-In Visits, Dog Walking

"Excellent job. Very pleased (more)"

10. 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)

11. 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)"

12. Jenna

I already love your dog

Richmond, IN, 47374

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

About: I have 4 dogs in the home, (3 are mine, one is my roommates) and I’ve had dogs my entire life. I will bathe your dog, walk your dog, play with your... (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.