Dog Boarding in Armour Square, Chicago

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

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1. Betsey

I'm bubbly, outgoing, & pup loving

Near West Side, Chicago , IL, 60606

Dog Boarding

12 repeat clients

"So friendly and flexible with details! She took amazing care of my pup! Would recommend her to anybody and will for sure use Betsey in the future!! (more)"

2. Kelsey

Give your dog a vacation, too!

Near West Side, Chicago, IL, 60612

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

2 repeat clients

"Kelsey was great with Moxie! Very communicative throughout the entire booking process, flexible with timing, and she provided us with daily updates and pict... (more)"

3. Amanda

I'm a student and I love dogs!

Hyde Park, Chicago, IL, 60637

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Amanda was a joy to have keep our pup. He takes a moment to warm up but Amanda was able to build trust with him and before you knew it...she was giving him ... (more)"

4. Zhe

Doggie Mom loving paw friends

Near West Side, Chicago, IL, 60661

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

1 repeat client

"Zhe has been helping me taking care of my dog while I went away for vacations and business trips. She has earned my full trust over the past few years. Every... (more)"

5. Kaley

Home Full Time! I LOVE PETS!

Near North Side, chicago, IL, 60611

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

7 repeat clients

"Kaley did a great job with my dog, Sophie. She is very friendly and it's obvious she is a dog-lover! This was Sophie's first time staying with Kaley and I wo... (more)"

Confirmed President's Day Availability
6. Laura

Great rates (tail wags included!)

Lower West Side, Chicago, IL, 60608

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

2 repeat clients

"Laura was fantastic! I could tell Scrappy enjoyed his week stay! He came home happy and healthy! (more)"

7. Jenna

Responsible, fun-loving dog lover!

Near North Side, Chicago, IL, 60611

Dog Boarding

1 repeat client

"Jenna is amazing! She took amazing care of Gordo and sent me tons of pictures which I definitely appreciated. Would definitely book again and recommend to ev... (more)"

8. Maribel

M & B Doggy B & B

Brighton Park, Chicago, IL, 60632

Dog Boarding, Doggy Day Care, Dog Walking

8 repeat clients

"I was nervous leaving Brownie with a stranger but after they met, it was a match made doggy heaven. Maribel sent videos and pictures of my happy dog througho... (more)"

9. Jill

Flexible sitting in the SLoop!

Near South Side, Chicago, IL, 60605

Dog Boarding, Drop-In Visits, Dog Walking

3 repeat clients

"Jill was great with my dog, Sophie! She was always very responsive and kept me pupdated. We had a meet and greet right away, and two days later she was watc... (more)"

10. Stacey

South Loop Paw Pad

Near South Side, Chicago, IL, 60605

Dog Boarding

11 repeat clients

"Stacey is simply the best! She took great care of my Golden girl Lucy. Lucy had a ton of fun playing with Stacey's boxer, Joe. I appreciated Stacey's attenti... (more)"

11. Lisa

Anything to make your dog happy!

Near West Side, Chicago, IL, 60607

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

1 repeat client

"Lisa was very good with communications. She took Atticus on walks and made sure he was exhausted !! She also sent a bunch of pictures and kept me updated wit... (more)"

12. Dayna

I’m a dog-loving kind of girl!

Near North Side, Chicago, IL, 60654

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

1 repeat client

"Dayna did a great job watching Hershey and was responsive. I would book Dayna again. (more)"

13. Bob

Bob's Boarding in Hyde Park

South Side, Chicago, IL, 60615

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

8 repeat clients

"Bob went above and beyond to make sure that our dog was comfortable and happy. He spent a lot of time with her, taking her on more walks than we asked and ev... (more)"

14. Julia

Loving in home South Loop Pet Nanny

Loop, Chicago, IL, 60605

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

7 repeat clients

"Julia, Tammy, and her family treated Lucy as if she was theirs. I appreciated their daily texts and pictures, and they were very accommodating with pickup an... (more)"

15. Kara

Work from home, love dogs!

Loop, Chicago, IL, 60601

Dog Boarding

5 repeat clients

"Kara was awesome and everything we could of hoped for when using Rover for the first time. Quick response when requesting availability, flexible with drop o... (more)"

16. Richard

Retired, Devoted Doggie Dad!

Loop, Chicago, IL, 60606

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

3 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)"

17. Lynettra

Experienced pet care provider

Kenwood, Chicago, IL, 60653

Dog Boarding, Doggy Day Care

14 repeat clients

"Lynettra took great care of my two dogs over the holiday. She gave me updates about them, she was great at communicating and very considerate. I’d definitely... (more)"

18. Tim

Love dogs and the Loop

Loop, Chicago, IL, 60601

Dog Boarding

8 repeat clients

"Abby & Tim kept my wee little Piper company and it was his very first time away from me. He was very comfortable w/both of them. They took such good care of ... (more)"

19. Kalli

I'll love your dog like my own!

Lower West Side, Chicago, IL, 60608

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

About: I have had dogs since I was little. My family has always had two German Shepherds at a time. I love the joy a dog brings to a household! After movi... (more)

20. Sofia

large fenced yard to play with dog

Douglas, Chicago, IL, 60653

Dog Boarding, Dog Walking

"Sofia was very sweet and flexible. She sent pics of Bok Choy throughout his stay with her, which was much appreciated (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: