Doggy Day Care in Winslow, IL

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

1. Jen

fun, loving family setting

New glarus, WI, 53574

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

"Walker enjoyed his stay with Jen and her pups and always came home happy! (more)"

2. Kristie

Safe, Fun and Pawsome!

Monticello, WI, 53570

Drop-In Visits, Doggy Day Care, Dog Walking

"If I could give Kristie 12 out of 5 stars I would! We booked with Kristie for the first time last week and she gave such special attention and affection to o... (more)"

Confirmed 4th of July Availability
3. Jilly

That's why they call it FUR-niture!

Freeport, IL, 61032

Dog Boarding, Doggy Day Care

"I have known Jilly for more than 30 years. If I had a dog, especially one that needed lots of exercise, Jilly would be my first choice to watch him or her. ... (more)"

4. Ryan/Abby

Family who LOVES dogs!

Lanark , IL, 61046

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

About: Things you can expect from me. Your dog would be taken on walks and given lots of love. My husband and I have both grown up with dogs so we have a... (more)

5. Rae

friends call me 'Dog whisperer'

McFarland, WI, 53558

House Sitting, Drop-In Visits, Dog Walking

"Rae is extremely responsible, respectful and passionate about all animals and I even trust her with my child. She’s reliable and straight up wonderful person (more)"

6. 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)"

7. 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)

8. Andrea

Huge animal lover

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

"Andrea has done an amazing job with the dog boys. She’s super at communication and loves both dogs. We have an older boy and she’s be wonderful with him even... (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. Jess

Confident, reliable and resourceful

Schenk-Atwood, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Jess is a loving, caring, and incredibly responsible dog sitter. Our dog loves when Jess is around to take care of him. She showers him with attention, and o... (more)"

11. Kellsey

Dog walking, training and sitting!

Platteville, WI, 53818

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

About: I have owned dogs and cats my whole life along with doing training, grooming, breeding and I have also worked at a vet clinic. I would love to assi... (more)

12. 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)"

13. Rachel

Outgoing, caring, pet lover

Monticello, WI, 53570

Drop-In Visits, Dog Walking

About: I've grown up with dogs my whole life and have had experience with so many different breeds. As a child we used to show dogs and some of my family ... (more)

14. Willa

Dog-Loving College Student

Capitol, Madison, WI, 53703

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

About: I've always been passionate about dogs and people. As a social welfare major at UW-Madison, the patience, empathy, and compassion that I apply to m... (more)

Available this weekend
15. 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)"

16. Courtney

Dog lover of all breeds shapes size

Loves Park, IL, 61111

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

About: I have had anywhere from a yorkie to two giant Rottweillers. My oldest Rottweiller is a trained service animal that I performed training myself. I ... (more)

17. Lisa

Animal Lover

Elizabeth, IL, 61028

Dog Walking

"Very good experience my dog Cece loves playing with Lisa dogs and she did a wonderful job taking care of my baby. I will definitely be using her as our dog ... (more)"

Confirmed 4th of July Availability
18. Trenton

Dogs are my best friends.

Beloit, WI, 53511

House Sitting, Drop-In Visits, Dog Walking

"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)"


We've been there, cancelling meetings or plans with friends to make sure you can be there for your dog. Good news: You can easily find and book doggy day care in Winslow on Rover. Whether you need a one-time daytime pet sitter or someone to take care of your beloved pet every weekday, we've got you covered. Care for your dog and peace of mind for you are just a few clicks away. If you already have a favorite overnight sitter, ask them if they offer day care too. Or, if you've never used Rover, this is the perfect opportunity to find a new best friend for your dog when you're at work. We can help you find a sitter who'd love to watch your dog.

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.