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.

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1. Chelsea

Flexible dog lover -works from home

Ballwin, MO, 63011

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

13 repeat clients

"Great sitter! (more)"

Confirmed availability
Memorial day
2. Ariel

Dogs Are My Career

Ballwin, MO, 63011

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Ariel has done an outstanding job. This was the first time I used Ariel to watch my dog and definitely not the last time. She was very professional and my do... (more)"

Confirmed availability
Memorial day
3. Lori

Home Full-Time Dog Lover!

Ballwin, MO, 63021

Drop-In Visits, Dog Walking

1 repeat client

"Awesome! (more)"

4. Monica

Stay At Home Dog Mom and Foster Mom

Manchester, MO, 63021

Drop-In Visits, Dog Walking

13 repeat clients

"Monica was great with my fur babies, Sammy and Max. She was also extremely responsive and flexible with my last minute needs and requests. I text her constan... (more)"

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5. Caroline

College student who loves dogs/cats

Ballwin, MO, 63011

House Sitting, Drop-In Visits, Dog Walking

"Caroline checked on my cat while I was gone on vacation for a week and I couldn’t be happier. She was very kind and sent photos everyday. My cat was also hap... (more)"

Confirmed availability
Memorial day
6. Erika

Fenced Yard Ready for Run and Sun

Ballwin, MO, 63021

Dog Boarding, Drop-In Visits, Dog Walking

"Erika S. is such a beautiful inside and out animal lover. She has a big heart and warming way about her that dogs can sense immediately and it makes them fee... (more)"

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7. Vladimir

Wonderfuil with all animals

Valley Park, MO, 63088

House Sitting, Drop-In Visits, Dog Walking

"He has always been great with our dogs over the years. Our current dog is always very excited to see him. He takes her on walks and plays with her often. He ... (more)"

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8. Claire

Dedicated Dog Sitter

Ellisville, MO, 63021

House Sitting, Drop-In Visits, Dog Walking

About: Hey there! My name is Claire and I'm a nursing student at Truman State University and I will be home in the STL area to watch your dogs this summer... (more)

Confirmed availability
Memorial day
9. Sherry

Dog lover!Dogs are my best friends!

Manchester, MO, 63021

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

11 repeat clients

"Sherry is great with my dogs! She has been coming on weekends for a month now and is very dependable and friendly! (more)"

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10. Jen

Active dog owner

Ballwin, MO, 63011

House Sitting, Drop-In Visits, Dog Walking

"Jenn did an awesome job when she stayed with my furry friends! We used her last year when we went on vacation. My dogs have never stayed with anyone who wasn... (more)"

11. Abigail

A dog loving outdoor enthusiast

Chesterfield, MO, 63017

Drop-In Visits, Dog Walking

2 repeat clients

"Abagail watched my dog for 10 days. I received a rover checkin each day. I could relax on vacation knowing my pup was well taken care of. Would highly recomm... (more)"

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12. Karlynne

~Adventurous Dog- Lover !~

Chesterfield, MO, 63017

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

1 repeat client

"Karli went the extra mile for our fur baby! Extra walks, scratches and fetching. She was extremely responsive, friendly and thorough with the check in detail... (more)"

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13. Anna

Lonely student that loves dogs!

Ballwin, MO, 63011

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Anna was awesome (more)"

14. Ellie

Professional Dog Walker & Snuggler!

Ballwin, MO, 63011

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"My dog, Sparky, loves Ellie. She is very good at taking care of pets. She is reliable and trustworthy and I have no reservations about having her in my hom... (more)"

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15. Kara

College student with open schedule!

Ballwin, MO, 63021

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I think Kara loves Dogs more than people if that's possible. She is loyal and responsible and will love your pet more than anybody else. (more)"

Confirmed availability
Memorial day
16. Isabella

Will care & love your dog as my own

ballwin, MO, 63021

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

About: My name is Izzy R. and I will be graduating from Butler University with a PharmD this May. I have house sat for families with dogs, have babysat fo... (more)

Confirmed availability
Memorial day
17. Sarah

Registered Veterinary Technician

Ballwin, MO, 63021

House Sitting, Drop-In Visits, Dog Walking

"Sarah has watched my pets for both short and long trips and I have never had any issues. She has watched my dog, cat, and taken care of my reef aquarium as w... (more)"

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18. Kelsey

Home all day, the dogs are my life!

Ballwin, MO, 63021

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

2 repeat clients

"Kelsey did great with my German Shepard as well as my husky mix. Both very hyper dogs.. But she handled them well and was very professional. Shes kept them o... (more)"

19. Leah

Flexible and reliable dog lover

Ballwin, MO, 63011

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Leah is very responsive and reliable. Love not having to worry about Abe on our lloonnnggg work days! (more)"

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20. Charlie

Hikes, and bikes, and park time.

Ballwin, MO, 63011

House Sitting, Drop-In Visits, Dog Walking

About: For safety of pets, please have vaccination records available for park, grooming or other public services. I work with all dog breeds, sizes and ... (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 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.