Pet Sitting & Drop In Visits in Winnetka, IL

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

1. Liz

Your Dog is like My Dog in our Home!

glenview, IL, 60025

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

39 repeat clients

"Thanks so much Liz! The dogs are happy and calm :) (more)"

2. Helene

Dogs are my favorite people!

Highland Park, IL, 60035

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

2 repeat clients

"Cats in good spirits when we returned! (more)"

3. Rinnie

Professional Experience! Flexible

Chicago, IL, 60201

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Rinnie has been helping me look after my 3 month old puppy for 2 weeks now and I cant recommend her enough. She has been very easy to talk to, flexible, and ... (more)"

4. Liz

Welcome to the Fur-mily!

Evanston, IL, 60202

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Liz is a dog/cat lover from childhood and has never been without a pet in the house. She's also one of the most responsible persons I know of. She has 2 do... (more)"

5. Lizz

Freelance Writer and Free Spirit!

Northbrook, IL, 60062

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Lizz is awesome! She is, very obviously, an animal lover. Cuddles, walks, photos and wonderful communication is what you get with Lizz. I felt 100% comfortab... (more)"

6. Sarah

Wag whisperer

Skokie, IL, 60077

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Sarah was a great pet sitter for my older cat, Thelma. She sent photos so I knew the visits were happening and when I got home things were good. Thelma mis... (more)"

7. Susan

Full time Dog Mom has luv to share

Wilmette, IL, 60091

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

4 repeat clients

"Susan had watched my foster dog for a couple weeks when I went out of town and she took the best care of him. She really went above and beyond to take him on... (more)"

8. Marylou

Long walks and large yard for play

Winnetka, IL, 60093

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

"MaryLou is a wonderful, highly responsible person who has loved animals her entire life. She currently owns a long-haired miniature dachschund and a dauphin... (more)"

9. Nick

Looking for new four-legged friends

Glenview, IL, 60025

House Sitting, Drop-In Visits, Dog Walking

"Nick did drop in visits for the weekend while I was on a short trip. He was great with my two high energy dogs. Would use Nick again! Everything went smoothly. (more)"

10. Laurey

Belly Rub Ranch -"Best Place To Be"

Skokie, IL, 60076

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

19 repeat clients

"Laurey did a wonderful job with our puppy and made sure she was very well-cared for when we needed some help last minute. I would definitely recommend her to... (more)"

11. Emily

Infinite love & time for your dog!

Evanston, IL, 60202

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Emily is a great care giver I knew I could trust her since she's lived in a family that's had a dog and I was not disappointed! I could trust her to come in ... (more)"

12. Luke

Dog-Loving Northwestern Student

Evanston , IL, 60201

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Luke was great with Penny. I have used him multiple times and would absolutely recommend him. (more)"

13. Charles

Passionate and dependable

Northfield, IL, 60093

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients
No Reviews Yet

About: I grew up with a golden retriever named Tess she made me passionate about dogs through her loving silly ways. After she passed away I got a Westie ... (more)

14. Joseph

Vegan who loves all animals

Evanston, IL, 60201

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Joseph is a passionate and highly professional caregiver. He really does keep your pets' best interests at heart, and I felt 100% comfortable leaving my cat ... (more)"

15. Chris

Walks, playing, cuddles, & treats

Wilmette, IL, 60091

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

1 repeat client

"Chris had been great with our puppy, Lincoln. He's flexible and available and keeps us updated when anything out of the ordinary happens (like getting Lincol... (more)"

16. Cathie

It's all about the dogs!

Morton Grove, IL, 60053

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Cathie came to the rescue when we needed a last minute petsitter. She was great with our dog Jax and sent us photos while we were away. She fed Jax and walke... (more)"

17. Jeremiah

I love dogs. They are amazing! =]

Skokie, IL, 60077

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

1 repeat client

"Jeremiah did an amazing job of taking care of my energetic dog. He took him for walks and provided me with updates while I was away. I would definitely recom... (more)"

Available this weekend
18. Brooke

I'll pamper your pooch.

Northfield, IL, 60093

House Sitting, Drop-In Visits, Dog Walking

About: I am an 18 year old dog enthusiast. I learned pet care responsibilities as a child taking care of my own pets. My parents tell me that even as a yo... (more)

19. Jonathan

home full time - large yard

Kenilworth, IL, 60043

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

1 repeat client

"Jonathan goes WAY above and beyond what is expected! My dog didn’t even care if we came home or not! She was hoping for her best buddy, Jonathan. -Allan (more)"

20. Carleasia

I’ll be your dog’s best friend

Winnetka, IL, 60093

House Sitting, Drop-In Visits, Dog Walking

"I cannot begin to thank Carleasia enough for all the help that she has provided my wife and I over the years. Frodo is a an old and brittle Mastiff with diet... (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 Winnetka 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 Winnetka, 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.