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.
Dismiss
Available this weekend
1. Erica

Wags While You're Away!

West Town, Chicago, IL, 60642

Dog Boarding

76 repeat clients

"Erica is amazing. She is a wonderful person, terrific with dogs and can always can be counted on to go far beyond the call of duty. Erica watched my dog, ... (more)"

2. Rebba

Dog Lover in Hyde Park

Hyde Park, Chicago, IL, 60615

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

1 repeat client

"Rebba was awesome!! I received pics and videos of my fur baby throughout the weekend (allowing me to relax and enjoy myself) and when I picked him up, it too... (more)"

3. Ewelina

Your dog will never feel lonely

Near West Side, Chicago, IL, 60661

Dog Boarding, Dog Walking

1 repeat client

"Ewelina and her boyfriend were excellent carers for our dog, Lola when we left her for a couple of days so we could explore Chicago. Ewelina sent us quite a ... (more)"

4. Kameron

Stay & Play in the Loop with a View

Chicago Loop, Chicago, IL, 60601

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

1 repeat client

About: **About me** Hi! I'm Kameron and would love to hang out with your dog in the Loop! I love the location I live in because I am extremely close to Mi... (more)

5. Maribel

M & B Doggy B & B

Chicago, IL, 60632

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

6 repeat clients

About: Woof woof! My name is Maribel and when I am not spending time cuddling with my favorite four legged friends (or my two legged live-in boyfriend, Br... (more)

6. Alex

Every Dog Has Its Day in Old Town!

Near North Side, Chicago, IL, 60610

Dog Boarding, Doggy Day Care

3 repeat clients

"Akec is Very friendly and understanding. Made me feel very comfortable leaving my dog wiith him. Very informative and keeps you updated. I will go back to Al... (more)"

7. Amy

Energetic, dog-loving + outdoorsy

Loop, Chicago, IL, 60601

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

1 repeat client

"Amy is the world's best dog sitter, no exaggeration! I never had to ask for an update or a photo during the duration of my dog's stay with Amy because she w... (more)"

8. Bob

Bob's Boarding in Hyde Park

South Side, Chicago, IL, 60615

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

1 repeat client

"Bob clearly enjoys caring for dogs, and he was wonderful with ours. And even tho' at pick up, Willow was very happy to see me and go with me, she wasn't sur... (more)"

9. Natasha

Your Puppy's Home Away from Home!

Near North Side, Chicago, IL, 60611

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

15 repeat clients

About: Hey there, We're two super responsible medical students with a love for animals! We currently have a lot of time on our hands, as we're mostly a... (more)

10. Richard

Retired, Devoted Doggie Dad!

Loop, Chicago, IL, 60606

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

2 repeat clients

"Great stay! Quickly responded to any questions or messages, very accommodating for drop off and pick up times, I got lots of updates and can tell my pup had ... (more)"

11. Brandilyn

Dog Lovers With Fun Doodle

Loop, Chicago, IL, 60605

Dog Boarding, Doggy Day Care, Dog Walking

1 repeat client

"Thank you again! From viewing the pics you sent, it was clear that my dog truly enjoyed herself! Bradilyn was very prompt with communication, and my dog love... (more)"

Available this weekend
12. Mandi

Love Pups!

Central, Chicago, IL, 60654

Dog Boarding

6 repeat clients

About: Hi! I am an active young professional who loves dogs! I grew up with our family dog who lived for 18 years and definitely miss having a furry frie... (more)

13. Betsey

I'm bubbly, outgoing, & pup loving

Near West Side, Chicago , IL, 60606

Dog Boarding

9 repeat clients

"Betsey did an amazing job taking care of Vesper for me! She made me feel comfortable and at ease throughout the whole process. I could not ask for a more pos... (more)"

14. 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

4 repeat clients

"Derick was wonderful! Our pup loves playing with his pup, and Derick sent lots of updates and videos. Will absolutely book with him again, our sweet girl lov... (more)"

15. Robb

Probably a dog in a past life :-)

Near South Side, Chicago, IL, 60616

Dog Boarding, Doggy Day Care

1 repeat client

"Robb is the best! He is flexible, wonderful to Rocco I know this because on the 2nd time on our way to Robb's Rocco was a maniac trying to get in his buildin... (more)"

16. Samantha

Doggy Playtime in Loving Home

McKinley Park, Chicago, IL, 60609

Dog Boarding, Drop-In Visits, Doggy Day Care

24 repeat clients

"Great stay for Tio. He had plenty of walks and fun with doggie day care visitors. Nice location near a park. Back yard available for scratching his back wi... (more)"

17. Hillary

STAY! in the Loop

Central, Chicago, IL, 60601

Dog Boarding, Drop-In Visits, Doggy Day Care

3 repeat clients

About: I am an extreme dog lover of all types and breeds! I grew up with German Shorthaired Pointers and currently have a 4.5 year old Yorkie/Chihuahua m... (more)

18. Christian

PAWS volunteer,rescuer

McKinley Park, Chicago, IL, 60609

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

1 repeat client

"Christian is absolutely amazing with my pets. They loved hime right off the bat! He takes really great care of them. He make sure my cat is well taken care o... (more)"

19. Ellen

Safe, Reliable and Loving Dog Care!

Near West Side, Chicago, IL, 60608

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

1 repeat client

"Ellen was so wonderful to my Bailey! She took Bailey for long walks and sent me many pictures while I was away. Ellen was very accommodating, extending the s... (more)"

20. Stacey

South Loop Paw Pad

Near South Side, Chicago, IL, 60605

Dog Boarding

10 repeat clients

"Stacey has a way with dogs that is almost magical, certainly worthy of admiration. I trust her completely with my babies, one of which is a very senior dog. ... (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 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: