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.
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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)"

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2. Carrie

Experienced dog owner

Near North Side, Chicago, IL, 60610

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

"Carrie was absolutely amazing! Our dog Scout is a little nervous and shy but Carrie was so patient and sweet with her that Scout was happy as a clam the whol... (more)"

3. 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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4. 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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5. Amanda

Dog loving couple in West Loop

Near West Side, Chicago, IL, 60607

Dog Boarding

"Amanda and Ryan were great! They sent pics of Kiwi everyday and made sure she got lots of playtime with other dogs. We will most certainly book them again fo... (more)"

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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)"

Confirmed availability
Christmas and New Year
7. Terry

I love dogs and Love to be outside

Near South Side, Chicago, IL, 60616

Dog Boarding, Drop-In Visits, Dog Walking

"Terry was quick to respond and was wonderful with our big, energetic boy. I couldn’t be more pleased with the whole stay. (more)"

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8. 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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9. Taylor

Love to exercise, play and cuddle!

Near West Side, Chicago, IL, 60661

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

"Taylor was great! I received super cute photos while I was away. Mikey didn’t want to leave when I picked him up. I can tell Mikey loved his stay. Thanks, Ta... (more)"

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10. Joanne

Dog Mom, Rescue Volunteer & Foster

Loop, Chicago, IL, 60605

Dog Boarding, Drop-In Visits, Doggy Day Care

"Joanne was amazing! Filled in at the last second and took great care of Leo, sending multiple updates a day and making sure he was comfy. We’ll be using her ... (more)"

Confirmed availability
Christmas and New Year
11. 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)"

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12. Natalie

Long time owner first time walker

Loop, Chicago, IL, 60605

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

"Natalie is an exceptional dog caregiver. Not only is she highly responsible but she is also very reliable. Having had dogs herself, along with working at a v... (more)"

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13. 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)"

Confirmed availability
This weekend
14. Monica

I love all animals!!

Near West Side, Chicago, IL, 60607

Dog Boarding, Drop-In Visits, Dog Walking

"Have known Monica for years and 100% trust her with watching my pets. She's very responsible, respectful and caring - always there with a smile on her face ... (more)"

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15. Saroja

Work from home; dog run in building

Near South Side, Chicago, IL, 60616

Dog Boarding, Doggy Day Care

"Saroja was a great sitter! Our pup came home happy and well cared-for. On top of that, she was flexible when we ran into some travel problems, which was very... (more)"

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16. Robert

Home full-time, close to big parks!

Near West Side, Chicago, IL, 60607

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

About: I've had experience caring for all sorts of different dogs for most of my life. I grew up with a Miniature Schnauzer and English Springer Spaniel, ... (more)

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17. Misty

Super active and engaging

Lower West Side, Chicago, IL, 60608

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

"Misty was amazing and super accommodating!!! She sent updates and pictures and was super friendly. We would def book her again to watch biggie! (more)"

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18. Julia

Loving in home South Loop Pet Nanny

Loop, Chicago, IL, 60605

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

"Julia has watched my pup several times now and I always feel such security in knowing that she will take great care of my dog. It makes going out of town eas... (more)"

Confirmed availability
Christmas and New Year
19. Jen & Dakota

Large Fenced Yard, Home Full-Time!

Bridgeport, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

"Jen is the absolute best. We got so many pictures during Sedge’s stay and he got so much play time and so much love. We knew he was in good hands and it made... (more)"

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20. Kirste

Fred Anderson Dog Park next door.

Near South Side, Chicago, IL, 60616

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

"Kirste is awesome! She totally got Beaubert and they bonded right away! She was very flexible in meeting us and sent updates throughout the weekend of how th... (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.