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, Dog Walking

36 repeat clients

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

2. Charles

Passionate and dependable

Northfield, IL, 60093

House Sitting, Drop-In Visits, Dog Walking

1 repeat client
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)

3. 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)"

4. Chris

Walks, playing, cuddles, & treats

Wilmette, IL, 60091

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

About: I work as a sports coach for kids, so I don't have the typical 9-5. That means I have lots of extra hours to shower your pup with attention! I don'... (more)

5. Meredith

DOG FRIENDLY HOME WITH FENCED YARD

highland park , IL, 60035

Dog Boarding, Drop-In Visits

2 repeat clients

"Meredith loves dogs! She grew up with dogs and loves spoiling her family dog Kaner. She loves taking Kaner on walks and playing with him in their big backy... (more)"

6. Lizz

Freelance Writer and Free Spirit!

Northbrook, IL, 60062

House Sitting, Drop-In Visits, Dog Walking

4 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)"

7. Aldona

I'm a professional cat sitter!!

Northfield, IL, 60093

Drop-In Visits

"We were delighted with Aldona's care, compassion, and expert professionalism. She came before we left to do a "meet and greet" and she sent us daily updates ... (more)"

8. Katherine

Pre-vet who loves long walks!

Evanston, IL, 60201

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

2 repeat clients

"I have known Katherine for just over 3 years now and have ceased to be impressed from her continuous dedication and concern she has for whatever endeavor she... (more)"

9. Jocelyn

Walk, play, love!

Glenview, IL, 60025

House Sitting, Drop-In Visits, Dog Walking

"I travel frequently for work and need someone flexible and dependable to dogsit as well as regularly walk her. Pickle, a yorkie terrier, is a delicate diva w... (more)"

10. Sarah

Wag whisperer

Skokie, IL, 60077

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Sarah made my cat very happy while I was gone for 3 nights. I was very pleased with her sitting skills. Will be a return customer. Thanks! (more)"

11. 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)"

12. Gabby

I love every dog I meet!

Kenilworth, IL, 60043

House Sitting, Drop-In Visits, Dog Walking

"Gabby loves, loves, loves animals. She pampers our 2 cats and 2 dogs and treats them like children. She understands their need for attention and is very lo... (more)"

13. Theresa

Dog and excercise lover!

Evanston, IL, 60201

House Sitting, Drop-In Visits, Dog Walking

"Theresa is super sweet and caring. She remembers every detail about your pets and their needs. I feel very safe letting her visit them, as she has demonstrat... (more)"

14. Vanessa

Dog sitter, walker, and lover!

northfield, IL, 60093

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

1 repeat client

"When it comes to taking care of dogs, Vanessa Vazquez is someone who I, a dog owner, would go for assistants. Because of Vanessa, I have learned how to prope... (more)"

15. Melanie

Happy to run play and walk your dog

Northfield, IL, 60093

House Sitting, Drop-In Visits, Dog Walking

"Melanie has been around dogs her entire life, she is a wonderful dog walker and pet sitter. She handles all dogs of all sizes and breeds, is excellent with ... (more)"

16. Alexandra

Loving, Energetic, Playful sitter

Glencoe , IL, 60022

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

About: I am a college student living at home with a very flexible schedule. My house has a big fenced in backyard where my dogs love to play and would enj... (more)

17. Will

Retired Chicago Police Sergeant

Wilmette, IL, 60091

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

About: I am a retired Chicago Police Sergeant for 31 years. Retired 7 years ago. I worked in various units through out the city. Being retired my times ar... (more)

18. Marci

My friends call me the DOG WHISPER

Wilmette, IL, 60091

Drop-In Visits, Dog Walking

About: I have been a dog owner for over 25 years. I can say I would treat your dog the way I would want my dog to be treated. With my recent dog , he ha... (more)

19. Christopher

love dogs, love being outside!

Winnetka , IL, 60093

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

1 repeat client

About: I have had two family dogs throughout my life, one large golden retriever and I currently have a small multi-poo, so I have had experience with lar... (more)

20. Henry

Your dog won't want me to leave.

Kenilworth, IL, 60043

House Sitting, Drop-In Visits, Dog Walking

"Henry has been so great with my dog. He is my go-to person when I am travelling or in need of a dog walk. My dog absolutely loves Henry, and Henry does such ... (more)"

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Learn About Premier

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.