House Sitting in Winchester, IN

Find a loving dog sitter to watch your dog overnight in your home.

Confirmed President's Day Availability
1. Heather

Animal Lover with flexible schedule

Greenville, OH, 45331

House Sitting, Drop-In Visits, Dog Walking

"This lady is outstanding! We planned a 12 day vacation with a total of six family members. Everyone brought their dogs to our house as we are a "show home" a... (more)"

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)"

3. 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)"

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

"She did an excellent job, no issues or concerns. She was attentive, thorough and considerate of Ricky and Lucy's overall welfare, and with our home. We wo... (more)"

6. Elizabeth

Stay Happy Go Lucky

Eaton, IN, 47338

House Sitting, Drop-In Visits, Dog Walking

"Elizabeth is the absolute most amazing pet sitter! She loves our dogs as her own fur babies and didn't even mind sleeping with our super loud snoring Boston ... (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. REGENA

Dog gone fun...paws away with pals

Richmond, IN, 47374

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

1 repeat client

"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)"

9. Sara

Your dog = my family

Celina, OH, 45822

House Sitting, Drop-In Visits, Dog Walking

"Sara is a total animal lover! She is a very responsible young lady with a big heart when it comes to animals. You can depend on her to be there when you ne... (more)"

10. 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)"

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)"


Rover.com is the simple, savvy way to find and book Winchester house sitting. It's easy to find the perfect house sitter — many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Winchester on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Winchester house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.