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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Rachel

Dog lover of all breeds!

Evanston, IL, 60201

Drop-In Visits, Dog Walking

"Rachel is has an amazing ability to care for animals. She has been surrounded by pets her whole life and recently got the cutest puppy of her own! I have r... (more)"

Confirmed Holiday Availability
2. Sarah

Wag whisperer

Skokie, IL, 60077

House Sitting, Drop-In Visits, Dog Walking

"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)"

3. Luke

Dog-Loving Northwestern Student

Evanston , IL, 60201

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

4. Stephanie

Experienced pet sitter

Evanston, IL, 60203

House Sitting, Drop-In Visits

1 repeat client

About: When I was very young I always said I wanted to be a veterinarian for wild animals. While my life goals have shifted a bit, I still have the same l... (more)

5. Alexandra

Plant conservation graduate student

Evanston, IL, 60202

House Sitting, Drop-In Visits, Dog Walking

"Alex has always loved animals since she has been a little girl. You can see how a dog or other animals touch her heart when she is with them. We had two dog... (more)"

Confirmed Christmas Availability
6. Eva

Friendly and energetic dog lover

Glenview, IL, 60025

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

"Eva is amazing! I could tell right away that Eva is a gentle, loving soul who has a big heart. Especially for animals. I trusted her in my home and with my p... (more)"

7. Linnea

Veterinary Assistant w/ 10 yrs exp

Evanston, IL, 60202

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Linnea was an amazing catsitter! She was very communicative and responsive and made me feel comfortable the whole time I was away. Highly recommend! (more)"

8. Mariel

Lifelong Dog Lover

Evanston , IL, 60201

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

"I have known Mariel for several years and she is someone who, without a doubt, LOVES dogs. She is always on time to take our pups out for their walks and rem... (more)"

9. Helene

Dogs are my favorite people!

Highland Park, IL, 60035

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

1 repeat client

"I have known Helene for a long time. She is a very responsible and caring person. I have watched her interact with her own dog and other dogs that are in he... (more)"

10. Madeline

Animal Lover Here to Help!

Winnetka, IL, 60093

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: Hi! I love all animals and I would be happy to help out with your pets. I have 3 dogs of my own along with 2 baby bunnies and a hamster, and I cons... (more)

11. Alexa

Responsible + Lovable Dog Sitter!

Evanston, IL, 60201

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

12. Vikki

Law Grad who studied animal law

Skokie, IL, 60076

Drop-In Visits, Dog Walking

"I've known Vikki for over a decade and can attest that she is truly a lover of all animals and an extremely trustworthy person. She treats her own pets & my ... (more)"

13. Cierra

Experienced Pet Loving NU Student

Evanston, IL, 60202

House Sitting, Drop-In Visits, Dog Walking

"Cierra is a wonderful dog sitter. She has stayed at my house with my dog when I am out of town and regularly takes him on daily walks when I am not able to g... (more)"

14. Ashley

Who Wants To Go For A Walk?

Evanston, IL, 60202

House Sitting, Drop-In Visits, Dog Walking

About: I genuinely enjoy being around dogs. They are such beautiful creatures and I treat them like I would my children. They make me happy, so in a way d... (more)

15. Ben

Dog-loving NU senior

Evanston, IL, 60201

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

2 repeat clients

About: I've spent my whole life around dogs, and love spending any and all time around them. I've dog-sat for neighbors, family and friends in the past an... (more)

Confirmed Holiday Availability
16. 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)

17. Patrick

A man of charisma and substance.

Wilmette, IL, 60091

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I currently work as a professional dog walker. It is a fun job for me because I love walking dogs. I cannot explain why, I just do. I care for m... (more)

18. Maggie

Empathetic and caring animal lover

Wilmette , IL, 60091

House Sitting, Drop-In Visits, Dog Walking

"Maggie works with dogs as an assistant groomer and finds dogs of all types amusing. While her own dog is a tiny one, a chihuahua, her family has all large do... (more)"

Confirmed Holiday Availability
19. Nancy

Kind, empathetic, fun, loving

Wilmette, IL, 60091

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

3 repeat clients

"nancy was wonderful with my dog Lucy. I always feel a bit uncomfortable when I have to leave my dog somewhere but the frequent photo updates made it easier ... (more)"

20. Julia

Dogs are the ultimate source of joy

Glencoe, IL, 60022

Drop-In Visits, Dog Walking

"Julia is our daughter and a sincere dog and animal lover. We have 7 pets in our home, including our Cavalier Spaniel, Kasey. She has proved herself responsib... (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.