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.

Confirmed Memorial day Availability
1. Jen

fun, loving family setting

New glarus, WI, 53574

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

About: I have over 20 yrs exp with animals. for 16 of those years I was a certified Vet tech and for 8 a certified dog trainer. My love for animals in gen... (more)

2. Kristie

Safe, Fun and Pawsome!

Monticello, WI, 53570

Drop-In Visits, Doggy Day Care, Dog Walking

"Kristie is a phenomenal person; she is loving, passionate and all around a caring person. I let her meet my dogs and they absolutely loved her! She knows wha... (more)"

Confirmed Memorial day Availability
3. Jilly

That's why they call it FUR-niture!

Freeport, IL, 61032

Dog Boarding, Doggy Day Care

"I was excited to hear that Jilly is going to be a dog sitter! She is a friend of mine who has had dogs ever since I've known her (over 25 years). She is ki... (more)"

4. 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)

5. 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)

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. 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)

8. 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)

9. 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)

10. 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)

11. 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)"

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. Brittany

Brittany’s Happy Paws

Loves Park, IL, 61111

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

2 repeat clients

"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)"

14. 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 was the best dog sitter ever. She stayed with pup for a few days while we were traveling. She would send me pictures of the two of them and keep me p... (more)"

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. Jess

Confident, reliable and resourceful

Schenk-Atwood, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Jess has pet sit for us several times. We have one dog (a lab/golden mix), and three indoor/outdoor cats. Our dog sometimes has anxiety and trouble with othe... (more)"

17. Andrea

Huge animal lover

Middleton, WI, 53562

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Andrea did a great job for us! (more)"

18. 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)"


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.