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Dog Boarding in Armour Square, Chicago

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

1. Olivia Verified Background Check

Trustworthy Dog Care!

Loop, Chicago, IL, 60605

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

"Our pup loved her time with Olivia! She is so great & looking forward to our next holiday so she can visit again. (more)"

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2. Monica & Calvin Verified Enhanced Background Check

Dog loving couple in the South Loop

Lower West Side, Chicago, IL, 60608

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

"A big thank you to Monica and Calvin for watching our little guy, Dylan, while we were away on vacation. They welcomed Dylan and made him feel right at home. I… (more)"

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3. Matt Verified Enhanced Background CheckRover 101

4 parks within walking distance!

Armour Square, Chicago, IL, 60616

Dog Boarding, Drop-In Visits, Dog Walking

"Matt took great care of my dog. She is a very large dog and reactive on leash, but Matt was comfortable with the breed and asked all the right questions to un… (more)"

Confirmed availability
 Thanksgiving
4. David Verified Enhanced Background Check

NOT JUST A PET BUT FAMILY

Lower West Side, Chicago, IL, 60608

Dog Boarding, Drop-In Visits, Doggy Day Care

"My dog is shy and didn't thing she will like her stay. I was wrong, I think she enjoyed her stay with David along with the other dogs he takes care of. I high… (more)"

Confirmed availability
 Thanksgiving
5. Brittany Verified Background Check

Happy pup happy life!

Douglas, Chicago, IL, 60616

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

"Brittany is great with dogs! She looks after my lab when I can’t get off work. I would trust her with anyone’s dog for sure. (more)"

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6. Jon Verified Enhanced Background Check

Your fur baby will love me

Near North Side, Chicago, IL, 60610

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

"Bruno absolutely loves going to Jon's place. Jon and his girlfriend take great care of him and I have used them multiple times! I highly recommend Jon! (more)"

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7. Mary Verified Background Check

Here to shower your dogs with love~

Loop, Chicago, IL, 60601

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

"Mary was absolutely amazing! Mickey was well loved and taken care of, I received many photo and video updates seeing how happy he was! I'll be using Mary again! (more)"

Confirmed availability
 Thanksgiving
8. Maria Verified Background CheckRover 101

Your Loved One's Second Home

Loop, Chicago, IL, 60605

Dog Boarding

"Maria was great with our dogs, and she sent us several updates with pictures while we were away. We would definitely use her again in the future. Thanks, Maria! (more)"

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9. Tamara Verified Background Check

Fun and friendly dog lover ❤️

Near West Side, Chicago, IL, 60607

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

"Tammy was so great with Kodi. This was our first time using someone other than family and we felt completely confident that our pup would have a great time and… (more)"

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10. Clara & John Verified Background Check

Fun caring couple in the south loop

Loop, Chicago, IL, 60605

Dog Boarding, Doggy Day Care

"Clara and John are ideal candidates to consider when looking for attentive and caring sitters for your furry family member. Both are highly responsible with a … (more)"

Confirmed availability
 Thanksgiving
11. Anthony Verified Background Check

Wicker Park Dog Walker/Cat Sitter!

West Town, Chicago, IL, 60622

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

"Anthony is the best!! He showed so much kindness and patience and love for my little guy. He also took really great photos and videos. I’m already booking my n… (more)"

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12. Christopher Verified Background Check

Dog loving couple in South Loop.

Near South Side, Chicago, IL, 60605

Dog Boarding, Drop-In Visits

"Chris was great! Excellent communication with constant updates and videos. Was patient and understanding of Jordy’s anxiety. I knew he was well cared for. Woul… (more)"

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13. Ashley Verified Background Check

Walks, park, dog run + pupper pal!

Near South Side, Chicago, IL, 60616

Dog Boarding

"Ashley did an amazing job taking care of Moose and kept us updated with great photos! He was so tired from all the playing and walks that he came home and napp… (more)"

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14. Brian Verified Enhanced Background Check

Fun family to take care of your dog

Near South Side, Chicago, IL, 60605

Dog Boarding, Doggy Day Care

About: We live in a gated community in the south loop and look forward to taking care of your dog. Either for the day or a couple days. Family of four, tw… (more)

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15. Vladimir Verified Background CheckRover 101

Fulltime attention! Photoshoot incl

Near North Side, Chicago, IL, 60611

Dog Boarding, Doggy Day Care

"Once again, Winston came back very happy and tired from his stay with Vladimir! Vladimir kept him occupied and took him to several fun activities, like the dog… (more)"

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16. Julia Verified Background Check

Eat. Play. Love Dogs.

Near North Side, Chicago, IL, 60654

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

"Julia was such a fantastic sitter - I had a trip come up last minute and am new to Chicago so didn’t have a normal dog sitter yet, and she went above and beyon… (more)"

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17. Fawn Verified Background Check

Accepting Dogs During COVID-19!

Near North Side, Chicago, IL, 60610

Dog Boarding

"Fawn is the best. She’s taken care of my dog, Eve, a few times now and I highly recommend her. Super easy to work with and very responsive and takes great care… (more)"

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18. Kayla Verified Background Check

Dog enthusiast, trustworthy🐶

Near West Side, Chicago, IL, 60607

Dog Boarding, Doggy Day Care, Dog Walking

"Kayla was absolutely amazing!! She was reliable, accommodating, and flexible when she watched my two dogs. She was super responsive and sent me photos of my da… (more)"

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19. Ashley Verified Background Check

Available to puppy sit!

Near West Side, Chicago, IL, 60661

Dog Boarding, House Sitting, Doggy Day Care

"Ashley is absolutely wonderful! She responded quickly after I requested her to watch our pup, Bailey on a relatively short notice. It was easy to schedule a me… (more)"

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20. Brandie Verified Enhanced Background Check

Your dog babies home away from home

Loop, Chicago, IL, 60601

Dog Boarding, Doggy Day Care

"Brandie is the kindest person and has the most positive energy! My pups Anders and Mason love her and she takes great care of them! (more)"

In Armour Square, Chicago, IL, dog lovers trust Rover.com for their dog boarding needs. Over 7,915 pet owners have reviewed dog sitters in Chicago, giving them an average rating of 4.9/5 stars. Booking dog boarding in Armour Square can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book dog boarding in Chicago on Rover? Check out our average dog boarding rates to get an idea before reaching out and beginning a conversation with a sitter.

Rover.com offers the perfect alternative to dog kennels and traditional dog sitting. The next time you head out of town and need someone to take care of your dog, turn to Rover for your dog boarding needs. It's easy to find a loving Armour Square dog sitter on Rover who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at their sitter's home. Search from hundreds of dog sitters in Armour Square, Chicago, IL, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. With Rover, pet boarding is guilt-free, cashless, and convenient. That way, you can hit the road happy knowing your dog's in loving hands while you're away.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Armour Square, Chicago donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Chicago.

We're proud to support over 200 organizations across the nation, including: