Pet Sitting & Drop In Visits in Crestwood, KY

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. Allegra

Weekend Dog Walker/Sitter/Venturer

Louisville, KY, 40223

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

1 repeat client

"Allegra was absolutely fabulous! She took more than enough time with my pets for our day away. Definitely recommend her!!! (more)"

Confirmed Holiday Availability
2. Tabitha

Experienced & Trusted pet services

Louisville, KY, 40241

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

13 repeat clients

"Tabitha was great with my geriatric, blind, grumpy Yorkiepoo. She kept me updated with feedback and pictures. Went above and beyond what I asked her to do. M... (more)"

3. Katie

Professional Pet Sitter - East End

Louisville, KY, 40243

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Katie came by every day for a check in and feeding with our cat and even sent us a few photos during that time. Our cat seemed quite content and his usual s... (more)"

Confirmed Holiday Availability
4. Wolf

A lot of Pitbull experience & more!

Louisville, KY, 40241

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Wolf did a great job. My dogs who only met him once really seemed to like him and he took plenty of pictures over the time he was at the house. We will defin... (more)"

5. Erin

Fenced yard & Walk Loving

Louisville, KY, 40245

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

"Erin was great with our 3 pups! She made time to play with each of them, and we could tell from the pictures the dogs really liked her. She fed and took the... (more)"

Confirmed Holiday Availability
6. Maggie

Fun Dog Loving Family Ready to Play

Louisville, KY, 40245

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

15 repeat clients

"Maggie did a great job! (more)"

Confirmed Christmas Availability
7. Jessica

Obsessive dog lover

Louisville, KY, 40223

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Jessica is an awesome pet sitter ! She has kept and loved on both of my dogs while I was on vacation! She is very responsible, caring and loyal! She loves ... (more)"

8. Andy

I'll be your dog's best friend

Louisville, KY, 40245

House Sitting, Drop-In Visits

"Andy is the perfect combination of reliable and caring. It is easy to see he genuinely loves animals. Before I go on a trip he takes the initiative to confir... (more)"

Confirmed Holiday Availability
9. Heather

Devoted Animal Mom of 4

Louisville, KY, 40245

Drop-In Visits, Dog Walking

2 repeat clients

" I highly recommend Heather. She is trustworthy, dependable and very caring about my doggies. It is obvious that she does the service because she cares about... (more)"

10. Faith

Experienced and Responsible

Crestwood, KY, 40014

Drop-In Visits, Dog Walking

1 repeat client

"Faith was awesome! My dogs are very nervous and anxious around new people but she put them at ease and gave me frequent updates throughout the weekend. I... (more)"

Confirmed Christmas Availability
11. Elise

I love going for walks!

Prospect, KY, 40059

Drop-In Visits, Dog Walking

"Elise is one of the most carrying and loving individuals I have ever met. She has an immense love for dogs of every shape and size. So I promise anything you... (more)"

12. Kiva

Pre-Vet, Fenced yard, loves dogs!

crestwood, KY, 40014

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

"Kivas love for dogs is unreal. I’ve never met a person more passionate about dogs or animals just in general. I’ve known Kiva for 6 years now and there’s not... (more)"

13. Stephanie

Dog Cuddler for Hire!

Louisville, KY, 40245

Drop-In Visits, Dog Walking

"Stephanie would be a great person to have care for your dog. She is a dog lover and has treated her dogs like a mother would care for her children. Dogs are ... (more)"

14. Bailee

Dog Lover, Rescue Volunteer!

Louisville, KY, 40241

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

1 repeat client

About: I currently have 1 large sized dog who I adopted from the Kentucky Humane Society and also foster an elderly Golden Retriever through the organizat... (more)

15. Rustie

A driven individual !

Louisville, KY, 40241

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

About: I am attending school to become a Veterinarian, I have been around dogs my whole life. I grew up on a ranch with cattle dogs that had to be taught... (more)

Confirmed Holiday Availability
16. Lauren

Teacher, professional dog lover

Louisville, KY, 40245

House Sitting, Drop-In Visits, Dog Walking

About: Hello! My name is Lauren. I'm a full time teacher, mommy, wife and part time cuddler of my own two pups (boxer and boxer/pit mix). I know it's diff... (more)

Confirmed Holiday Availability
17. Heather

Cuddles for Canines in Louisville

Louisville, KY, 40241

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

7 repeat clients

"Heather has obviously had a lot of animals in her life growing up. She is patient and kind with temperamental and anxious animals, working with them to build... (more)"

Confirmed New Years Availability
18. Heather

Loving Care When You're Not There!

louisville, KY, 40241

House Sitting, Drop-In Visits, Dog Walking

"Heather is one of the best dog sitters I have ever used. While Im away I am completely relaxed knowing they are in her care. She not only makes sure they ar... (more)"

19. Katie

Cuddles for Canines

Crestwood, KY, 40014

Drop-In Visits, Doggy Day Care, Dog Walking

"I have known Katie a long time. She loves dogs with all her heart and soul. You will not find a more caring, loving, genuine dog-loving human being. (more)"

20. Naiomi

Pet loving home with large dog park

Louisville, KY, 40245

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

"Naiomi is kind, thoughtful, and professional. She is ALWAYS punctual and will always put the needs of others before herself. It’s a regular occurrence that s... (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 Crestwood 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 Crestwood, 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 Crestwood pet sitters and avoid the kennel.