Pet Sitting & Drop In Visits in Winslow, 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. Andrea

Huge animal lover

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Andrea does an amazing job!! Our Wrigley can be quite shy, Andrea made Wrigley feel safe and secure. Wonderful communicator. Thank you!! (more)"

2. Renee

Home full-time. Love all animals!

Monroe, WI, 53566

House Sitting, Drop-In Visits, Dog Walking

"Renee has owned dogs for as long as I can remember and loved them with every ounce of her being. I cannot think of anyone better to leave my dogs with than R... (more)"

3. Haley

Looking for a fun walking partner!

Byron, IL, 61010

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

1 repeat client

About: I live in a small town in Ogle County. I live on 7 acres with many trails that any dog would love to adventure through. I have been around dogs al... (more)

4. Brianna

Animal lover

monroe, WI, 53566

House Sitting, Drop-In Visits, Dog Walking

"Brianna has taken care of my dog Jack multiple times, and I can say with absolutely zero doubt that she is a fantastic caregiver for pets. Jack is a large bl... (more)"

5. Jess

Confident, reliable and resourceful

Schenk-Atwood, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Jess is absolutely the greatest dog sitter of all time. We have two dogs, one of whom is a hard dog to handle - dog reactive, nervous with men, scared of hi... (more)"

6. Robert

Good person with a good heart

Brodhead, WI, 53520

House Sitting, Drop-In Visits, Dog Walking

"I have known Bob for most of my life and have always known him to be a gentle and caring person! He's great with animals and loves cats. I would most definit... (more)"

7. Amy

I like DOGS more than I like people

Freeport, IL, 61032

House Sitting, Drop-In Visits, Dog Walking

About: My sister owns a kennel and growing business in Batesville, Indiana called Dogs All Day ! I have worked with her many times while visiting. I have ... (more)

8. Susanne

I love pets and they love me!

Monticello, WI, 53570

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

About: I have been a happy dog owner for over 30 years. At several times have had more then 3 dogs and several cats in my home with no issues. I work from... (more)

9. Renee

Home full-time. Love all animals!

Monroe, WI, 53566

House Sitting, Drop-In Visits, Dog Walking

"Renee has owned dogs for as long as I can remember and loved them with every ounce of her being. I cannot think of anyone better to leave my dogs with than R... (more)"

10. Andrea

Huge animal lover

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"The moment we introduced Andrea to our two collies my wife and I felt confident they would be well cared for in our absence. We were right! She sent us photo... (more)"

11. Brianna

Animal lover

monroe, WI, 53566

House Sitting, Drop-In Visits, Dog Walking

"Brianna is an amazingly sweet, kind and generous person, and this is not just with humans, but with animals as well. The way she cares for and helps animals ... (more)"

12. Haley

Looking for a fun walking partner!

Byron, IL, 61010

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

1 repeat client

About: I live in a small town in Ogle County. I live on 7 acres with many trails that any dog would love to adventure through. I have been around dogs al... (more)

13. Jess

Confident, reliable and resourceful

Schenk-Atwood, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Jess is honestly the best dog sitter I've ever had! I felt very comfortable while on vacation knowing that I was leaving my dog and my apartment in good hand... (more)"

14. Robert

Good person with a good heart

Brodhead, WI, 53520

House Sitting, Drop-In Visits, Dog Walking

"I have known Bob for most of my life and have always known him to be a gentle and caring person! He's great with animals and loves cats. I would most definit... (more)"

15. Amy

I like DOGS more than I like people

Freeport, IL, 61032

House Sitting, Drop-In Visits, Dog Walking

About: My sister owns a kennel and growing business in Batesville, Indiana called Dogs All Day ! I have worked with her many times while visiting. I have ... (more)

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Learn About Premier

The next time you head out of town and need someone to take care of your pets — and check in on you home — turn to Rover. It's easy to find a loving Winslow pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Winslow, IL, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover — it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Winslow pet sitters and avoid the kennel.