Pet Sitting & Drop In Visits in Winchester, MO

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Confirmed Holiday Availability
1. Erika

Christian Dog-lover ready to help!

Ballwin, MO, 63011

House Sitting, Drop-In Visits, Dog Walking

19 repeat clients

"Erika provides excellent service! She took great care of my 2 Pugs on more than one occasion and is always on-time, ready to provide care and pleasant. Lucy ... (more)"

Confirmed Holiday Availability
2. Megan

Happy heart & big home for all!!

Ballwin, MO, 63021

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

About: I have been an animal lover my entire life and I know we need dogs as much as they need us! They make our lives complete and full of love and adven... (more)

Confirmed Holiday Availability
3. Francie

Pro-Pup, 35 years of experience!

Kirkwood, MO, 63122

House Sitting, Drop-In Visits, Dog Walking

"Francie was wonderful! She came over and met our labs and they instantly loved her. She was punctual, did everything we asked, and updated us on how her visi... (more)"

4. Monica

Stay At Home Dog Mom and Foster Mom

Manchester, MO, 63021

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Monica was very professional and did great with our cats. Everything worked out and she was able to be accommodating at the last minute. I felt very secure... (more)"

Confirmed Holiday Availability
5. Cali

Ready to care for your special pup!

Valley Park, MO, 63088

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

3 repeat clients

"Cali was wonderful in helping me with my first booking, and it was a last minute trip!. She was great with my dogs and sent pictures to let me know they were... (more)"

Confirmed Christmas Availability
6. Danielle

Animal-loving College Grad :)

Chesterfield, MO, 63005

House Sitting, Drop-In Visits

1 repeat client

About: I've always adored interacting with animals! Caring for our family's dogs and cats and watching the neighbors' pets when they leave town made me wa... (more)

7. Audrey

Dog lover and Outdoors Enthusiast!

Ballwin, MO, 63011

House Sitting, Drop-In Visits, Dog Walking

"Audrey was a god-send...willing to take care of our dogs at the last minute. She dropped by our house to let them out and play with them. Thanks Audrey! (more)"

8. Paige

Dogs are my passion and drive

Ballwin, MO, 63021

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Paige is a very caring animal lover. I work with her daily and she is always looking to make the best choices for each dog visiting the salon. Many times we ... (more)"

Confirmed Holiday Availability
9. Lisa

Fun pet loving home away from home

Creve Coeur, MO, 63141

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

4 repeat clients

"I do animal rescue with Lisa and she is a wonderful foster and volunteer. Her foster pets are always well cared for, clean, and socialized. The best thing ... (more)"

10. Jodie

Dependable dog lover❤️

Ballwin , MO, 63021

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I previously managed a kennel as well as directed a pet sitting company. I have seen firsthand the comfort and benefits of pets staying home while ... (more)

11. Lindsay

I am very active and loving!

Ballwin, MO, 63011

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

4 repeat clients

"Lindsay was great!!! From the time I first messaged her til now she has been quick to respond. Sydney loved spending time with her, we recommend Lindsay for ... (more)"

12. Crace

Animal Lover

Ellisville, MO, 63011

House Sitting, Drop-In Visits, Dog Walking

About: Growing up we always had dogs. My wife and I currently own 2 rescue cats and have a foster dog called Wilson. Our last family dog Tuesday, passed ... (more)

Available this weekend
13. Hannah

A patient and playful animal lover

Wildwood, MO, 63040

House Sitting, Drop-In Visits, Dog Walking

"Upon meeting Hannah, I knew that I could trust her with my dog. She was playful with him and took him out on walks. Every time that she comes over, he is ex... (more)"

Confirmed Holiday Availability
14. Carol

Will Love Your Dog

Fenton , MO, 63026

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Carol was wonderful to our dog Moose. She changed her drop by schedule to meet his needs, thought of ways to make him less lonely while we were gone, and tre... (more)"

15. Courtney

Dog Loving Veteran

Ballwin, MO, 63021

Drop-In Visits, Dog Walking

"Courtney watched all four of my dogs everytime I went on vacation and was amazing with my dogs! She connected really well with them and stuck to there routin... (more)"

Confirmed Holiday Availability
16. Lucinda

Doing what I love is not working!

Kirkwood, MO, 63122

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

20 repeat clients

About: I love fur babies so much! The families I sit for now have all been from word of mouth. They say they love how I send pictures and videos. I listen... (more)

Confirmed Holiday Availability
17. Sherry

Dog lover! Dogs are my best friends

Ballwin, MO, 63021

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

"Sherry is fantastic, she loves dogs and goes above and beyond to make them happy, to play with them and meet their needs. She loves taking pictures of dogs a... (more)"

18. Liz

Your dog will be beggin for me

Manchester , MO, 63021

House Sitting, Drop-In Visits, Dog Walking

"Liz is an honest trustworthy person who obviously has a love of animals, since she was very young. We have trusted her in caring for "Pete" my Mother's Labr... (more)"

19. Janine

Fun & enthusiastic dog fanatic!

Ballwin, MO, 63011

Drop-In Visits, Doggy Day Care, Dog Walking

"Janine is FANTASTIC. I never leave my dog alone anymore since she has health issues. This was the first time I've left her for four hours, in the past year. ... (more)"

Confirmed Holiday Availability
20. Jasmin

Everything is Pawsome!

Ballwin, MO, 63021

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

About: I have a long history of volunteering with my local animal shelter, walking energetic shelter dogs and romping around with them. I am also able to ... (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, MO, 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.