Pet Sitting & Drop In Visits in Winston, 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)"

2. 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)

Available this weekend
3. Heather

I'm home most the time, fenced yard

Freeport, IL, 61032

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

"Hi all, I am glad to get the opportunity to talk about Heather Ripley and her pet sitting acumen!! I have known her for approximately six years here in Maine... (more)"

4. Jasper

Previous dog bather, dogs are life.

Dubuque, IA, 52001

House Sitting, Drop-In Visits, Dog Walking

About: Hello! My name is Jasper and I am absolutely in love will all dogs. If your dog has some behavioral issues that’s A okay, I’ve dealt with some craz... (more)

5. Lexi

Super flexible schedule!

La Motte, IA, 52054

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

1 repeat client

"Shes is a loving and caring person. Her caring is even more personified when she is with dogs. She has shown the love and care for my dog that and made me tr... (more)"

6. Alexa

Love!

Platteville, WI, 53818

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

About: Love, caring and fun!!! My favorite thing to do is go on walks in the fresh air with dogs. I have always had a dog with breeds all over the map. M... (more)

7. Lexi

Super flexible schedule!

La Motte, IA, 52054

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

1 repeat client

"Lexi was great! Very sweet and we felt totally comfortable leaving her at our house while we were gone for the week with our dog. We would use her again and ... (more)"

8. Jasper

Previous dog bather, dogs are life.

Dubuque, IA, 52001

House Sitting, Drop-In Visits, Dog Walking

About: Hello! My name is Jasper and I am absolutely in love will all dogs. If your dog has some behavioral issues that’s A okay, I’ve dealt with some craz... (more)

9. Renee

Home full-time. Love all animals!

Monroe, WI, 53566

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

Available this weekend
10. Heather

I'm home most the time, fenced yard

Freeport, IL, 61032

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

"I have 2 dogs, 4 cats, a rabbit, 4 rats, and some hermit crabs so finding the right pet sitter is a huge deal. Heather has come pet/house sit for me several ... (more)"

11. Alexa

Love!

Platteville, WI, 53818

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

"Alexa gave my Hazee the same care I would have. I will not hesitate to use her in the future. Thank you for taking such good care of my baby!! (more)"


Rover.com is the simple, savvy way to find and book Winston drop in pet sitting. It's easy to find the perfect pet sitter — many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Winston. When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.