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Pet Sitting & Drop In Visits in Chester, IL

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

Tip: Contact sitters now to confirm availability.
1. Kacie

Dog loving college student

Hoyleton, IL, 62803

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

"I have a dog that is a little hifh maintenance, Kacie is one of the only people so trust to watch her when I go out of town. Aside from the excellent care sh... (more)"

Confirmed 4th of July Availability
2. Kelly

Large farm on quiet country road

Festus, MO, 63028

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

"I am writing this recommendation in regards for Kelly K. She is the most dependable, reliable, honest person you could have on your team. She loves her fur b... (more)"

3. Dawn

Fulltime concierge to your Doggie!

Imperial, MO, 63052

House Sitting, Drop-In Visits, Dog Walking

"Whenever I need a sitter when I go out of town, or even just overnight, Dawn is always the first person I call! My dogs are always so excited to see her and ... (more)"

4. Hannah

Experienced, caring, dependable.

Perryville, MO, 63775

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

"Hannah is hardworking and responsible. She grew up in a farm and learned how to properly take care of animals. She has experience working at a vet clinic and... (more)"

5. Marsha

Retired, flexible,honest &experienc

Red Bud, IL, 62278

Drop-In Visits, Dog Walking

"Marsha is wonderful and our fur babies absolutely loved her. She scheduled a meet and greet before us leaving to get to know our pups, their personalities an... (more)"

6. Ashley

Animals/pets are family❤️

Imperial, MO, 63052

House Sitting, Drop-In Visits, Dog Walking

"Ashley was very helpful without much notice. She is very friendly and my pets liked her. Everything is great upon return. I will definitely use her again! (more)"

7. Kimberly

Playing with dogs is never work!

St.Louis, MO, 63129

Drop-In Visits, Dog Walking

"Kim was an absolute joy to work with. She met our pups and asked if there were any additional things she could do for us around the house. We loved her servi... (more)"

8. Kirsten

I have a house full of dogs/pups

Prairie du Rocher, IL, 62277

House Sitting, Drop-In Visits, Dog Walking

About: I have 3 dogs at home that are aged from 14 to 2. I’ve had multiple pets since I was little and always volunteered to watch my neighbors and friend... (more)

Available this weekend
9. Sandra

Your pet is my pet.

Leadington, MO, 63601

Drop-In Visits

About: Hello there, I have owned animals for over 40 years now. My experience working with my own and others animals has taught me the patience and car... (more)

Available this weekend
10. Brooke

The dog fur is apart of my attire!

Marissa, IL, 62257

House Sitting, Drop-In Visits, Dog Walking

"Brooke will always be the perfect person to watch your animals! She is kind, trustworthy, considerate and an extremely good person in general! She is the bes... (more)"

11. Rachel

Big yard-plenty of animals

French Village, MO, 63036

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

About: I have experience with a lot of different kinds of animals. I know how to care for both blind and deaf animals. (I have a pig with no ears, she was... (more)

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Chester pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Chester, IL who meets your — and your pet's — needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet — including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.