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.

1. Chelsea

Flexible dog lover -works from home

Ballwin, MO, 63011

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

7 repeat clients

"The first time I met Chelsea, I immediately felt comfortable with her being in my home and taking care of my two dogs. She was easy to talk to and showed in... (more)"

2. Kristi

A lifetime of caring for dogs.

Kirkwood, MO, 63122

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

6 repeat clients

"Kristi is wonderful! She is so flexible and responds so quickly to all messages. Our dog, Benjamin, loves her! He has some unique needs, but Kristi is great ... (more)"

3. Katelyn

Off work 3-4 days a week.

Valley Park, MO, 63088

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

3 repeat clients

"Katelyn is amazing with animals, very loving and has experience with training. She would be a great asset in anyone's pet care plan, I would recommend her as... (more)"

4. Gianna

Energetic dog lover!

Chesterfield, MO, 63017

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

6 repeat clients

"I met Gianna through our grad program here in town. She is a very kind and caring individual. She has watched my dogs on multiple occasions and stops by if I... (more)"

5. Nicole

Reliable, Experienced Dog Sitter

St. Louis, MO, 63131

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Nicole was excellent. Prompt, great communication, loved our dogs!! I think they're going to miss seeing her until next time!! Highly recommend!! (more)"

6. Abigail

A dog loving outdoor enthusiast

Chesterfield, MO, 63017

Drop-In Visits, Dog Walking

1 repeat client

"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)"

7. Jamie

Dogs are my #1 hobby

Chesterfield, MO, 63017

House Sitting, Drop-In Visits, Dog Walking

"I have known Jamie almost her entire life. She is an energetic, kind, reliable, compassionate young lady. She has cared for my pets for years. She has alwa... (more)"

8. Monica

Stay At Home Dog Mom and Foster Mom

Manchester, MO, 63021

Drop-In Visits, Dog Walking

10 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)"

9. 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)"

10. Ellie

Professional Dog Snuggler!

Ballwin, MO, 63011

House Sitting, Drop-In Visits, Dog Walking

"Eleanor has dog-sat for our elderly wheaten terrier and we were very happy with her services. She was very attentive to the dog, obviously giving him plenty... (more)"

11. Liz

Your dog will be beggin for me

Manchester, MO, 63021

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"We have had Liz stay at our home up to 2 weeks at a time, dog sit, house sit. We trust her completely! Highly recommend Liz!! (more)"

Confirmed President's Day Availability
12. Kelly & Brett

Dog lover, fenced in yard!

St. Louis, MO, 63021

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

"Kelly loves her own dog, a Golden Retriever named Ben, so much! Kelly is a responsible, loving dog owner. As a result, Ben is very sweet and well behaved. Sh... (more)"

13. Kyle

Graduate student that loves dogs!

Ballwin, MO, 63011

House Sitting, Drop-In Visits

1 repeat client

"Kyle showed how much he loves dogs by the way he took care of our family pet. I've known Kyle for years and he is trustworthy and dependable. I knew my fur b... (more)"

14. Anna

Lonely student that loves dogs!

Ballwin, MO, 63011

House Sitting, Drop-In Visits, Dog Walking

"Anna just loves dogs! She has watched our dog many, many times. She has been a great owner to two dogs and has taken care others. She is smart, hard workin... (more)"

Confirmed President's Day Availability
15. Ashley

Compassionate Animal Lover

Valley park, MO, 63088

Drop-In Visits, Dog Walking

1 repeat client

"Hello Ashley has cared for our dog Lincoln for 5 years and i would highly recommend her, Ashley has this bond with dogs and she treats them like they were h... (more)"

16. Kara

Another best friend for your dog!

Ballwin, MO, 63021

Drop-In Visits, Dog Walking

"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)"

17. Anita

Home full time & play with the dogs

Manchester, MO, 63021

Dog Boarding, Drop-In Visits, Doggy Day Care

About: I raised my 5 children with a family of 6 schnauzers, many gerbils, rabbits, tarantula, and offspring from the rodents all at one time! My dog-l... (more)

18. Kennedy

Animal lover of all kinds!

Manchester, MO, 63021

House Sitting, Drop-In Visits, Dog Walking

"Kennedy has stayed with our dogs a number of times when we've been out of town. She is very responsible and we never worry or have any problems! (more)"

19. Taylor

I'll take your dog on an adventure

Ballwin, MO, 63011

Drop-In Visits, Dog Walking

"Taylor is the perfect person you want to watch your dog when you cannot be there. Her passion for dogs is undeniable, and she treats each dog as her own. She... (more)"

20. Kelsey

Home all day, the dogs are my life!

Ballwin, MO, 63021

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

1 repeat client

"Everyone knows those dog mommies on Facebook. The ones that post pictures of their dogs all the time. And memes. Those types of things. Well even though I ha... (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.