Dog Boarding in Armour Square, 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. Jessica

Experienced Dog Caregivers & Lovers

Near West Side, Chicago, IL, 60607

Dog Boarding

28 repeat clients

"Quick summer camp break with Jessica, David, and their new up Ragnar!! Having a permanent doggie playmate is a big plus for Indie. He really enjoyed his st... (more)"

2. Gerda

Professional pet spoiler

Near North Side, Chicago, IL, 60610

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

4 repeat clients

"Belle's first overnight stay. Gerdas was great with her as always. (more)"

3. Cindy

Lots of love

Near North Side, Chicago , IL, 60611

Dog Boarding, Doggy Day Care

6 repeat clients

"Cindy was awesome! Took great care of Negroni and always kept me updated with pictures and videos! Made my time away from my baby go by very fast! (more)"

4. Megan

Super South Loop Sitters

Near South Side, Chicago, IL, 60605

Dog Boarding

1 repeat client

"I would highly recommend Megan. We met before our stay to ensure that our dogs would get along. Megan sent lots of updates during Mini's stay, which was re... (more)"

5. Gail

Work from home sitter available!

Bridgeport, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

1 repeat client

"Gail was so great with my dog, Oliver. I have a pretty clingy shih tzu and after trying two sitters for him, I thought we just couldn't leave him alone anymo... (more)"

6. Catherine

Animal trainer for film and TV

Loop, Chicago, IL, 60607

Dog Boarding, Drop-In Visits, Dog Walking

2 repeat clients

"Catherine is great! Worry-free and received photos and updates every day! Highly recommend and will board with her again in the future if possible. (more)"

7. Madeleine

Reliable, friendly & flexible!

Near West Side, Chicago , IL, 60607

Dog Boarding, Drop-In Visits

1 repeat client

"Maddy is the best!! I loved getting updates and pictures and duffy clearly had a blast. Everything went so smoothly both arranging drop offs/pick ups and dur... (more)"

8. Kristin

Experienced dog kennel employee!

Near North Side, 60654, IL, 60654

Dog Boarding, Drop-In Visits

"Kristin was so great watching my dog! I was a bit hesitant to use Rover, but Kristin has completely erased any concerns. She went above and beyond to make me... (more)"

9. Richard

Retired, Devoted Doggie Dad!

Loop, Chicago, IL, 60606

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

2 repeat clients

"Richard was awesome with Cassie and took very good care of her. He updated me regularly and was open when my flight was late in returning. He sent pictures a... (more)"

Confirmed Holiday Availability
10. Magdalena

Just like home

Lower West Side, Chicago, IL, 60616

Dog Boarding, Drop-In Visits, Doggy Day Care

19 repeat clients

"Magdalena was amazing!! She sent several pictures of my baby during his stay, was able to get him to eat when most others can't, and was incredibly flexible ... (more)"

11. Lauren

Doodle love & playtime

Near North Side, Chicago, IL, 60611

Dog Boarding, Doggy Day Care

3 repeat clients

"Lauren and her dog welcomed my dog lovingly into their home. He played in the park and enjoyed himself thoroughly. She sent pictures of their adventures to... (more)"

12. Marga

We can cuddle and play all day!!

Hyde Park, Chicago, IL, 60615

Dog Boarding, House Sitting, Doggy Day Care

5 repeat clients

"Marga took care of both my dogs Max and Nala during last weekend. I am 100% happy with her. She was extremely attentive to the instructions I gave (I am a bi... (more)"

13. Sara

Puppy Fever in the Loop!

Loop, Chicago, IL, 60601

Dog Boarding, Doggy Day Care

1 repeat client

"Sara's awesome! Winston loved her. 100% recommend her if you're looking for someone to watch you dog. (more)"

14. Andrew

A Dog-Loving New Lawyer

Loop, Chicago, IL, 60604

Dog Boarding, Drop-In Visits, Dog Walking

7 repeat clients

"Andrew saved the day when my regular dog sitter had to go out of town mid-way through my business trip. They did a great job of coordinating the exchange, an... (more)"

15. M Patrick

Dog Lovers For Weekend Sitting

Loop, Chicago, IL, 60605

Dog Boarding

2 repeat clients

"Both Mike and Amanda were super friendly and reliable. My pup seemed very happy when I picked him up, and he even seemed to have been bathed! They allowed my... (more)"

Available this weekend
16. Elesha

Boutique, individual care

Loop, Chicago , IL, 60605

Dog Boarding, Drop-In Visits, Dog Walking

18 repeat clients

"Jake had such a good time with Elesha and her pups we rebooked for a one-day stay just so he could return and visit his friends. When I dropped him off Jake ... (more)"

17. Kristen

Playdate with Bernadette!

Oakland, Chicago, IL, 60653

Dog Boarding, Drop-In Visits, Dog Walking

About: I specialize in taking care of female dogs. I had an older French Bulldog named Mischue (Polish for teddy bear) who lived to be 15 years old and a... (more)

18. Betsey

I'm bubbly, outgoing, & pup loving

Near West Side, Chicago , IL, 60606

Dog Boarding

5 repeat clients

"Betsey is awesome. Our dog has stayed with her twice and her third stay is already booked!!!! Our dog loves staying with Betsey as made her feel right at ho... (more)"

19. Richa

Loving couple who love pets!!

Near South Side, Chicago, IL, 60605

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

"Richa did a wonderful overall job. She was very communicative, making sure she had everything she needed to take care of Kobe. She also sent me many pictur... (more)"

20. Mindy

5-Star Care Custom-Tailored Stays

Douglas, Chicago, IL, 60616

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

"Mindy was amazing!!! By the looks of the pictures, our dog enjoyed his stay! She sent updates about twice a day which was great! I was glad I left him in the... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

In Armour Square, Chicago, IL, dog lovers trust 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. 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: