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.

Available this weekend
1. Darce

I love all fur babies, big & small.

Skokie , IL, 60076

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

"Darce has dog sit for us many times and is the best! She really cares about them and shows great patience, even when they are not the most well behaved. Sh... (more)"

2. Sarah

Wag whisperer

Skokie, IL, 60077

House Sitting, Drop-In Visits, Dog Walking

2 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)"

3. Lizz

Freelance Writer and Free Spirit!

Northbrook, IL, 60062

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

4. Luke

Dog-Loving Northwestern Student

Evanston , IL, 60201

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Luke did a great job with my two large labs! He responded very quickly and has great communication. I will hire Luke again in the future! (more)"

5. Eva

Friendly and energetic dog lover

Glenview, IL, 60025

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

1 repeat client

"Loved Eva! She was so so sweet and really played with our little guy! (more)"

6. Stephanie

Experienced pet sitter

Evanston, IL, 60203

House Sitting, Drop-In Visits

1 repeat client

"Stephanie was great. Loved all of the picture updates. (more)"

7. Cierra

Experienced Pet Loving NU Student

Evanston, IL, 60202

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Cierra was an excellent sitter and really helped us out by watching Zsa-Zsa over the Christmas holiday on short notice after our previous sitter canceled. Sh... (more)"

8. Lauren

Your Pup is my Priority!

Evanston, IL, 60201

Dog Boarding, House Sitting, Drop-In Visits

2 repeat clients

"Lo was my housemate in college. I had a German Shepard named Gretchen that she pretty much adopted. Lo was pretty much a co-dogparent with me. Helping me kee... (more)"

9. Linnea

Veterinary Assistant w/ 10 yrs exp

Evanston, IL, 60202

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Linnea was great! I actually got to meet her during her last visit and she was so kind to me and sweet to Baxter. She was very obviously knowledgable about a... (more)"

10. Hannah

Happy, loving, dog person!

Evanston, IL, 60201

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Hannah is a great friend and former roommate of mine. While living in Evanston, we fostered a dog together so I know from experience that she would be a sup... (more)"

11. Ed

Active grad student, misses dogs!

Evanston, IL, 60201

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Ed is such a responsible and reliable dogsitter. He is absolutely wonderful with dogs! My dog, Colbie, will sometimes ignore me when he's around because he g... (more)"

12. Jeremiah

I love dogs. They are amazing! =]

Skokie, IL, 60077

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

"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)"

13. Julia

A Dog's Dream: Large Fenced Yard!

Evanston, IL, 60201

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

4 repeat clients

"Julia is a caring, loving responsible dog owner and highly recommend her services for caring for your dog. Your pet will be in very capable hands, and Julia ... (more)"

14. Tamara

Loving, Caring, and Loyal Pet Lover

Evanston, IL, 60202

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Tamara has been caring for Bella since we got her! She's very responsible and our Bella loves her! She sends updates everyday we are away and somehow leaves ... (more)"

15. Alexa

Responsible + Lovable Dog Sitter!

Evanston, IL, 60201

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Alexa has dog sat for my young pup several times. Her loving and caring demeanor allowed my pup Noah to feel right at home with her. She is a very responsibl... (more)"

16. Paige

Having as much fun as your dog!

Evanston, IL, 60201

House Sitting, Drop-In Visits, Dog Walking

About: Before college, I've been caring for family dogs since I was 12. My parents both worked late, so I did it all: feeding, walking, playing, etc. I th... (more)

17. Stef

Sincere, honest, & open-minded girl

Wilmette, IL, 60091

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

About: I LOVE dogs! Everyone who knows me knows this about me and because of this I have been constantly hired through word of mouth to dog sit for others... (more)

18. Pao-yi

Energetic, responsible, and caring

Wilmette, IL, 60091

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

"Pao-Yi is a very responsible and loving professional. She has taken care of my 11 year old Shih Tzu for several months, and I couldn't have been happier. Muf... (more)"

19. Shay

Family manager - let me help you!

Wilmette, IL, 60091

House Sitting, Drop-In Visits, Dog Walking

"Amazing person, friend to my kids and dog. Shay nannied for us over the duration of a summer and watched my three kids and labrador retriever. She was always... (more)"

20. Lottie

A dog lover in the neighborhood!

Winnetka, IL, 60093

Dog Boarding, Drop-In Visits, Dog Walking

About: Our family simply loves dogs. We also love to walk so combining the two makes for a happy bunch. I have been a dog walker in Winnetka since the s... (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.