Dog Boarding in Armour Square, Chicago

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

1. Jessica

Will give your dog a happy home

Kenwood, Chicago, IL, 60615

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

"I've known Jessica for two years. She's a very friendly, competent and responsible person. I was with her in a chamber group last year, and she arranged and ... (more)"

2. Alice

Home full time for your dog(s) solo

Near South Side, Chicago, IL, 60616

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

"Our doggie Riley was very pampered during his stay. Both Alice and Lee are very sweet and attentive to Riley's needs and quirks. Riley is an old dog now and ... (more)"

3. Amanda

Dog loving couple in West Loop

Near West Side, Chicago, IL, 60607

Dog Boarding

"Amanda and Ryan were very accommodating to our pup, Molly. Both were great at communicating and made my husband, pup, and I feel welcomed. Molly had a great ... (more)"

4. Adam

Adam and Caitlin's Pet Care

Near North Side, Chicago, IL, 60611

Dog Boarding

"Adam and Caitlin did an amazing job taking care of our puppy for the weekend! They sent awesome photo updates throughout the stay and made sure he got plenty... (more)"

5. Lisa

Home full-time - lives by dog park

Near South Side, Chicago, IL, 60616

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

"Lisa has great communication skills and you'll find that you're always comfortable knowing she's taking care of your best friend! Tuck can be a bit of a hand... (more)"

6. Ashley

4-5 walks/Day & I Work from Home!

Hyde Park, Chicago, IL, 60637

Dog Boarding, Doggy Day Care

"Ashley was so nice and kept in contact the entire time. Moose loved her. Will use her again. (more)"

7. Bob

Bob's Boarding in Hyde Park

South Side, Chicago, IL, 60615

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

"Bob was awesome! He was easy to communicate with and after the meet & greet I knew my dog, Sebastian, would be comfortable with him. Sebastian spent a week w... (more)"

8. Elizabeth

Animal Loving Family

North Lawndale, Chicago, IL, 60623

Dog Boarding, Doggy Day Care

"Elizabeth and her family were so great with Harper! I received photos and a brief report every day. Harper can get a little "excited" at times and they made ... (more)"

9. Ekaterina

Home full-time - fenced yard

Bridgeport, CHICAGO, IL, 60608

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

"Kat was absolutely wonderful. From the initial meet and greet she was able to set my mind at ease about leaving my Jax with her. Her friendly, caring persona... (more)"

10. Kat

Recent grad who LOVES DOGS

Kenwood, Chicago, IL, 60615

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

"Kat is very good dog sitter. My big boy Arrow looks very happy with her. She took him out for a long walk every day! I really want Arrow to continue stay wit... (more)"

11. Holly

The care your dog would choose!

Near North Side, Chicago, IL, 60654

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

"In all my years knowing Holly, the happiest I have ever seen her is when there is a dog in hand. Holly has a unique instinct for reading the body language an... (more)"

Available this weekend
12. David

NOT JUST A PET BUT FAMILY

Lower West Side, Chicago, IL, 60608

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

"David and his wife were super flexible and easy to communicate with. They gave him his oral daily medications as directed and I got plenty of updates and pi... (more)"

13. Jen & Dakota

Large Fenced Yard and House!

Bridgeport, Chicago, IL, 60608

Dog Boarding, Doggy Day Care

"We love having Dakota and Jen watch our pup, we know she's super comfortable in their home and we always get lots of great pictures and check ins. They're al... (more)"

Available this weekend
14. Bridget

I'll love your dog like my own

Near West Side, Chicago, IL, 60661

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

"Bridget was absolutly wonderful and very time flexible. My Little Diggy truly enjoyed his stay with her as she walked him and really payed close attention to... (more)"

15. Imani

Dogs are friends not food!

Lower West Side, CHICAGO, IL, 60608

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

"Imani is super flexible and took excellent care of our special needs bulldog! (more)"

16. Dianne

I can run with your dog!

Armour Square, Chicago, IL, 60616

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

"When I think of Dianne, I think dogs. She’s one of the most reliable pet owners I’ve ever known. Not only does she take care of her own dog, but always offer... (more)"

17. Tracy

Cuddles galore!

Near West Side, Chicago, IL, 60608

Dog Boarding, House Sitting

"Tracy was amazing! She took our reservation somewhat last minute, communicated daily with pics, and the pup loved her! Will definitely be using again thanks! (more)"

18. Enoch

Rover Sitter/Boarder ~SINCE 2015!

Bridgeport, Chicago, IL, 60608

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

"Enoch was just amazing. He was so flexible and accommodating about drop-off/pick-up times. He took wonderful care of my Folly and I could tell she adored him... (more)"

19. Stacey

South Loop Paw Pad

Near South Side, Chicago, IL, 60605

Dog Boarding

"Stacey was a great host!! She took great care of our puppy, who had a fantastic time playing with her boxer Joe all weekend. We got lots of updates, which he... (more)"

20. Jien Hui

I'll spoil your dog!

Loop, Chicago, IL, 60605

Dog Boarding

"I’m so happy to have found Jien-Hui! Not only is she flexible, but also thoughtful. She’s really comfortable handling my dog, Bodhi, who is a big boy!!!! Her... (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: