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. Renee

Home full-time. Love all animals!

Monroe, WI, 53566

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Exceeds expectations. Well prepared. Followed my instructions to a T. Will work with her for regular visits. (more)"

2. Andrea

Huge animal lover

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

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

3. Haley

Flexible schedule-happy to help!

Byron, IL, 61010

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

2 repeat clients

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)

Confirmed President's Day Availability
4. Brittany

Brittany’s Happy Paws

Loves Park, IL, 61111

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

1 repeat client

"She helped me take care of kittens. When i was at work. She gave them medications. She also helped out with our dog. Letting him out every couple of hours. W... (more)"

5. Heather

I'm home most the time, fenced yard

Freeport, IL, 61032

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

"Heather has watched our collie "Ranger" for the past year each time we have gone away. She is loving and kind. Ranger loves her and loves all the cuddles, hu... (more)"

6. Trenton

Dogs are my best friends.

Beloit, WI, 53511

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"He followed our guidelines to a T. We have very spoiled fur babies and he treated them like his own. He even sent us pictures of our pups while he was caring... (more)"

7. Valerie

Joyful care for your critters!

Rolling Meadows, Madison, WI, 53714

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I've been an animal lover all my life ... I've had rabbits, parrots, fish and amphibians, cats and dogs, and have experience caring for chickens, p... (more)

8. 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)"

9. 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)"

10. Jess

Confident, reliable and resourceful

Schenk-Atwood, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"I know I don't have to worry when Jess is taking care of my pets. While out of town I don't think about what days she is scheduled to stop by. I don't even s... (more)"

11. 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)

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.