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Doggy Day Care in Chicago

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

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1. Christie

Responsible dog handler

Near South Side, Chicago, IL, 60605

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

"Super accommodating with time!! We had an appointment that we couldn’t miss and I had changed the time on her like 3 times! She had no problem with it and wa... (more)"

2. Holly

Grad Student Home Full Time

Near North Side, Chicago, IL, 60610

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

"Holly and Harper are great! Our puppy loved spending the day with them and gets so excited when we pull up to their place. Holly is great with our 13 week ol... (more)"

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3. Amy

Work-from-home dog whisperer

West Town, Chicago, IL, 60622

Dog Boarding, Doggy Day Care, Dog Walking

"Amy came through for Mellie & I at the very last minute during a house move when my previous doggy day care sitter cancelled hours beforehand. I was nervous ... (more)"

4. Craig

Loving Dog Care In Hyde Park

Hyde Park, Chicago, IL, 60615

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

"Craig was an incredible host! He made extra effort to take Arthur out to play. Arthur had a great time and was clearly happy to spend time with Craig and his... (more)"

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5. Alex

We'll exercise play safly and enjoy

Hyde Park, Chicago, IL, 60615

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

"Thank you so much Alex! You were God sent. Thanks for caring for Skye like he’s your own. I will defiantly use your services again. (more)"

Confirmed availability
4th of July
6. Elizabeth

Animal Loving Family

North Lawndale, Chicago, IL, 60623

Dog Boarding, Doggy Day Care

"Elizabeth was such a wonderful host! I contacted her last minute when my previous host cancelled and she was so accommodating to my pick up and drop off time... (more)"

Confirmed availability
4th of July
7. Britney

Cozy Home, Large Backyard & LOVE?

Bridgeport, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

About: I am FOR SURE an Animal Lover. Growing up with a house full of cats and dogs (even had a ferret) my experience goes back far. I love taking care of... (more)

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8. Chris

Work from home with flexibility

West Town, Chicago, IL, 60661

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

"Chris is great with my lab! He is reliable and dependable and truly loves pets! I have used Chris when I have been gone on short and long trips and when I co... (more)"

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9. Sydney

I'll run your dog. Home FT

Near North Side, chicago, IL, 60610

House Sitting, Drop-In Visits, Doggy Day Care

"Sydney is an excellent choice as a dog sitter and walker. She has been a dog owner herself and is an animal lover and overall good person. I would not hesi... (more)"

Confirmed availability
4th of July
10. Sera

Home full time &1-2 hrs in dogpark

Loop, CHICAGO, IL, 60601

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

"Sera did a great job watching our 11 month year old little Coco. Sera was very reliable and had excellent communication. She was flexible and accomodating ... (more)"

11. Billy

Fenced yard with Puppy Pool!

West Town, Chicago, IL, 60622

Drop-In Visits, Doggy Day Care, Dog Walking

"My dog Chicken is a 2 year old hound mix who loves to play and get pets. I trust Billy with Chicken more than anyone else. I lived with Billy when he first... (more)"

Confirmed availability
4th of July
12. Melissa

Dog lover, workfromhome, flex sched

Near North Side, Chicago, IL, 60610

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

"Melissa was awesome with Oscar! She sent me lots of pictures and kept me up to date on him. He seemed to take to her very well and was ready for bed almost i... (more)"

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13. Katie

Home fulltime, I send lots of Pics!

Near West Side, Chicago, IL, 60661

Dog Boarding, Doggy Day Care

"Katie is an amazing person and treats the dogs that are in her care as her own. Your dog would not be in better hands if you left it with her, she is the nic... (more)"

14. Kelyn

The Dawg Whisperer!

Near North Side, Chicago, IL, 60611

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

"Kelyn is an amazing dog-sitter. He's caring, responsible, and always very attentive to pets. He thoroughly enjoyed playing with my dog and made sure he got h... (more)"

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15. Todd

Home full-time - will love your pet

West Town, Chicago, IL, 60622

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

"Todd took great care of my pup! Will be back. (more)"

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16. Ariel

Wags and Whiskers!

Lower West Side, Chicago, IL, 60616

Dog Boarding, Doggy Day Care

"Ariel was great! This was our 4 month old pup's first time away from us and she had a great time. We felt comfortable leaving her with Ariel and look forward... (more)"

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17. Amber

Downtown dog lover; home full time

Loop, Chicago, IL, 60605

Dog Boarding, Doggy Day Care

"Amber is very friendly and responsive. She gave a mid-day update and sent a picture of Rupert. He looked very comfortable with Amber. It is evident that sh... (more)"

Confirmed availability
4th of July
18. David

NOT JUST A PET BUT FAMILY

Lower West Side, Chicago, IL, 60608

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

"David and Jennifer are great with our pup, Petey! Shortly after contacting David, they came to our house to meet him and discuss the best care plan based on ... (more)"

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19. Emily

Downtown dog sitter.

Loop, Chicago, IL, 60605

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

"Friendly, trustworthy and kind caretaker! Our dog loved hanging out with this awesome sitter. Great work! (more)"

20. Elizabeth

Love doggies :) flexible schedule

Lower West Side, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

"Elizabeth was awesome with our 3 month old puppy, she's very patient and understanding and was willing to work with our schedule! Definitely having her sit ... (more)"

Don't let your 9-to-5 stop you from being a great pet parent. When you're heading to work, drop off your beloved pet with a loving dog sitter in Rogers Park. Your dog will get the love and care they're used to at home, and you'll get photo updates and the peace of mind that comes from finding great care for your pet. We're proud to offer a wide range of pet care, including puppy day care and pet day care for all kinds of pets. We know you love your pets, but you can't always be there, which is where our loving sitters come in. Forget kennels, find a loving neighbor who will give your dog the one-on-one attention they deserve. That way, when you head to work, you know your dog's in good hands.

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.