Dog Boarding in Chicago

Find a loving dog sitter to watch your dog overnight at your sitter's home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
1. Jennifer

Architect by day, Dog lover 4 life!

Hyde Park, Chicago, IL, 60615

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

"Stella is super energetic and fun loving which can sometimes make her a handful. Despite that, Jennifer did a great job keeping Stella happy, engaged with to... (more)"

Confirmed availability
President's Day
2. Mike

Outdoorsy and Easy Going Couple

West Town, Chicago, IL, 60622

Dog Boarding

"Mike and Elizabeth were great hosts to our dog Schmidt. They were very flexible with setting up the meet and greet as well as the drop off and pick up times.... (more)"

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3. Amanda

Dog loving couple in West Loop

Near West Side, Chicago, IL, 60607

Dog Boarding

"Amanda and Ryan were great and everything that i could have hoped for when leaving my dog Kona thru Rover. Great communication, lots of pics, flexible with ... (more)"

Confirmed availability
This weekend
4. Ekaterina

Home full-time - small fenced yard

Bridgeport, CHICAGO, IL, 60608

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

"Ekaterina was great with Harper! My dog has alot of energy and Ekaterina kept her busy and played with her. She sent several photos which put my mind at ease... (more)"

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5. Jazmine

Happiness is..walking a dog or two!

Near North Side, chicago, IL, 60610

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

"Our dog had an excellent time with Jazmine. We would absolutely recommend her. (more)"

Confirmed availability
This weekend
6. Jenny

I'll love your dog as my own!

Near North Side, Chicago, IL, 60610

Dog Boarding, Drop-In Visits, Dog Walking

"Jenny took great care of my puppy, Louie! She responded to my boarding request quickly, was communicative/always easy to get ahold of and sent lots of photo ... (more)"

7. Shannon

Positive and energetic dog lover!

Near North Side, Chicago, IL, 60610

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

"She was so great & accomodating! My pup was definitely well taken care of :) (more)"

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8. Joanne

Work from Home, Dog Mom, Volunteer

Loop, Chicago, IL, 60605

Dog Boarding, Drop-In Visits, Doggy Day Care

"Joanne did a wonderful job taking care of Dominic while I was out of town! She provided plenty of pictures and updates, and went the extra mile to ensure he ... (more)"

Confirmed availability
President's Day
9. Olivia

corgi mom in the city

Near North Side, Chicago, IL, 60611

Dog Boarding, Drop-In Visits, Dog Walking

"We had a great experience with Olivia watching our 9 month old lab! She sent us plenty of pictures and updated us throughout his stay to make sure we knew he... (more)"

Confirmed availability
President's Day
10. Jen & Dakota

Large Fenced Yard, Home Full-Time!

Bridgeport, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

"My two little pups LOVE spending time with Jen and Dakota! This was their third time staying in their home while I was out of town. I appreciate all the pics... (more)"

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11. Zoe

All fur babies are family <3

Near North Side, Chicago, IL, 60654

Dog Boarding, Doggy Day Care

"Zoe was a fantastic dog sitter for my energetic puppy! Super easy to communicate with and accommodating. I will definitely trust her to watch my dog again in... (more)"

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12. Gloria

Working from home-apt w dog park

Near West Side, Chicago, IL, 60606

Dog Boarding, Drop-In Visits, Doggy Day Care

"Gloria was a wonderful pet sitter for Sasha! She accomodated a last minute boarding request promptly and was eager to meet up for a meet-and-greet before dro... (more)"

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13. Colby

Dog Loving Couple in the Loop

Near West Side, Chicago, IL, 60606

Dog Boarding

"Colby was great, highly recommend! I had some last minute changes to my plans which required him to be flexible and he was extremely accommodating. In additi... (more)"

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14. Elizabeth

Animal Loving Family

North Lawndale, Chicago, IL, 60623

Dog Boarding, Doggy Day Care

"Liz was amazing!! She watched my boy Chocolate ( pit bull ) kept me updated and treated him like a prince, even tho he thinks he’s a 5lb boy. He was sent hom... (more)"

Confirmed availability
President's Day
15. 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 his wife Jennifer were FANTASTIC to our puppy Ash during his 4 night boarding stay. We were nervous about boarding him at such a young age (only 4 ... (more)"

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16. Britney

I love animals and they love me!

Loop, Chicago, IL, 60605

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

"Britney did an excellent job with Thor. He takes a lot of patience and she had it to give. She was also very good at sending us updates regularly. I highly r... (more)"

Confirmed availability
President's Day
17. Christopher

Animal lover who works from home.

Near West Side, Chicago, IL, 60607

Dog Boarding, Drop-In Visits

"Christopher was great! He provided me with multiple photo updates and was immediately responsive. Dax had so much fun with Christopher and his dog, Huck, a... (more)"

18. Kristina

Love being active. Love animals!

Near West Side, Chicago, IL, 60607

Dog Boarding, Drop-In Visits, Dog Walking

"Kristina is beyond qualified for joining Rover as a sitter. She has been there since the beginning with helping to raise my goldendoodle. I can always count ... (more)"

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19. Julia

Loving in home South Loop Pet Nanny

Loop, Chicago, IL, 60605

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

"Bennet had a great time. Julia and her family took excellent care of him. They kept us updated every day with photos of how he was doing. We will absolutely ... (more)"

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20. Presley

lifelong pet owner; home full-time

Near South Side, Chicago, IL, 60605

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

"I can not think Presley enough for taking care of my sweet Braxton. She went above and beyond to make sure he was comfortable in her home. She loved on him,... (more)"


Rover.com is the simple, savvy way to find and book Chicago pet boarding. It's easy to find the perfect dog sitter - many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book dog boarding on Rover, your dog will enjoy a loving staycation in their sitter's home. You'll get daily photo updates, and every stay booked through Rover also includes the Rover Guarantee, 24/7 support, and a reservation guarantee. Every dog sitter in Chicago, IL has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of our dog kennel alternatives. When you book [city name] dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.

You'll also be able to relax when it comes to price, because the cost of dog boarding in Chicago, IL is surprisingly reasonable. No matter your budget or lifestyle, there's a dog sitter on Rover to match your wallet. Wondering how much most people pay for Rover dog boarding services? The average dog boarding rates will give you a good sense of what to expect before checking out the individual dog sitters' hourly rates.

If you need to book a great dog sitter on the go, you'll love the Rover dog boarding app. You can browse hundreds of pre-reviewed, trusted dog sitter in minutes from your phone, and rebook your favorite sitter with just a few taps. You'll get photo updates from your dog sitter which can be shared via the Rover dog boarding app in real time, and the app's cashless payment feature allows you to pay your dog sitter easily and securely, without worrying about cash, checks or tips.

In short, when you book Chicago dog boarding on Rover, your dog gets the loving care they deserve, and you get to relax, knowing that your pet is in good hands.

Are you a dog lover who wants to know more about how to turn your passion into profit? There's lots of opportunity to earn money with dog boarding in Chicago, IL. If you're not sure where to start, visit our page about how to become a dog sitter. We're always happy to include new dog sitters in our dog boarding service listings, and the simple application process means you can start your own dog boarding business in no time. We also take the hassle out when it comes to paperwork, because all our Rover dog sitters have access to helpful benefits including the Rover Guarantee and cashless payment feature, so you don't have to worry about getting paid on time. Why not apply today?

Interested in helping out as a sitter? Check out our Chicago dog sitting jobs page.