Pet Sitting & Drop In Visits in Windsor, 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. Kayla

Flexible schedule- can compromise

Nancy, KY, 42544

House Sitting, Drop-In Visits, Dog Walking

"Kayla did a fantastic job with Luke and Midnight. She kept me up-to-date and gave me confidence she could handle them just fine. I would definitely rebook wi... (more)"

2. Abby

Animal-Assisted Therapist

Harrodsburg, KY, 40330

House Sitting, Drop-In Visits, Dog Walking

"Abby & Mike are awesome. They took outstanding great care of our dogs. Sent us pictures and visit updates. We came home and the house and dogs were perfec... (more)"

Confirmed availability
Thanksgiving
3. Kelsey

always flexible for the dogs!

Somerset, KY, 42503

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

"Kelsey was great and my puppy was as happy as could be!! (more)"

4. Chelsea

I'll go the extra mile for your pet

Russell Springs, KY, 42642

House Sitting, Drop-In Visits, Dog Walking

"Chelsea was awesome. When we went away for a little while Chelsea dropped in to visit Samson and was very good at sending me pictures and letting me know wha... (more)"

Confirmed availability
Thanksgiving
5. Brooke

I'll run and play with your dog

Monticello, KY, 42633

Drop-In Visits, Dog Walking

"Brooke Marchal went above and beyond when pet sitting for my goldens. She truly loves dogs and is able to read them very well. She took very good care of ... (more)"

Confirmed availability
Thanksgiving
6. Kirsten

Animals and fitness, my 2 passions

Danville, KY, 40422

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

About: None (more)

7. Kayla

Flexible schedule- can compromise

Nancy, KY, 42544

House Sitting, Drop-In Visits, Dog Walking

"Kayla was an absolute rockstar! Not only did she care for our senior Yorker, anxiety ridden rescue, and two crazy cats, but endured what seems to be the hott... (more)"

8. Abby

Animal-Assisted Therapist

Harrodsburg, KY, 40330

House Sitting, Drop-In Visits, Dog Walking

"Abby and Mike are so great!! I am a very nervous fur-mom but Abby and Mike put my mind at ease, which made my vacation THAT much better. I would definitely u... (more)"

9. Kelsey

always flexible for the dogs!

Somerset, KY, 42503

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

"This was my first time using Rover and I was really nervous but Kelsey assured me it would be fine! She let me know when she made it to the house, sent pict... (more)"

10. Chelsea

I'll go the extra mile for your pet

Russell Springs, KY, 42642

House Sitting, Drop-In Visits, Dog Walking

"For as long as I've known Chelsea, she's always been passionate about animal care and she has always taken great care of the strange assortment she's had ove... (more)"

Confirmed availability
Thanksgiving
11. Kirsten

Animals and fitness, my 2 passions

Danville, KY, 40422

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

About: None (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 Windsor 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 Windsor, 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 Windsor pet sitters and avoid the kennel.