Dog Boarding in Armour Square, Chicago

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

1. Tim

Love dogs and the Loop

Loop, Chicago, IL, 60601

Dog Boarding

2 repeat clients

"Absolutely wonderful sitters! Our dog is generally very shy and hesitant with new people, but she got along just great with Tim and his wife! They seemed ver... (more)"

2. Grace

Peace. Love. Dog Treats.

Loop, Chicago, IL, 60605

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

1 repeat client

"Grace was super nice and very understanding - we were leaving our Stormy in the late evening with her plus with a very short notice. I will definitely contac... (more)"

3. Cindy

Lots of love

Near North Side, Chicago , IL, 60611

Dog Boarding, Doggy Day Care

7 repeat clients

"This was our first Rover.com experience, and Cindy's pic message updates were reassuring. We are so glad to find a caring place so close to home! (more)"

4. 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)"

5. Gail

Work from home sitter available!

Bridgeport, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

3 repeat clients

"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. Samantha

Life is ruff! Let me make it easier

Loop, Chicago, IL, 60605

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

1 repeat client

"Excellent sitter! Samantha is prompt, responsible, and committed. I am very satisfied. She is always welcome to look after my dog. (more)"

7. Julia

LOVING mom to watch your dog!

Near West Side, Chicago, IL, 60612

Dog Boarding, Doggy Day Care, Dog Walking

"Julia and Tammy were amazing were our dog, Roger. He was taken to the dog park and even came home with a new toy he claimed as his own there! He was exhauste... (more)"

8. Samantha

Doggy Playtime in Loving Home

McKinley Park, Chicago, IL, 60609

Dog Boarding, Doggy Day Care

6 repeat clients

"Samantha was great to work with, and her own dog, Waffles, is very cute and friendly. Samantha took careful notes about our pup's schedule, habits, and medic... (more)"

9. Jessica

Experienced Dog Caregivers & Lovers

Near West Side, Chicago, IL, 60607

Dog Boarding

29 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)"

10. Meryl

Animal-loving young professional

Loop, Chicago, IL, 60605

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

"Meryl was the perfect sitter for our dog who suffers from separation anxiety. I am so thankful that I found her and will certainly use her again. (more)"

11. Tatiana

Graduate student who loves dogs!

Near South Side, Chicago, IL, 60605

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

2 repeat clients

"Tatiana was great with my dog Lucy. She was accommodating to our travel situation, concerned when Lucy was not eating because of some anxiety she experienced... (more)"

12. Gerda

Professional pet spoiler

Near North Side, Chicago, IL, 60610

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

5 repeat clients

"Gerda was great!! She was so sweet and calm about Sierra's medicine and ear-cleaning needs. It was a long trip (2 weeks) and she regularly sent me pictures,... (more)"

13. Samantha

My friends call me a Dog Whisperer.

Near West Side, Chicago, IL, 60607

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

3 repeat clients

"It was our first experience leaving our dog for more than a day and definitely Samantha was awesome and great. She replied almost immediately and she was alw... (more)"

14. Betsey

I'm bubbly, outgoing, & pup loving

Near West Side, Chicago , IL, 60606

Dog Boarding

6 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)"

15. Derick

Any dog is the best kind of dog

Near West Side, Chicago, IL, 60607

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

"Derick is a great guy that's very experienced and knowledgeable about dogs. I would trust and recommend him anytime in the future. Take a leap of faith and b... (more)"

16. Catherine

Animal trainer for film and TV

Loop, Chicago, IL, 60607

Dog Boarding, Drop-In Visits, Dog Walking

3 repeat clients

About: I have owned a dog walking company in LA for over 10 years and we are still going strong. I am looking forward to walking in dogs in my home town. ... (more)

17. Lynettra

Experienced pet care provider

Kenwood, Chicago, IL, 60653

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

2 repeat clients

"Awesome!! Expert dog handler!! Will use again for sure!! (more)"

18. Jenna

love and care for all dogs

Loop, Chicago, IL, 60605

Dog Boarding, House Sitting, Doggy Day Care

About: I had a dog when I was younger so I know what it's like to take care of a dog. I enjoy being active and taking dogs on walks would be very enjoyabl... (more)

19. Jessica

Fun and energetic dog sitter!

Lower West Side, Chicago , IL, 60608

Dog Boarding, Dog Walking

2 repeat clients

"Our dog Ollie loves staying with Jessica. He's a repeat house guest, and he gets along great with Jessica's dog Mia. Jessica is also very easy to work with a... (more)"

20. Stacy

Only the Best for Your Furry Bffs

Loop, Chicago, IL, 60605

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

1 repeat client

About: Hi, I'm a recent grad living in South Loop with my goldendoodle. My schedule is completely flexible because I work at home most times. I can sit ... (more)

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Learn About Premier

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: