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.

Confirmed New Years Availability
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. 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! Heather Ripley is an absolute delight. Very attentive and just super sweet all around. She connects very well with animals and always seems to have a sol... (more)"

Confirmed Holiday Availability
3. Kirsten

I love caring for fur babies!

Dubuque, IA, 52001

House Sitting, Drop-In Visits, Dog Walking

About: I love working with dogs and spending quality time hanging out with them. I really enjoy taking dogs on walks, but having a dog that loves to just... (more)

Confirmed New Years Availability
4. 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)

5. Lexi

Super flexible schedule!

La Motte, IA, 52054

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

1 repeat client

"Lexi is great with dogs. She has grown up around animals. She has experience with big and small dogs. If Lexi is out and about and sees a dog, she will be dr... (more)"

Confirmed Holiday Availability
6. Kelli

Run. Hike. Snuggle. Dog Enthusiast

Dubuque, IA, 52003

House Sitting, Drop-In Visits, Dog Walking

About: Pet parents can think of me as their dog's fun auntie that comes to visit and spoils them. I will care for your dog like my own and give them lots ... (more)

Confirmed Holiday Availability
7. Britney

your dogs wil be loved on & spoiled

keokuk, IA, 52362

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

About: I will do my best to make sure that if your dog is treated as one of my own and they will get undivided attention and plenty of exercise. I have ta... (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

"I have been using Heather to watch my 3 cats and my little dog Scottie while I travel for work. She is always so wonderful with them!!! My dog adores her and... (more)"

Confirmed Holiday Availability
9. Kirsten

I love caring for fur babies!

Dubuque, IA, 52001

House Sitting, Drop-In Visits, Dog Walking

About: I love working with dogs and spending quality time hanging out with them. I really enjoy taking dogs on walks, but having a dog that loves to just... (more)

Confirmed New Years Availability
10. 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)"

11. 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)"

Confirmed New Years Availability
12. 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)"

13. Kelli

Run. Hike. Snuggle. Dog Enthusiast

Dubuque, IA, 52003

House Sitting, Drop-In Visits, Dog Walking

About: Pet parents can think of me as their dog's fun auntie that comes to visit and spoils them. I will care for your dog like my own and give them lots ... (more)

14. Britney

your dogs wil be loved on & spoiled

keokuk, IA, 52362

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

About: I will do my best to make sure that if your dog is treated as one of my own and they will get undivided attention and plenty of exercise. I have ta... (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.