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. Addie

Responsible and animal loving.

Yorktown, IN, 47396

House Sitting, Drop-In Visits, Dog Walking

About: I have raised many puppies from two days old to finding them homes. I have two dogs that I love very much and I am happy to help train dogs as well... (more)

2. 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)"

3. 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)

4. Kelley

Professional, Pet CPR Certificated

Muncie, IN, 47303

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

5. 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)

Available this weekend
6. 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 wonderful with my three dogs while i'm away at work . she has also hosted birthday parties and spa days for them as well as many other pets during ... (more)"

7. Addie

Responsible and animal loving.

Yorktown, IN, 47396

House Sitting, Drop-In Visits, Dog Walking

About: I have raised many puppies from two days old to finding them homes. I have two dogs that I love very much and I am happy to help train dogs as well... (more)

8. 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)"

9. 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)

10. Kelley

Professional, Pet CPR Certificated

Muncie, IN, 47303

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

Available this weekend
11. 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 amazing w/pets she has always cared for Max my great Dane he loves her...she is very clean and house always smells great . (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

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 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.