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

"Renee has been making drop-in visits for our 12-yr-old dog for six months. Since she started watching Max, he was diagnosed with Lyme disease. She has made v... (more)"

Available this weekend
2. Brittany

Brittany’s Happy Paws

Loves Park, IL, 61111

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

2 repeat clients

"Brittany was very good with my furry kids and kept me informed of how things were going. Also updated me with pictures. (more)"

3. Michelle

A walk in the park for your pups!

Rockton, IL, 61072

Drop-In Visits, Dog Walking

"Michelle watches my dogs. They love her, she has puppy snuggles with them, plays with them and just loves them. She responseable and reliable. She follows di... (more)"

4. Andrea

Huge animal lover

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Andrea takes such good care of our Wrigley!! She is very detailed and a fantastic communicator!! (more)"

5. 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)"

6. Jenna

Have great dogs & work from home

Monroe, WI, 53566

Dog Boarding, Drop-In Visits, Dog Walking

About: I have grown up with dogs my whole life and understand the necessary care and time needed to train and care for a pet. I will pit my all into makin... (more)

7. 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)

8. 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 is a very fun loving, caring and loyal person. She loves animals and it shows! Any pet would be lucky to stay with her! (more)"

9. Robert

Farm house lots of land to run

Monroe, WI, 53566

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

About: I love dogs. I have experience giving baths, doing nail trims, and simply just loving your dog. I can do medications and feeding also. I love play... (more)

10. 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)

11. 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)"

12. 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)"

13. Trenton

Dogs are my best friends.

Beloit, WI, 53511

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Trenton Is a very caring.and loves animals he took care of my dogs he is a very responsible .He fed play with them and walk them the dogs love him. (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.